Terri’s Cherry
A fiance’ gives her gift.
I was at a very down point in my life. My marriage of 15 years had just ended in divorce and my ex-wife had gotten half of my military retirement pay. The divorce proceedings had eaten up the majority of my savings. I had just started a new job, but a small fire in our building had caused major damage and the company was going to shut down for a week for the clean up. All of the employees were put on vacation or unemployment, but since I had been there such a short time, I qualified for neither. While most of my co-workers were headed out to nice vacations, I was stuck in the cold Northeast, facing the prospect of the coldest weeks of the winter. To make matters worse, I hadnât been laid in over nine months and had no prospects for changing that.
Just when I thought I was at rock bottom, I got a call from Steve, an old Navy buddy. He was in slight predicament. His wife and he were scheduled to leave on a six day cruise. He had planned for his brother-in-law to come down and watch his house in Florida while they were gone. His brother-in-law, who lived near me, had cancelled out. He was stuck with the plane ticket he had bought for him and had not been able to find a replacement house-sitter. Because of some recent break-ins in the neighborhood, he didnât want to leave his house empty for a week even though his neighbors would be keeping an eye on the place. He wanted to know if I could come down to Florida and help him out. They had a back yard pool, fully stocked bar and refrigerator, and I could use his membership at his golf club. All I had to do was hop the flight that he had already paid for and have an enjoyable week in the warm Florida sun. I couldnât believe my change in fortune. I jumped at his invitation.
I caught the flight the next evening, Saturday and arrived about 10 in tht night. After catching up with Steve and his wife, Martha, I settled into the guest room for a good nightâs sleep. Steve and Martha had planned a small barbeque the next day with their neighbors to introduce me so that everyone would know who was watching the house for a week. It was the typical suburban couples, everyone was nice. One couple stood out. Ann and Jeff were visiting Heidi and Bob, the next door neighbors.
Ann and Jack were also from the Northeast and lived about a half hour from me. Ann, who had just turned 40, was drop dead gorgeous. A tall red-head with huge tits, nice long legs, a tight ass and the prettiest mouth I had ever seen. She was wearing a halter top two piece suit with a sleeveless t-shirt, which displayed all of her assets quite nicely. I detected some underlying tension between the two of them and I had noticed them sitting apart from the group in a slightly animated conversation a little earlier.
After we ate, everyone had broken off into small groups with Ann swimming in the pool. I was sitting in one of the deck chairs near the side of the pool nursing a cold beer. Ann got out of the pool by the ladder in front of me. As she leaned forward, her top shifted, giving me a good view of her fabulous tits. Not thinking, I mouthed a silent âWOWâ to myself just as Ann looked up. I was sure I had caused a major scene, but Ann just gave me a big smile, and winked at me. She lingered on the ladder for brief period to allow me an extended view of her cleavage before dropping into a chaise lounge down the pool, next to her husband. I looked down a short time later and saw her applying some suntan oil. Once she caught my eye, Ann proceeded to apply the oil to her breasts, taking pains to ensure her hand went inside of the halter top. Her hands lingered inside her top and she put on quite a show massaging those beauties. The whole time she seemed to be staring into my eyes and a couple of times, I think I saw the pink of her nipples. When she was done, both nipples were poking through the top of her suit. As she finished she spread her legs, gave her crotch a mild rub and looked directly at me and licked her lips.
I looked around to see if anyone else had seen this, but everyone was looking the other way and were engaged in their own conversations and Annâs husband was reading a magazine, oblivious to what was going on right beside him. Her little show had its effect on me. I had a raging hard on. Not wanting to reveal my state to anyone, I jumped into the pool and swan around for awhile. The cool water had the desired effect and my erection was down
I got out of the pool and mingled for awhile. A short while later the party broke up. Except for Ann and Jack, everyone left. Steve and Martha needed to make a last minute shopping trip to pick up some items for the cruise. Ann, Jack and I sat around the pool drinking for awhile. Ann had put on her t-shirt and removed her halter top. I was having difficulty not staring at her tits as I could see the outline of her nipples against the t-shirt. Before long the sun, warmth, and alcohol had an effect on Jeff and he was passed out, snoring on the chaise lounge.
