The One You Never Got
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hanban24
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I’ll start. There was a guy I met freshman year of college that I liked a lot but he came to school with a girlfriend. Through the years we went long periods of time without seeing each other and we never were both single at the same time. It wasn’t until the end of our senior year we went on a couple of dates. By then we were heading our separate ways and decided to not pursue anything else together.
He was the sweetest guy and very handsome. The type of guy I could have pictured marrying. He is married now with a kid. I still find him very attractive, but would only be with him if he were single (not a home wrecker).
He was the sweetest guy and very handsome. The type of guy I could have pictured marrying. He is married now with a kid. I still find him very attractive, but would only be with him if he were single (not a home wrecker).
The first girl I even dated had a large-for-her-size, round and plump ass that had taunted me for years. She had a habit of wearing leggings long before they became a thing and I spent many a night fantasizing about it.
Nevertheless, when we stared going out and eventually fooling around, I was very shy about it. We would make out for hours at a time and she would let me put my hands down her pants where I felt silky pubic hair and pussy for the first time, but she never encouraged me further, not did I take the initiative. She was reluctant to get naked and the most I ever saw was her tits when one day we were playing around and I flipped up her shirt. She was wearing no bra and I had a brief glimpse of the most beautiful small to medium sized cones sticking straight out from her chest.
We broke up after a while and she ended up losing her virginity to a friend of mine. Apparently she told him that she had been wanting to have sex with me, but I never took the initiative. Ever since I have fantasized about hooking up with her and giving her a hard pounding from behind to make up for what I should have done when I had the chance.
Nevertheless, when we stared going out and eventually fooling around, I was very shy about it. We would make out for hours at a time and she would let me put my hands down her pants where I felt silky pubic hair and pussy for the first time, but she never encouraged me further, not did I take the initiative. She was reluctant to get naked and the most I ever saw was her tits when one day we were playing around and I flipped up her shirt. She was wearing no bra and I had a brief glimpse of the most beautiful small to medium sized cones sticking straight out from her chest.
We broke up after a while and she ended up losing her virginity to a friend of mine. Apparently she told him that she had been wanting to have sex with me, but I never took the initiative. Ever since I have fantasized about hooking up with her and giving her a hard pounding from behind to make up for what I should have done when I had the chance.
MrJogger
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I split with my ex-wife and moved into a rented place - previously a house that had been converted into two flats. Not long after I moved in a single female moved into the other flat. She was 6 inches or so shorter than me, with a nice curved figure & long hair. Someone I thought was attractive from the get go.
We chatted a bit and turned out we both ran, so started to sometimes head out together and we went to the local pub a few times but never went any further than that. She was about 8 years younger than me, and I figured at the time she just wouldn’t be that into me. It wasn’t long before she then started dating someone so nothing ever happened. We’ve both since moved on and we’re not in touch any longer.
We chatted a bit and turned out we both ran, so started to sometimes head out together and we went to the local pub a few times but never went any further than that. She was about 8 years younger than me, and I figured at the time she just wouldn’t be that into me. It wasn’t long before she then started dating someone so nothing ever happened. We’ve both since moved on and we’re not in touch any longer.
Justfantasies
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When I was at graduate school I met a woman from another country that I fell in love with almost instantly. The attraction from my side was literally immediate and there must have been something from her side too, because we we started dating almost immediately until she went back to her country
We were young and as it turned out we were both virgins. While we were together we did just about everything other than actual fucking. We did see each other a few times after she went home, but never fucked. On the final occasion, she told me she wasn't a virgin anymore and that she had met an older guy and he had "deflowered" her. [I had and have a lot of fantasies that she fucked a lot of guys -- but I don't know that] I felt hurt, especially since we "made love" after she had told me that, but she still wouldn't let me fuck her.
A very long time went by and she got in touch with me again. She was married to a much older man and had a daughter. I was also married and actually fairly sexually experienced by then. We were soon e-mailing each other a couple of times a day. But she ignored my suggestions to meet up. Eventually, I got too frustrated and I broke it off.
