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Close for Comfort

Living in a boarding house and being the only female in the house. The three guys are within my age groups (Mark, Gary, and Jim) and one who is much older (Rob) and they are perfect gentle men. Mark, 45, is the youngest for which I have a huge crush on. I thoroughly hate Gary, 50, since he has an unpredictable explosive behavior. Jim, 46, is a very unique and tall individual. Rob, 60, who is the oldest in the house. His girlfriend would come over and I could hear them since he rents the room above me and his bed is presumably above my bed.
One afternoon while listening to the television and on the phone in my bedroom, I heard plenty of movement coupled with laughter, and the normal sexual sounds. Fortunately, my call wasn’t one of my philosophical phone calls and it was not on speaker phone. I was getting so hot and bothered that I had my door locked and was naked. I am a highly sensual but fairly attractive woman. Short, stout with dark eye­s, dark hair. 56I-46-44. I have ended my long term relationship with Gerry since it wasn’t going anywhere. Dated a couple more guys (Joe and Marvin), but it didn’t work out and was short lived. I got off the phone and grabbed vibrator and placed it on my clit. I was so wet from Rob’s sexual escapades. My vibrator was on high and it only took 15 minutes to get quietly in tune of Rob’s sexual interlude. Thinking of the last time Gerry got my clit super enlarged for several weeks while thinking of Marvin’s large pierced cock and Joe’s deep kiss as he roughly caress my body. Now Mark and Jim have seen Joe and Marvin and they didn’t like these men, but didn’t recall Gerry. Of course, I only saw Joe was a week and Marvin was for a month separately. When I ended these relationships, I noticed that Mark had a very strong likely to me and the feeling was mutual. But our mutual feelings are to be kept in secret.
Since we lived together we gotten to know each other well where we talk about co-ed housemates would never talk about, but would talk about in private places. Mark rents a room in back of the house where I rent a room in front of the house. One night when I was in room since he wanted to me to hear him play his guitar. He got so hot and bothered, that he told me to get into his bed to cuddle for which I enjoy and miss cuddling. As he cuddled me, we kissed which led into touching and feeling one another. He felt my big tits as I felt his hard-on. Evidently, we have crossed the line as housemates. Our friendship grew much greater than that but it was to our discretion since we don’t want anyone to know, but we do love each other very much.
That evening one thing led to another where we remained clothed as he fingered my pussy and I was get very soaked coupled with a moan and a groan which he was so turned on but had to keep it quiet since it is so risque. He didn’t want me to stop moaning, groaning and squirming as he fingered my pussy. Oh it felt so great. Half hour later, he got up took off his clothes, oh, he is so sexy and his cock is so perfect that he is 6 inches non-erect and 8.5 inches erect. Excellent circumcision and a perfect sizable sack of nuts. He is so yummy that I had to deep throat him. I felt his cock filling the circumference of my mouth. He was cumming and I swallowed him. Yum!!! Then he need to take Jim to the store since he has been knocking at his door every 10 minutes. So I discretely left Mark’s room and went to the bathroom to pee as well as let out my cum. While Mark and Jim went to the store and was in my room, I took off my clothes and got under the covers then pulled out my vibrator and a couple of very loose clothes pins. My vibrator was nestled on my medium size stubby clit and my very loose clothes pins were on my dark milk chocolate medium sized nipples. I am a multiple orgasmic where I would cum every 10 minutes. My moaning and groaning are usually done discretely but my movements aren’t/
Several night has passed, Mark invited me back into his room to help him with his computer. As I was helping him with his computer. He was behind me and started feeling my tits from behind, oh, I miss that. He took off his pants, got me off from the chair and pushed me into his bed. Spread my legs wide open and pushed my panty aside to finger my pussy and took my hand to hold his bare cock. We kissed, cuddled, and fondled one another. Afterward, he directed me to suck his cock and complimented me that I suck it so well that he wanted a repeat. He also wanted to hear me moan and groan as he fingered my pussy, so I quietly moan and groan for him. He was so much turned on of my quiet moan and groan. To his satisfaction he praised me by kissing and embracing every inch of my body. He even lifted my nightgown so he could see how big my boobs are and see what they looked it.
He is fully aware that my boobs are larger than he has seen where he had to ask me how big they were as he pinched one of the nipples. Along with that he was embracing and kissing them. Before leaving his room, I suck his cock and swallowed his cum. I love his nectar.