Ann commented, âLooks like heâs gone for the night. As hard as it is to wake him, Iâll need some help to get him to Heidi and Bobâs later, but I want to enjoy the pool and warm weather some more.â
We exchanged some more small talk, and I offered to get her another glass of wine. She grinned and said, âI really shouldnât. This would be my third glass, and wine makes me crazy.â She looked at Jackâs dozing form, then looked back at me and said âand it doesnât look like he can take care of me tonight. Not that it would be any different from anytime in the last year.â
Ann went on to tell me that Jeffâs job as Plant Manager caused him to work long hours and usually made him too tired to do anything but sleep when he was home. She was hoping that would change during their small vacation, but so far it hadnât.
I told her that with my divorce, I could identify with her situation and her little show earlier hadnât helped my situation. She giggled and apologized but said she couldnât help it. The wine had made her a little horny and she wanted to have a little fun. I told her I would be reliving that scene in my mind a little while later, she laughed. I asked, if we should be talking like this with her husband so close. She told me a bomb could go off and he wouldnât wake.
I had to pee and excused myself to go inside. When I was through, I opened the bathroom door to leave, Ann was standing just outside. She put her had on my chest and gently pushed me back inside and shut the door. We exchanged a deep tongue kiss and rubbed against each other. As we disengaged, Ann pulled her t-shirt over her head and I was treated to a view of the most magnificent tits I had ever seen. Wasting no time, I lowered my head and took one into my mouth as I started to massage the other with my hand.
âEassssyâ she moaned, âthe girls are sensitiveâ
I eased up slightly on my oral and manual ministrations, as Ann moaned her approval. My mouth and hand alternated between her two breasts. Except for a few kisses, I had only touched her tits, but I was sure that Ann was very close to orgasm. She took my hand and placed the heel of my palm against her pubic mound. I am sure it was pressed against her clit. âJust rub it for a while, I am so closeâ
It had to be less than 30 seconds before she exploded. I could feel the warm moisture of her juices through the fabric of her bikini bottom. I continued to suck on her tits as I rubbed her clit through her suit. Ann was moaning loudly urging me to make her cum more. After what I guessed was 3 orgasms, she begged me to stop. We exchanged a few kisses before Ann dropped to her knees. My erect cock popped out as my trunks were lowered. Annâs mouth engulfed my stiff dick as she massaged my balls.
I was experiencing the best blow-job of my life and really wanted to make it last. However the length of time it had been since I had been laid and Annâs earlier performance at the pool would not allow that. It was less than a minute before I was blowing my load into Annâs lovely mouth. Ann slurped it all down and continued to work on the sensitive head of my cock. It felt so good, but I had to beg her to stop.
She got off her knees, and we exchanged another deep kiss. I cupped her tits and sucked on them some more. Ann giggled and said, âTheyâre not as sensitive once I cumâ
I thought I heard a car door slam in the driveway. I exited the bathroom to let Ann clean up and went back to the pool. I was amazed that Jeff was still asleep. I was sure that Annâs cries during her orgasm would have awakened him.
Ann soon joined me at the pool and a little while later I helped her wake Jack and get him over to Heidi and Bobâs. Before we did that, Ann informed me that Bob and Jack had a few fishing trips planned for the week and Heidi couldnât get off from her job, so that we would have numerous opportunities to pick up where we left off during the upcoming week.
More about that later.
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College life #2
We all put most of our clothes back on and sat and talked around the fire for a while, letting the fire die out. Most of out clothes meant Jenny put her shirt back on without the bra. Kristen put her jeans and shirt on, putting her underwear in her purse. Rob and I left our shirts off. Since there were four of us and two rooms, we casually discussed the sleeping arrangements for the night, thinking who would sleep where. When there was no more flame, we all got back into my Jeep and started driving back to the campus. I could see Kristen in the rear-view mirror; she had her head on Robâs shoulder with her eyes closed. Jenny turned around, looked at them, and smiled. She reached over and took hold of my hand, placing it in hers and on her lap. We were almost to the parking lot when Jenny asked Kristen, âDo you want to be in our room or theirs?â
âOh, I donât care. Itâs up to you. As long as I have somewhere to, um, sleep,â she looked up at Rob, âIâll be ok.â
âAlright, Brian, Rob, you guys have any preferences?â
Rob said, âBrian your call.â
âOK, fine. Rob, you can have our room and Iâll sleep with the girls in their room. Does that work for everyone?â I asked jokingly.
