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Fondest Sexual Experience

AIM use to have a function where you could put a link on your profile but it would register who looked at your profile. It was great in college, because I had a lot of friends on AIM, and curious who actually cared what my away message was. Apparently I met a girl at some point and she had my name, and after I graduated and would get on at night, noticed she looked. We messaged each other and talked, and a few days later it turned to a little sexting. She lived like 3 hours from me, and luckily i was going back to visit a college friend, and she invited me to take her to dinner about 30 minutes away. She lived alone in an apartment, picked her up, went to dinner and she said come back and lets watch a movie.
During the movie, I put my arm around her and she laid down on me, to which she started to encircle my now growing cock through my jeans. We started making out, and we were ripping clothes off. Ended up straddling me with boxers on and her with bikini cut, and I was hard as a rock and she was soaking wet as she rocked back and forth on me, and underwear getting more and more pushed to the sides. Cock slipped in, and we were fucking while I sucked her tits and making out, and her juices were just flowing down my balls and soaking her couch. Picked her up, took her to the bedroom and fucked her brains out all night, in the bed, in the shower, filling her with cum for hours.
We ended up dating for about 2 years, and finally left for a guy 10 years older than us. Sucked, but I would love to relive that moment in her apartment again.
 
In college my girlfriend would house sit for a friend and her family. When they were out of town I would stay wirh her and we would have sex in every room of the house.
 
I have had many fondest memories but this experiences blew my mind at the time and still does. It was watching the love of my life a Korean girl, American born who was my 2nd girlfriend perform hand action on another man.

I wrote this more graphic details of what happened in the backseat of my car to another poster earlier.

There's a before part of the story ie how it started the idea. It simply stemmed from a fantasy I had which I encouraged her make real. But I provide you the last bit of story for your pleasure. Enjoy.

"He stops touching her breast and sits back, thats when she starts, she kisses him briefly, her hand still slowly moving up and down.....somehow I knew what was going to happen. I sort of wanted to see but didn't. Initially, I actually thought she would simply masturbate his cock as fast as she could, make him cum immediately and let him go, I would of been ok with that but no..

For some insanely erotic thought, I sense she was going to be much more intimate with him, giving him the full my girlfriend experience.....this was when my emotions went into overdrive again. I felt my heart pumping out of my chest and my breathing so intense as I watched her. I felt I lost a part of her, it was that erotic. It was weird a mixture of jealousy and lust blended with overwhelmed excitement.

Sure enough she brings gets her right hand to her mouth and she slowly provocatively licks the palm of her hand whilst staring right at him. It was one of the most erotic things I have seen, seeing my girl lick her right hand like that in front of a random stranger.

A dirty smirk appears on her blushing face....wow. Omg it was one the hottest moments. That was the part I felt I lost a part of her. The intense obsessed eye contact he made with her, I know it. Yet just before I thought she would just stroke him off from now, since I was watching but no, give him the full experience I thought out aloud. I am resigned to the fact she will masturbate his cock like she has done to me hundreds of times. Truthfully it so turned me on!!

She brings her hand back to his cock head,
twisting firmly her hand around. He moans in pleasure. I knew her technique well, she will continue teasing him for a couple of minutes in the same way, edging him. It was something she must have learnt from her past boyfriends. It fucking hot!

Oh the smell of sex lingered heavily in my car and sounds of their pleasure and passion was intoxicating. I grabbed my crotch to give me some sense of relief. I couldn't wait to her finish him.

His cock by now was glistening with a mixture of her saliva and his pre cum. Her technique changes a little from firm twisting to twisting and slow pumps then again....I was able to predict the changes to her hand movements, it was insanely erotic.

Even though I am able to describe in detail, the whole act actually only took a few minutes from start to finish. My mind just stood in time, passing slowly as my eyes froze as they digested every second, it was that intense, like the atmosphere was that thick. This was my girlfriend I am watching not some other couple, someone I love and consented to perform this act.

Then as they continued kissing, her technique changes again from fast short burst predominantly on his cock head then to full but slow pumping of the whole shaft.
I can see distinctly how her thumb was positioned as to rub his frenulum rapidly when she pumped in fast burst. It was something she learnt from a past boyfriend she told me. Wow so hot!