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My first infidelity

MY FIRST INFIDELITY
Fourteen years ago, at the age of 18, I became pregnant, and got married, three months before the birth. Two years later, I had my second son.
Six months after I had my second baby, my elder sister, Jenny, told me that, instead of sitting around, looking like an old woman, I needed a few nights out.
I knew that she went, with five or six friends to the local social club, every Friday night, to see local rock bands, but she had never invited me, before.
When we met, in a pub, I felt a bit dowdy, compared to the rest of the girls. I was dressed in an old white blouse, black trousers and sensible shoes. Jenny wore a short, low cut dress, which left little to the imagination. The others were dressed similarly, with loads of bright make-up on. They all looked very sexy. When I commented, on their dress sense, Jenny laughed, saying that all of the women dressed like them, and I would have to get my act together, if I wanted to come out with them again. When we got to the club, she was correct; it was like a fashion parade.
The band was quite good, doing songs from the charts. Jenny and her friends kept me supplied with drinks, all night. In fact I was quite drunk by the time Jenny came back from the dance floor with a small, chubby guy, who looked familiar. “This is Alan, he’s our lift home”, she announced. As he wrapped his arm around her waist, I recognised him, as the manager of a furniture shop in town. He went to the bar, and bought us a round of drinks. When he sat down, Jen’ perched herself on his knee. She pretended to bounce up and down, in a sexual manner, and then rubbed her bottom into his crotch. Alan grabbed her breasts, and shook them; Jenny’s friends all laughed. I was embarrassed. We chatted until closing time, with Alan paying a lot of attention to Jenny and Carole, peeking down Jenny’s dress, and groping Carole’s breasts. On the way out, Jenny took hold of my arm, “Just go with whatever happens, and for God’s sake don’t tell Tony.” (Her husband), because I was a little bit drunk, I was confused, and didn’t really understand her.
Jenny sat in the front, of the car, and I was in the back with Carole and Fiona. The other three girls waited for a taxi. “Is it your turn to be last?” Alan asked Jenny, the girls looked at each other, then me, and laughed. Five minutes later, I was dropped off at the end of my street, and waved the others goodbye.
During the week, Jenny visited the baby and me. “You haven’t mentioned Alan to anyone, have you?” She questioned me. “No, why?” I asked, “It’s just a bit of fun, but Tony wouldn’t understand”; she left the subject like that.
Over the next few weeks, I had my hair cut, and my clothing became a bit tighter, and more ‘fashionable’ but never ‘too revealing’. I became a lot more relaxed, and began dancing with some of the guys in the club, who would flirt with me. Alan started paying me a few compliments, usually about my bust, and ‘sexy arse’. I had lost most of my ‘pregnancy’ weight, but my breasts were still swollen from 32b to 34d, after so recently having the baby.
Mark, my husband was pleased at the transformation as I was, usually quite horny, when I arrived home, on Friday nights.
As the weeks went by, it became obvious that Alan was screwing all of the girls, including, my sister Jenny. Although I didn’t approve, they all seemed happy, so I kept quiet. In return he gave me a 25% discount when we bought a new table and chairs!
I started to really look forward to Friday night. Especially the flirting, and the ‘dirty’ talk in the car, sometimes I would join in. I became intrigued about what was so special, about this small chubby man. One night when we were alone, I asked Jenny and Fiona, who both burst out laughing, then they hinted at the size of his equipment!
In the July, when Jenny was on holiday, Alan dropped Carole off, and then started to drive towards my house. He slid his hand up Fiona’s skirt, “You’ve got tights on, you know I only like stockings”, he grumbled. “Sorry, it’s that time of the month”, Carole whispered, “You’ll have to make do with a blow job”.
I don’t know why, but, before Alan could answer, I gasped “Can I watch?” He looked in the mirror, and chuckled “Of course you can, I like an audience!” Fiona giggled, “Whatever turns you on”.
He drove the car to an industrial estate, and kept looking at me, in the car mirror, I couldn’t stop smiling at him. Once he had found a discreet corner, he put the inside lights on and started to undo his belt and zip, when he had pulled his jeans to his ankles, he announced “let the show begin!”
Fiona looked at me, raised her eyebrows, smiled and pulled down Alan’s pants.
I couldn’t believe my eyes, his cock sprung out; it was huge, but only semi- hard. Fiona took it in her hand and shook some more blood into it, it must have grown another inch, and I was mesmerised.
As Alan moved around in his seat, so I could get a better view, Fiona bent forward, flicked back her hair, and started to swallow his monster. Years ago, I’d seen a porn film with my husband Mark, but I’d never seen anything like this.
Fiona bobbed her head up and down, sucking on the purple knob, taking it out, licking the tip and the shaft. She would use both of her hands to caress his hairy balls, while her tongue ran rings around the crest of his knob. When Alan was stroking her hair he never took his eyes off mine. He was grinning as he stared at me, while he kept telling Fiona how good her blowjob was.
I was now sitting forward, leaning between the two seats, “Come on Amy, don’t be shy, show me those beautiful tits,” he commanded me. I slid my blouse off and unclasped my bra, freeing my breasts for him. They felt huge, and my nipples were as hard as stones. When Alan put out a hand to stroke them; it sent a shudder through my body. As he squeezed the nipples some milk dripped out, he took it on his finger and licked it, “mmmmm” he purred. I was so turned on; I was having my tits rubbed by a man who was getting his cock sucked, by one of my friends. I couldn’t believe what I was doing.
Fiona was sucking like she was possessed, then suddenly; she jerked her head back, with a look of disgust on her face, “Bastard! I hate it when you do that”. She spat his come onto her hand; spunk was still shooting out of his cock, falling onto his pubic bush. Still stroking my tits, he looked into my eyes and laughed, “I know, but you’re such a good cock sucker, I can’t stop myself.”
As I put my clothes back on, Alan continued staring at me. Fiona soon cheered up, telling him that he should have warned her, and he would have to give her really good fucking next time, to make up for it!
When I sat back in the seat, Alan pointed between my legs, and asked, “That really turned you on, didn’t it?” I looked down, I was so wet, and there was a damp patch in the crotch of my cream trousers.
When Alan dropped me, at the end of my street, he wound his window down, and asked for ‘kiss goodnight’. I leant into the car, letting him push his tongue into my mouth, for the first time. He even manoeuvred his arm outside, stroking between my legs; I was still soaking wet. “It will be your turn, next week, babe!” he announced.