âUm, no,â Rob said. âWhat am I supposed to do?â
âYeah, no. No offense Brian, but I think Jenny is more than enough for you. I donât think you could handle me too,â Kristen said.
âOK, fine. Rob, you guys can have our room and,â looking at Jenny, âif itâs OK with you, we will go to your room.â
Jenny smiled and said, âThatâs perfect,â as we pulled into the parking lot. We all got out of the Jeep.
âHold on Rob, I need to get some stuff out of my room first,â Kristen told him.
We all four walked up to Kristen and Jennyâs room. Rob and I sat on their couch while Kristen emptied out her book bag and threw some other stuff into it. I couldnât see what it was but Jenny was smiling. âOK,â Kristen said. âGoodnight you two. Get some sleep. See ya in the morning.â
âGânight guys,â I said as we walked them to the door. âWhat were you smiling at?â I asked Jenny as she was closing the door.
âDonât worry, mine is better.â
I was puzzled. âWhat do you mean yours is better? I have no idea what youâre talking about.â
Jenny walked over to me, kissed me and pushed me down on her bed. âSit there and wait. Iâll be right back.â Jenny grabbed something out of her dresser and walked over to the sink area behind the wall.
I sat on her bed, looking at the pictures of her and Kristen. âWhat are you doing back there?â I asked.
âIâll be right there, Iâm changing into something moreâŠsomething else.â
After about another minute, Jenny came walking around the corner. She was wearing a red corset. It had straps that went up from her ribs, over her shoulders, but didnât cover any part of her firm tits. It buttoned down the front and ended at her belly button with little black bows on some of the buttons. There was an attached garter belt that was hooked to black, net-like thigh-high stockings. A small, black see-through g-string barely covered her pussy. And she had stiletto high heels on to top it off. I sat there and stared at her, my mouth open. âWell, by the look on your face, I take it you like it?â
I closed my mouth, swallowed hard, and said, âYeah. You look so hot Jenny. So this is the âmine is betterâ thing?â
âYeah. Kristen and I went shopping a while ago and we decided to get some sexy lingerie. We just bought it on a whim.â
âWell, I must say, I like your impulse buying. I told you that I have a thing for red right? Well, red and black really does it for me, especially when its lingerie like that. On you.â
âGood. I like red too. It seems we have more in common the more we talk. Iâm glad you like it. You are the only other person besides Kristen that I have worn it for.â Jenny started to walk toward me, but right before she got to me on the bed, she turned around and walked to the other corner of the room. My eyes were fixed on her as she looked over her shoulder for my approval of her outfit. When she got to the opposite corner, she stopped, crossed her ankles, bent down and grabbed the back of her legs. She was very flexible as her head was next to her knees, looking back at me. Her ass was perfectly split right up the middle by a tiny little black string. She stood up, turned around and started walking back toward me.
âCan you turn around and do that again for me? That was so hot!â
Jenny turned, took one step and bent over like that again. This time, she had her thumbs under the g-string and as she bent over, she slid it down to her ankles, exposing her ass and shaven pussy to me. My jaw dropped again. She took the g-string off and threw it at me. I caught it and started to sniff it, taking in the scent of her pussy on it. âOh my God. You are so sexy girl. Come back over here.â Jenny walked back to me as I stood up off the bed. She put her arms around my neck and started to kiss me. I felt her naked breasts on my chest as she pulled herself into me. I put my hands around her waist and helped pull her closer. I could feel the blood pumping into my cock again. Apparently Jenny could feel it to because she pushed her pelvis into mine, pressing herself against my hardening cock. She dug her tongue deep into my open mouth and let it dance around mine. I moved my hands down to her ass, slowly. When they got there, I started to gently grab it and rub it. Her skin was so soft it was like satin. We continued to kiss as she laid me back on the bed. Jenny lay on top of me on the bed, kissing me passionately. I started to grab her ass harder. I gave her ass a light spank, not knowing what she would think of it.