By now he was thrusting his pelvis up and down meeting her right hand....I literally able to count the number of fast burst of jerks....it was literally 6 very fast jerks followed by about 5 to 6 slow shaft pumps.
And omg I was able feel those jerks, it was mind boggling......
 
After hundreds of amazing handjobs from her, in every position and scenario, I knew pretty much what to expect. But seeing her being so intimate and up close personal with another man was my voyeuristic dream.

But there was another aspect I enjoyed. When she whispers to me encouraging me to cum. its another level of eroticism. Now she whispering that to another man.

Apologies for the long story, this was some of my fondest memories of this experience that continues to play in my head, amongst many others with this girl.

Quote Reply
 
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gtnlynn said:
I was terribly jealous when I thought she was having sex with guys in college, even though she denied it. After we married, and she told me about all the sex she was having, it totally turned me on. I love to hear about her experiences.
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I agree, there is something sexy and exciting knowing our partner’s sex life. Even now, I get horny knowing she used to live giving blowjobs in college! 🤷
 
I have 3.....
1 - My first blowjob from a Peurto Rican girl....it was fantastic and haven't had one that good since
2 - My first doggystyle...it was in the rain in broad daylight with cars driving by
3 - My wife's first (and possibly only) lesbian kiss

I have a list of "hopeful" sexual encounters also but I don't have the time to type ALL of that lol
 
saintcero said:
I had chatted for a while with a local Top and had decided I wanted to meet him. He lived alone and could host so I hopped in my car and drove over. We chatted a bit and he asked if we could just get naked and be in bed together for a while. I agreed. We got naked and I found myself wrapped in his arms. He rubbed me and played with me some and I played with him some. I told him if he had a condom then he could fuck me. He did but said he probably would not cum when wearing a condom.

He liked to fuck while standing so I got on the edge of the bed and had him mount me doggy style. He pounded me pretty good. His cock was as much as I could take doggy style.

After some time he had me roll over and put my legs on his shoulders. His cock fit me much easier in that position. He pounded me for a good long time when I remembered what he said about not being able to climax with a condom on.

I had him pull out of me and I slid down on the floor and pulled his condom off. I started sucking his cock and licking his balls.

I shifted positions and grabbed his hips while taking him as deeply into my mouth as I could. This must have triggered him because I soon felt his hand on the back of my head slowly but firmly pulling me down on his cock.

His cock found the back of my throat and his hand held me there. My nose was pressed into his shaved groin. My eyes began to water and I struggled to get any air to my lungs.

After a few more seconds (it seemed longer with little air) I felt his hips thrust and his cock push farther down my throat. Breathing was no longer possible and my eyes flooded with tears.

With his hand on the back of my head his orgasm claimed him and he claimed my throat. He pumped his load directly down my throat while I fought my gag reflex. As his orgasm eased so did his hand and I was able to pull off his cock and catch some oxygen while tears rolled down my cheeks.

He had dominated me and absolutely confirmed my submissive nature. I felt like his bitch and I loved it. I cleaned up his cock with my mouth while being as gentle as I could. I wished I could have tasted his semen but was happy that I had got him turned on enough to take from me what he wanted.

I knew I was a bottom and a sub but he was the first guy to really trigger my sub mindset. I’ll never forget his hand on the back of my head.
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Perfect way to get aquatinted

S xx
 
My late wife gave me the most beautiful and sensual massage one day, it went on and on and I remember what a wonderful, bonding experience it was. She massaged every inch of my body, from my head, to my fingertips, and down to my toes. And as she was finally finishing, she took my manhood into her hands and massaged it in a way that made me feel like I had never felt before, or since. I literally had waves of ecstatic sensations running up and down my whole body and time seemed to stop. She took her time and then pulled me up, onto my knees, turned my head around, kissed me deeply, asked me to turn over, and we made love together.