When I got into bed, Alan’s massive cock and the smell of his spunk were still in my mind. I started to fiddle with Mark’s cock; it stood to attention very quickly. He rolled onto his back; “You must have had a good night”
I slid down his warm body, and started to lick his knob, squeezing his balls, just like Fiona had done to Alan. I took a deep breath and sucked on his cock pulling it as far into my mouth as it would go. I moved one hand onto his small shaft, and quickly built up a rhythm, sucking and wanking. He was in heaven. I wanted him to come in my mouth, just like Alan had done to Fiona. I wanted to know what spunk tasted like. Within a minute, Marc tensed, “Stop! Stop! I’m coming, I’m coming!” He whispered into my ear. I increased the strength of my sucking, and he shot jets of lovely hot spunk into my mouth. It had very little flavour, but felt wonderful, sliding down my throat, I was so proud of myself.
He looked shocked, “Wow, what was that for?” he said smiling. “Just a little treat, for letting me go out, with the girls.” I replied.
During the next week, I couldn’t stop thinking about Alan’s cock, and what his spunk would taste like. Every morning, when the kids were asleep, I had to play with myself, even using the shampoo bottle, more than once.
For the next Friday, I wore a new skirt, black ‘see through blouse’, French knickers, black stockings and suspenders. Thankfully, Mark was working night shift, so he couldn’t see what I looked like. As I left, the baby sitter was too busy snogging her boyfriend, to notice what I was wearing.
At the club, I drew a lot of attention from the other guys. When I was dancing a couple of them couldn’t keep their hands off my bum, trying to get them up my skirt; I hadn’t felt this horny for years.
At 10.15 he made his way over to me, “I see that you are dressed for the occasion” he laughed. We sat with the girls, Alan constantly stroking my nylons, upto my thighs.
When we were in the car park, Carole chuckled, “I guess that you want to be in the front seat?” On the ride to her house, Fiona told her about the previous week, with me watching. My heart was beating faster than ever before.
Very quickly Alan dropped the other two, at their homes, and then looked at me. “I’ve got a surprise for you”, he said, then drove off, not to the industrial estate, as I’d expected, but, to a wooded picnic area.
“Why here?” I asked, “This is where the peeping toms hang out, I want to show you off.” Was his reply.
He parked the car, between some trees, away from the others that were already there. Alan opened his window, about an inch and put the interior light on, “I don’t want the boys to miss anything,” he said with a laugh.
Unlike the previous week, with Fiona, he put his arm around me and slowly kissed me, darting his tongue into my mouth and touching my own tongue. I couldn’t remember the last time that I had been kissed like this. His spare hand was stroking and squeezing my breasts through the blouse, making them more sensitive then normal.
Better than a magician, he had my seat pushed back, my blouse unbuttoned and off my shoulders. I sat up, to let him unclip my bra. “My God, your tits are amazing”, he said as he started to suckle on one of my long nipples, drinking some of my excess milk and caressing the other breast, tugging at the nipple, as I struggled out of my blouse.
Alan then kissed me again, pushing a hand up my skirt, “I knew that you would wear these for me,” he said confidently, as he touched the flesh of my thighs.
I pressed my legs together. He looked startled.
“My turn now,” I whispered, and started to unbutton his shirt, running my fingers through his chest hair, then down to his belt and jeans. As I unzipped him I could feel his cock twitching into life. “Take them down”, I told him, he obeyed. His cock was at half- mast, like last week, but was still bigger than Marc’s.
With his jeans around his ankles, he sat back with his legs wide apart, showing off his lovely, massive, cock, as he tickled my nipples. I managed to kneel on the seat, and with his jacket covering the hand brake, I took hold of it, kissed the knob, then licked up and down the shaft, stopping only to pop it into my mouth and suck. Every time I did this I could feel it twitch, getting even harder. After a couple of minutes, there was a couple of inches of cock either side of my hand, it looked and tasted wonderful.
While I was sucking him, Alan was playing with my tits and nipples with one hand and stroking my stocking clad legs, with the other, sending me into ecstasy. Gently, he pushed my legs apart, and pulled my skirt up, onto my hips, “We’ve got to give the boys a good show, if you want to be invited back,” he whispered. I’d forgotten about the peeping toms. Still with his cock in my mouth, I looked over his shoulder. There were two guys with their faces pressed against the window, grinning in at me. Although shocked, I was incredibly turned on, almost biting his cock. As he slid two fingers into my sopping fanny, he whispered, “There’s another three at the other side”. I wiggled my bum, for them. As he was finger fucking me, he managed to move my knickers to one side, exposing my most private parts to these perverts. With two of his fingers twisting in my fanny, and his huge cock in my mouth, the Peeping toms were getting a hell of a show.
I couldn’t believe that he had lasted this long, so I tightly gripped the shaft, wanking him furiously and flicking my tongue over his knob. With this, he added another finger to my fanny and speeded up, grinding his palm onto my clit. I came first, ramming his cock even deeper into my mouth.
He put his hands behind my head and bucked his hips; sending gallons of hot come into my mouth. When he let go, I firmly pulled on his cock, firing the last few drops onto my tits. His spunk tasted stronger than Mark’s, and was lumpier too. I opened my mouth for him, showing him the spunk on my tongue; I then let it slide down my throat, while I rubbed the other drops into my tits. Mmmmmmm, it tasted lovely as it slid down my throat into my belly.
My breasts were heaving, now, as I moved back into my seat. I could see that there were even more perverts looking at me, so I held onto the dashboard and head rest, then shook my tits for them, as Alan leaned over, and lifted my skirt up around my stomach exposing my stockings and knickers.
As Alan manoeuvred himself underneath me, on the passenger seat, I managed to remove my skirt and knickers. I had my legs straddling him, and slid my fanny over his cock; the feeling was delightful, as it made its way inch by inch into my pussy. I felt fuller than ever before. I started very gently, but when I got used to the size, I fucked him like crazy, making him suck my lactating tits as I swore and cursed.
Telling him how much I’d enjoyed sucking his big cock, and how much I had needed to fuck him. After a few minutes of this, I felt him tense up, and shoot another load, which sent me into a fantastic orgasm of my own.
I looked out of the spunk- covered windows, to see four or five, happy, guys drifting back into the woods. “I think they liked you,” he joked. “We’ll have to come back again”.
After a shared cigarette, he wiped me clean with a cloth, and drove me home. Fingering me, all of the way home.
.
Amy