âOooh!â Jenny said. âI like that.â
âYou do huh?â I asked as I slapped her on the ass again, a little harder this time. Jenny let out a quiet squeal this time. She started to grind her naked pussy on my cock which was about to tear through my shorts.
She sat up on me, giving me a clear view of her tanned tits. She reached down and started to unbutton my shorts. She never broke our eye contact the entire time. She got up on her knees and slid my shorts down and took them off. She slid down my chest kissing and licking all the way to the base of my fully erect cock. With her hands on either side of me on the bed, she took the head of my cock in her mouth and started to playfully bite it. Looking at me to make sure I was watching, she opened her mouth and lowered he head on my shaft. She took the whole thing in her mouth, all the way to the base. Holding her head there for a bit, she swallowed, making the back of her throat squeeze my head. She lifted her head up and said, âYou like that? I have no gag reflex. I can take the whole thing into my mouth.â
âYeah, I like that. Donât stop.â As I said that I was thinking, âactually, do stop. Get up here and fuck me,â but I love getting head. As far as I could tell, Jenny liked giving head as much as I like getting it too. As she went down again, she started to moan out of pleasure. I laid there for a minute or two as she worked my cock with her mouth. She picked her head up and looked at me, seductively. She got up on her knees, turned around, facing away from me, and sat on my stomach. I sat up and moved us back so I was leaning up against the wall. Jenny started to grind her now wet pussy on my rock-hard dick as I reached around and grabbed her tits. Her nipples were sticking out more now. It was by no means cold in the room, so my best guess was that she was hornier than ever. I pinched both of her nipples and twisted them.
As Jenny was grinding her clit on my cock, she started to moan louder. She had the head of my dick in her hand, rubbing her pussy juices the length of my shaft. She slid back once more, brought my cock back so it was pointed at her wet slit. She slowly moved forward, placing my cock at the entrance of her pussy. She leaned back onto my chest and moved forward more, pushing against the head of my dick, causing it to enter her slit. This time as I entered her, it was hotter than at the lake. She was wetter causing me to slide freely into her. She put her head on my shoulder, turned to me and kissed me. I kept pinching and twisting her nipples. âPinch them harder. I love that!â she instructed me. I pinched her harder and she let out a loud moan filled with pleasure. Jenny started to pump herself up and down on my cock. After a few minutes of this, she leaned forward, bending in half, exposing her ass hole to me. âRub my ass Brian,â she said. I grabbed her ass cheeks and started to rub them. âNo, the hole, rub the hole.â I was kind of shocked that she wanted me to do that, but I obliged. I stuck my finger in my mouth, getting it nice and wet, and returned it to her ass hole. I started rubbing around it in circles. She was now grinding back and forth on my shaft as I was rubbing her ass hole.
I started to feel a little frisky and decided to push my finger into her hole. As I did this, she sat up and tightened her pussy around my cock. âOh my, that feels good,â she said as she lay back down and continued grinding on me. I slowly slid my finger into her ass. It was very tight at first, but it started to loosen up as she relaxed it. I was moving my finger in and out of her ass when she said, âSpank me again. Spank my ass Brian.â I took my other hand off of her back, wound up and slapped her on the ass. She twitched and tightened up on me again. I slapped her again as I pulled my finger out. She looked at me with a confused look on her face. I pushed her off my dick, slid out from under her, and got up on my knees. Jenny stayed on her knees, but lowered her self to resting on her elbows. I grasped my cock, as she raised her ass up in the air. I moved closer to her and re-inserted my cock into her wet pussy. I bent over, grabbed her around her tits and pulled her up so she was standing on her knees on front of me. I started to fuck her harder. As I looked over her shoulder, I saw that there was a mirror on the wall across from the end of her bed. I could see that Jenny was looking at us in the mirror. âLook at that. We can fuck each other and watch it.â I brought one hand down and slapped her on the ass again and again. Each time I did this, she perked up, twitched and smiled at me in the mirror. I could see my dick going in and out of her pussy. Each time I slid out, I could see and feel the wetness of her on my rod. After a couple minutes of this, Jenny bent back down to rest on her elbows, still looking in the mirror. âFuck me hard Brian! HARD!â She exclaimed.
