Cheating

Jessica Part 1 My Best Friend’s Wife

Jess & I, First Time for us
Background: My name is Rich. My wife, Judi & I have been married for 25 years and all our children are grown. Tim & Jessica are close friends of ours. I work for a company whose home office is about 120 miles away. Tim & Jess own a house in a town about half-way between our house and my company’s home office. I have to go to the office for meetings almost every week. A couple of years ago Tim & Jess had some serious problems in their marriage, and they almost split up. We helped them work things out, and the four of us have become very close, in part due to the amount of time and attention Judi & I have devoted to their darling young son.
Jess is 30 years-old, a tiny little brunette, about 5’3” tall, and just over 100 pounds. She has long slim legs, nice firm breasts and a tiny tight butt. She has deep grey-green eyes, fine features, and a beautiful sprinkling of freckles across her shoulders. She recently lost her job and started back to school to finish the education she interrupted when she & Tim married and started their family. Tim is 38, about 6’2”, about 225. He was muscular when he was younger, but a lot of years at a desk have taken their toll. While he’s still in good shape, it’s not as good as it was. He has dark hair and eyes, and is absolutely devoted to his son, and since Jess caught him a couple of years ago, to her. Due to training requirements for his job, Tim often has to be away from home, sometimes for weeks at a time. This past winter was particularly bad, both because Tim was gone quite a bit, and because the weather was awful.
Judi is 58, 5’8”, about 165, with blonde hair and blue eyes. She had some health problems when we married, and they have continued to get worse. On the plus side, Judi is very bi, and she’s always been willing to share her girlfriends with me. I’m 5’9”, about 220, with brown hair and blue-grey eyes. I’ve worn a mustache since I was 18. While I’m not in the condition I was 10 years ago, when I worked outside and did a lot of lifting and running, but I’m not in bad shape at all for my age.
Several months before the events detailed in this story Tim and I were talking over a couple of beers while Judi and Jess were shopping. I’d commented a couple of times about how great Jess looked so Tim asked me, “Would you try to fuck my wife while I’m away?”
“Let’s put it this way, Tim,” I said, after thinking about it for a minute, “I think Jess looks terrific, but you’re also one of my best friends, and I’d be hard put to risk that even for a chance at a woman as fantastic as Jess. So I guess, IF Jess were to offer to fuck me, AND promise me that it wouldn’t be a “revenge fuck” to get back at you, but would be because she actually found me attractive, and if she agreed to do whatever I wanted, the way I wanted, and you know my kinks, then, IF she agreed to all that, I’d honestly have a damned hard time telling her “NO.” I’d try, but I can’t promise I’d succeed.”
Tim thought about that for a moment, took a long pull on his beer, then looked at me and said, “That’s an honest answer, and I respect that. I know Jess well enough to know that even any one of those is extremely unlikely, and the chance of more than one is almost nil. So here’s what I’ll tell you; If she ever makes that offer, and agrees to those conditions, then do whatever you want. You’ve got my blessing and permission.” He thought about it for a minute more then added, “Hell, it might even loosen her up a bit with me. God knows she could use it. She’d get one hell of a surprise before you were done, that’s for damned sure.” Then he just grinned at me.
“Deal? Friend?” And he stuck out his hand. I took it.
“Deal. My friend.” I said. “ I can’t imagine she’d ever agree to that, but I wouldn’t lay a hand on her without all three, so I doubt it will ever come to that.”
Boy, was I ever in for a surprise. Several months later the following begins.
Since the bad weather this winter happened to coincide with the days I had to travel to the home office, and since Tim had to be gone so much, Jess invited me to stop and stay with her if the weather was too bad to risk trying to finish the trip home late in the day. The first time I stayed Tim had just left the day before, so I slept on the couch, helped her shovel herself out, and went on home early the following day. The second time was much different, and that’s where this story picks up.
I had been driving since early in the morning, then in meetings all day, and was only half-way home driving in snow and ice when the highway patrol closed the interstate for a major crash down the road. I diverted onto the old back road, which happens to go within a block of Tim & Jess’ house, so I called Judi and stopped for the night. Jess was very glad to see me, as the lights had been flickering from ice on the overhead wires, and she wasn’t comfortable plugging in and starting the back-up generator. We got the little guy fed and played for a couple of hours, until it was finally time for him to go to bed. After he was tucked in for the night, Jess and I watched the news and weather, and the later it got the closer she sat, until she was leaning on my shoulder and holding my hand. Finally she stood up and said she was going to get ready for bed, and when she went upstairs I started to do the same. When I came out of the bathroom she was sitting on the couch waiting for me, but it was what she was wearing that about dropped me in my tracks. Instead of the demur flannel gown she’d worn the last time she was dressed in a tiny and sheer pink baby-doll nighty, with a tiny pink g-string beneath. I stopped dead, but she patted the couch beside her, indicating that I should sit next to her. I’d always known she was beautiful, but when she was nearly naked she was stunning. I sat.
“I know you and Tim are good friends, but I need something from you, if you’re willing.” She started. “I’m okay when he’s home, but these weeks away really get to me.”
It was obvious what she wanted, even without the clothes she wasn’t wearing, her little pink nipples were pulled up into two .30 caliber bullets atop her firm, pert breasts. “Jess,” I started, “I’m not going to be used as a ‘revenge fuck’, especially since Tim and I are friends. If that’s what this is about then I’m going to have to say ‘No’, no matter how much I want not to.”
“No, it’s not that. Well, mostly not that anyway. I’ve been attracted to you from the first time I saw you, but with Judi and I friends, and you and Tim, and all that, I couldn’t do anything. But he’s been gone, and you’re here, and I need a man to hold me, and I really like you, so I’m offering. If you’re interested.”
“Interested?! I’d have to be an idiot and blind to not be interested, but I won’t risk the friendships or the relationships with you and your son for sex.” I said. “Besides, if anything went wrong, Judi would kill me if I drove you guys out of her life.”
“I won’t let that happen. I promise. I just want you to come upstairs and make love to me and make me feel good. I won’t let anything happen to jeopardize our friendships, but I need you. And I want YOU.”
“Jess, I will do this, but there’s going to be one thing you must agree to, since Tim and I have talked a lot, and I know you have some hang-ups about sex, so I’m going to put a condition on this before we start. OK?”
“What condition?” she asked.
“We’ll do what I want and enjoy, the way I want to do it, and the way I enjoy it, and you won’t tell me ‘No.’, because the first time you tell me ‘No, I won’t do that.’ I’m going to get out of your bed and come back down here and sleep alone. I got Judi past those hang-ups years ago, and I’m not going to deal with what Tim does. I don’t have to. We’ll have the sex I enjoy, and I’ll make it memorable for you, too. But I won’t take ‘No.’ for an answer, or I’ll come downstairs. Is that clear and agreed?”
I saw the flash of fear in her eyes, and then she looked down at her hands. When she looked back at me she’d made a decision. “Agreed.”
“Agreed to what?” I asked. I wanted to be sure she understood.
“I agree that I won’t stop you or tell you ‘No.’ even if it’s something I don’t normally do, as long as you don’t hurt me.”
“I won’t hurt you, I promise. Or at least if it hurts for a moment, it’ll be a lot better soon.” I reached across and pulled her close and kissed her mouth. She was so sweet. The second kiss was much longer and more passionate, and our tongues were dancing before we parted. She was nearly out of breath. I slipped my arm beneath her legs and held her close, picked her off the couch, and stood up. She curled her face into my chest. I could feel her heart racing as I held her.
“Let’s go upstairs and continue this.”
When we were in the bedroom I stood her next to the bed. I held her tight and kissed her deeply again. When I pulled back she looked up at me and smiled, “I haven’t even kissed another man since Tim and I have been together. I’d forgotten how exciting it is, the first time with someone new.”
I reached up and untied the baby-doll and slid it off her shoulders. I cupped her face in my hands and kissed her deeply, tasting her and drinking in her breath and her sweet scent. I kissed around her face, her nose, eyes, cheeks, and ears. I nibbled down one side of her throat, went across and back up the other side. By the time I got back to her mouth she was panting. I held her arms to her sides until there was a puddle of pink cloth at her feet. I could feel my erection jabbing at her belly, and I knew she could too. She reached down and held my cock and stroked it.
“I’m glad to see you want me.”
“I’ve wanted you since the first time I saw you. I’ve just never had a chance to show you how much.” I said. She slid my pants past my erection and they dropped around my ankles. I kicked them out of the way with hers.
I dropped to my knees so that my mouth was level with her breasts and sucked one then the other. Then I slowly slid down, nibbling and licking until my mouth reached her slit. She was intoxicating. I parted her legs and slipped between them far enough to lick the juices that dripped from her pussy lips. My god that woman was sweet! I pushed her back so she fell onto the bed and dove forward to devour her pussy. I alternated between her clit and licking the juices that dripped from her lips. She clearly wanted me to make love to her, but I couldn’t get enough of her juice. I slipped a finger inside to stroke her g-spot, then added another. I trailed a third along her little rosebud pucker behind, but didn’t try to push yet. She was quickly loosing control and I worked to get her over the top.
Suddenly her hands were pulling my face into her pussy and her hips were bucking into my face. She was panting and moaning, but not actually saying anything. I just kept licking and sucking, with two fingers deep inside. Then I felt the stream of girl cum down my chest. That was when I was certain I’d been successful. After a little while longer her hands went from pulling my face in to pushing me away. Reluctantly I stopped and removed my fingers. It took an incredible effort of will to stop licking up her juices. She was just so sweet to eat. But finally I managed. I stood up and positioned the head of my cock at her entrance. I slipped just enough in to keep me in place and leaned forward over the top of her until my lips met hers.
“Are you sure you want this?” I asked, giving her one last chance to back away. “Technically you still haven’t cheated on Tim, yet. But if I put this inside you that’s over, and you’re committed, both to cheating on your husband with me, and to doing whatever I want to do. Are you still wanting to continue?”
Jess didn’t answer. She just smiled up at me, wrapped her legs around my hips and drove me forward until I was buried inside her right to my balls. We both gasped, and I dropped down and hugged her tightly while we caught our breath. My God she was tight! I was pretty sure Tim was bigger than me, and if she hadn’t been so wet and wanted me inside her I wasn’t sure I could have gotten my cock inside her. She must almost squeeze Tim’s dick off
“Are you just going to lay there inside me or are you gonna fuck me?” Jess asked. Grinning. After what Tim had said her words shocked me, just a little.
“First lock your legs around me while I climb up onto the bed, then we’ll see. I don’t want to take a chance on missing a second inside you now.” I said. When she had me held tightly I crawled up so I was fully on the bed, then I settled my weight onto her little body. She relaxed her hold on me and I started stroking in and out of her, slowly. “Is that more what you had in mind?”
“Well, you could speed it up a bit.” She said.
“I could, but as far as I know there’s no real hurry. And I intend to take my time and make this as long and as good as possible.” I raised my body to look between us, the sight of my cock in Jess’ pussy was so exciting. She looked at all the fluids on our bodies when I did.
“How did you get so wet?” She asked.