This was all several years ago, and I haven't heard from her since. I did send her card once from a place where she and I had a great vacation, but she didn't respond. Our pattern in the past was always that I broke things off with her, but she got back in touch. I haven't heard from her in eight years
She is married, we are both old and after all these years we have still never been lovers. So she was definitely the one I never got. I think I will always be obsessed with her
We were young and as it turned out we were both virgins. While we were together we did just about everything other than actual fucking. We did see each other a few times after she went home, but never fucked. On the final occasion, she told me she wasn't a virgin anymore and that she had met an older guy and he had "deflowered" her. [I had and have a lot of fantasies that she fucked a lot of guys -- but I don't know that] I felt hurt, especially since we "made love" after she had told me that, but she still wouldn't let me fuck her.
A very long time went by and she got in touch with me again. She was married to a much older man and had a daughter. I was also married and actually fairly sexually experienced by then. We were soon e-mailing each other a couple of times a day. But she ignored my suggestions to meet up. Eventually, I got too frustrated and I broke it off.
This was all several years ago, and I haven't heard from her since. I did send her card once from a place where she and I had a great vacation, but she didn't respond. Our pattern in the past was always that I broke things off with her, but she got back in touch. I haven't heard from her in eight years
She is married, we are both old and after all these years we have still never been lovers. So she was definitely the one I never got. I think I will always be obsessed with her
S
Stillrandy
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Long ago, in college, I dated a fiery redhead. We did a lot of 'making out', and she was the first girl whose breasts I was able to put my hands around. It was great, but her mother thought we were 'getting too serious', and that we should 'date other people'. We backed away and did not get together again. I can remember the hollow feeling when she got on the train as we parted. And so I (and maybe she) was left to wonder. But the feel of her breasts; my hands still remember...
She sounds a little crazy to me
Bump ....
Bump ....
Nightspeed
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Her name was Trish. We went to high school together, though she was one year behind me. We were very good friends and hung out a lot but for her it was just friends, though we'd make out like crazy (fully clothed) when we went out together. I wanted so much more.
Fast forward to three years after high school. For a short time she attended the same college I did, but dropped out. We were still friends but nothing more. During the summer of 1985 I'd broken up with my then girlfriend and Trish and I started hanging out together again. There was always a degree of "tension" but that was it.
One night she and I, out of boredom more than anything, just sat around drinking. She began to come onto me, teasing me and telling me the "dirty things" she liked. Here was my chance at last. But for some stupid reason a part of my brain kicked in and said, "Don't do it while you're drunk. Wait until you're both sober to see if the feelings are still there." So I turned her down, made some excuses, and went home. She didn't speak to me for over a year after that.
Thirty-seven years later I STILL want to kick my own ass for passing up the only chance I ever got. But now she's a far-right Bible-thumping MAGA Maniac who thinks the riot at the Capitol of January 6, 2021 should have succeeded and I want nothing to do with her. I unfriended her on social media with the only regret being that night in 1985 when my "chivalrous conscience" intervened and kept me from what I wanted so much wanted to do with her.
Fast forward to three years after high school. For a short time she attended the same college I did, but dropped out. We were still friends but nothing more. During the summer of 1985 I'd broken up with my then girlfriend and Trish and I started hanging out together again. There was always a degree of "tension" but that was it.
One night she and I, out of boredom more than anything, just sat around drinking. She began to come onto me, teasing me and telling me the "dirty things" she liked. Here was my chance at last. But for some stupid reason a part of my brain kicked in and said, "Don't do it while you're drunk. Wait until you're both sober to see if the feelings are still there." So I turned her down, made some excuses, and went home. She didn't speak to me for over a year after that.
Thirty-seven years later I STILL want to kick my own ass for passing up the only chance I ever got. But now she's a far-right Bible-thumping MAGA Maniac who thinks the riot at the Capitol of January 6, 2021 should have succeeded and I want nothing to do with her. I unfriended her on social media with the only regret being that night in 1985 when my "chivalrous conscience" intervened and kept me from what I wanted so much wanted to do with her.
dkak001
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I'm sorry for your loss.