I started to feel my balls tightening up with her pussy. She started to squeeze my shaft with every stroke into her. She was trying not to scream, knowing that there were other people in the rooms on either side of hers. I started to pump my hard-on faster and deeper into her. She pushed back on my cock each time I pushed forward, causing me to go as deep as I could. We fucked hard and fast for about four more minutes until I felt her really tighten up on my dick. âIâm gonna cum Brian! Fuck me! Fuck me!â
I pushed as hard as I could into her as she started to scream. My dick was full and ready to blow my load into her. âIâm gonna cum. I canât hold back any more. Holy shit!â
âCome on, fuckinâ fuck me. Cum inside me. I want to feel you fill me up again.â Jenny was pushing harder back on my dick. I pumped her harder in return. I pushed a couple more times and felt the release of my cum into her hot, wet pussy. âOH FUCK!â She yelled out. Her pussy clamped down on my dick tighter than she had before. She stood up on her knees and grabbed my head behind hers. She brought it to her side and started to attack my mouth with her tongue as I led her to orgasm. I took a tight hold of her tits and aggressively kissed her back. I pumped load after hot load of cum deep inside her pussy. Once I felt the final drop of my cum exit my dick, I stopped pumping into her. She stayed there, kissing me, not letting me come out of her wet pussy. I felt some juices drip out of her slit and run down my balls. I couldnât tell if they were mine or hers, but I didnât care. That was the best orgasm I have ever had.
Jenny leaned forward, letting my cock slide out of her. She lay down, breathing heavily. I laid beside her in the spoon position, put my arm around her and kissed her cheek. We laid there for a while then Jenny picked her head up and said, âI like wearing this but there is no way I can sleep in this. I gotta take it off.â
âThatâs fine. It is hot, but I donât blame you.â I rotated around on her bed so my head was at the correct end as Jenny got up and went to change, or so I thought.
Jenny came back around the corner and was completely naked. âI hope you donât mind, I like to sleep naked. I get too hot sleeping with clothes on in the summer.â
âThatâs more than OK with me,â I responded, looking at the boxers that I had put back on while she was changing.
âWell, if Iâm naked, you gotta be too. I donât want you to get too hot either,â Jenny said. She pulled my boxers off and put them on the floor. She climbed into bed with me and settled into the spooning position. She placed my cock in her ass crack. I would have thought that was a proposition for more fucking but I was too tired and I thought Jenny was too. I put my arm around her, kissed her shoulder and laid my head in the pillow and fell asleep.
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Chapter 2 of my first time with Miss Ginny
Please read Spanking and Sexual Awakening first, so that you will understand the relationship I had when I was young,with Judge Cooke. I have changed the names to protect the family. Please comment, PM me or email me [email protected] It excites me to read your comments
True story of how my daddy introduces me to the world of sex
I encountered some odd situations my study expedition.
My story continues with more fun with Jack’s group.
I will try to minimize the outside references so this story may be stand-alone. It will be better if you read the previous chapters.
I went to the Bahamas to get away from things after the death of my fiancee. I met someone with a bunch of surprises in store me.
Friends swing for the first time together
Jenny grabbed my hand and interlaced her fingers with mine. I squeezed her hand and moved in closer to her. I lifted my arm up over her head and hugged her from behind. Still naked from just getting out of bed, our hands rested on her stomach as we stood there watching Kristen and Rob fuck on their bed. They were in the spooning position facing us. Rob was holding Kristenâs right leg up in the air as he pumped her pussy from behind. They knew we were there, but didnât seem to mind or pay attention to us. I wrapped my other arm around Jenny as she started to slowly grind her ass on my cock. The first thought that came into my head while we were standing there was âthis was going to be a reversal of what just happened.â Now Rob and Kristen were on the bed and Jenny and I were standing in the doorway watching them. I slid my free hand down to Jennyâs crotch, she opened her legs slightly and I began rubbing her clit. She took our hands that were interlaced and placed them on her breast. I let go of her hand and moved to her other breast as she kept playing with the other one. Her left hand reached up and grabbed the back of my head pulling me closer to her. I started to playfully bite her ear.