“You squirted when you came earlier, and it got pretty much all over me.” I answered, looking at how her girl cum had matted my body hair.
“I don’t squirt. I don’t think girls even cum like that. Do they?” She asked, a bit surprised.
“Well the fact is, yes, when girls cum really hard, especially from oral sex with a manual assist, they often squirt. Sometimes a little, and sometimes a lot.” I explained, while we continued to look at our bodies.
“I assume that was a lot?” Jess asked. I looked at her as she ducked her head and blushed. I gently took her chin in my hand and brought her face back to look in her eyes.
“There’s nothing to be embarrassed about, Jess.” I assured her. “In fact, I have to take it as a compliment if you don’t normally do it. That means that I made you come better than you have before. That makes me feel very good, and even makes me feel better about making love to you tonight. I’m doing something that you’re really enjoying. And besides, you’re delicious! I could hardly bring myself to stop licking up your juices even before you came, and your girl cum is even better than your regular juice.”
“You’re not just saying that. Are you?”
“Taste for yourself.” I moved my face next to hers so she could taste her pussy juice on my cheek. She licked, tentatively at first, then she gave me several good licks. “Delicious, isn’t it?”
“Well, yeah. I do kinda like it.”
I moved up a little and offered her my chest where it was coated in her girl cum. “Now try this.”
She licked that with much more enthusiasm. “Hmmmm! That’s tasty!”
“Maybe you should try going to the source for some of that, someday soon.” I offered.
She looked at me expectantly. Then the sudden realization of what I was suggesting hit her and she looked a little shocked. “I couldn’t do that!”
“Why not?” I asked. “You like the taste, and any man would be delighted to see you eating pussy. I’ll promise you’d know exactly how to do it. And you’d love the way it tastes and feels.”
“I just don’t know.”
“Well for now, let’s just enjoy this.” And I plunged my cock deeply inside her again and started fucking her steadily.
“Oh! That’s nice.”
“I think I’d rather watch for a while.” I said. I spun her over so she was straddling me, still firmly impaled by my erection. “That’s better. This is much easier to watch.”
Those incredible breasts were bouncing with her every movement. She started slowly rocking on my cock, then started speeding up. I grabbed her hips and slowed her down. “It’s not a race Jess.” She looked a little disappointed. “Let’s enjoy the view and the feelings.”
I slipped my hand between her legs and rubbed her clit. She rocked her head back and slowly rocked her hips so that my cock made little strokes in and out of her pussy. She quickly built to another orgasm, panting, then moaning, then a series of little happy squeaks. Not as powerful as the first, but when she came back down and opened her eyes and looked at me it was clear she was happy. “That was nice.” She said.
“I agree.” I’d already decided what I wanted next. “Spin around so you’re facing away from me.”
Jess started to raise off my cock. “No, not that way. Don’t take my cock out of you. Stick your legs up here on my chest.” She pulled each leg out from under and laid them on my chest, my cock driven as far as it could possibly go inside her. The feeling was terrific. I kissed her feet and sucked on her toes. She giggled and squirmed a bit, firmly anchored on my rod which impaled her.
“Now, pick a direction and swing your legs that way in steps. Don’t forget to raise a bit each time so you don’t twist my balls off.” Jess giggled but did as I directed. Taking about one eighth of a turn at a time she ended up straddling my legs again but facing away, my cock still firmly planted inside her.
“OK, now draw your legs back under you so you can fuck me from there.” She tucked one leg then the other under her and raised up until my cock nearly dropped out. She looked back over her shoulder and smiled, and dropped back down driving me fully inside her. The feelings were incredible and I knew she wouldn’t take long to draw my first load of cum, but I also spotted her little pink pucker behind and I knew I’d have to put my cock into it before the night was over. Knowing that Tim said she didn’t allow him up her ass meant I’d have to figure out a way to get her permission. I let Jess set the pace, rocking her hips to move me in and out of her occasionally raising up almost all the way out then slamming back down to drive me deep inside again. This wasn’t always my favorite position, but I wanted to set her up for something else that Tim said she didn’t do.
“Use your hands if you need to.” I directed.
Jess looked back quizzically. “Not on me, silly. Use your hands on yourself. Rub your clit to help get yourself off.”
When I didn’t feel a change I made it more clear. “That wasn’t a request. Rub your clit so you cum with me. I don’t want to be the only one cumming.”
I felt her hands rubbing her slit and occasionally touching my cock and balls so I knew she was following instructions. Her next orgasm seemed to catch her by surprise as she went from a steady rhythm with her hand and body to sudden jerks and moans very quickly. I felt her pussy gripping and squeezing my cock and she nearly made me cum right then, but I managed to concentrate and stop myself while she came back down. I massaged her sweet ass cheeks and back. When she was calmer she settled down onto my cock, driving it fully inside her again.
“That was even better.” She said, looking back over her shoulder. “Now I want your cum. Please.”
“I think I can do that for you.” I grabbed her hips and started rocking her on my cock. Slowly sliding my thumbs until they were pressing against her asshole.
“Hey. Not there.”
“That sounded like a “No”.” I pushed a little more firmly.
“Gently. Please?”
I gently pushed one thumb firmly against Jess’ sphincter and continued rocking her hips on my cock. Our orgasms built together quickly. I felt her hands back on her clit and my balls. She had me boiling quickly.
“Here’s that cum you wanted. Ready?” I asked
“God Yes!” Jess shouted. “Fill me up!”
And that’s exactly what I did. In the midst of the spasms of her muscles, and with the assistance of the lubrication I’d transferred onto my thumb, it slipped inside her anal ring. Jess let out a little yelp but it only seemed to intensify her orgasm as my balls emptied themselves deep inside her pussy. My orgasm was so intense I raised my hips off the bed trying to drive myself deeper inside. I felt a rush of fluid across my balls and down across my ass onto the bed. She squirted again. This was getting pretty good. I finally sagged back down onto the bed, and Jess dropped her head forward onto my legs. She laid that way for several minutes, then pushed herself back up to sit on me again. She looked over her shoulder at me and grinned.
Since she didn’t seem ready to say anything I just asked, “Was that ok?”
“That was way more than ok. Which you already knew.” She told me. “That thumb was a bit of a shock, but I think I like it. Although you’re going to have to take it out so I can get cleaned up. I think you made me squirt again. At least that’s how it tastes.” As she stuck her fingers in her mouth.
“That’s the next thing we’re going to do differently.” I told her. “Let me know when you’re ready to let my cock out of you, unless he decides for himself first, and I’ll tell you how we’re going to handle the clean-up.” My cock was shrinking, but only just a little, and I wasn’t sure whether it would go down on its own or get hard again. Especially if she kept wiggling on it like that.
“But I always wash up after. Well, you know….” Jess explained. “I suppose Tim already told you that too?”
“Well, yes, he did, but that’s not what we’re doing tonight.” I told her.
“Then what?” She asked.
“Are you ready to find out?”
“I hate to let you take it out of me.” Jess admitted. “But I’d like to know what you think we’re going to do.”
“I know exactly what we’re going to do.” I slipped my thumb out and grabbed Jess’s hips firmly in my hands. I pulled her hips towards my face, shifted my arms, and got her pussy positioned over my mouth. As expected her face fell forward so that my cock almost hit her in the face. “Now. I’m going to clean up after myself, and you’re going to clean me.”
“But.” Jess started to protest. I licked hard on her clit and then continued up the length of her slit, not stopping until my tongue was pressed firmly against her anal ring, where I tickled just a little before shifting and drawing her clit into my mouth. She tentatively licked my cock, then took the head slowly into her mouth. I could feel her tongue swirling around the head. I started lapping up the juices running out of her while she licked around my balls.
“On second thought.” She started, “this isn’t bad at all.”
She went to work licking our juices off me, while I concentrated and licking them out of her cunt. She was delicious, and she was clearly enjoying herself, as every so often she’d twitch and more cum would dribble from her pussy, which I immediately licked up. After a while she started seeming distracted as I was concentrating my attentions on her clit, so I stuck one, then two fingers into her pussy. She started moaning onto my cock, which got me hard again. Then I decided to go for broke. I added a third finger, to get it lubed up. When I was certain my finger was coated in her juice I slipped it out and placed the tip against her asshole. Jess moaned something around my cock, but since I didn’t understand I pushed hard and my finger slipped in. It must have worked because in seconds she was bucking her cunt against my face. Then she pulled her mouth off my cock so she could breathe more deeply and moan. She was cumming again. I kept sucking until I felt her squirt starting. I clamped my mouth on her cunt and sucked all the juice down that she would give me. When she started trying to her pussy away from my face I allowed her a couple of inches, and she caught her breath.
“Oh, my god!” She said. “That was something I’d never considered. I wasn’t going to let you do anything with my ass, but I decided to let you do a finger, and I’m sure glad I did.”
“Now that we’re cleaned up, why don’t you come back up here and snuggle for a few minutes?”
“That’s a good idea, I could use a snuggle.” She curled up with her head on my shoulder, and started teasing my chest hair. She was kissing my chest and neck, and I was relaxing and enjoying the attention. After a few minutes she looked at my face and asked, “Are we going to do more?”
I pulled her mouth to mine and kissed her deeply. “We’re going to do much more, but I wanted to give you a few moments to rest and adjust.” I could feel her tense against me. She knew I meant her new status as a cheating spouse.
Jess blushed and tucked her head back into my chest. “Do you want to use the toilet or freshen up a bit before we do more?” I asked.
“Yeah, good idea.” She said as she slid out of bed. I got up to follow her. “Wait. Where do you think you’re going?”
“To the bathroom with you to use the toilet and wash my hands.”
“I, umm, well…” she stammered.
“I can always go back downstairs. If that’s what you want.” As I went through the bathroom door behind her.
“No. It’s okay. Just not something I’ve ever done before.”
“I thought not.” I said and swatted her ass, lightly. “You first for the toilet, I’ll wash my hands.”
She sat, but it looked like her whole body blushed before I heard the first drops of pee. I dried my hands and watched her finish, then went over to help her up.
“It just seemed odd to have someone watching me while I peed”, she said.
“Get used to it. Wash up while I finish.” And I turned to pee myself. When I was done she was still washing a bit so I just said, “I’ll meet you in bed.”
I’d spotted the bottle of baby oil on the night stand, so I stacked the pillows in the middle of the bed, and grabbed the baby oil so I could massage the tension from her back, and do the next thing on my mental “list”. When she came back in she stopped at the edge of the bed and gave me a quizzical look. “Just climb back up here, facing away from me.”
She did and snuggled her hips back against my crotch. “Now lay down on the pillows with your head on your hands. I’m going to give you a back rub to help get some more of that tension out.”
Since she couldn’t sense my ulterior motives she complied readily. I oiled my hands a squirted a trail of oil down her back, leaned forward and started my best backrub technique. I worked her shoulders, her middle back, then worked lower, adding oil as I went. I worked my way down to those wonderful round ass cheeks and started massaging them too, pooling oil between them, where the head of my nearly fully erect cock now lay. I started rocking my hips to get her crack and my cock fully oiled, even pressing lightly against her asshole with my thumbs. I slipped my cock into her pussy, took a couple of strokes, then pulled out and rubbed it against her clit, lifted slightly and stroked between her butt cheeks. Rub, oil, press and relax her back. Pussy, clit and crack with my cock. Repeat. And again. When she was fully relaxed I leaned back, admired her beautiful body and that sweet ass, leaned forward, placed the head of my cock against her anal ring and pushed gently. Jess’ response was immediate.