I was a sophomore in high school. Became friends with her older brother. She was cute and had a great little body. But she was the classic annoying little sister, so I couldn’t consider her. Plus, they were way out of my league socially/financially. She and I eventually became friends. The year she was at college, if we didn’t have dates, we would go to concerts together. We’ve stayed friends since. I regret never trying to at least have sex with her. But now, she’s a basket case.
Nightspeed
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Thanks, lol. It was long ago and far away. I still think about it once in a while, but in the end it's probably best that it never happened.
Rockymtnman
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two: first one… We were neighbors for a few years and she was sweet, funny, cute but just slightly more than chubby. I let my ego and the shit I’d take from my friends for having sex with her keep me from trying. I was an asshole last time we hung out before we left for different colleges. I regretted it for a long time. Apologized to her far too many years down the road. Still catch up when I get home every couple years.
second one… one of my clients had a sister that could melt the polar ice caps, 5’9, long legs, muscular legs and ass, lovely little titties, blond ( upstairs and down) and we flirted continuously. She ended up starting a very successful restaurant and she became a client of mine as well, one day I needed to get some paperwork signed and she said I could meet her at her place. I show up and she’s just gotten out of the shower. Robe is untied when she answers the door. Tits out, bush out and all I could think of is, you don’t fuck clients… bad for biz and maybe my marriage if it goes south. Every once in awhile I will just slap myself. Penance for being an absolute wuss!!
second one… one of my clients had a sister that could melt the polar ice caps, 5’9, long legs, muscular legs and ass, lovely little titties, blond ( upstairs and down) and we flirted continuously. She ended up starting a very successful restaurant and she became a client of mine as well, one day I needed to get some paperwork signed and she said I could meet her at her place. I show up and she’s just gotten out of the shower. Robe is untied when she answers the door. Tits out, bush out and all I could think of is, you don’t fuck clients… bad for biz and maybe my marriage if it goes south. Every once in awhile I will just slap myself. Penance for being an absolute wuss!!
There was a tall young woman at college with a cracking body that I would not have minded exploring thoroughly. She was the archetypal 'nice legs; shame about the face' but those legs or rather the whole body, was a work of art. She was also confident and smart, which are both qualities that turn me on. We were sometimes friends, but I could never find the key to her metaphorical chastity belt. She was friends with a cellist who was my usual type rather feminine, a bit preppy, cute face, had small tits, a nice round bum, and clever, but I could never make the grade with her either - which was a pity, as I think we could have had a fun relationship.
In fact, striking out with women at college was something of a habit with me, and I came to the conclusion that either (1) I am not good with women, or (2) I am attracted to fem-dykes, or I am the (3) dreaded 'way too serious.' My relationship style (gosh, I sound like a women's magazine) is that I am really not interested in one-night stands, and never have been. I want to find a clever woman, have a lengthy relationship with her in which I explore first her mind, then her body too. Right now, I have a couple of young women - sisters - which, if the opportunity ever presented itself, I would be very, very happy getting into a relationship with either one of them. They conform to the tall, slim, kinda cute, whip smart type I like, and when we get together, we always seem to be able to talk and laugh. The older one is my favourite. She is a 'girly-girl,' somewhat eccentric, deliciously aloof, and she is the first woman I have met who has made me consider fatherhood seriously. The other is a rather delightful young woman with a Tom Boy streak a yard wide.
In fact, striking out with women at college was something of a habit with me, and I came to the conclusion that either (1) I am not good with women, or (2) I am attracted to fem-dykes, or I am the (3) dreaded 'way too serious.' My relationship style (gosh, I sound like a women's magazine) is that I am really not interested in one-night stands, and never have been. I want to find a clever woman, have a lengthy relationship with her in which I explore first her mind, then her body too. Right now, I have a couple of young women - sisters - which, if the opportunity ever presented itself, I would be very, very happy getting into a relationship with either one of them. They conform to the tall, slim, kinda cute, whip smart type I like, and when we get together, we always seem to be able to talk and laugh. The older one is my favourite. She is a 'girly-girl,' somewhat eccentric, deliciously aloof, and she is the first woman I have met who has made me consider fatherhood seriously. The other is a rather delightful young woman with a Tom Boy streak a yard wide.
