One that Got Away...

[maturegentlman]

The one that got away, what a mistake. I thought I was a big shot. Girl would come over whenever I called. I did her and her gf a few times. Nice tight body, little boobs, great ass. Great blowjobs. I lived in the country, I’d pick her up and she’d take her clothes off. Girl could really suck dick. She cut me some slack when she caught me with another woman. She tried out woman too! Said she liked cock too much. Lady passed this year.

 

[conquen]

I was raised to wait until marriage. My "one that got away" is me. I missed my chance to be the whore I was meant to be.

Yeah, me too, not quite till marriage but much too conservative. Well I hope there’s hope for you to make up some time.

 

[BoredIndianaDad40]

Leslie Christie got away from me and i will regret it all my life

 

[tonyreid]

good friend of mine and her hubby split up , she asked me over to cry on my shoulder . Made it very clear she wanted me to fuck her but I was trying to do the right thing so dint go there ! What a prick I was lol ! But 20 years later we are still best friends Her second hubby and my wife get on like a house on fire but we have never and will never ( Probably ) cross that line ! I can tell her anything and vice versa very special kind of friend

 

[nassauguy_2001]

I imagine most of us have one person in our memory who we knew who was our sexual dream-come-true that we never got to be with.

In college, there was a girl in our dorm named Ann Marie. She was the quintessential beach blonde bombshell. Long blonde hair, cute face, and a Playboy centerfold body. Plua she had this 'dumb blonde' persona that she would slip into and out off whenever she liked.

She was serially monogamous with almost every guy in the dorm except me and my three closest buddies. She liked us and flirted with us, but she just never got around to fucking any of us.

Twice I was alone with her and she may have been giving me the green-light, but neither time worked out. And here's the killer. I was going to stay over after a big party at a friend's house. Ann Marie and her current guy apparently slipped away to fuck (on the bed I was going to sleep on). I was later informed by my friend that the bed was "soaked" and not available for anyone to use. So, I have this image of a gorgeous centerfold blonde who fucks like a pro and either gushes gallons of she-come or who loves watersports.

Too good to be true? I'll never know.

Many years back we went to a group ski outing in PA, about 10-11 of us. My then GF and I offered her girlfriend to bunk with us as she wanted to join us, but did not have a partner or BF. When we finished on the slopes for the day, we all retreated to one of the bedrooms (mine) for drinks, smoke and junk food before we cleaned up and went to dinner. It was almost 8:00 PM and we were all buzzed and drunk so I dragged my G/F into the bathroom so we could shower and get ready for dinner before the dining room closed at 9:00.

We got naked and started the shower and after she sat on the commode to release a large quantity of wine, I got in position in front of her and scooted her butt forward and went to town eating her pussy. I love to eat pussy and she gladly welcomes my oral attention as our other sexual activities leave her frustrated and disappointed. I failed to mention that she is very verbal when she is high or drunk, and even more so when she is both. She is a First Class moaner, no words needed, just moans of ecstasy!!!

When we exited the bathroom after our shower only her friend and one other couple were still there, as the rest of the group got the message to get ready for dinner. I noticed that her friend could not look at me, but the other couple had big smiles and lots of comments and laughs about our "shower time." The other couple soon left to get ready and before we knew it we were all at a big round table for dinner. Dinner went well with the wine and drinks flowing into almost midnight when we finished our "after dinner" drinks and they politely asked us to PLEASE go back to our rooms!!!

Our room had only a king bed, so after some drunk arguing we agreed to all three sleep in the big bed with my g/f in the middle for "safety." I slept in just boxers and both girls slept in just bra and panties. Yes we had been drinking since mid morning!

Sometime during the night my G/F got up to use the bathroom. I used this chance to quietly slip out of bed and lose my boxers. I got back into bed with as little movement as possible and assumed the middle position in the bed, now wide awake. I slowly made sure my leg was touching her friend as I got settled in. My G/F returned and got into bed next to me without a thought. As I heard her start to breath heavily (snore) I took a chance and shifted slightly towards her girlfriend, now making more contact with her legs and thighs. While I wasn't quite "spooning" her, my upper body was making more contact with her body. I shifted my position slightly and leaned more into her body. This movement must have woken her from her slumber as I suddenly felt her lean back more into my body.

After what felt like hours (probably 15 seconds) I felt her hand on my leg, slowly crawling up and down to confirm if I was still wearing boxers. I still think I was holding my breath for "minutes" hoping that she would reach down and over to touch my little guy. Her hand moved up and down several times as if to confirm that I was totally naked beneath the cover of the sheets and blanket. My drunken mind was racing, could I get "something" from this girl now? I knew a blowjob was not likely, but maybe just a little discrete hand-job and get to cum? I was desperate to get off, especially from a different hand other than my own.

I shifted slightly in the bed towards her hoping that her hand might find a hold on my little hard pride and joy, but the movement must have startled my G/F. She shifted in her position and when her body made contact with my naked ass she realized that I had lost my boxers. She quietly woke me and had me change bed positions, with her back in the middle, but only after replacing my boxers.

Opportunity lost. Thank you Janice for the memories!

 

[Shi_One81]

His name was Armando and we went to the U of O together. He was absolutely the most beautiful man I’ve seen to this day. We had several classes together because we shared the same major. We flirted but it never went beyond that because I was too shy and nervous around him. If only I could turn back that clock…

 

[Sky_Five]

Former mother in law. She's been my fantasy for over 35 years now. She was constantly teasing me; bent over in shorts, down blouse, slapping my butt. I made two attempts to seduce her. The first one went great, she was ready to proceed but I chickened out. Second time I mustered the courage but she shut me down.