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The Voyeur and the accident

Jacob had not seen or been with Nick for two months after Nick declared his love for him in the Library. Jacob had felt horrible and was dying for Nick’s touch, he decided to go to Nick’s house to see him…

Creating My Hot Wife 9

With our initial morality code, any type of gay sex, between women or men, was not only sinful but brought uncomfortable, even horrific imagery to contemplate. We have found that our sense of morality could evolve with new information and new perspectives. And that’s exactly what happened to Ashley and me, the most unlikely of people. We had no desires to explore, no not even an inkling of any appeal. We thought we were completely happy being 100% straight… We thought.

Inside Me: C08

Inside Me
—– 8 —
After a lot of begging with mom to let Montana and her little sister stay over the Labor Day weekend, she finally gave me the go ahead to get permission from Ean.
I didn’t really know why I begged my mom so hard. Montana would help get Ean’s stuff out of me either way and I really didn’t want the two of them meeting each other. But some part of me did. Ean knew I was friends with her than. I couldn’t keep them apart forever. My absolute biggest fear was having predicted right how well they would get along.
Ean really did like Crystal a lot, I never saw them together but I could feel that he liked her from the way he talked about her to me over the phone when they were dating. She was almost perfect for him. Almost. Ean was trying everything on her. He was just too late. She was already damaged goods. Montana. If, and I hoped everything against it, if he took to Montana – she was still young. Untarnished. The only hope of me believing that Ean would think of her as too young went out the door with my virginity.
Ean said I was young, but I pushed him. I told him that age was nothing. He knew it already but I did my absolute best to reinforce it. Whatever barrier he had left crumbled as I dropped my body onto his penis.
Math class Monday wasn’t really the place to talk about cleaning out my vagina so we refrained until lunch. That was when I learned about a douche. I was getting pretty scared as she talked about it but she said she had done it once before. I didn’t know though. Sticking a tube that far up into me and squirting water to flush out my brother’s cum.
First of all, I didn’t want anything inside me except my brother and his cum. That carried over into the second of all, I felt guilty washing him out of me. Montana said that there wouldn’t be much left anyways, but probably enough to send of a red flag to a gynecologist.
The conversation carried over from lunch where I walked with her to the middle school. It was about a fifteen minute walk.
“Yeah, mom usually douches when she’s on her period and dad is in one of his happy moods.”
“Is, is that the one I’m using?” I asked a little scared and disgusted.
“No, I found hers and asked what it was and for some reason she bought me one. You’ll use that. I only used it once and I was clean to start with. I just wanted to see what it was like.”
I smiled awkwardly. For some reason, I was comforted that I was going to use her douche. At least more so than using her mom’s.
We reached my old middle school just as masses of kids began funneling out. They all looked so young to me. I guess being around high school people all day made me expect all kids my age to look like that. Even though I was just barely out of that middle school.
A young girl came running up to us. I put the excitement in her face and somewhat familiar characteristics into what was most probably Montana’s sister.
“Is this her, his sister?” she jittered in an almost annoying little girly voice. I had to blush a bit from the attention though.
“Yes Bentlee.”
“You’re really pretty,” she told me. That must have turned my face a deep shade of red. “I can see why your brother likes you so much.” She just wouldn’t stop. Blood was pouring into my face.
“Yeah, that’s right,” Montana said as if it just popped into her mind, “Bentlee was in the room with me the last time I called. You know, when I had to yell at you.”
The little girl was beaming at me as I tried looking away. I wished so much she wasn’t there right then.
“Don’t worry,” Montana said looking at my undoubtedly purple face, “she’s part of the club too.”
“What club?” I asked not really wanting to know.
“Club Ean!” Bentlee almost shouted. It was the most uncomfortable situation I had been in in a long time. It was incredibly embarrassing but at the same time, it made me feel really special. I was Ean’s sister. I felt so popular. At least with them.
Montana must have seen my extreme discomfort and started leading the way to her home.
Bentlee stared at me the whole way to her house beaming with a bright smile. I wondered how much Montana had told her about Ean and I. Montana seemed to notice her little sister.
“Don’t mind her. She would give anything to be in your position. She liked Ean ever since he started dating Crystal but when she found out about you two, she got some crazy idea in her head that Ean likes all younger girls and now she thinks she has a chance with him.”
“I’m only one year younger than her,” Bentlee protested.
“Two years Bent, you’re only twelve,” her older sister scolded.
“Yeah, for only two more days,” she scoffed.
“Besides, you don’t have what it takes up here,” Montana said tapping her head.
I felt almost like a third wheel, but I knew that I was the whole focal point of the conversation. We arrived at their house and I had to shamefully realize that I was surprised at how well off they were. Montana’s appearance didn’t really project well what her house did.
They weren’t overly rich or anything, they were easily at my level. I guess though with Crystal, money would become a little tight. When dad died, he had insurance and workers compensation. That pretty much was putting and going to put Ean and I through college wherever we wanted.
We entered and went straight up to Montana’s room. Bentlee tried following but her sister pushed her back and closed the door.
“Does she know what we’re doing?” I asked embarrassed.
“Yeah, pretty much. But I don’t know why she wants to watch.” Montana got onto the floor and pulled out a box from under her bed. She opened it and pulled out something that almost looked like a weird baby’s rattle in a plastic bag. She pulled it from the bag and handed it to me. “This one is a bulb one or something; my mom has one with a giant bag on it and a long hose. She said this one was easier for beginners. Now we go to the bathroom.”