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HumpDayHoratio
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I met her in third grade…No really! She had just moved from California and she had a unique name that one doesn’t forget. We were in the same classes on and off through the years.
In ninth grade we started going to her church and we constantly interacted through those youth group years. Sweet innocent friends with no dating and no real sexual spark that I ever remember. We were at separate high schools at this point.
These were those awkward tween yrs when you’re just growing into your body and learning about sexuality And who you are. It was around this time “the boys“ somehow Found out this girl was sexually active. Who knew if it was true but it was always in the back of my mind when we hung out. She never talked about her boyfriends with me, we just didn’t have that kind of relationship.
After graduation we attended the same university. She was there on a dance scholarship. She would come and get me to be her “dance” date, very platonic, and most times we’d leave together, but sometimes she’d find a guy and leave with him. It was never a problem as we really were just close friends and I’d wink and nod and go chase other skirts. We never talked about it otherwise.
I vaguely remember a drunken half-hearted awkward attempt at fooling around one night stumbling back to her dorm but it never materialized.
We bump into one another from time to time, always big hugs and smiles and I do wonder sometimes if it could have worked or why it never did. If I had to put a bow on it I’d say she was just my one true female friend with Whom sex never got in the way.
My wife when meeting her for the first time and seeing how we interacted only exclaimed, “Oh My!”
In ninth grade we started going to her church and we constantly interacted through those youth group years. Sweet innocent friends with no dating and no real sexual spark that I ever remember. We were at separate high schools at this point.
These were those awkward tween yrs when you’re just growing into your body and learning about sexuality And who you are. It was around this time “the boys“ somehow Found out this girl was sexually active. Who knew if it was true but it was always in the back of my mind when we hung out. She never talked about her boyfriends with me, we just didn’t have that kind of relationship.
After graduation we attended the same university. She was there on a dance scholarship. She would come and get me to be her “dance” date, very platonic, and most times we’d leave together, but sometimes she’d find a guy and leave with him. It was never a problem as we really were just close friends and I’d wink and nod and go chase other skirts. We never talked about it otherwise.
I vaguely remember a drunken half-hearted awkward attempt at fooling around one night stumbling back to her dorm but it never materialized.
We bump into one another from time to time, always big hugs and smiles and I do wonder sometimes if it could have worked or why it never did. If I had to put a bow on it I’d say she was just my one true female friend with Whom sex never got in the way.
My wife when meeting her for the first time and seeing how we interacted only exclaimed, “Oh My!”
Some time ago I was working at a company where I'd been for several years and had started out as an intern, but had quickly moved up to an intermediate position. A number of months back we had hired two new female interns who were good friends and had rented a place together since the school they went too was on the other side of the country. One was short and a bit mousy, but cute and fun to talk to. She had a boyfriend back home. The other was quieter and a little more dull, but quite attractive with long, dark hair and dark, kind of mediterranean skin. She was also tall and thin with a very nice body, kind of a small ass and breasts that must have looked amazing when she was naked. She was single and at one point I heard her joking with her friend about how she needed to get laid, but they were new in town and didn't know any "cool" people. It also became apparent over the months, based on hints dropped by other people, that she had a something of a crush on me.
We all ended up going to a very boring work party one night that I had attended despite living much further out of town because a co-worker had given me a ride and convinced me to go. After a while, my friend and I had had enough of the party and decided to slip out and make the long drive back to our neighborhood. On our way out, the two girls caught up with me, a little drunk, and asked me if I'd stay with them since the rest of the crowd was quite dull and they weren't ready to pack it in yet. I told them that I had to catch a ride back to the city where I lived, but they begged me to staying, offering to let me crash at their place, saying they would "make it worth my while". I wasn't sure what that really meant given that the one girl had a serious boyfriend and I really wanted to get home, so I declined. In hindsight, I'm pretty sure they both wanted the tall girl to get laid and would have set it up so that I could spend the night giving her a good fucking, with or without the other one participating in some way. It might have been a very memorable experience if I'd gone for it.