 

[Chilllax]

good friend of mine and her hubby split up , she asked me over to cry on my shoulder . Made it very clear she wanted me to fuck her but I was trying to do the right thing so dint go there ! What a prick I was lol ! But 20 years later we are still best friends Her second hubby and my wife get on like a house on fire but we have never and will never ( Probably ) cross that line ! I can tell her anything and vice versa very special kind of friend

That's a woman you'd do anything to keep her as a friend. Not many people like that around.

 

[YourSecretDesires]

Yes, a good friend of mine to this day. We met when I was in my early 40s and she in her early 20s. We had an instant bond and chatted a lot - often flirtatiously. But she was in a relationship (a bad one) and wouldn't break away. I myself got into a long term relationship and she slowly got out of hers. The timing was never right. Today we are both happily spoken for.

That said it was kind of like an emotional affair for a while, all the ingredients were there but we never got physical. Today I'm glad she is still a friend.

 

[MaturemanAJ]

The one that got away?
I can think of two possibly 4
First one was the first one, sexually we were very compatible and wonder to this day because we were so young what a lifetime together would have been like. We chat maybe once a year now but who she married could just not handle us being friends he was extremely jealous. I can understand it because I was very close to the family and the mother has told me she hoped I would end up with the younger sister who I adored as the younger sister nothing more. ( long story)
2nd is still a close friend and to this day we both say if we ended up alone for any reason we would not marry but definitely spend the rest of our lives together. To both of us one marriage is enough in life.

3 and 4 filled things I enjoy sexually but it goes to show you one person will probably never fulfill all wants, needs and desires. I would say 1 and 2 have great potential for being the closest to perfect fits.

But existing obviously won out because after 43 years together we get along, still have sex it's just not as adventurous as it used to be so I am guessing I am just an old man looking for his last hurrah.

 

[Greytruck]

The one that got away?
I can think of two possibly 4
First one was the first one, sexually we were very compatible and wonder to this day because we were so young what a lifetime together would have been like. We chat maybe once a year now but who she married could just not handle us being friends he was extremely jealous. I can understand it because I was very close to the family and the mother has told me she hoped I would end up with the younger sister who I adored as the younger sister nothing more. ( long story)
2nd is still a close friend and to this day we both say if we ended up alone for any reason we would not marry but definitely spend the rest of our lives together. To both of us one marriage is enough in life.

3 and 4 filled things I enjoy sexually but it goes to show you one person will probably never fulfill all wants, needs and desires. I would say 1 and 2 have great potential for being the closest to perfect fits.

But existing obviously won out because after 43 years together we get along, still have sex it's just not as adventurous as it used to be so I am guessing I am just an old man looking for his last hurrah.

Nicely put

 

[wouldloveto]

I chased a woman for years, dated off and on, I was obsessed, she was toying with me, and apparently I loved it.

She was tall, thin, blonde, athletic, very pretty, smart, and independant. Our rare and unconsummated 'sexual' encounters proved to die for, she had something... a unique sensuality that had me willing to do ANYTHING for her.

She alternately had me in the 'friend zone', as a prospective lover, and basically a gopher to do her bidding.

I was in heaven at any chance to be close to her, in any capacity...

Pathetic, huh?

But I did not think so at all... even when she was openly sleeping with another guy and leading me to believe I might become more intimate with her.

When I saw extremely explicit photos of her and her recent boyfriend on line I was devastated, but also turned on. He was a rough biker type, a bit scary, and she was obviously enjoying him. When I confronted her she just laughed it off and said I was the pervert for going to a site like that.

Eventually she became a biker for Christ, moved away, and I lost touch with her. If I know then what I know now...

Thanks for bringing up that decades old memory! I still fantasize about her.

 

[Greytruck]

I chased a woman for years, dated off and on, I was obsessed, she was toying with me, and apparently I loved it.

She was tall, thin, blonde, athletic, very pretty, smart, and independant. Our rare and unconsummated 'sexual' encounters proved to die for, she had something... a unique sensuality that had me willing to do ANYTHING for her.

She alternately had me in the 'friend zone', as a prospective lover, and basically a gopher to do her bidding.

I was in heaven at any chance to be close to her, in any capacity...

Pathetic, huh?

But I did not think so at all... even when she was openly sleeping with another guy and leading me to believe I might become more intimate with her.

When I saw extremely explicit photos of her and her recent boyfriend on line I was devastated, but also turned on. He was a rough biker type, a bit scary, and she was obviously enjoying him. When I confronted her she just laughed it off and said I was the pervert for going to a site like that.

Eventually she became a biker for Christ, moved away, and I lost touch with her. If I know then what I know now...

Thanks for bringing up that decades old memory! I still fantasize about her.

I think a lot of us had that “friend” that we wanted more of

 

[wouldloveto]

I think a lot of us had that “friend” that we wanted more of

I have been 'friend zoned' before and after her, but I cannot describe the lure she had.

 

[Ssbbw4u1974]

If I wrote this already, apologies..
There was one guy named Mike, I met when I was 22..i also met my future husband that same summer.
I feel HARD for Mike. I never had sex with him, at that summer, but gave him blowjobs every chance I could because he had a nice cock..hehe
Mike was young but indecisive.. So I seriously dated and them married the other guy.
Ok...
Mike remained friends with the husbands family over the next 25 years.... And on occasion, we got together and hung out.
We often talked about us not getting together officially..
On one particular day, the husband and I were on the fence about divorcing, and Mike jumped at the chance to fuck me finally... I was 26. He was a decent guy, kinda an asshole, but ok..

4 years ago, my husband died..
Mike got word, and called me. He wasn't the same, but neither was I.... Nothing sexual happened... And he started being a real jerk, so I told him basically to fuck off, and won't ever go down that road again...