I followed Montana to her door and out of it as she opened it. Bentlee was almost hugging it. I really didn’t want to be the one holding the thing in my hand as she stared from it to my face. I hurriedly walked into the bathroom before Montana. She shut the door in her sister’s face and turned around to take the thing from me.
“I cleaned it before after I used it, but we should probably do it again.” She headed to the sink with it and turned the water on.”
“When did you use it?” I asked curiously.
“About a year ago,” she said while rubbing it down with soap and water. I stood there uncomfortably not knowing what to do. I watched her filling it up with water, then she handed it to me. “Ok, now I guess you lie in the bathtub and then put it in you. Then you gently squeeze until it’s all gone. You can probably use the bath faucet to fill it up with warm water and do that for a few times until you feel clean. I’ll be outside.”
I looked hard at the douche in my hands unsure of everything. I didn’t want to be alone in my new friend’s bathroom overflowing my vagina with water and spilling it out into her bathtub.
“Why, why did you only do it once?” I asked.
“Well, I looked it up online afterwards and apparently it can cause infections and possibly make you infertile.”
I immediately pushed the object back into her. “No, I’m not doing it then.”
“Calm down. That’s only a possibility if you do it a lot. This is just once. And you’re going to the gynecologist tomorrow so they will be the first to see if anything is wrong with you and fix you up before you even notice anything. It’s better than them finding your brother’s sperm in you.”
“No, I don’t trust myself. The last time I put something inside me on my own, I almost destroyed my insides. The first time I put something in me, I thought I broke my virginity and I did partly.”
“Well, do you want me to call Ean to come over and have him do it for you?”
I was getting scared and it was showing. I never knew putting a penis or even a hairbrush inside me could cause so much pain but it did when I tried on my own. I knew what that thing, that douche, could do if I put it inside me. No way. But I had to do it. That’s what was scaring the daylight from my face.
Montana was just looking at me oblivious of what to do. I had gotten the go ahead from my mom for her to spend the weekend at my house and I knew I could persuade Ean. She knew that too. She would want to help me anyway regardless of that.
“Well,” she started, “I’ve done it before so I have experience. I could do it again maybe, for you.”
My weakened neck sprung up for my eyes to face hers.
“I’ve seen my sister naked before and myself, so it’s nothing new. Just have to push and squeeze something inside you. I’ve done it to myself.”
I really didn’t want what was happening to me but it was the only way. It was a moment where I would put my trust in her to a test. Montana looked pretty uncomfortable with it too. I could so easily strip naked to my own brother as he stared at me emotionless but it was this hard for me to take my pants down in front of a girl friend who was as uncomfortable as me.
“Only, only if you really don’t mind. I don’t want to make you,” I said uneasily.
Montana looked up to me and smiled awkwardly. “I don’t mind. It’s what girl friends are for. Besides, your Ean’s sister; it’ll probably be the closest thing to seeing him down there you’ll ever let me get.”
I didn’t know whether to smile or grin. It didn’t make much sense to me how she figured that. Just because we were related. But it did make me feel special.
“Ok, you have to take you pants and underwear all the way off. Probably your socks too. I can refill it for you in the sink but your feet will still probably get wet when it runs out of you.”
“Can’t we do it on the toilet maybe?”
“Well, I did mine in the bathtub. If you did it on the toilet, I might not feel as confident.”
“Ok, bathtub than.”
Obviously, my shoes and socks were the first to go. Then, I came to my more revealing clothes. I lingered on my belt but soon that was unbuckled. I popped the button on my jeans and shyly unzipped the zipper revealing my panties to Montana.
She noticed me uncomfortably eyeing her I think and turned around. I pushed my thumbs under my panties and slid them down with my pants. I dropped them to the ground and stepped out of them. Montana turned back around and looked.
“Wow,” she said; then catching herself, she blushed.
“What?” I demanded. “Tell me, we’re friends, tell me.” Was there something wrong with me? What surprised her? She said she had seen herself and her sister naked before.
“Well, I just thought you naturally had smaller breasts. I didn’t know you were actually that young.”
I immediately looked down to my vagina. I had pubic hair, not a lot but it was there. I was fourteen though. I had seen the drawings in the health books; I was young compared to them. I pushed my hand over myself covering that region from her view.
“I’m just late, that’s all.” I was so embarrassed. I regretted it all already.
“Don’t be shy. Ean obviously loves you. Any girl in the world would be crazy not to want to be you. You have the Ean gene.”
She was seriously obsessed with my brother. “He’s only my half brother you know.”
“I’ve seen pictures of your dad; I know where it comes from.”
“Can we just hurry up,” I begged as I climbed into the bathtub. Montana walked over to me and got on her knees as I reclined back.
“Ok, just bend your knees a little bit and keep them open. And trust me, young really looks good on you.”
The last thing I wanted to be doing while opening my naked legs to another girl was blush, but Montana had apparently made that her goal. From there, it was mostly silent between us. I was trying my hardest not to panic and Montana was trying her hardest not to mess up.
Slowly, she pressed the tip of the plastic tube into my slit. She fumbled around a bit before pulling it back out.
“What’s wrong,” I choked.
“Nothing, just a little dry.” She reached up and grabbed a bottle of conditioner. Popping open the lid, she squeezed just a little bit onto her fingers. She closed it and set it off to the side. I watched her nervously as she coated the tube with a thin layer of the soap.