Keeping my left hand on her clit, I turned both of us to face each other so we were sideways in the doorway. Jenny removed her hand from her breast and slid it down to my hardening cock. Jennyâs eyes were locked on Kristenâs pussy being pumped by Robâs hard-on. I leaned in to kiss her and she didnât even move her head to kiss me back because she was so intent on watching them fuck. I kept one hand on Jennyâs clit and moved the other one to her ass, grabbing it and pulling her toward me. With her massaging and stroking my cock, it was getting hard again. Like I had mentioned before, Jenny was very flexible which was a blessing when it came to different positions that we would fuck in. I slid my hand off of her ass, down the back of her leg and pulled her leg up. I brought her knee up to my ribcage and then she moved her foot up to my shoulder. She was standing on her left leg, back against the door frame, doing the splits now. Kristen opened her eyes to look at us. Jennyâs eyes were still fixed on Kristenâs pussy. Kristen looked at me, and then motioned her head toward my cock, non-verbally asking if I was going to stick it in Jennyâs ready pussy or not. I removed Jennyâs hand from my dick and brought it up to my neck. I reached back down, grabbed my hard-on and entered Jennyâs wet slit once more. This was the first time Jenny took her eyes off of Kristen and Rob. She looked at me with a big smile on her face and kissed me. I put both of my hands under Jennyâs ass to hold her up and keep her from falling. I looked back at Kristen for approval of our position. She smiled at me, giving me the approval I was seeking.
I was slowly pumping my cock in and out of Jenny as we both stood there and watched Kristen get filled with Robâs dick. Kristen brought her hand up to her mouth, stuck two fingers in and licked them so they were plenty wet. She then took her hand down to her ass and started to massage her ass hole with her wet fingers. Rob picked his head up out of curiosity. As Kristen turned her head toward him, she was grinning. Kristen reached down between her legs, grabbed Robâs dick and pulled it out of her dripping pussy. You could see her juices all over Robâs cock as he slid out of her. Kristen repositioned herself and Robâs cock, so he was pressing against her now wet ass hole. âRob, fuck me here. I want to know what it feels like. Go slow, but fuck me in the ass.â
âYou sure?â Rob questioned. âI donât wanna hurt you.â
âYeah, Iâm relaxed enough. Push your hard-on into me. I want you in my ass.â Rob started to push slowly and Kristen became wide eyed out of pleasurable pain. She was gasping for air and moaning at the same time.
As we watched Rob enter Kristen from behind, Jennyâs pussy tightened up on my cock. I whispered in her ear, âYou like that huh?â
âFuck yeah I do. Thatâs hot. Seeing her glistening pussy is enough for me, but watching Rob slide into her ass? Oh my God!â Jenny started to move faster up and down on my cock as Rob entered Kristenâs ass. She was overcome with pleasure by watching them do anal for the first time. I brought one hand from Jennyâs ass to her pussy and started to rub her clit. This made her tighten up even more. Jenny started to moan. I looked back over at Kristenâs ass and Rob had his cock all the way inside her. He started to pump slowly in and out of her. Kristen was trying to catch her breath but each time Rob would enter her, she would gasp out of pleasure.
I leaned in to give Jenny a kiss, she turned her head just enough to return my kiss but not taking her eyes off of Kristen and Rob. I took my hand off of her clit, brought it up to her face and turned her so she was looking into my eyes. She tilted her head, opened her mouth and attacked mine with her tongue. She brought her hand up to the back of my head, pulling me into her, her tongue dove deep into my mouth. We continued to kiss as I pumped my cock into her pussy, going deeper each time. Jennyâs focus turned to me as she was pushing herself down on my cock each time I pushed up. Our mouths did not leave each other for quite some time. We could hear Rob and Kristen moaning and fucking, but we were doing our own thing. My hand found its way back down to Jennyâs clit and continued rubbing it. Jenny let her right leg slide down my back and stopped right above my ass. She then brought her other leg up and wrapped it around my back as well. Her hands moved from the back of my head to wrapping her arms around my neck. She was holding herself up, pumping against me as I thrust into her. With Jenny moving like this, it seemed to open her snatch more, so I could penetrate her deeper. Both of my hands were under her ass, helping her hold herself up, and helping me get as deep into her as I could.