“No!”
I slipped my cock between her butt cheeks, leaned forward and pressed my back to hers, my lips to her ear, pulled her hair away from her face and ear, and asked, “Is that, No, go downstairs, or No, be gentle, I’ve not done that?”
She looked at me from the corner of her eye, I slipped my cock into her pussy, and she gasped. “I don’t..”
“That isn’t the question, nor the choice.” I twitched my cock inside her. “Do I go downstairs, or do I fuck your ass?”
Jess buried her face in the pillow.
“Which is it?” I twitched again for her.
“Stay.”
“Stay, and what?”
“Do it.”
“Do what?”
“Do it.”
“Say it.”
“I can’t.”
“I should go downstairs?”
“No. Please.”
“Please what?”
She turned her face into the pillow and said something. I lifted her head and turned her towards me. “What should I do?”
“Stay and do it.”
“Do what?”
Jess bit her lip and blushed. “Do what?” I asked.
“Fuck my ass.”
“Ask me.”
“Please.”
“Please what?”
“Please stay and fuck my ass.”
“Okay. I will. Thank you for asking.” I said. “Give me your hands.”
I pulled her hands behind her back and pressed her forearms together across the small of her back. I dribbled a little more oil down the crack of her ass, and laid my cock in it. “Relax and I will be as gentle as I possibly can.” I rubbed her ass gently. “Just relax.” I placed the head of my cock back against her anal ring and pushed gently, pulling back on her arms to hold her tightly so she couldn’t pull away and hurt herself worse. Stroke. Reassure. Push. Suddenly the head of my cock popped inside her, followed by about an inch of shaft.
“Aww! That hurts!”
“Relax. You’re doing fine. Unclench. Relax. I’m going to wait right here until you adjust. Just relax, the pain will go away.” Stroke. Reassure. Wait. I felt the tension start to ease in her body.
“I’m going to push inside you slowly. A little at a time. Try to stay relaxed. If I feel you tense I’ll pause and wait for you to relax. I don’t want this to hurt you, I want you to learn to enjoy something entirely new.” Push. Pause. Wait, relax, push. My belly met her ass. I was all the way in.
“That’s all of it, babe. You’ve got me now. How are you doing?”
“It doesn’t really hurt, it just feels kind of strange. Not bad strange, just different.”
“Okay. I’m going to start fucking you slowly. Just stay relaxed.” I gave her several strokes, lengthening as I went. Fucking her ass with slow, gentle strokes. I pushed all the way back in and stopped.
“Do you want your arms back?”
“No. Hold them. I like that.”
I laid against her back, trapping her arms between us. One hand went to her pussy and massaged her clit, rubbing and teasing it, one hand stroked her breasts, her face, and her throat. I slowly and gently fucked her ass, building speed and strength in my strokes as I went. Jess responded fiercely after a few minutes and started humping back into my thrusts. “Ohh, oohhh, gawd! Yes! Yes! Uhh! Ohhh! Fuck me! Yes!”
Suddenly Jess tensed back against me and moaned loudly and incoherently, shaking violently. The spasms in her body set me off. “Oh, Gawd! I’m cumming! I’m cumming in your ass, Jess. Feel it!?”
Her ass milked the cum from my cock, drawing it inside her and holding me firmly deep inside. When we were both spent we collapsed in a pile on the pillows. I reached up and tenderly brushed the hair from her cheek and kissed her. “Thank you. That was awesome.”
“Yes. It was. I never thought I could enjoy that. But that was awesome.” She smiled. “We may have to do more of that.”
“I’d like that. A lot.” I said. “Let me know if I should move.”
Jess clenched around my cock and smiled at me. “I think you should stay right there for a while.”
So we did. After a while I felt myself wilting, and Jess started to stir. “I think it’s about time.” She said.
“I think you’re right. I’m going to pull back and out, and you may want to be ready to move quickly when I do.”
Jess gave me a quizzical look. “Why?”
“You’ll understand soon enough.” I said. “Ready?”
Jess nodded and I sat back, plopping my cock from her butt. She lay quietly for a moment, then said, “Oh!” and jumped up and ran to the bathroom. She didn’t close the door, but I gave her a minute of privacy before I went in to wash up.
“I never thought about that.” She said, blushing.
“Yeah. That’s why Judi always calls it a “cum enema” when we do that.”
“I see that.” She said. “It was worth it, but it was a surprise.”
“Still want to do it again?”
“Yes. But maybe not tonight. I think I’m a little tender.”
“Then tender is how I’ll hold you when you come back to bed.”
“I’ll be there in a minute.” She said as I went back to the bedroom and rearranged the bed for sleeping. We snuggled under the covers with her head on my chest and talked. Jess looked into my eyes and a thought crossed my mind that caused me to laugh out loud. She whacked me and asked, “What’s funny?”
“I looked at your eyes and thought of something.” I admitted.
“What’s that?”
“I thought that I never asked you about birth control, and I realized when I looked into your eyes that we’d have a damned hard time explaining a blue-eyed baby to Tim.”
“Yes, we would. But it isn’t an issue.”
“I thought not.” I said. “Are you ready to sleep?”
A gust of wind rattled a window. “Yes. Even naked I feel safe and warm with you.”
I held her close and we slept. I wasn’t sure if it was the silence of the storm abating that woke me, or the warm, small hand stroking my cock. I opened an eye and looked at Jess, she was watching my face. “Oh good. You’re awake.”
“Very happily, I might add.”
“And very hard, too.” She said, as she squeezed my cock. She rolled onto her back. “Please, just fuck me this morning?”
I rolled between her legs and placed myself at her entrance. She was wet and ready. She rubbed the head of my cock between her pussy lips. “I just want to feel you inside me and on top of me.”
She released my cock as I pushed forward. “Then that’s what you will have.” And I sheathed myself inside my best friend’s wife. I started slowly and gently since we both seemed only partly awake, but it didn’t take long until Jess was humping her hips against me, wrapping her legs around my ass and pounding herself onto me. The orgasm seemed to take both of us by surprise with its speed and ferocity. Suddenly we were both shaking violently against each other, screaming and trying together to jam my cock even deeper inside her while I spurted agonizingly hard. As quickly as we came we were both spent, collapsing in a heap on the bed, still wrapped around each other panting into each other’s faces.
“Wow!” We said together.
Jess looked at me. “I could get used to waking up like that.”
“What would Tim say?”
“He won’t be back for two weeks. We should get one more chance, then I’ll think about what to say.”
“I’m not going to say anything.”
“I am. I want to suck your cock clean.”
I rose up on my elbows and looked between our bodies at Jess’ perfect pink tits and her smooth hard belly, and that little line of dark hair pointing to that sweet, sweet pussy that was still holding my cock in it’s warm embrace. “I love the way you look.” She squeezed my cock with her cunt muscles. “Especially with my cock inside you.” I admitted. She rocked her hips and expelled me.
“Get that cock in my mouth.” She ordered. So I straddled her chest and placed my cockhead against her lips. A gob of cum wet her lower lip, and she stuck her tongue out and caught it. “Umm.” And suddenly my entire cock was in her mouth. I gasped and fell forward against the headboard while Jess gobbled every last drop of our juices from my cock. When I couldn’t stand it any longer I pulled myself from her mouth, lowered myself back until our faces met, and kissed her deeply.
“Now I can skip breakfast.” She said.
“Are you sure?”
“Your cum is the best food there is.”
“I thought it was your cum.”
“Maybe it’s the combination?”
“I’ll accept that.”
“I should get showered and get on the road.”
“Together?”
“That might take a while longer.”
“I hope so.”
Jess pushed me off her and ran to the bathroom. “Get the shower warm, I’ll be right there.” as she sat on the toilet. I opened the shower door and turned on the water and started to adjust the temperature.
“How hot do you like it?”
“Fairly hot.”
I stepped into the shower as Jess came across the bathroom. She closed the door behind her and tested the water. “Just right.”
I grabbed her and held her to me. “Yes, you are.” I pushed her back to wet her hair. “Turn around and I’ll shampoo your hair.”
Jess handed me the shampoo and I put some in my hands and rubbed it to start a lather while she set the bottle on the shelf. I rubbed the shampoo into her hair and massaged it deeply into her scalp. She moaned and leaned back against me while I worked on her head. When I was satisfied and she was relaxed I whispered in her ear, “Time to rinse.”
I leaned back under the water and rinsed her hair, allowing her to remain relaxed against me. When her hair was rinsed I stepped forward and picked up the soap and started washing her body, paying particular attention, of course, to her breasts and pussy. I washed her arms then rinsed her upper body, then gripped her shoulders and turned her to face me. “Time for your back.” I soaped her back and massaged her thoroughly, while her hands found my cock and started rubbing it. “Need the soap?” I asked as I stiffened in her hands, massaging the soap into the cheeks of her ass and down her crack.
“Don’t seem to need any soap.”
“Then I’m going to wash your legs.” I knelt in front of her and started soaping again at her pussy, and down each leg, even between her toes. I leaned back and moved her around to rinse her legs, then put my face into her pussy and gave her a long lick across her lips and sucked her clit into my mouth.
“Just making sure I had you all clean.” I said as she pulled away. She took the soap from my hand and helped me up.
“My turn to wash you.”
I bent down so she could wash my hair, then stood while she soaped my upper body. She moved me around gently to rinse, then held me to her to wash my back. When she got to my ass she soaped it up then played in my crack, slipping a finger slightly into me. My cock was throbbing where it was trapped between us and the finger in my ass only made it pulse harder.
“You like that?”
“Sometimes.”
“I’ll have to remember that.” And Jess smiled up at me. She knelt and washed my legs, and when she rinsed them she pulled my cock into her mouth and sucked hard on it. She smiled up at me with my cock in her mouth and I about came again. She grinned and pulled back. “Just making sure I had you all clean.”
“I’m going to shave while I’m in here.”
“Okay. I’m going to watch.”
I lathered my face, then my balls, so I could smooth there also. I started shaving below, then rinsed and started on my face.
“I never realized you shaved down there.”
“Yes. First because I find it’s more comfortable, second because Judi doesn’t like hair in her mouth any more than I do.” I finished my face and rinsed. Then I picked up the can of shave cream and looked at Jess. “Should I shave yours while I’m here?”
She looked down at the line of pubic hair and thought for a moment. “It needs touched up anyway, why don’t you shave it all.”
I squirted and small amount of shave cream onto my hand and massaged it over her pussy. Then I knelt in front of her and started shaving her. I very gently removed the stubble from the area she normally shaved then went to work removing the line above. When I was finished I checked to be sure I had her pussy completely bald, and when I was satisfied I rinsed her off.
“What do you think?” I asked.
Jess leaned back against the wall and contemplated her naked pussy. “I think I like it.”
“I really like it.” I said, laying the razor aside.