She wiped the rest from her fingers on the side of the bathtub and lowered the syringe back down between my legs. Slowly, she eased it in. It was almost gliding in. She turned her head to me and smile. Feeling how smoothly it rolled into me and how well things were going so far, I smiled back.
“Does Ean feel like this?” she asked.
“He’s much bigger, and warmer.” I could feel the base of the plastic syringe push into my slit.
“Here we go,” she said. All of a sudden, I felt myself fill up with warm water. I looked down to Montana’s fingers squeezing the rubber bubble just outside my vagina. I was lost in the feeling.
More and more water poured into me. Then I could feel it starting to pour out of me. The warm liquid ran out of my hole and down my butt crack. I could see a small stream running down to the drain. Montana pressed harder on the bubble and water began almost splashing out of me. I could hear it like a small river falling an inch to the ceramic floor.
I looked up to Montana who was staring intently at my privates. I didn’t know what to think of it. All her focus was on my vagina as it poured free the liquid she squeezed harder and harder into me. I watched her fingers meet as the water ran out of the bulb.
Slowly, she slipped it out of me staring at it. She watched intently as the entire length pulled from my vagina glistening with liquid. The tip popped out from me and she looked over to me looking at her face.
“Sorry,” she blushed, “I just never did it to another girl. Definitely not one as pretty as you.” My face burned in heat from that comment. I didn’t know for what reason though. Had I had my pants and underwear on, I would have taken it very innocently. But I didn’t have those on and I didn’t really know how to take it. “If you’re comfortable now, you can do it and I’ll just wait outside.” She looked truly flushed with embarrassment.
“No,” I said sympathetically with a little bit of curiosity in my voice, “you keep doing it. It’s just so new; I wouldn’t be comfortable by myself.”
“Ok.” She turned around quickly and headed to the sink. I looked down at the stream of liquid still dripping from me down toward the drain. It looked clean. Maybe a little bit of what could have been semen. It might have just been my mind wanting to see it though.
Montana came back and dropped to her knees. Again, she moved the plastic nozzle to my slit. Slowly, she pressed in. I watched her as she tried her best to look casual, not staring to intently at what was happening but not knowing where else to put her eyes. The base of the tube touched my lips and she began squeezing. This time, she started off harder.
The warm water flooded into me again and almost immediately began falling out. Montana began looking more and more uncomfortable. I didn’t know what to do for her. Our positions had switched somehow. I was the one so exposed yet she looked worse off than me. I guess maybe because she was the one right there. Her hand was an inch from my most sensitive flesh and one wrong move could put her in a very awkward situation.
I didn’t know what I would do if she touched me there. I guess I would have just accepted it as an accident. I couldn’t get mad at her. Not after what she was doing for me.
Montana filled it up two more times before we both became so uncomfortable that we agreed it was enough. She handed me a towel and I got up to dry and dress myself as she spent her time cleaning the thing off and out.
Montana opened the door and her little sister almost fell back into her feet. Bentlee had been sitting down with her back leaning against the door.
“Don’t you have a life,” Montana scowled to her.
“I thought you were coming out earlier, why were you in there so long, did you watch her do it or something?”
“Why do you care so much?”
“Did you see any of his stuff come out of her?”
I pushed at Montana to retreat to the privacy of her bedroom. I really did not want to be the subject of that conversation. Bentlee looked up to me beaming. Montana and I hurried into her room ignoring the rest of what she was saying.
As Montana walked over to her bed to put the thing back in its box, I struggled to think of something to say that would take our minds off of what just happened. She pushed the box back under her bed and turned to me.
“Don’t worry, I won’t tell Bentlee anything about it.” She paused in thought real quick. “So, look around, what do you think I’ll need to bring to our slumber party.”
I smiled at the change of subject and started gazing around the room.
That whole day had ended well enough. I fell asleep that night with some very weird thoughts, but in all, I was very glad it was over and I was cleaned out and ready to face the gynecologist.
The next day at school was as repetitive and tedious as usual. I had my one friend though and that brightened up math class and lunch; although we didn’t really talk much that day. I went home that day to find Ean watching TV. My appointment was in an hour and mom didn’t pick me up for school.
“Maeghan,” Ean called as I tried sneaking back to mom’s room. I was so afraid that he was about to tell me that he was taking me to the appointment.
“What?” I asked a little worried.
“What’s this about a slumber party mom’s telling me I’m in charge of?”
“Umm, I keep forgetting to ask, but, is it alright if my friend and her sister come to stay this weekend? You know, we talked about it before.”
“I never said I was up for it.”
“Please Ean. I’ll do anything.” If he rejected me, Montana and her sister would kill me. I had told them I was taking care of everything, and all they needed to do was pack for it. “I know you’ll like Montana.” That was my trump card but unfortunately I had no idea how to use it right.
I was positive he would like Montana. I didn’t know if he knew that but I suspected he did. I really didn’t want him to like her though. But she was trusting me to keep her away from her aunt’s house.
“I guess I can do it, if you really don’t want the whole weekend alone with me.”
Damn him; making me choose between him and my only other friend.
“Trust me Ean, I’ll make alone time for just us if that’s what you want.” I smiled seductively innocent. He just grinned back.
I saw mom turn the corner down the hallway from her room and come toward me.
“Sorry honey, I lost all track of time.”
“Where you going?” Ean asked curiously as if he felt left out.
“Doctor’s appointment,” I said before mom could say anything.
e.l. hanes