So yeah… that was nice. 🥰
 
I have so many. Really I have a lot. But for whatever reason this one popped in my head. Exwife. We came back from a party drunk and stoned and so late. My mom was watching our daughter and she was pissed. As soon as she left I don’t know what got into us but we literally were ripping our clothes off. She got right on her hands and knees and I slammed right in and was pounding her hard. Not sure how long we lasted but man we were in rare form that night. I usually last longer when drunk. Sometimes I last to the point I can’t even cum.
 
live4thebj said:
I have so many. Really I have a lot. But for whatever reason this one popped in my head. Exwife. We came back from a party drunk and stoned and so late. My mom was watching our daughter and she was pissed. As soon as she left I don’t know what got into us but we literally were ripping our clothes off. She got right on her hands and knees and I slammed right in and was pounding her hard. Not sure how long we lasted but man we were in rare form that night. I usually last longer when drunk. Sometimes I last to the point I can’t even cum.
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This reminds me a bit of the last time I slept with one of my exes. We hadn't hooked up in months when she invited me to her work Christmas party because she had no one else to invite. We had been together for many years before we broke up and it was the first time I went to a party with her and didn't know anyone, like I was seeing her in a completely new life. She was still familiar and yet I could feel her becoming a stranger.

We got fairly drunk and caught a ride back to her new place, also a part of her new life that I hadn't seen. I kissed her in the kitchen and she kissed me back. Also new to me was that she was wearing a businesslike skirt, nylons and a formal blouse. I picked her up in my arms - I remember the weight and softness of her body - and carried her to the bedroom. She had no bed yet, just a mattress on the floor. I draped her over the mattress on her belly and began running my hands over her nylon-skinned legs. She had always been thin and had a small, somewhat flat ass like many Asian women of her body type, but I noticed that it has started to fill out in the months that we had been apart. My fingers made a zipping sound on the nylon as I explored the newly plump halves. In the crotch there was a small hole in the material and my fingers went inside where there were no panties. That got my heard pounding and hers too for she arched her back and pushed her rear end toward me invitingly.

I stripped of my pants and shirt as quickly as I could, my cock springing out hard and long and wet with arousal. My fingers returned to the small hole in her nylons and there was a faint tearing sound as it widened, allowing my fingers in far enough to find her gummy pussy lips and lubricate them with the thick liquid that was oozing from inside. Then my hard cock was squeezing through the hole in her nylons, the swollen head nosing into her slippery opening. It made her gasp when I inserted myself fully and then the fucking began. The sensations was unique, feeling her body still covered in the nylon and my balls rubbing against it. I knew she wouldn't orgasm like this and that was OK with her. She still wanted a good pounding and that is what I gave her for a good while, thanks to the alcohol, before I lost control and pumped her full of come for the last time, then lay down across her warm body.
 