“I thought you would. Should we test it?”
“How would you like to test it?
Jess held her hands above her head against the wall and pushed her hips towards me, sliding her legs slightly apart. At that moment I spotted Tim’s “soap-on-a-rope”. While Jess closed her eyes waiting for me I slipped the rope loop over her hands, then wrapped the soap through to bind her hand together. I pulled them over her head and slightly to the side below the shower head. I lifted slightly with one hand and her hands touched the shower head pipe, pulling her feet off the floor. I put the other between her legs, forcing them apart and manipulating her pussy and clit. I held her there between my hands with two fingers inside and two rubbing outside working her quickly into a frenzy. Her eyes flew open with a look of overpowering lust.
“Fuck me!” Her legs flew out and went around my waist, pulling me into her. I moved my hand, turned slightly, and she twisted and pulled my cock directly into her. She helped me grip the pipe and started humping hard against me, fucking me while suspended off the floor. I grabbed her tits and rubbed them roughly, banging back against her and slamming her into the shower wall. “Oh YES! Fuck me hard. Harder!”
We slammed into each other like we hadn’t just fucked several times until another screaming orgasm overtook us both. I tried to hold us up, but my legs started to buckle, so I slowly slid to the floor and knelt there with Jess still wrapped around me and impaled on my cock, her hands still bound and against the wall.
“I think I really like the shaved better.” Jess smiled.
“You know I do. But I think we’re going to have to start the shower over again.”
“I don’t mind.”
“Neither do I. Stand up and let me lick that for you.”
“Can I have my hands back?”
“Oh. Yeah.” I unwrapped her wrists and helped her stand. I licked across her smooth mound and down along her pussy lips tasty the mix of our juices dripping from her pussy lips. Jess gripped my head.
“If you do any more of that we’ll never get out of the shower. Stand up here and let me wash you, then we’re getting out and getting dressed.”
While she washed me I thought about tying her hands. “You really like that restrained thing, don’t you?”
“Yes. I do. It seems to really get me going.”
“Would you like to experiment with some bondage things sometime?”
“I think I’d like that a lot.” Jess answered. “Maybe when we get a chance you can bring some stuff and we’ll see what happens.”
“I’ll put some things in the car. With the way this winter is going I may end up here again someday.”
“Hopefully on a night when Tim isn’t.” She said.
“Isn’t there enough of you to share?” I asked.
“I guess I never thought about it like that.” Jess admitted. “But I would like at least once more with just you before I decide about trying two of you.”
I finished getting dressed, and Jess slipped into jeans and a t-shirt for a day off. We headed downstairs, and halfway we got a call, “Mommy?”
Over breakfast I thought about what I’d want to pack, and how I wanted to bind Jessica for our first experiment with real restraints. I had a plan in mind by the time I got home, and the weekend to get everything ready. As it turned out, that was just enough time.

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Our Story Ch.6

As always, I apologize if the use of drugs offends. Please leave comments, especially if voting negative. I truly wish to improve and desire feedback to assist me.

Sarah gets a workout

This is based on a true story from a friend of mine. She was a bit embarrassed and left out most of it so I let my imagination fill in the details.

best time of my life

Chapter 1
Back in 1993 when I was about 12 and 1/2 years of age, my parents were both killed in a car accident which left me with out a dad and mom. So my mother’s older sister (my aunt Elsie) took me in and continued to look after me.
She was 44 at the time, making her 32 years older than me and had been divorced for a number of years. Since she had no family of her own and was living alone, she became my very close friend and guardian. After moving in with her, I still had about 6 weeks of holidays left before I had to go back to school which allowed me lots of time to be with her and in no time, we really got to know each other.
I guess you could call my aunty a BBW (big beautiful woman) as her body was quite plump with big heavy breasts, and large hips. But regardless of her shape, she was a very kind person with a happy personality. And right from the first day when I moved in with her, she did everything to make me feel close to her. Although I now know she had some other reasons too, for wanting me to live with her which I will explain later. But at the same time I’m sure she was also wanting to help me to get through the trauma of loosing my parents. So when bed time came, she had me sleep with her instead of alone in her spare bedroom.
For the first few nights (so as to not embarrass me), she would allow me some privacy time to put on my pajamas first and then get into bed. Then, when it was time for her to change into her night gown, she used her spare bedroom. After changing though, she would always use her bathroom across from me before getting into bed. And when she did, she never completely closed the door and I could hear her peeing into the toilet as clear as anything.
I can still remember to this day listening to her pee-stream hissing and bubbling as it poured into the toilet. And when I was imagining what it looked like, I would get an instant erection. When she finally did come to bed, her routine was to give me a good night hug and kiss, and I can remember clearly, making sure to keep my lower body away from her so she wouldn’t see or feel my embarrassing problem down below.
I should stop for a moment to explain why she was doing these things with me. Although not realizing it back then, I discovered later on, that she had a sexual fantasy for young boys. I guess this desire developed when she was about 17 and she had caught her younger 13 year old brother masturbating. Following that incident, things lead into having regular oral sex with each other (so she wouldn’t get pregnant) up until she left home. So what was it about her younger brother that got her hooked on young boys? Well, as she told me later, she was always amazed at his stamina to retain his erection, even after ejaculating most times. And if his penis did start to loose it’s hardness, it wasn’t long before he had it as hard as a bone again. She told me that she not only loved the orgasms he gave her with his tongue, but that she also got so turned on when he ejaculated in her mouth. But later on after she was married, she found it a lot more difficult to swallow her husbands semen because it contained something in it that made her gag. But not so with her young brother’s semen. She loved how it tasted. She left home when she was 20 and got married 3 years later. However, their marriage didn’t last.
When she was 34, her husband, my uncle Bob became an alcoholic and so she divorced him. She also found out during their marriage that she couldn’t get pregnant because her fallopian tubes didn’t developed properly during her puberty. And since she never bothered to have this problem fixed, she has never had to worry about birth control. Even now, I can cum in her and there is no worry. Now back to my experience. When things settled down and the sting of loosing my parents lessened, my aunt Elsie eventually became more relaxed in the way she did things around me. As I said earlier, she would no doubt get horny with me sleeping with her and so she had some special plans for us. And if I live to be 100 years old, I will never, ever forget that special night when she gave me my first orgasm. It was an experience that I wish I could re-live over and over again.
Being about 12 1/2 years old and going through puberty, I was getting a lot of erections by this time. And yet I still didn’t know a thing about masturbation. However, I do remember my cock was about 4 inches long when I got an erection, and did it ever get hard — just like a bone. And on this specific night, to make my erection problems even worse, eventually when it was time for her come to bed, she suddenly stopped going to her spare bedroom to change. Instead, she came in and sat on the side of her bed with her back to me and undressed down to her brazier and panties. And then she suddenly asked me to undo her bra so she could take it off.
Well, by this time my cock was almost bursting from the pressure inside it and pointing straight up against my belly. And as she was putting on her night gown, I could see the sides of her big heavy breasts swinging around as they hung down in front of her. Then she stood up, reached up under her night gown and took her panties off. After that, she went to her bathroom as usual to have a pee, and once again I could hear her stream splashing into the toilet, which made my cock so hard that it started to hurt.
When she finished and came to bed, I remember how I quickly turned around with my back to her trying to hide my hardon. And once she was in bed with me, she turned to face me in her motherly way to cuddle me up by putting her arm over me and pulling me back up against her big soft tummy and breasts. However this time as she did that, her hand accidentally touched my hard cock. Well, when she realized what it was, she started feeling it all over and then she said, “Oh my! you seem to have a problem down there, don’t you Kenny? It isn’t good for you to leave it this way … Here, turn over on your back and let me look after it for you.” Well I didn’t know what to do. What was she going to do to me?
Next thing I knew, she was helping me to turn over on my back. And because she was older, plus being my aunt, I was obedient to her. So I did as she said. After helping me to roll over, she sat up, put the light back on and pulled the covers down. Then she said as she started to pull my pajama bottoms down, “Its OK honey, you will feel so much better after I help you to get rid of all that pressure inside your penis. But you must promise me that this will be our secret, OK? Other people wouldn’t like what I am going to do for you. Can you promise that you will never tell anyone else?” And because she was like a mother to me, I gave her my promise.
After pulling my pajama bottoms down, my hard uncircumcised cock was in plain view for her to see. And so she took it between her thumb and index finger and slowly pulled my tight foreskin back down off the head which was extremely sensitive just then and it made me almost jump when she did that. As she was looking at it, I’ll never forget the wonderful aching feeling I was beginning to feel all over it as she held it. The head was a grey/blue color and I remember her saying something about some white cheesy smegma that had collected on it and that I needed to keep it clean. Then she started to slowly move my foreskin up and down a few times. This was when she asked me if I was masturbating or jerking off yet. Since I didn’t know what she meant, I guess the blank look in my face told her that I wasn’t. So, she asked me to wait for a moment while she got a warm wet face cloth and a towel from the bathroom. Then kneeling down on the floor beside the bed, she asked me to move closer to her and she put the towel on my stomach just above my cock. Then pulling my foreskin down again, she gently cleaned the head with the face cloth. I remember the head was so sensitive that my whole body just jumped and shivered as she touched it.
When she was finished, she took my tight hairless nut-sac in one hand and started squeezing and rolling my balls around inside it. And then she started to masturbate me again with her other hand. And as she was moving my foreskin up and down on my cock she asked me, “Does it feel nice when I rub it like this?” Well all I can remember was getting more excited by the second as a strange new feeling was building up inside my cock and I think I whispered in a shaky voice, “it’s starting to feel funny aunty.” When I said that she said, “It’s OK sweetie, very soon some thick white sticky liquid will shoot out on the towel and you will feel so much better.” No sooner had she said that and I could feel a totally new powerful throbbing feeling filling my cock and spreading down to my balls. Suddenly, my cock felt like it was going to burst open. Never had I ever felt anything like this before. The strong throbbing pain inside my cock was so intense that I got scared and tried to stop her hand. And when she saw my legs stiffen and then heard me let out a shivering moan, she knew I was starting to cum. So she pulled my foreskin back as far as it would go and just held it there, giving me the most indescribable feeling I had ever had in my life. My whole cock and even my balls seemed to exploded as one powerful muscle contraction after another literally filled them with an overwhelming burning cramp-like pain that nearly made me loose my mind.
