When you sit down and think about everything that has happened in your life, you get them moments where you think “what could of been” and this story really is about one of these situations.
I had known Sara for many years, we had gone through school and college together. She was a attractive, medium height, good body, gorgeous eyes and huge boobs. I had spent many of a night thinking about her, it was weird, i had never wanted a relationship with her, i just needed to see more or do something with her once to satisfy me. The big issue with Sara was she was in a relationship with a close friend group, a relationship that went on for near enough 7 years with its mini break up’s in between. It was far from a healthy relationship but they always seemed to get back together one way or another.
Between the age of 18 and 22, I would say there was 4 key moments that stand out to me between myself and Sara aside from the little bit of flirting here and there. So I will describe them below.
**Key Moment 1 – The Kiss**
Yes the kiss, it was a strange one with not a lot to tell really but it affirmed to me that she was attracted to me in some way. We all went camping at local camping site, all got a little drunk and enjoying ourselves. I was sat in my tent having a rest when Sara came to join me. We got chatting about the usual stuff when all of a sudden, she locked lips with me. A long kiss with tongues. I was surprised, as soon as it had started, it seemed to end. She smiled and left the tent. The next day she simply messaged me saying she didn’t regret it but be quiet about it.
**Key Moment 2 – The Swimming Pool**
On occasions, Sara would invite myself, her bf and a few friends around to her house while her parents were away. Her family were well off, she had a small heated pool in backyard despite living in the UK where its always freezing. It was a typical night, bit of booze and a good laugh. I lived far away so I would always take a spare room, our friends had gone home and her BF had drunk a little to much and had passed out in bed for the night. It was just me and Sara left up, she invited me to go for a swim with her. I explained I didn’t bring my stuff to swim but she just laughed and said
“we can just skinny dip tonight, no one will see us”
As you can imagine, my heart started racing, seeing Sara naked is something I had thought about for so long. We went outside and I wasn’t sure if she was just joking with me but a second later, she was stripping down until there was nothing left. Her huge boobs, easily an E cup with her erect nips looking straight at me as well as a clean shaven pussy. I quickly stripped down and jumped straight into the water, hiding a growing erection.
“I saw that she shouted” meaning my dick as she got in the pool.
I swam round and she came over trying to climb on me for a bit play fighting in the pool. I was really struggling to handle this, the girl I had always wanted to see naked climbing all over me with her tits in my face. At this point, i was so hard and she knew it. We were in the shallow end when she locked lips with me again but this time her hand was also around my cock. She was gently tossing me off whist i began to finger her tight pussy and insisted on sucking on her large erect nips. It was so shallow now, that I sat on the edge of the pool as she began to blow me taking all my cock deep inside her mouth.
“SARA” – her BF was shouting from upstairs to her to come and help him, he was been ill in the bathroom. We couldn’t risk it any longer, she jumped out of the pool, dried off and got dressed quickly and she was gone for the night. Her BF to drunk to really notice her hair was wet.
I got dressed and thought about what could of been…
**Key Moment 3 – The weekend away**
As a friendship group, we would rent an Air Bnb or what ever for a weekend away. We were cheap and we would pile as many people as possible into a room for the evening. On this occasion, we had 6 people sleeping in one small room, all pretty close to one another. I had managed to get a bed which was right next to Sara and her BF bed, pretty much conjoined with about a inch gap in-between.
We had a tiring day of walking and all crashed that night, for once there was not a big drinking session that night, just everyone going to bed. I woke up during the night and rolled over, Sara was pretty much next to me in the other bed a few inches away, her cover on top of mine. She seemed to be struggling to sleep like me judging by her movement. All of a sudden, i felt a hand on my thigh… it moved up to my cock as she began to play with it through my boxers. I pulled it out as she slowly and gently teased my head and slowly tossed me off. She took my hand and reached over to her tits and gently teased her nips. This carried on for 5 mins until i could not handle it anymore, I began to cum all down her hands. She removed her hand from the cover and I heard her lick her hand and then a whisper of:
“Thanks”
**key Moment 4 – The drive home**
This was actually the last time I saw Sara and im afraid I didn’t get the ending I wanted which lead me to this title and also the thought of what could of been. I was at University now living within a house of 5 which included Sara’s BF. She had come up for a few days and was going home in the evening, I asked if i could tag a lift as i needed a few days to study away from the house. She agreed and we set off that evening. Now if your still reading this, your hoping for that end where we pull over in a lay by and I finally get to fuck her pussy? Sadly, it didn’t happen, infact nothing happened, we talked about what happened between us before, sexual tension in the air but nothing. I got home and said goodbye, this was the actually the last time I saw Sara.
A matter of days later, It came to our friendship groups attention that Sara had been seeing a guy behind her BF back. She had left him and was now moving in with this guy. Fast forward a month, she was pregnant and today now has a baby girl.
**Conclusion**
So maybe in that car journey, she wanted to complete what we started but at the same time, she actually liked this new man. I don’t think I will ever know and yes I do still think what it would of been like to fuck Sara. I got close on a few occasions but never got over the line , but there was a twist….. a month or two later, I was chatting with her ex bf and he asked me if I finally fucked Sara in that car ride home
….Wait….He knew….all along…..
He began to tell me how him and Sara had a open relationship but didn’t want the group to know. Sara had explained how she thought I was attractive and he had encouraged it. She however did not want anyone else to know so would try something when no body was around almost like a challenge set between them both.
The kiss – Yeah he told her to do it
The swimming pool – He knew the morning after
The weekend away – he made sure she was on that side of the bed and told her to touch me if she liked
The car ride home – He actively encouraged her to find somewhere to fuck me but little did we know about the new man
This shocked me…. I was part of some sexual game for them both…. but I didn’t care, i just wish they told me earlier and im sure we could of come to some arrangement of where I could of fucked her but I guess the game part was her thrill.
Today she is happy and I respect that and may never see her again. I just still think about what could of been though…
Source: reddit.com/r/gonewildstories/comments/iv2zh1/mf_an_unexpected_twist_that_i_still_think_about