I have many that I think back on with fondness and revisit while fantasizing but possibly the most fond was when I was in college. I worked at a restaurant / bar. On Saturday nights I was the bar back and helped the bartender a 30-something married woman who only worked at the bar that one night a week as she had a full time office job elsewhere. She was also pregnant and showing but I was not sure how far along. We had become very friendly over the course of a few month and she had told me about her marriage issues as she was going to eventually leave her husband.
Completely randomly as we were closing up one Saturday she asked me what I was doing after work and even though I sort of had plans I was curious so I told her I had nothing going on. She asked me if I woudl follow her home to make sure she got there safely. I assumed this had something to do with her husband so i agreed. She sort of lived out in the country a bit but I followed her and we pulled into her driveway. I was expecting to leave but she asked me inside. She told me her husband was out of town for the weekend and I was starting to get the hint that something was up so I began to act flirty and compliment her as being attractive and told her I found pregnant women sexy. She was tall, taller than I was just a tad over 6 feet soft brown hair pulled back into a bun. Large hanging breasts held tightly into a bra, and a tight flat ass.
She excused herself to change out of her bartender clothes and asked me to hang out a little while longer. When she re-emerged she was wearing only sweatpants and tee shirt. She had removed her bra and I could see her nipples through the shirt. Something was about to happen and I could feel it. I asked her why she needed me to follow her home and she basically admitted that she needed a one night stand but with someone she could trust. Being pregnant made her extremely horny and she hated fucking her husband. She asked if I would be willing just this once to help her out - no questions asked and no repeat.
I leaned close to her and kissed her and we basically fell together on the couch. We kissed for a few minutes and she could feel that I was hard as a rock though my shorts so we both stood and removed what we had on. I went to touch and fondle her breast but she pushed my hands aside. She told me she needed to taste my cock and dropped to her knees in front of me. She took it in hand stroked it a few times and then kissed the tip already leaking with anticipatory precum. She looked up at me and told me I was impressive and then took me in her mouth expertly sucking me and making me groan. While she sucked me I was finally able to get my hands on her breasts and I gently pinched both of her nipples with my fingers. She took one of her hands between her legs and i could see she was rubbing her clit.
I decided I needed to do my part and gently urged her onto the couch and as she laid back I moved my hand over her enlarged belly towards her pussy. She laid back and allowed me to taste and explore her. She had a large full bush which was (and still is ) a turn on for me and I buried my face in it. Finding her clit with my tongue and inserting a finger into her wet pussy while I licked. She was talking to me and telling me how badly she needed this and she couldn't believe a young guy like me wanted an "old pregnant lady" like her. she had no idea the ultimate experience I was having.
At her urging I put my cock inside her. Even though I am not small she was so wet that it slipped right inside her, deep and she gasped! She told me to fuck her hard and deep and I obliged. Her belly made missionary a challenge so she ended up getting on her knees on the couch and I stood behind her fucking her standing doggystyle. I would love to tell you that we went on forever and both came hard but I was not able to last that long. after about 5 minutes I knew I was going to cum and I told her so. She told me to cum inside her that she needed to feel me fill her up and so I did. I came and came against her hips bucking back into me and when I finished we sort of collapsed together on the couch. She thanked me for coming, swore me to secrecy, and again told me this was a one time thing as I was already hoping to repeat it.
Of course I left and drove back to my dorm on cloud nine. I replayed the scenario in my mind the next morning and masturbated thinking about it. I did not see her the next Saturday as she was out but the following week I did see her. I tried several times to bring it up but she did not want to discuss. She left quickly at the end of the shift only saying that she really enjoyed it but we shouldn't talk about it anymore. She did not return to the bar. People assumed that she had her baby and was taking time off. But that was basically the end of our "relationship" I did see her one more time about a year later she came in and ate at the restaurant with her family including the child. I assumed that she didnt leave her husband. I did walk up and say hi and shook her hand and she told me it was good to see me and gave me a little wink. I think she knew that she had given me possibly the most unforgettable sexual experience of my young life.
 
Giving my wife a Playtex 18 hour bra and pink granny panties and a fabulous 1970’s sundress and having her help me relive my fondness memories of being a young boy growing up with my mother.
 
I’m lucky to have so many to choose from that I can’t select one as fondest without demoting the others. Some level of innocence is always involved so finding someone new and casual has led to reliving first times. Memories of several first times do come to mind. Like my second girlfriend who taught me how to lick her pussy gave great head. Trained me I could fuck within seconds of getting said head. Only to use that experience with my third girl that was 38 to my 23 and had red hair with a tan freckled body that matched every curve of my fancy and fantasy.
Seems one built off the next. I wish some of this fondest action could happen again. It’s been a while since I clicked sensually with someone new. But I must also be thankful for the routine of present time.
 
We met at the hospital where we were volunteering when I was in my first year of nursing school, brushing by each other in the hallway and exchanging smiles across the nurses station. We ended up going down together in the wee hours after our shift, and there was no chitchat but I could hear her breathing behind me, close, feel the heat of her body. It was HOT in that elevator. The door opened and we both just stood there, until she grabbed my hand and we were running through the parking lot to a car, where we spent the next 30 minutes with our clothes off, defiling the leather seats and steaming up the windows. We lingered for a few minutes, touching and kissing, then pulled on our clothes and climbed out of the car. "I'm Taylor," she said, kissing me goodbye and then turning to go. "keri," I hollered after her. And, "Hey, what about your car?" She turned, grinned and shrugged. "Not mine," she said, then turned again and skipped away.

There was lots of great sex after that, but that night was my first lesbian experience, the first loving sex and one of the couple of truly incredible, amazing, electrifying experiences of my life.
 
My girlfriend and I had broken up, but still hung out and fooled around occasionally. She was living in a small basement apartment with another girl, one bedroom with her roommate’s bed in the main room. I was in my ex’s room on her bed and got to fingering her under her skirt. The door to room was half open and her roommate was in the next room watching tv. We were getting quite worked up but didn’t have any condoms, so I slid my cock in her ass (one of the only times she let me). We fucked very quietly, with the door still open and I came in her ass.
 
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