I don’t remember how long it lasted but eventually it came to an end and I had to grab her hand to stop her because the head on my cock was just to sensitive to touch. As I looked down to see what happened, I saw her squeezing and milking the shaft forcing a tiny bit of clear sticky virgin syrup to ooze out of my pee hole. Then I noticed the head. Never had I ever seen it so big and swollen before. The sides were flared out like a mushroom and it was almost a purple/red color. When no more clear sticky syrup came out, she wiped the little bit off my pee hole with her finger and put it on her tongue. Then she smiled at me and said, “Mmmmmm that tastes so good.” I’m sure she knew that she had just given me my first orgasm. So after putting the towel and face cloth on the floor, she got on the bed beside me and cuddled me up in her arms as she held me and let me rest. I remember her whispering in my ear, “Well sweetie, didn’t that feel good. Since you are now going through puberty, your penis will continue to get hard many times each day. And when it does,
I want you to come to me and I will help you to make it soft again. Would you like me to do that for me?” Still being totally overwhelmed with what she had just done to me, I remember whispering back to her that I would. And then she said, “Oh Kenny, I want to do that for you. But remember sweetheart, this has to be our secret — OK?” Following this, she took my pajama bottoms right off. Then getting back into bed, she pulled the covers back over us and put the light out again. Then facing me like she did before, she cuddled me up against her big warm body, and as we were settling in for the night, she started saying to me, “I was wrong sweetie. When you went off, I was expecting you to squirt some thick white semen out on the towel, but I guess your body isn’t making it just yet. But it won’t be long before you will start to ejaculate it when you have an orgasm.” Then she went on to explain to me what semen was and how it comes out. And that I shouldn’t worry because my body will start producing it very soon. After she kissed me good night, I continued thinking about my new experience and I noticed that my cock didn’t really go soft like she said it would. In fact, it was real hard again and the head was still swollen and very sensitive to touch. And so I asked her why.
When I did, she reached down and felt it a few times. And then she said, “oh my goodness Kenny, maybe one treatment wasn’t enough for you.” So after pausing and thinking for a minute or so, she then said to me, “Sweetie, lets try something different this time.” Then, without putting the light back on, and pushing the covers back down, she rolled over on her back and got me to turn and face her. I could feel her reaching down to pull her night gown up enough so that she could spread her legs apart. Following that, she then asked me to climb up on top of her with my knees between her legs. With my chest resting on her big soft stomach, she said to me, “Oh sweetie, you need to move higher up on top of me dear.” As she helped me, she said, “Kenny, a woman has a special opening between her legs called a vagina. That’s where a man can put his hard penis. Here, let me help you to find it.” As she kept moving me to the right place, she took my cock and aimed it into her vagina. Then she said, “OK sweetie, now push it in as far as you can.” As I did, I felt the head slip into a hot, wet place and it felt absolutely wonderful. But because I still wasn’t all the way in, she lifted her big legs up higher to make more room for me, and then she said, “Now, you can push it in deeper. Push sweetie. Push it in as far as you can. Let me feel your balls touching my bum hole.” So I pushed real hard and I could feel my cock completely inside her this time. And the feeling of her hot wet hole made my hard aching cock just throb like crazy again. Once I was all the way in she said, “That’s good sweetie, now make yourself nice and comfortable and I want you to start moving your penis in and out of auntie’s vagina.
Here, let me show you how.” And she grabbed me by my bum and helped me to move in and out at a nice slow steady pace. And just like she wanted, I could feel my balls pressing up against her each time I was all the way in. There are no words to describe how good it felt as her hot wet vagina wrapped itself around my aching cock. And being young with a hair trigger, in no time I was feeling that same throbbing pain that I had felt before in her hand. But this time it was so much stronger and even though I knew what to expect to some degree, I nearly fainted from the same wonderful unexplainable pleasure that exploded all over my cock and body. When it was finally over, I had to stop to get my breath. Then holding my face in her hands, she said, “Wasn’t that great honey? Now I want you to stay on top of me like you are right now and lets see if your penis goes soft this time. And if it doesn’t, then you can do the same thing again to me.” After saying that, I remember her telling me that when boys my age are going through puberty, it’s the most wonderful time of their life because it takes a lot to make their penis lose it’s hardness. Well my cock still didn’t loose it’s erection. And no wonder because she kept squeezing it with her vagina.
I could feel her moving her muscles and squeezing me continually and this was making me stay harder then ever. So she told me to start moving my penis in and out of her again. This time though, I felt her reach down and she started to rub herself just above my cock. And as I continued to thrust in and out of her vagina, I noticed that she was also getting very excited this time. Then suddenly she started breathing very fast and started squeezing my body with her legs. Then I heard her let out a real loud grunt. Well, when that happened, I quickly stopped as I thought I was hurting her. But as soon as I did, she quickly whispered between breaths, “No, no sweetie, don’t stop, keep going, I’m going off right now!” Then she let out another long groaning grunt. While she was doing this, I felt her vagina muscles tighten, squeezing my cock real hard this time, and once again I began to have that same wonderful feeling for the third time. This time I’m sure I even saw stars. When it was all over, I couldn’t move. I just lay there on top of her and she hugged me tight in her arms. After we both got our breath back, she kissed me and said, “Oh Kenny, that was just wonderful, wasn’t it?” “And you know, I had the same beautiful feeling that you did.” And then she explained what an orgasm was. As I was resting on top of her big soft body, this time my penis did gradually loose some it’s hardness and so she got me to pull it out of her vagina.
Then she put the light back on and got up. And as she did, I remember seeing a big wet spot on the bed where she was laying. And when she saw it, she quickly said to me, “Oh my god Kenny, I must have pee’d myself while we were having sex.” So she found the towel that was on the floor and placed it between the sheet and mattress to soak up the wetness. And then she took some Kleenex and reached up under her night gown to wiped herself. Once again I have to say, this was a night that I will never forget. It was such a wonderful way to experience the joys of sex for the first time. I know that some would not view it this way, but for me, I will never be able to thank my aunt Elsie enough for what she did for me. She kept sex dignified and there was never any guilt attached to it because she made it all so natural for me. I’m sure the reason for having a hair trigger and going off so quickly those first few times was because I was a virgin with no experience. Shortly after this, I eventually settled down and could last a lot longer before having an orgasm. Following this, she placed another towel on top of the wet spot and then she got back into bed. After pulling the covers up over us, she once again turned the light off, and then she cuddled me up against her big warm body and we both went to sleep.
Chapter 2
Sex must be a wonderful sleeping pill because it was quite late the following morning when my aunt accidentally woke me up as she was getting back into bed from having a pee. And once awake, I had to go real bad too. So, when I climbed over her to get out of bed, she could see that I had a tremendous pee-hardon, and she asked me if I was going to be able to aim my stream down into the toilet with it like that. Still half asleep, I think I just shrugged my shoulders and then she said, “That’s OK sweetie — I’ll come with you and help you.” So when we got to her bathroom, and I was standing in front of her toilet, and she knelt down beside me, putting her arm around my bum. Then she asked me, “Can you point it down enough to pee into the toilet bowl”? But my cock was just too hard and it hurt me when I tried bend it. So taking it in her hand and feeling it, she said, “my goodness Kenny — do you ever have a hardon — lets try something different.” Then I remember her getting a large drinking glass from the shelf and kneeling down beside me again, she held the glass up side down just above my cock with the head pointing into it.
When she was ready, she said, “OK sweetie — now you can start peeing.” At first, I couldn’t pee. Then, eventually a few dribbles started coming out, running down my cock and wetting my balls. So she quickly reached through, between my legs and cupped my balls in her other hand to direct the dribbles into the toilet bowl. Finally, I relaxed enough and my stream started to shoot up into the glass and run back down into the toilet. Like I said before, she was a very special woman. Only she would have thought to do that. As my stream was ending, I did something that all men do. I made the last little bit come out in 3 or 4 short squirts. Well, when that happened, she smiled at me and said, “yes Kenny, you are definitely a man — you see sweetie, women just dribble to a stop — they don’t finish with short squirts like you just did.” And then looking at me, she said, “but at least you don’t get all wet like us women do when you pee.” And then she gave me a nice big hug around my waist. Then after flushing the toilet, she got up and put the glass in the sink. Following that, we both went back to bed for a little while and she cuddled me up in her arms. As she did, I guess she could feel my hard cock pressing against the bottom of her tummy and so she reached down to check it. When she found it was still as hard as a bone, she looked at me and said, “Kenny sweetheart — I think you need to cum again — don’t you? This time, I should show you how to make yourself go off.” So she moved the covers down and sat up beside me. Then she showed me how to hold my cock between my thumb and 2 fingers just behind the head. Next, she said, “OK, now pull your foreskin back as far as it will go so the head is completely bare.” As soon as I did that, she then said , “now sweetie, push the skin back up, making it cover the head again — now keep doing that — back and forth — back and forth — back and forth.” Then she told me to keep increase the speed of my hand as I got closer and closer to having an orgasm. Well, from what I remember, in no time, I started feeling that beautiful burning throbbing pain filling my cock and balls like a powerful explosion. It was so intense that I must have let go of my cock because I heard her saying, “keep rubbing it sweetheart — keep moving your skin back and forth.” But like before, that wonderful feeling gradually ended and the head of my cock was almost to sensitive to let my foreskin move over it.
As I looked down at it, I could see some more of that clear sticky fluid coming out of my pee hole. This time there was enough to make the head all wet. Following that, she covered us up and cuddled me up in her arms again for a short rest as we talked about all our sexual activities we had just enjoyed together thus far. After checking my cock and finding it soft, she then suggested that we get up and go down stair for some breakfast. So I put my pajama bottoms back on and we both went to the kitchen. Following breakfast, we both get cleaned up for the day. Now, as I think back about that morning and also the night before, I’ll never forget all those beautiful pleasures that I never knew existed. And I was so captivated by them all and I didn’t want her to stop teaching me. Even after having 4 orgasms all within a 12 hour period, I wanted to experience more. I’m sure my mind was in a state of constant wonderment. After we had showered and cleaned up for the day, my aunty had to go shopping for some groceries. And because I was now, so attached to her, I wanted to be with her all the time, so I tagged along. I really loved her very much because of her kind motherly personality and being such a good teacher. Plus the fact that she didn’t have any children of her own, she loved me as her own son and we became extremely close to each other. Yes, I guess you could say we were now sexual lovers too.
Chapter 3
It was early afternoon when we got back home and I helped her carry the groceries into the kitchen. After unpacking things, she made us some lemon aid and then came and sat beside me on the couch where we chatted for a while. As we were talking, I told her that I had been doing a lot of thinking about all the special things we had done together the night before and again that morning, and I was wondering if she would teach me some more things about sex. I remember her looking at me and smiling, and then she reached over and cuddled me up in her arms. Instead of saying anything, she just held me for a while and kissed me on my cheek and forehead 2 or 3 times. Then looking at me again with that special smile of hers she said, “I have a feeling that my little man would like to see my breasts and my vulva, isn’t that right? You know something honey, I can hardly wait to show them to you.” Then holding my face in her hands, she said, “Why don’t we go up stairs right now and take all of our cloths off and get into bed, and then I can show you everything, would you like to do that sweetie?” Well, when she said that, my whole body started to shiver all over with tremendous new excitement and my heart was just pounding. And I quickly whispered in her ear, something like, “Oh aunty Elsie, I can hardly wait, thank you.” Then she got up off the couch and taking me by the hand, we went up stairs to her bedroom.
