A fuck you defintely should have had

[norfolklad]

Have there been occasions when you know you missed out on a fuck that you really, really should have had? When a fuck was almost certainly there for the taking but you let it pass by and as soon as you did, you knew that, years after, you were going to wish you'd done things differently. Haven't we all experienced that?

This is the tale of one such occasion. Now tell us yours.

I was out on a cycling trip one hot summer's day. The breeze did little to dispel the growing heat of the day and the shaded benches outside the village pub were far too tempting. I bought a pint, ordered some lunch and went back outside to enjoy the day. A bee buzzed lazily around me, as if to inspect the map I had in front of me and take a view on my chosen route, before deciding that the pub’s flower borders offered greater riches. I relaxed after a long hard morning.

The pub was quiet, basking in the sun, until the silence was broken by the crunch of tyres on the gravel of the car park. Doors slammed and two very attractive forty-somethings, out for a girls’ lunch date, came round the corner and went inside. When they came back out with their drinks they took the table on the far side of the doorway. The excited nature of their conversation suggested that they had a lot to catch up on. I listened in to tales of the things that mutual friends had been up to, not so much intruding on their privacy, I felt, as absorbing the local atmosphere. Finally, one leaned across the table to her friend. Her voice dropped and she exaggerated her lip movements to compensate. I watched her through only slightly averted eyes.

‘I wouldn’t mind some of that,’ she revealed to her friend, casting a glance in my direction, but clearly not appreciating the ease with which I could read her lips.

It wasn’t just a throwaway remark – she really did seem to mean it and, even if the padding in my lycra cycling shorts may have suggested more than I could deliver, I was very fit back in those days with bulging leg muscles that may have hinted at considerable endurance.

The temptation to go over to their table was almost as overpowering as the heat. I tried to think of a suitable introduction but the only ones I managed to come up with sounded inane even to me. I abandoned the idea and went back to the sunshine and my lunch.

An hour later I stopped in the local town to do some shopping. As I turned the corner out of the main square, who should I almost collide with? I couldn’t help bursting into a smile and winking at her and she couldn’t help turning red.

Ships that pass in the night - opportunities lost forever. I'm sure I missed a thoroughly enjoyable afternoon.


​

 

[tmmmbrrr]

Ugghhh!

Yeah, I know what you're talking about. There's been at least a couple times that I remember that "road not taken" with a girl I knew I could've bedded and dumb me - possibly (probably) more than that.

But it was not always for the want of trying. A train conductor in Norway interrupted a girl and me just at the moment of penetration in a private compartment which we had no right to be in. Its not quite the same thing, but I think the universe was pretty much set against any of my children being blonde/blued eyed that morning, because he came down on us like a ton of bricks.

In the morning she got off at some town and that was the last I saw her.

 

[suckonsimon]

I was 20, naive, virgin, student. A year group of 20 men and one woman. A week outdoor studies near Brighton, south coast England. We heard about a disco which a whole crowd from a nearby Art College were going to attend. When we arrived we found the place packed with girls dancing with girls. My mate and I got in there and joined a pair of girlfriends. They both were extremely attractive. I recall the lass I danced with pressing up on my boner before I had got round to introducing myself and asking her name.

It was a balmy summer evening and the dance hall opened onto a large garden with a number of secret places with benches amid bushes and shrubs. When we went out for some cooler air we had a gorgeous time chatting and laughing, her constantly at my inner thigh and wanting to snog some more. Back on the dance floor we spent the whole time entwined and exploring each other. I really enjoyed it. She was last onto the girls' coach back to their halls of residence, and we put on a show of smooching for all her friends on the bus and my pals on the pavement, as we suffered gladly the verbal taunts from friends.

I've thought about how I could have lost my virginity in that garden that evening. In fact I've discussed it with my wife! But there we go. For all I kept my pants on that evening, it was a delightful and thoroughly erotic time we had!

 

[Blazexx]

Yes. In retrospect. Too late now.