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Jessa Stories – Jessa’s Bible Study Group

Story by All These Roadworks (2019).
If you like this story, check out my e-book “Jessa Stories” on my creator site.
AllTheseRoadworks.com
This story is a fantasy – I support positive enthusiastic consent as the only basis for real-life interactions.

The House Boy – Part 1

I am in my late 50’s now bit knew very early on that I LOVED MEN. So this is not under-aged but a true memory of what I knew and wanted so long ago.

She Rented my Boyfriend

She Rented my boyfriend
…..I sat in the her driveway in my new car. I couldn’t stop smiling with contentment. My cock was sore and it felt good….I thought back on how I got here…..I said to myself…..
…‘Jack…life is good.’
————-
…..I called her ‘Candy’. Her name was Candice. We stood there hugging and feeling our body’s. She was shaking and breathing hard. She had never had a man get her sexually excited before. I was feeling her body, and she was loving this. She had a hot figure, nice tits, hot legs and had gotten herself….. hooked on me.
…..She had been terribly sheltered in life. Daddy had big bucks and set her up good for life. Then daddy died. I met her at that point.
….My girlfriend Kate was a makeup artist and got a call to go to her big house to help her look good for some business meeting. I just happened to go with her that day because her car was in the shop. Kate and Candy became instant friends as Candy seemed pretty helpless, lonely, very young and needed a friend. She already looked hot to me, but Kate was getting paid good to do her makeup. I sat and watched as Kate made her look very hot. Candy keep looking at me for a reaction. I really just smiled and told her she looked sexy. She liked that and kept looking at me with her sexy smile. She was hot, and didn’t really need Kate’s help at all.
……She brought Candy to our house one evening to just to visit. Kate, had told me Candy need some ’street wise’ education bad. I said I could help her with the real world ways. As I looked at this naïve beauty, my cock started to rise to attention.
She spent a lot of evenings with us, but Kate had to get up at 3am to go to the movie studios to work. Kate went to bed very early, so that left Candy and I….alone.
…..It didn’t take long and Candy started in dressing in sexy clothes. She sat closer and closer on the couch after Kate went to bed. I found out she was just legal age and had never had sex, never had a man feel her up or anything. Daddy had kept men away from her. She had private teachers and not much contact with the outside world of theirs. Their mom had left when she was little and daddy just hired what was needed for them.
…..After a while I slowly found out why daddy kept her isolated from the outside world….
…. Daddy would have her undress for him while he watched and jacked off in the shadows of her room. He had her finger her pussy and feel her own tits. She liked the attention and the feelings. He hadn’t touched her….yet, and then he died in a plane crash. He did tell her when she turned legal age, he would show her about sex and a lot of new things…and…they could have sex.
…..She was very horny and excited waiting…. then he died 4 days before her birthday.
….She hinted that someone like ’me’ could maybe show her all about sex.
…..I whispered that I would ’help’ her, but it would take lots of practice. I said we could do a little ’practice’ quietly while Kate slept.
….. Lesson 1, ’Tongue kissing and feeling our bodies’, I told her.
It didn’t take much to get her hot. Just touching her neck, and I had to stop as she started to tremble and moan. I said we’d better do this at her house alone, so as not to wake Kate. She whispered excitedly that she had tingles in her pussy and her tits already.
…..I walked her out to her car and we sat and talked. She asked if we could do the kissing and feeling thing some more. I slowly laid her down in the front seat and laid on top of her. We started in as I slipped my hand into her blouse and felt those nice tits. She opened her legs and started in pushing her pussy up to my boner. I pulled up her dress and slipped my hand in her wet panties and slit. She moaned and jumped each time I felt her clit. “Oh god…when can we have sex, I want to have sex with you so bad….could we maybe have sex right now?” She asked.
…..“Tomorrow night, too many people might see us here.” I said. She said: “Ok, but can I feel your cock before you go?” She didn’t wait for an answer and her hand went in. She moaned as she felt a mans cock for the very first time. “Tomorrow night I want to feel it more, I love it. It excites me so much.” She said.
———-
…..Kate lay in bed smiling. She thought…This is working out fine. Not only is Candy secretly paying me for the ’boyfriend rental’ but I’ve met this co-worker guy that gets me real horny in the back room at work. He loves to feel my tits and in my panties. I sneak in a handful of his cock. We found a place where we can fuck anytime we want. Jack, not knowing a thing about this, just makes it all the more exciting.