When we got there, she sat on the side of her bed and helped me to take all my clothes off first. When finished, she immediately noticed that my cock was standing straight up against my tummy and it was as hard as a bone. As she put her hand on it, she said to me, “Kenny, your penis amazes me — look at it — all ready to go again — it just never seems to get tired, does it?” Then she bent down and kissed the head with her soft lips and that sent shock-waves all over my body. After that, she stood up and started to take off her clothing, leaving only her panties and brazier on. Well once again I was just shaking from being so excited. And while we were both standing, she cuddled me up again and said, “Isn’t this exciting — being all naked like this — and you can play with my thing all afternoon. And I will teach you everything about sex — Oh Kenny, I’m so horny right now.” Then she turned around and asked me to undo her bra. And when I unhooked it, this time she turned back to face me, and then let it slowly fall off her to the floor, exposing her two big heavy breasts for me to see for the first time. And my eyes could hardly blink as I looked at her large nipples sticking out like fingers. And the area around them was all brown and puckered up like a prune.
WOW, the first time I had ever seen a woman’s real tits, and I remember my cock felt like it was going to burst open again from being so hard. As I was staring at them, she said, “So what do you think sweetie — they’re all yours — and you can play with them for as long as you want to — But before you do that, I have something else to show you.” Then she sat down on the side of her bed and then fell backwards down on her back. As soon as she was settled, she said, “OK sweetie — now you can take my panties off for me.” By this time, my hands were just shaking as I reached down and started to pull them off her. As I did, she lifted her big bum up a little to make it easier for me to pull them out from under her, then down over her legs and right off. And then I saw it, the part that I wanted to see most of all, ‘a woman’s pussy.’ It was so exciting for me, that I didn’t know what to do. I was shivering and shaking so bad as I just stared at it, a big patch of thick dark brown curly hair growing all over the bottom part of her big tummy and all the way down between her legs. It was totally overwhelming for me. There I was, my heart just pounding and my mouth was so dry as I tried to swallow. Yes, I was finally looking at what all virgin boys were wanting to see. Before opening the lips of her pussy to show me the things between them, she sat up again and asked me to hand her panties to her. Then she turned them inside out and showed me the crotch part which had a wet stain on it. And after smelling it first herself, she held them up to my nose and asked me to do the same. As she did, she explained how a woman’s vulva is always wet and produces a smell that all boys find very erotic.
And as I breathed it into my nose, I immediately noticed the strong odor she was talking about. Almost instantly, it made my cock throb even worse. Then I told her that my thing was really hurting now. And as we were both looking at it, she pulled my foreskin down off the head and it was almost blue in color and all swollen again. And some clear sticky liquid was coming out of my pee hole. When she saw it, she pointed to it and said, “See that sticky juice sweetie. When a boy’s penis is getting ready for sex, it starts to produce some lubrication like that. It’s call pre-cum.” Then as she squeezed my balls, she continued, “Honey, even your balls are swollen right now — Do you know what all this means? — That you need to have sex with a woman — so you can ejaculate your semen into her.” And then giving me that same smile she said, “Guess what sweetie, I’m your woman right now. So lets you and I have sex all afternoon.” So instead of showing me more of her pussy, she got up off the bed and asked me to lie down on it, putting a pillow under my head, making me nice and comfortable. Then kneeling on the floor beside me, she held my cock in her hand and told me that she was going to do something a little different this time. This was when she explained what oral sex was, and described how a woman does it to a man. “Kenny, some people call it, ‘giving head’, or giving a ‘blow-job.'” Then she added, “and you know sweetheart — women also like to have a man do that to her too. But I will explain that to you later. Right now, you need to cum. So just relax sweetie as I give you your first blow-job.”
Then fondling and squeezing my balls in her hand, she leaned down and put my cock in her warm. wet mouth. Well, the sensations were unbelievable. My whole body literally jumped as her tongue touched my throbbing clitoris-like cock head. And in a minute or two just like previous times, I found myself in the land of no return as I started to cum and an even more powerful feeling exploded inside my cock, nearly driving me insane. And like before, it was the most heavenly feeling I have even known. I just loved it. As she continued to lick and suck on the head, that unexplainable feeling just wouldn’t stop this time. My balls felt like they were on fire. Spasm after spasm of muscle contractions kept erupting and filling my cock to the bursting point. Because this was also a new experience for me, I think this orgasm must have been beyond normality. It felt like everything was literally exploding as she continued to massage my cock-head with her tongue. And I’m sure the pure ecstasy which I was experiencing just then, had made me almost delirious. But like all beautiful things in this world, it eventually did come to an end and I was completely exhausted from it. And taking her mouth off my still rock hard cock, she smiled at me and said, “Well sweetie, I thought my young man was going to fly off the bed for a few moments. What an orgasm you had — it must have felt wonderful.” All I think I was able to do was shake my head and whisper “yes” to her.
Still holding my hard aching cock in her hand she said, “Sweetheart, this is only the beginning.” Then moving up to give me a kiss, she climbed over me and lay down beside me on the bed. And turning me to face her, she cuddled me up against her big soft breasts and held me in her arms as I regained my physical strength back. Then she said, “You know something Kenny — I think you actually ejaculated a little bit of semen on my tongue this time. Isn’t that wonderful — and it tasted so good sweetheart — I’m so proud to be your first woman.” Not saying another word, she just held me for a while. After a short rest, I remember noticing one of her big soft tits pressing against me under my chin and once again, my curiosity got the better of me. So I changed position so I could see it better. And as I did, she looked at me and said, “Hi sweetie, is my young man ready to go again?” Then rolling over on her back, she invited me to touch and play with her breasts for as long as I wanted to. And as I was examining them, she answered all my questions and explained everything I want to know about them. I still remember, how her nipples fascinated me. They were so sensitive when I touched them and would pucker up and turn all hard as they stood up like stubby fingers.
While she was showing them to me, she suddenly noticed my cock and then she said in an excited voice, “Oh my god — I don’t believe it — You’re getting another hard on again — What am I going to do with you sweetie.” Then, as she grabbed me in her arms, she started laughing as she said, “Oh, to be young again.” Then after giving me one more kiss, she looked at me and said, “How would my young man like to give his aunty some oral sex now?” Well, that was like pushing my “on button” and I started to get all excited again. I could even feel my sore cock getting harder by the second. And since I could hardly wait to try it, I said to her, “Yes aunty Elsie, but you will have to show me how.” So she cuddled me up in her arms again and then whispered in my ear, “oh sweetie — this is going to be so exciting for me — and I’m so horny for you right now.” So she started by explaining that I need to be very gentle and not rush when I’m giving a woman oral sex. Give her lots of foreplay first, kissing her all over her body while spending extra time with her breasts and nipples. Following that, you need to move down and slowly and gently lick and suck on her clitoris — I will show you how to do that.” Then looking at me, she winked and asked, “Are you ready sweetheart?”
Then she rolled over on her back again and said, “OK young man, I’m waiting.” Well about this time, I remember a whole new excitement raging all over my body and mind and I could hardly wait to start playing with her breasts. But because they were so large and heavy, they hung down on each side of her. So she moved them up for me with her arms to make it easier for me to touch them. Once she had them lifted up for me, she asked me to start licking and sucking on her nipples. I think at that moment, my young mind and body was once again, numb with excitement and as soon as I put each one in my mouth, I could feel them get big and hard. And she started to moan and say, “Oh honey, that feels so good. You’re making me feel so horny. Mmmmmmm — I can hardly wait for you to make me cum.” So, spreading her legs apart as far as she could, she asked me to move down between them on my tummy and get nice and comfortable. Once there, her big hairy pussy was right in front of my face and I could smell a musky odor coming from it. And I will never forget to this day the effect that smell was having on my cock. It was making it so hard that it was actually hurting worse than ever. As I lay there looking at her pussy, I could see her big hairy lips starting to open, revealing a light pink area between. Being so totally overwhelmed, I wasn’t exactly sure what I should do at that point, even thought she had just described what oral sex was to me. So I asked her and she said, “all you have to do sweetheart, is spread the lips apart so you can see the area between them.” Then she explained each part as she pointed to her vagina, her pee-hole, and to her big swollen clitoris. And the whole area was all wet with a sticky lubrication. When she pointed to her clitoris, she said, “I would like you to put your mouth over it and start to gently lick and suck on it. And this will make me cum with a wonderful orgasm.” So that’s what I did, as she introduced me to the my first pussy. As I began to give her oral, the special smell and taste of her hot pussy juices along with a musky pee odor really made me excited. It seemed to send powerful shock-waves throughout my whole body. As my mind was trying to absorb this extremely unbelievable sight before me, I could hear her beginning to moan a little bit from the pleasure that I was giving to her. This whole thing was so erotic.
Any wonder I remember it so well. And as soon as I started to lick her clitoris, she yelled out, “Yes! YES! Kenny. That’s the spot sweetheart. Keep sucking on it — oh god, that feels good.” And as I did, I noticed her stomach muscles jumping each time my tongue rubbed across the head of her magic button. Then before long, she started to hump her hips and ass up and down in time with my licking. And I could hear her breathing becoming more pronounced as she continued to moan and groan almost steady. While I was sucking on her clitoris, I felt it getting bigger and harder. At the same time, more and more pussy juice was coming from somewhere. And for a young inexperienced boy like I was, it’s strong musky, pee odor and even the taste of it was making me more excited by the second. It was intoxicating me. It was just heavenly, and it was beginning to make my sore throbbing cock almost burst from being so hard again. It was almost impossible to describe what I was feeling just then. My mind was in a total spin and I couldn’t comprehend everything. But I do remember sucking mostly on her clitoris and stopping now and then to lick up her hot lubricating juices from the other areas of her pussy.
I don’t remember how long I continued to give her oral sex, but she was really enjoying it and I could tell that she was getting more and more excited by the minute. It may have been 4 or 5 minutes before she finally reached her orgasm because I can still remember how my tongue kept getting tired and I would slow down for a moment or two to rest it. Then suddenly she yelled out to me, “oh honey — I’m going to cum.” and then she lifted her big bum up off the bed and let out a long loud grunt. Following that, she yelled out again, “don’t stop — don’t stop licking me — oh god, I’M CUMMING! I’M CUMMING! DON’T STOP, PLEASE DON’T STOP, OOOOOHHHHH.” And then she let out another real loud grunt and as she did, some hot liquid shot out of her pee hole all over my face. But, because she wanted me to keep on sucking on her clitoris, I didn’t let that stop me. Finally she let out a third long moaning grunt and this time she closed her legs on my head and gripped it like a vice for a moment. Then I felt a little bit more hot liquid shoot out my face again. Following that, she let out another 2 or 3 grunting moans again.
Finally reaching exhaustion, her big bum and legs fell flat on the bed. After catching her breath, she reached down and asked me to come up beside her. And then she cuddled me up in her arms and thanked me for making her cum so beautifully. She gave me a nice wet kiss on my mouth which was still dripping from her pussy juices and then she said, “Oh honey — that was just perfect — I don’t ever remember having such a wonderful orgasm like that before — Now I’m spoiled, and I will be wanting that all the time — Will you do that for me?” And I said I would, and then she kissed me some more as we both lay still for a little while. When a few minutes had passed and the excitement from her orgasm had subsided, she felt my hard cock pushing up against her. So she took it in her hand and said, “Oh sweetie — I’m sure you need to cum again, don’t you?” Then rolling over on her back again, she asked me to climb on top of her and push my cock into her vagina. And when I did, it was so hot and wet inside her and the feeling of her vagina squeezing it was absolutely unbelievable again. At first I just lay on her, enjoying the feeling she was giving me. But eventually I needed more and so I started to move my cock in and out of her. This time, I didn’t cum right away like I did previously. Maybe it was because I was getting more used to sex now. And so I continued to slowly thrust in and out as she held me in her arms.