 

[coffeelover5]

She found me somehow and telephoned me out of the blue. My very first lover. I was quite flattered and as I was separated, interested in seeing her again. We met and at that time I was not drinking alcohol she was so we met for a drink. I found her to be as lovely as ever and then she told me she was involved. Over the course of a few weeks we met up a number of times. Making out in my car like teenagers I regret not feeling her up and going for her puss. I so regret this.

 

[murmurmara]

Well, this is a fun idea.

He wasn’t my first lover, but he was my first Major Love. I was 17 – he was four years older. He gave me meticulously detailed instruction in the art of the blowjob. What I still dream about, though, is how he would slowly rise from the mattress on the floor, with me still impaled on him, to cross the room and kneel down to flip the record on the turntable. Rise, back to the mattress, kneel, resume… mmmm…

I wanted to convert to Judaism for him. I wrote his law school application essay. He eased himself away from me because the Jewish girl for him had to be born that way… but always there were these passionately magnetic reunions every year or so. Those were the days when staying in touch meant letters on paper, and phone calls to office lines. Once he tracked me down on my birthday at a museum where I was working; he’d gotten the number from my mother. I took the call at a friend’s desk… and went down on my knees, literally… knocked off my feet by the whoosh of intense emotion.

Years passed, he married, I married. Then he called to say he was going to be at a Park City, Utah condo, about half an hour’s drive from where I was living. He invited me for dinner. We had a fabulous evening talking about where we’d been and where life had taken us. He was a new father, and newly divorced. Our pasts went much further back than the commencement of the Major Love when I was 17. We met when I was a newborn. His family’s summer house was right around the corner from my family’s, and he was one of the first people to see the new baby when he and his mother came to call. There was history…

In Park City, we ate and talked and walked and talked, and eventually went into the condo for some weed. And there was this gorgeous redwood hot tub with a huge skylight over it… And I did not get in it with him. I sat beside the tub while he sat inside it. We passed the joint back and forth. I left and returned to my husband in the city. It was the first time I had ever resisted the desire to fall back into Major Love’s arms. I will always love him. We will always have that history. I was proud of myself and sad at the same time.

Have to wonder if it was the fuck I definitely should have had…

 

[norfolklad]

Well, this is a fun idea.

He wasn’t my first lover, but he was my first Major Love...

Have to wonder if it was the fuck I definitely should have had…

It's intriguing to think how lives may have been changed by the simple decision whether to fuck or not.

There was a girl I used to work with, very pretty, very appealing but living with her boyfriend and in the process of buying a house with him. One day we'd hard a very hard day and she was a bit miserable, so we went to the local pub for a couple of drinks after work. It became a habit. Then one day, I was off work and she popped round at lunchtime to see if I was ok. Sadly, I had a real streamer of a cold - had it been a bit less toxic we would almost certainly have fucked. As it was, caressing her braless breasts was as far as it went.

But apart from that, there were two problems. One was that I knew and liked her boyfriend and it didn't seem right to cheat on him - since then, I've made a point not to meet boyfriends or husbands.The second was that I was married and I was concerned that my then wife, who wasn't the nicest of people, would make her suffer and I felt too much for the girl to wish that on her. And so things faded away...

 

[murmurmara]

Indeed intriguing to think of how lives might have changed...

First Major Love went on to a second marriage and more children. I've been married for 35 years now and I'm committed to the marriage and monogamy. I wouldn't want another life than the one I have.

Yet I still talk with First Major Love now and then, and I still wonder if, just for a time out of time, I shouldn't have climbed into that hot tub...

 

[RightFootFrwrd]

There was one time when I was still in high school and it was getting close to graduation; it was the weekend and a ton of different people were having house parties. I saw my friend's younger sister at the first house we went to and we were flirting a bit, and she also had a friend there. I got way too drunk and I was sitting in a chair in the living room with a whole bunch of other people who were talking to each other and it was like all of a sudden I realized she was sitting on my lap, rubbing my hard cock with her hand outside of my pants. Her friend was standing next to her and we were all looking at each other and I totally could've taken them upstairs but then a group of my friends came over and said we had to leave to the next party...