We all ended up going to a very boring work party one night that I had attended despite living much further out of town because a co-worker had given me a ride and convinced me to go. After a while, my friend and I had had enough of the party and decided to slip out and make the long drive back to our neighborhood. On our way out, the two girls caught up with me, a little drunk, and asked me if I'd stay with them since the rest of the crowd was quite dull and they weren't ready to pack it in yet. I told them that I had to catch a ride back to the city where I lived, but they begged me to staying, offering to let me crash at their place, saying they would "make it worth my while". I wasn't sure what that really meant given that the one girl had a serious boyfriend and I really wanted to get home, so I declined. In hindsight, I'm pretty sure they both wanted the tall girl to get laid and would have set it up so that I could spend the night giving her a good fucking, with or without the other one participating in some way. It might have been a very memorable experience if I'd gone for it.
soflabbwlvr
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One? What makes you think there was only one? Ha ha.
Anyway, the one I think about the most was a crush in high school. She was dating one of my best friends in ninth and tenth grades, so we were both relegated the friends zone. They broke up, but I had a girlfriend at the time, so we remained friends. A year later she was dating the quarterback and she was the head cheerleader -- they were the school power couple. By senior year he had graduated and she and I became very close. But she was still dating the quarterback, who was attending a local college. I met my long-term girlfriend, so we continued to be super close platonic friends. After graduation we went our separate ways, but five years later I ran into her at a street festival. We made plans to get together, but the next day I met my future wife and the bottom line is she put more work into it than HS crush did. I haven't heard from her since, although I still think about her.
Anyway, the one I think about the most was a crush in high school. She was dating one of my best friends in ninth and tenth grades, so we were both relegated the friends zone. They broke up, but I had a girlfriend at the time, so we remained friends. A year later she was dating the quarterback and she was the head cheerleader -- they were the school power couple. By senior year he had graduated and she and I became very close. But she was still dating the quarterback, who was attending a local college. I met my long-term girlfriend, so we continued to be super close platonic friends. After graduation we went our separate ways, but five years later I ran into her at a street festival. We made plans to get together, but the next day I met my future wife and the bottom line is she put more work into it than HS crush did. I haven't heard from her since, although I still think about her.
35 years ago I met a beautiful German girl - 5'10", blond hair, incredible blue eyes, perfect legs, even more perfect small breasts, gorgeous ass, smart, funny, and an absolute pleasure to be around. There was some instant chemistry between us, but I was married at the time and she was engaged. Over the years my ex-wife and I became very close friends with with her and her husband, and there was always a little flirting going on between her and I. After my divorce, she was hitting on me constantly, but she was still married to my close friend and that's a line I can't cross, even though she had cheated on her husband with a number of men throughout their marriage. She is even more beautiful today than she was as a young woman, and even though I never acted on my urges, I have fantasized about her the entire time I've known her.
Inthelastrow
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I few years back I worked with a sexy redhead who was intelligent, brash, outgoing and a lot of fun. She had curves and heft in all the right places, along with gorgeous features, bright smile and lovely hair. She liked to go out, drink beer with the guys, and always enjoyed herself. We met through work and became friends despite our age difference of about 15 years. She was around thirty and single. Because of work, we got to hang out a lot. we also went out for drinks in the evenings and on weekends and enjoyed our time together. I grew to have very strong affection for her. Due to circumstances, I was never able to make a move on her. I am horrible at reading people, but I am pretty certain she would have responded had I made one. But I did not and in the end, our jobs took us elsewhere. I often wonder just what would have happened had I made a move, or had circumstances been different. I still think about her today. It brings on a smile, a few fantasies and some regrets.
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