As I made love to her, I remember her moving her ass up and down with my thrusts. Like all the other things we did together, I will never forget this either. And gradually, I could feel my throbbing cock getting closer and closer to reaching the point of no return again. When she knew I was getting close, she encouraged me to start going harder and faster to make it more enjoyable for me. Finally I started to cum and I think I nearly lost my mind as another long powerful orgasm exploded inside my cock and spread all over my body. After that day, we usually had sex every morning before we got up, and every evening when we went to bed. And sometimes I would masturbate in between. And like she told me, I did start to ejaculated thick white semen about 2 weeks after she had taught me all about sex. Although she couldn’t climax as often as I could, she made sure that I had sex whenever I wanted it. And she would love to give me a blow-job because she loved to have me cum in her mouth. But she also liked to have intercourse with me just so she could feel me ejaculating my thick hot cum into her vagina. She was the most wonderful aunt and sex teacher a boy could ever have. Yes, she became my one and only lover, friend, guardian and special aunt right up until I was 23, and then likely due to her being over weight, she suddenly passed away from a heart attack. Yes, I will never forget her.
After her death, I have remained single up until now, but I have since become involved with a number of older women ranging in age from their late 40’s to their early 60’s. And I have to admit, these older ladies make wonderful sex partners too, but not quite like my aunt was.
If any of you have enjoyed an experience like this, I would enjoy hearing from you. You can contact me at ([email protected]) I am also very fortunate to have been able to claim all the private 35 mm. photos we had taken of each other back then before other family members moved in to claim her belongings. These are not for public viewing, but I can share a few with you privately.

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7 – Senior Year – Part 4

Note: As per my other stories, the character names are all changed on the off chance that there is someone who recognizes any of the descriptions of living arrangements or furniture. If this is the first story of mine that you are reading, I have stories before this – while the other stories are not necessary to read, they do help to build up some backstory to where I was in my life at the time. Once again, while the verbal interaction may not be accurate, the physical interaction is to the best of my recollection.
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The end of semester, and my time at high school overall, was quickly approaching. Alexa and I had managed to keep things relatively under wraps – the only person in our school who knew (as far as we were aware) was my best friend Bill, and he was incredibly trustworthy with the privacy of even the smallest most trivial matters, let alone something like this. We had been privately dating for only six or seven weeks to this point, but it was new, exciting, and definitely special. I was so in love with this girl, and she continued to surprise me in sexual and emotional ways. She could make me feel so happy, just by touching my arm. I thought I was happy with Emily, but it was more likely that I was just content to push on through, satisfied with the sex.
After Alexa, the most important thing was that the last few days of school before finals were near. I couldn’t wait to write my exams and be done with school for ten weeks or so. Before that could happen, though, our school had a tradition that had been going on since the seventies or eighties – no one remembers exactly which graduating class started it, but every class has tried to recreate the magic with their own brand since. That tradition was that the night before the last day of classes, all the grads that were willing to participate went and camped out in a forest that was only five or so minutes away from the school. That way we were off school property, and they had no say over what was going on in the evening.
When my brother had graduated a few years earlier, he told me it was the single craziest night of his life – he claims that one girl blew twelve different guys over the course of the night. I’m not sure I believe him, even to this day, but I have no way of disproving it. Regardless, the legend of these parties seemed to grow every year. The current graduating class always seemed to want to outperform the previous year’s grads, even if legends were just rumors and not actual history.
Bill had a tent brought a tent that could comfortably sleep ten, or so the manufacturer would have you believe. If you really wanted any space to yourself, so you weren’t sleeping on top of someone (which isn’t always a bad thing), you could maybe get six people in there. I decided to bring my own personal tent from when I was in scouts just to be on the safe side. It fit three people comfortably, though it had only ever had me and one other person in it at a time during camping trips – plenty of room for sleeping bags, knapsacks, supplies, and extra room to help keep firewood dry. I decided to set my tent up well away from the crowd, around a hundred feet away so Alexa and I could get some privacy.
The forest in question was not really a forest as you might imagine it – our school was in the middle of a metropolis, so the forest was really just some wooded area that were part of a park system. Fortunately, no one really ever came through there at night. People would bring their dogs in the day, so we would have to clear out early, but it wasn’t a big deal to most of us.
Not everyone graduating decided they wanted to spend a night in the forest – some weren’t into the debauchery that would go on, some just didn’t want to sleep outside, but I would guess about sixty people showed up – it was definitely going to be a memorable night. There were tents pitched everywhere, some people just brought sleeping bags and hoped it wouldn’t rain, and a few people had very carefully brought their cars in off-road so they’d have someplace to sleep that wasn’t outside.
We had music blaring, there was enough alcohol to get all sixty people drunk three or four times over, and everyone who smoked pot had contributed to a fund in an effort to make the biggest blunt we could (it ended up being about eighteen inches long, and took like thirty or forty wraps to roll).
A number of us were known for partying hard since junior high, whether it was through alcohol or pot. Over the course of high school, I had developed a reputation for blacking out pretty regularly. It wasn’t that I enjoyed not remembering anything, or losing complete control and becoming douche-Rob, but I just did it. A lot.
Some Eminem came over someone’s car stereo, as the party raged on. It wasn’t even ten and I was already buzzing pretty hard, having downed a dozen Coronas from the two cases I had managed to split with Seth. I kept trying to find good times to be alone with Alexa, but that wasn’t going to happen. Since it was a grad tradition, Emily’s parents had allowed her to stay out. This was one night she couldn’t miss, and even her parents understood that.
At some point in the evening, the amount of beer I consumed started to outweigh the amount of space my bladder had. I’m sure we’ve all been there – you start having to take a leak every twenty minutes.
I was just returning from tree casualty number ten or fifteen when I walked smack into Emily in the dark.
“I was hoping to get you alone tonight,” she slurred.
“No thanks, Em,” I pushed past her.
“What the fuck, Rob? You dump me out of the blue and now you’re not with anyone. What gives?”
“Just leave me alone, Emily – we don’t need to do this tonight. Let’s just have a good time.”
“That’s what I’m saying, Rob, let’s have a good time,” she said, grabbing my arm.
Breaking free of her grasp, I started to walk back towards the party.
“Why not?”
I spun around, sniping at her, “because I don’t fucking want to. That’s why.”
“None of my girls have seen you hooking up with anyone since you dumped me. What gives?”
“Nothing gives,” I sighed, trying to end the conversation as fast as I could. “I just don’t have time for it right now.”
“Fag,” she laughed, before walking into the woods.
What I would give at that moment to fuck Alexa right in front of her eyes.
I stood rooted to the spot for a few minutes because I was pretty pissed. I could tell if I went back to the party, someone would do something that would make me fly off the handle – I was buzzing, but not at the blackout stage yet.
Before I knew it, Emily had returned, and had grabbed my cock through my pants. Due to my slight inebriation, there was no stirring, thankfully.
Swatting her hand away, I realized I should get back to the group before something stupid happened.
I spent the next twenty or thirty minutes drinking by myself in the dark before I had to go take another leak. Not even bothering to move more than a couple feet, I started to go, assuming no one was near me.
“Who’s there?” I hear suddenly, not at all recognizing the voice.
“Rob?” I questioned the darkness.
“Oh, hey. I didn’t know anyone was over here. Don’t come this way, I’m going to the bathroom,” the voice answered.
“Ok?” I was still lost. “Who is that, anyway?”
“It’s Neseet,” the voice answered again.
Neseet was a little Tamil Indian girl, who was actually decent looking. She wasn’t a hottie by any stretch of the imagination, but I’d given it some thought over the years – not much, but some.
“Alright,” I responded, laughing to myself.
Over the last year, Neseet had transformed pretty hardcore – she was always kind of stylish, but she had tried desperately to get a lot of different guys attention as a senior. Before that year, she didn’t show up to parties, she didn’t drink or do anything, and she was pretty rule abiding – what with the strict father and all. Senior year, though she started to break the rules in a big way. She got hammered every weekend, claiming she was at friends’ houses studying, she was trying to give it away like it was going out of style, and she had even smoked pot a few times which was pretty shocking.
“You ok over there?” I asked, hearing nothing for a few seconds.
“Ya, Rob. I’m pretty drunk. Thanks,” she giggled, sauntering over towards me in the dark.
Tripping on a stump, she fell right into my stomach, knocking me over. In the dark, her hands fumbled for something to push herself back upright, and she managed to grab my flaccid cock.
“What the fuck is this?” she wondered aloud, squeezing it.
“That would be my penis, Neseet,” I laughed, the alcohol starting to win over.
“Oh fuck! I’m sorry Rob, so so sorry!” I couldn’t see her face, but I’m sure even her light brown skin was probably a little red right at that moment.
“It’s cool, Nestea,” I laughed, calling her by the nickname she hated.
“That was… different,” she commented.
“Huh?”
“I’ve been trying all year to fuck someone, and now I accidentally touch your thing,” she sighed.
“Don’t worry about it – seriously it’s ok.”
“How are you doing anyway, Rob? I know we don’t talk much, but I don’t see you at parties as much lately since you broke up with Emily.”
“Ya, I just don’t feel like being around the parties,” I lied.
“But she’s not even there.”
“Well.. ya, I dunno,” I replied. I didn’t have an answer for that one.
Suddenly, I felt her hand on my pants, finding its way back to my cock.
“Whoa, Neseet,” I backed up a step, “you’re drunk, and I don’t think we should do this.”
“It’s ok, Rob. I’m not that drunk.”
“Well, I still think we should just go back to the party.”
Stepping forward, she found my cock.
“Please, Rob?” she seemed to ask my permission.
“Uhh,” I answered, not sure how to respond that I was spoken for without divulging the secret.
Before I could say anything, she had unzipped my fly and had fished my cock out in the dark. Jerking me slowly between our bodies, I was still mostly flaccid, thanks to the alcohol. Thanks to that same alcohol, though, my inhibitions were waning.
“Do you have a condom?” she eagerly asked me.
“Really want in a forest?” I mumbled incoherently.
“What?”
“Do you really want to do this in a forest,” I said, enunciating each syllable.
“Well, it’s not like I had hoped, but… Please?” she was begging me now.
Without waiting for an answer, she had bent over, taking me in her mouth. This started to wake me up down below, and I slowly grew as she sucked hard on the tip. She was definitely clumsy around a cock.
“Have you ever… you know?” I asked.
“No, Rob. Please. Please, please do this for me?”
We were near my tent that I had set up to use with Alexa in private. Alexa. The thought quickly entered my mind that this was wrong, but left just as fast as Neseet’s mouth returned to my now hard cock.
“Come with me,” I grabbed her hair and stood her up.
Leading her quietly in the general direction of my tent, we found it after a couple minutes, my cock leading the way.
“Whose tent is this?” she asked.
“It’s mine,” I answered quickly.