I don't know if it would've led to a full on threesome, or if it was just going to be some fooling around. And I could've been too drunk to even get it up or get off haha. But there was TWO of them!!! I should have stayed and at least tried to fuck them! I still can't believe I passed it up and this was almost 10 years ago now haha

 

[johneb87]

A girl that I was friends with in college had just broken up with her boyfriend and asked me after class if I wanted to drink and play Guitar Hero that night. I said sure. I had a girlfriend, and she knew. We drank, played games, and watched TV. We talked about issues with our other halves and seemed to form a connection. Then my girlfriend called my cell and the other girl excused herself for the night.

Well, damn.

 

[Massacre]

With an ex who the sex was amazing with wanted to fuck the night i was gunna brake up with her. I just couldnt do it knowing what i was about to do.

 

[liebherrrrr]

Definitely .. with a girl when I was in university and we visited other facultys student council. We ended up drinking a lot of cheap booze and talking a lot.
Late in the night (or early in the morning, actually) in her bet I was almost asleep, sh e started to lick my ear and neck and rub my cock trough pants. I did not because of her and my friends in beds near to us (as a typical student dorm), but now I regret because it could be a HOT fuck with her and perhaps someone could even be joining or actively jeking looking on her tits and my dick..

 

[Mercury_Maniac]

Probably had a good chance of getting laid when I was seventeen until she found out I was uncircumcised........then no dice

 

[ClariceRose]

This guy in high school, had a crush on him for 2 yrs.. we flirted a lot. I was dumb and didn't think that he was interested in me much. Even though many people told me that they always see him staring at me, etc. He asked me to the prom, I said no, I thought he was joking... Boy, was I stupid!!!
We could have had some fun after the prom... sighs.

 

[Peppadance]

Yes... I was quite young and an older lady and I used to hang out together chatting on summer afternoons. I was a performer and she would help out with logistics. Every one loved her, she was young (though 10 yrs older than me) perky, pretty and fun to be with. She started trimming my hair when I needed it. Then one day, her husband was at work, I was getting ready to go to a Kate class and she confessed that she had fallen in love with me...
I was shocked but not so shocked that I didn't ask her to kiss me. She was wearing a loose comfortable dress with nothing on underneath, and I could feel her growing more excited as we kissed a few times. She said she wanted to make love to me..., I, stupidly said... I have to go to school! Damn! We saw each other a few times after that, but she started to get nervous and it was never the same opportunity! Regretted it ever since!

 

[Rowan00]

Six years ago I went to Riviera Maya with a group -- I had been dating a girl I'll call Erin and we planned the trip along with a bunch of her friends, only one of whom I really knew at all by the time it came around. To complicate matters, we were pretty much on the outs by then but hadn't officially broken up because we knew we still had this trip. But for all intents and purposes the relationship was over.

I was worried the trip would be really awkward, but fortunately the friends were all really cool people. There were three other couples and then a woman I'll call Anna -- gorgeous, tall brunette who I figured was way out of my league. That ended up working to my benefit because it let me relax and act completely natural around her, which apparently piqued her interest. One night after my soon-to-be ex had retreated to our room for the night while the rest of us were all drinking in the hotel lounge, she made a comment about wanting to tousle my hair and then mentioned wanting to take a walk on the beach. Everyone else went to bed but I went along with Anna, we chatted, she said she was aware things were on the outs with Erin and we ended up making out for a little bit.

Two nights later, the final night of the trip, Anna and I walked on the beach again after everyone else had gone to bed and then fell asleep for a bit in a hammock. When we woke up we started making out again and this time I slid my fingers inside her dress and started playing with her nipples. She moaned, I slid the straps of her dress down to expose her breasts and sucked on her nipples a little while my hand moved between her legs, rubbing her pussy. She reached down and slid off her panties and I proceeded to finger her to an orgasm. She had reached down my shorts and was massaging my cock and after she orgasmed said something along the lines of, "I have an IUD." Which I realize was her inviting me to fuck her right there in the hammock on the beach, and I now look back and kick myself for not doing it, but at the time I just froze .... not sure if it was because I barely knew her (I had never really casually hooked up with anyone at this point in my life) or what, but instead we just kind of kept snuggling in the hammock and after that trip and Erin and I officially breaking up, I never saw Anna again.