Jenny, between kissing me and her heavy breathing said, âOh my-God-Brian. This-feels so-damn-good.â She started to moan as her pussy twitched on my cock. This made my balls tighten up. I could feel my juices running through my cock. âBrian-I-think-Iâm-gonna-cum.â Jenny said, still broken.
âI canât wait any longer babe.â I pushed my rod deep into her, harder this time. âIâm gonna go Jenny.â I felt the final push from my balls, pumping the cum into my cock. Jennyâs pussy tightened around me. I pulled out so just the head of my dick was in, then I rammed my cock back into her, shooting load after hot load of cum deep into her pussy. Jennyâs arms and legs tightened around me and her kisses got deeper and faster as well. I pumped my cock into her a couple more times, ensuring my balls were emptied into her wet slit. Jenny let out one final deep breath and relaxed the grip of her arms around my neck.
Jenny let her left leg down to the floor. She tried to take her right leg down too, but I held it up around my back. âLet me down.â She begged, looking into my eyes. I knew my cock was empty, but it still felt hard. I knew that if I came out of her, it would go limp.
âNo, not yet. I wanna stay in you as ling as I can.â I slowly started to pump into Jennyâs pussy again.
âGeez Brian, didnât you have enough yet? I donât think my pussy can take any more.â Jenny started to grind on my cock as I pumped her. âIâm getting sore. Weâve fucked an awful lot this weekend.â
âYeah, I know, and Iâve loved each and every one of them. Besides, if you didnât want me still in you, you wouldnât be enjoying this.â I looked down at her hips moving back and forth.
âI do want more, but I donât know if my body can take any more. I love the feel of you inside me, but I need a break. Iâm sorry.â
âDonât apologize,â I told her. I brought one hand around off of her ass and started to rub her clit again. âI know you canât tell me to stop doing this.â
âThatâs not fair. No, I canât let you stop that. I can ask you, but I know it would be pointless because if you do stop, Iâll tell you not to. You are so mean to me.â She brought her head back up to kiss me passionately again. I had one hand on her clit and the other on her ass. She brought her hands to her breasts and started to rub and pinch them. âI know you like it when I do this.â I looked down at her hands and twitched my cock inside of her. âOohh, I guess you do like it. That feels good. Do that again.â She smiled and I twitched my cock in her again.
As I was rubbing her clit, I said âI heard that the second one for you is quicker and stronger than the first.â
âOh, is that why you stayed in me?â
âThatâs part of it. I just like the feel of your pussy around me. Nothing beats it.â I smiled and kissed her again. I started to rub her clit faster.
Jenny, starting to moan now, was pinching her nipples and pulling on them. She had her eyes closed so she couldnât see Kristen walking up to us. I saw Kristen and she had her finger over her mouth, motioning for me to be quiet. As she got close, Kristen slapped Jenny on the ass. âOh Brian, you know I like that. Do it again, harder.â
âOK,â Kristen said, âbut it wasnât Brian.â
Jenny opened her eyes and saw Kristen standing next to her. âHey girl thanks.â
âAny time,â Kristen said. She leaned in, gently pushing my head out of the way and kissed Jenny on the lips. âExcuse me Brian,â she said. âI have needed my Jenny kisses for a while.â
âNo, donât let me stop you. I will let you do that, however, you canât have her pussy, itâs occupied.â
Looking down at my shaft pumping into Jennyâs pussy, Kristen said, âI see that. How is it Brian? Itâs nice huh?â Kristen kissed Jenny again. âSorry Brian, I am going to move your hand out of the way though.â
âGo ahead.â I replied, moving my hand off of Jennyâs clit. Kristenâs fingers found their way to Jennyâs sweet spot and started rubbing it faster than I was. I looked down, saw Kristenâs fingers going to work and twitched my cock inside Jenny again. I turned my head and looked back at Rob. He was lying on the bed just watching the show in front of him.