“Why isn’t it with all the others?” she asked, before figuring it quickly. “Oh. You were gonna fuck someone tonight, weren’t you?”
“Well…” I thought. “I was hoping I might get to.”
Ducking inside the tent, she fell in beside me.
“Are you sure you want to do this, Neseet?” I asked again. I may have been drunk, but I wasn’t about to rape the poor girl.
“I need to, Rob,” she answered.
I found out a year later that Neseet had married some Indian guy about twelve years older than her. She knew her parents were marrying her off to this man, and I guess she just wanted to live a little before that happened.
I couldn’t bring myself to actually get into what transpired over the next little while.
Ripping her own clothes off in record time, I felt around in the darkness, grabbing her barely B-cup breasts and squeezing them at the same time. I had no illusions that this wasn’t something I would cherish for the rest of my life, so I quickly got undressed myself and got to work.
“Do you finger yourself at all?” I asked her.
“All the time,” she whispered at me, suddenly not being very aggressive.
“Do you have your cherry?”
“No.”
Reaching down, I could tell she was wet already, but still decided a little more couldn’t hurt. Palming her clit, I took one of her small nipples into my mouth, sucking and chewing it lightly. After a few minutes of this, she was ready.
“Are you on the pill?” I asked, climbing on top of her to take her into womanhood.
“Yes,” she said, the tension easily detectable in her voice.
“Okeydokey,” I answered casually, taking my cock in my hand and finding her opening.
Pushing my cock in, I only managed to get about two thirds of the way in before I hit her cervix.
“OW!” she screamed.
I froze. Even though I was pretty drunk at this point, I was pretty aware that we were still in hearing distance of the others if there was a lull in the music or someone came this way to use a tree.
“Are you ok?” I asked, feigning concern.
“Ya, that just hurt out of nowhere. I wasn’t ready for it.”
“Ok, well I’m gonna start again. Just push on my chest if it hurts, don’t yell,” I told her.
Starting to pump in and out, I was only fucking her with half my cock to ensure I didn’t make her yell again.
This went on for a few minutes, and I could tell I wasn’t going to cum any time soon. I wasn’t about to fuck her for an hour until I actually came, so I figured I would do something I never thought a guy would have to do in his life. Over the next couple minutes, I put my plan in action, starting to breathe heavier, and telling her I was almost there.
Minutes later, I was quietly moaning that I was cumming, and it felt so great.
“Oh my God, Rob, that was wonderful,” she thanked me.
“Ya. Let’s just keep this between us, right?” I asked her, realizing she could tell anyone about this.
“Of course! I know Emily will beat the shit out of me if she finds out.”
Finally, Emily had proved useful again.
Ushering Neseet out of my tent, I realized my problem hadn’t ended. I was still hard as a rock, and didn’t really feel like jerking off in the state I was in.
I hadn’t gotten more than five feet back towards camp, when a voice behind me called out.
“Emily would love to know about this, I bet.”
Why do people keep saying shit from the dark?
“Who’s there?” I asked, slightly panicked. If Emily found out, Alexa would find out.
“Christie,” the new voice answered.
Goddamnit. I had no idea how to get out of this one. Christie was friends with everyone, and was well known to be somewhat of a prude.
“What do you want, Christie?” I asked.
“Nothing, really,” she answered, stepping out before me. “Neseet, though, Rob? Really?” she made her judgment very clear.
“Ya, well… I’m drunk. Things happen. So what can I do for you?”
“I dunno. We can figure something out, I’m sure.”
“Are you gonna hold this over me for a while, or can we figure this out right now?” I asked impatiently.
“Now, now, Rob. There’s no hurry. Let’s go inside and talk,” she motioned to my tent.
Climbing in, she hunched over, so as not to sit down where I was obviously just fucking.
“It’s not gonna kill you to sit, you know,” I told her, laughing to myself.
“I’m fine,” she replied.
“So, seriously, Christie. What the fuck?”
“What can you offer me, Rob?”
“I don’t know… do you want some beer? Pot? You want some money?”
“You know I don’t drink or smoke, and I don’t need money,” she replied snootily.
“Then what is it?”
“You tell me.”
I was getting tired of her little game. I grabbed her and pulled her on top of me.
“What the fuck are you doing, Rob?”
“If you don’t want anything else, I don’t know what else to offer,” I replied, rolling her under me and pulling my still hard cock out.
“Holy shit,” she whispered.
“Like what you see?” I grinned.
“It’s so much bigger…” she trailed off.
“Bigger?”
“Than my… ya. It’s just bigger,” she answered.
Taking her hand, I wrapped it around my cock; she couldn’t quite get her hand around, as she held it at the base, her mouth agape.
“I take it we have a deal?” I asked her, as I took my shirt off, allowing her to rub her other hand over my lightly toned abs.
“Well, not yet,” she answered, trying to scoot back.
I pulled her back towards me by the legs, so my cock was resting against her stomach. Taking my cock, I started slapping it against her flat tummy, while lightly gripping her throat.
“Rob, I won’t say anything, just… just don’t,” she pleaded with me, still trying to back away.
I lay on top of her, pinning her beneath me, before finding her lips with mine and forcing my tongue into her mouth. After a few seconds, she started to respond, massaging my tongue with hers, her legs instinctively spreading instead of trying to push me away. I reached between us and unbuttoned her jeans, trying to pull them off her without her help. Eventually, her body gave in, and she lifted her hips, as I pulled her pants down to find she didn’t have anything on underneath.
“You’re not gonna fuck me without a condom are you?” she asked through ragged breath.
Without answering, I pushed my cock head into the second virgin pussy in the last half hour. Covering her mouth with my hand, I shoved in hard, smothering the cry that came when I broke her hymen. My fingers could feel the tears rolling from her eyes as she thrashed her head back and forth, her brain trying to fight her body’s desires. Motionless for minutes, I waited for her head to stop moving before removing my hand from her mouth.
“Are you ok?” I asked.
“It really hurts, Rob,” she cried.
“I know, Christie,” I replied, starting to move gently in and out of her.
“Take it out, please,” she wept.
“It’ll stop hurting. Just relax and it’ll feel great soon,” I whispered, stopping again and kissing her delicately on the lips.
We lay unmoving for another five minutes before she finally acknowledged that the pain was leaving.
“Hold on,” I told her, before pushing more of my cock into her.
“Oooh,” she cried, this time in pleasure instead of pain.
Smiling to myself in the dark, I straightened up on my knees and grabbed her hips to me, lifting her ass off the mat in my tent. Fucking in and out, I started to elicit very loud moans from the former virgin. I quickly gained pace, slapping in and out, my scrotum smashing into her taut ass with every thrust.
After ten minutes, I realized the alcohol was definitely not going to let me cum with ease, and for the second time that night, I was beginning to consider faking my own orgasm to end this early.
“Rob?” I heard a voice call out. This time I recognized the voice without a doubt.
“Oh fuck,” I whispered.
“Who is that?” Christie whispered back.
“I don’t know, but unless you want them finding out we’re out here fucking, be quiet,” I instructed her.
I pulled out of her, and looked over to the mesh flap on the back of the tent, peering into the darkness. Feeling Christie’s hand grab my cock and start to stroke it, I smacked her away lightly, and tried to concentrate.
“Rob?” I heard the voice call out again.
“Ok, here’s the plan,” I whispered to Christie. “I’m going to go distract whoever that is – you go about twenty feet wide, and wait there until you don’t hear anything for a minute or two. Then just go back to the rest of the group.”
“Ok?” she whispered, obviously confused.
“Rob?” I heard the voice call out one more time, agitation dripping from the speaker.
“Go,” I whispered to Christina, shoving her out into the woods, as she tried to do up her jeans.
Walking stealthily towards the voice, I waited until I heard the cracking of twigs a few feet in front of me.
“Rob?” I heard for the fourth time, as I stepped out from behind a tree.
“Hey, baby,” I grabbed Alexa from behind, scaring her.
“What the fuck?” she screamed, smacking my arm a few times.
“Sorry, I thought it’d be funny to scare you,” I laughed.
“What are you doing? You’ve been gone for over an hour.”
“Oh. I went to take a leak, then just came over here and have been just getting in touch with myself,” I lied.
“Uh-huh,” she muttered. “Where’s your tent? Do you think we can get in there for a bit before anyone notices we’re gone?”
“Well you already noticed I’m gone,” I pointed out.
“Ya, so did a lot of people, but no one else has been missing long enough to raise any suspicions,” she laughed, pawing at my chest.
“Come on,” I grabbed her hand, and led her the short distance to my tent, pulling a third girl inside in under an hour.
“Ooo, you’re already hard,” she laughed. “Excited to see me?”
“You bet, babe,” I started to pull her pants off.
“I want you in my mouth, first,” she protested, pushing my hands away.
She would definitely taste pussy on my cock. Maybe even blood.
“We don’t have time, Alexa,” I told her, hoping she’d buy it.
“Mmmm. You’re right. Come on,” she told me.
Rolling around in a passionate kiss, we finally got into position with her underneath me, her legs pressed up towards her shoulders, and me lowering myself into her waiting pussy.
“Fuck me, baby,” she encouraged me, reaching up to pinch my nipples.
I pushed in and out, before pulling her entire body up with me, as I knelt back. She was straddling me, with her entire body in the air, her legs wrapping behind me. I lifted her up and down, guiding her along the length of my pole for a few minutes, before my arms started to tire. Lying back, I allowed her to remain on top of me, rocking her ass quickly up and down the bottom of my cock.
I pulled her face to me, biting her lip as she had done to me on so many occasions, before she pushed me back and leaned back, supporting her motions like a she was crab walking. I lay there, allowing the pleasure to flow through me, as her pussy milked my cock.
Sitting upright, she leaned forward onto me, her covered chest pressed against mine, as I started to thrust up into her. For the first time all night, I finally felt the waves of orgasm approaching.
“I’m gonna cum soon, babe,” I informed my girlfriend, thrusting harder and harder to make the climax happen.
Jumping off my cock, Alexa took me in her mouth, bringing me to a much-needed orgasm. Semen filled her mouth to the breaking point, and began to trickle down my cock.
Swallowing, she began to laugh. “You came so much, baby. You needed that one bad?” She teased.
“Oh, so bad,” I confessed.
“Come on, people might start to wonder,” she told me.
As we left the tent, she told me to trail behind her and come in five or ten minutes later.
I watched her disappear into the dark, and started to wonder what exactly had just transpired. In the course of an hour, I had taken two girls’ virginity, faked an orgasm, almost had to fake a second, and fucked my girlfriend.
As I was waiting there, a now familiar voice spoke from the darkness.
“I bet Emily would want to know about that, too,” Christie said, stepping in front of me.
Fuck.
—————
Author Note: I’m having pretty serious surgery next week, so I may not post a story for a while afterwards. I’m already at work on the next one, so I may get one or two more completed and posted before then, but if there’s no story for a while, it’s a safe bet that I’m still in recovery. I do want to try to get the rest of my story told, though, so I promise I will finish at least to where I initially planned when I started writing a couple years ago. The next story will not be continuing the Senior Year title, just as a heads up. The working title so far is “The Graduate”.

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