 

[Rowan00]

Bonus story involving a member of Lit who will surely recognize herself if she ever returns to read this thread.

We chatted online several years ago before I met my wife and ended up meeting up twice -- once for drinks at a beach bar, she gave me a great view of her cleavage and rubbed her butt up against me at one point making my cock hard .... then a second time we got together for dinner, then found a somewhat secluded area where we sat down on a bench .... she unzipped my shorts and was playing with the head of my cock while I had my hands in her shirt playing with her nipples .... we could hear people who came and sat down at a bench not far from us and even though I think we were secluded enough where they couldn't really tell what we were doing, I can't say for sure. Eventually we went back to my car and she gave me a fantastic blowjob, swallowing at the end. I know she would have been a wild time in bed, but we never got to that point.

 

[Cubantripod]

I let one get away a while back. I wasn't really seeing this girl, but we were hanging out because we were both taking salsa lessons. She liked me, but she wanted to get with me, so her ex could get jealous. I wasn't in the mood for games, so I didn't go for it. I should have. I wasn't looking for anything serious and the chick was hot as fuck.

 

[MichiganBiker27]

When I was 22 or so, I worked in a bar making pizzas. I had a huge crush on this bartender, she was a red head, beautiful with an amazing figure. She had to know I liked her by my actions when we were together and one day she asked me to come along with her to pick out a new apartment. So I go with her to this complex and we are walking thru the place. I'm all trying to help her decide if this is where she should move based on security and the size of the damned kitchen, totally missing my opportunity. Looking back, I now know why she brought me there, I was so stupid in my 20's

 

[Rachel_X]

Ages ago I was sat next to this girl I sort of knew but not well.
After an hour or so she just randomly put her hand on my leg and moved it up to the inside of my thigh.
So naturally I freaked out and started shouting, knocked her hand away and told her keep out of my personal space.
It wasn't until later that I realised she was trying it on and I had that 'well, shit' moment because I actually really fancied her.

 

[LiteTouch10]

Ages ago I was sat next to this girl I sort of knew but not well.
After an hour or so she just randomly put her hand on my leg and moved it up to the inside of my thigh.
So naturally I freaked out and started shouting, knocked her hand away and told her keep out of my personal space.
It wasn't until later that I realised she was trying it on and I had that 'well, shit' moment because I actually really fancied her.

Oh how sad, The lost moment, we all have them, "if"Only!!!'
Can you go and sit in the same place again?
Was it a bus or the train, then do it again!!

 

[SophieUK]

Years ago... at college... a boyfriend (but I was playing the field a little) that I visited to watch play football, he left the field to spend some time with me.. we kissed and cuddled as I sat on the bonnet of my car... it was a sunny day, the location was discreet but public (I could see the pitch from where I'd parked but I was hidden in the trees) and I could 'feel' hat he wanted me but I said 'no'..
looking back, it should have been a 'yes'...

 

[LiteTouch10]

Years ago... at college... a boyfriend (but I was playing the field a little) that I visited to watch play football, he left the field to spend some time with me.. we kissed and cuddled as I sat on the bonnet of my car... it was a sunny day, the location was discreet but public (I could see the pitch from where I'd parked but I was hidden in the trees) and I could 'feel' hat he wanted me but I said 'no'..
looking back, it should have been a 'yes'...

Ummm, Well.......If you found such an incident so exciting, how about considering another 'chance' meeting. Maybe its the surprise, the giving into something unexpected.
What might happen, if you had such a chance encounter again. Would you !!!! Like seeing someone in a crowd, or on the tube. Eyes meet, what do they really say!!?

 

[Cubantripod]

The only one I should have had was a three some. This one girl I was screwing met a girl and she was interested in a three some. She mentioned me and we were going to get together but the third girl got mad at the girl I was screwing over something dumb and that was the end of that. A couple of others got away just because I was being dumb at the time.

 

[Lookinguphill]

Had more chances if I read the signs correctly and well just been more aggressive in a sense. Could've lost my virginity years before I actually did. Had an coworker who would flirty with me at work (I had no clue and thought she was being friendly) and after I left she confided she was hoping we couldn't hooked up. I could go on, but I'll stop there.