âYou lucky fucker Brian,â Rob said. âI would get up and join you guys, but SOMEONE kept me up last night.â
Kristen broke her kiss with Jenny, âYeah, Iâm sure youâre really complaining. If I remember right, you started it, I just finished it.â
âAbout an hour later. But youâre right, I did start it. And Iâm not complaining, but I didnât think it would last that long.â
Kristen turned back to look at Rob, not taking her hand off of Jennyâs clit, and said âHoney, it was more like two hours. And you were enjoying every second as much as I was.â She turned back to Jenny and kissed her again. I looked at Rob, shrugged my shoulders and turned back to Jenny and Kristen kissing. âOohh, Jennyâs getting hot Brian. I can feel her orgasm coming on. It will be any minute now. Are you ready?â
Ready for what, I thought. âI have made her orgasm before, sure Iâm ready.â
âThatâs true,â Kristen said. âYou did make her orgasm, but nothing like this one will be. We girls have some special touch with each other that you guys donât have with us.â Jenny was tightening up her pussy more and more. I started to pump faster as Kristen moved her fingers even faster over Jennyâs clit.
âOh my God Kristen, here it comes. HHOOOOLLLYYY FFUUUUCCCKKKK!!!â Jenny screamed as she started to convulse more than I have ever seen before. Her whole body twitched so hard it looked like she was going into an epileptic seizure.
âYou ready for this Brian? Check this out.â Kristen said. She moved her hand down around my cock, pressing her thumb on Jennyâs clit. Jenny took a deep breath, let out a scream and started to shake even more. I looked down just in time to see Jennyâs cum shoot out of her pussy on the top of my shaft. âYeah girl, let it go.â Kristen said as she kept teasing Jennyâs clit.
âHoly shit!â I exclaimed. I felt the hot white juices shoot out of her onto my abdomen. âDamn Jen. I had no idea. How did you do that Kristen?â
âLike I said, itâs that special girl touch. Hereâs another special girl touch.â Kristen leaned down and started to lick Jennyâs cum off of her clit and off of my cock. I turned around to Rob looking for his approval. He nodded his head as if it were fine with him. I looked back at Jenny; her face was flushed and sweaty. I looked for her approval and she looked back at me as if she didnât care what was happening. Kristen grabbed my cock, pulled it out of Jennyâs dripping snatch, placed it in her mouth, and sucked all of Jennyâs juices off of it. She took it out of her mouth and looked at Jenny. Jenny nodded to her. Kristen looked up at me, âWanna see another girl touch?â She reinserted me into her mouth, and started to stroke my shaft. She took her hand off of it, and slid her lips all the way to the base of my cock. With my head in the back of her throat, she swallowed, squeezing me, then stuck her tongue out and licked my balls. She slid my cock half way out of her mouth and circled her tongue around the head as she stroked me with her hand. Her spit lubed me up nicely and her hand slid freely around me. She took the whole thing in and out of her mouth again a few times. Then she pushed her head onto my cock so hard that I could feel my cock start to slide down her throat a little.
âOh my God. I canât take this anymore.â I let go of all control. I felt my dick swell up, so did Kristen. She pulled me out of her mouth right as I was releasing my load. I shot it onto her tits and chin. She stroked me faster; making sure every last drop of cum was emptied from my cock.
âJenny, I believe you have a little cleaning up to do.â Kristen said as she stood up and turned around to face Jenny.
Jenny bent over and started to lick my cum off of Kristen. âMmmmmmm that tastes so good.â Jenny made sure that she got every last drop of cum off of her friendâs body. As she stood up, Jenny ran her hand up Kristenâs inner thigh, flicked her clit and said, âOK. Now, who wants breakfast? Iâm cookinâ eggs ad pancakes.â
We all went down stairs, without dressing and ate breakfast. Iâm not sure if it was the fact that Jenny cooked me breakfast or the part that I was so exhausted from that many orgasms, but those eggs and pancakes tasted better than any I have had before.
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This is a compilation of trips Carole took with her Boss. Highlights all combined into one story. All are true. If you like this story, please comment.
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