…..Candy’s thoughts about Jack and Kate….
…..They think I’m this naïve girl who doesn’t know anything. That’s just how I want them to think. My daddy didn’t raise a dummy. He told me that if you find a man you want, just do whatever it takes to get him for yourself. I want Jack and soon I’ll have him away from Kate. She doesn’t care about him, otherwise she wouldn’t let me rent him. She cute alright, but I have something she doesn’t….money and brains.
Jack….
…..I told Kate I had to go and do things that evening. I arrived at Candy’s big house and she was waiting in a beautiful black night gown. We sat with some mixed drinks.
….. Something was different…..
….. She told me how she felt about me and “what ever it took“, she wanted me as her boyfriend.
…..Gone was the naïve Candy and now a sharp, business savvy girl came to the surface. She said not to concern myself with Kate anymore. She told me about Kate’s boyfriend at work and that she was paying to ’rent’ me from Kate…
….I sat in shock at the real Candy. The girl I had gotten great desires for, and her for me….the desires just got greater between us. Now the fun began with a beautiful girl…..
….In that one night, I became her boyfriend and personal sexual trainer.
…..She told me her daddy had her working in his business at age 6. Seven days a week. Now she wanted to catch up on those lost years when boy meets girl and things happen naturally.
….The night began. The ’sex’ lessons were beautiful. I was training a beautiful girl to have sex just the way I liked it. I stood her up and danced first. Her sweet body next to mine was hot as we felt whatever we wanted to. We went back down to her couch and we laid next to each other. I ’showed’ her about foreplay between man and woman again. She like that part and she slowly took my clothes off and I took hers too. We let our arm and legs go as they wanted. Two happy naked people kissing and licking tits, dicks, pussy and just all over. She was free to moan now and she let it out.
….We could hardly make it to her big bed. Instant 69 as she became hyper with excitement.
….. Our foreplay was building into a moaning squirming mass of wet oral sex. I loved to hear her moan with pleasure as I licked her pussy for the first time. She orgasmed so hard, she shook like a wild woman. Her lips found all my hot spots on my cock and she honed in on them. I had to stop her as she was going to make me cum right in her mouth and didn’t realize it. I wanted that for later. Finally I spun her around and grabbed her legs and put them up. I just had to lick her again and watch her orgasm again so hot. In went my cock slowly as she trembled and moaned. It was her first and her fingers dug into my back.
….. “OOOOHHH”….she yelled as my cock went deeper into her tight pussy. She didn’t hold back her feelings and moaned continuously. She adjusted to my cock and started panting as we started fucking. Damn she was nice and tight, and it felt good. Her legs shook around my shoulders as our cums were building up to the time we both had waited for. Her trembling hands were pulling on me, taking me deeper in her tight pussy.
…When my cock touched bottom in her pussy….and kept touching it…she lost it and started fucking me so fast and then locked me up with a thrust and a scream of joy….I can’t put in words the joy we both felt. We felt like we had left planet earth in a rocket. “Squeeze Candy…squeeze!” I moaned and she learned how right then and there. I shot rapid fire cum shots in her until I fell weak. The poor girl was out of it, moaning and squirming. She acted like she had gone crazy and mumbled pleasure sounds. She kept squeezing my cock like it was her toy to keep. My cock kept cuming without any cum left. I got so dizzy I had to let my brain take me to euphoria with her……….I went out…
….It was still dark as I tried to open my eyes. I felt a warm girls mouth on my cock…I just smiled and let her play…I smelled the aroma of a freshly showered woman’s pussy….I opened my eyes a little and right in front of my face was Candy’s sweet pussy. I pulled to me and let my tongue have it way with it. I loved the moaning around my cock as she took it in deep. Her pussy was wet with her sex and I licked every part of it. Her hips moved with my probing tongue as we got a rhythm going. Her head worked my cock as I felt a huge rising cum on the way. She knew it too somehow, and held my flexing balls. I had to cum, I had no choice as I stiffened up to her sucking and her tongue circling my cock head. The first shot made her squeal and down her lips went to take all of my cock in her wet mouth. I shot and shot as my cock took control. Her pussy trembled as it thrust on my tongue. My ears began to ring as she moaned so loud. …..We both ……well…no words can ever possibly describe it… we both moaned until we went out again…..
…..All I can remember of that,… just the first night with Candy, were my thoughts….
….’Jack…life is good’….

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