Around two weeks after my last story takes place, summer of 2019, I again hooked up with F20 one Friday afternoon right after work around 5pm. It was satisfying for both of us, but this story isn’t about that particular hook up.
Before the pandemic there was this popular bar in the middle of the city that opened into a kind of courtyard surrounded by office blocks. It was very popular for after work drinks and this summer evening was no exception. As we were putting our clothes back on in my apartment it turned out my fling and I were both going to meet groups of friends at this same bar. I thought it was funny, but she was not very amused. She set off first and I followed five minutes later.
It was a big crowd, many friendship groups, people from different firms etc. I found my friends and got drinks and didn’t see my fling for a while. Then later I saw her across the courtyard arm in arm with the guy I presumed she was in the early days of dating. He was big chested and buff, and honestly looked well suited to her.
More time went by and more drinks were had, until I found myself talking to a pretty grad lawyer in her early 20s. We just seemed to vibe. She was pretty, and had slightly curling, bouncy blonde hair and blue eyes, and very soft looking skin. Her neck looked delicious. But what drew me to her were her particularly high heels, tight pencil skirt and firm looking ass. She was curvy, and while her skirt was tight her work blouse was loose, but I could still see she had a well-endowed chest. Her heels were so high they were pushing work appropriate. But they certainly attracted my attention.
After a while we were both hungry and I suggested we go and have something to eat, and she agreed this was a good idea, but said that she needed to quickly say goodbye to her friends/colleagues. So we find them, and who should be in the middle of the crowd but my fling who I was fucking on her hands and knees just hours ago. She looks confused as to why I’m there, but then we shake hands, and I shake hands with her guy friend as well. We say our goodbyes, and it turns out my new lawyer friend works at the same firm my fling was interning at. If my fling cares, nothing shows on her face. And fair enough – it wasn’t like my new friend and I were leaving together after a night out. People were coming and going from after work drinks all the time. We make our way out of the crowd.
My new lawyer friend and I were vibing and flirty but I honestly didn’t expect to hook up after just an hour or two of talking. We were genuinely looking for dinner. But being around 8pm on a warm Friday night everywhere looked really full. There were people lining up for some places. So, since I lived just a few blocks away from the bar we came from and where we were walking around, I suggested we just go to my place and get something from ubereats. This is the extremely lucky thing about living right in the middle of the city – sometimes lucky things like this happen.
The tone really wasn’t all that sexual to begin with. We were just joking around. Then we settled on my couch, I opened the app on my phone, and she rested her arm up on my shoulder and put her cheek against mine. I turned my head and we were making out. And then it went from nothing to extremely sexually charged in no time at all. She put her hands under my shirt and felt my chest and my back at the same time, which turned me on. I held her neck and her head in mine. Some of the details are a little hazy but by the time we made it to my bedroom we were both naked. Next thing I knew she was on her back on my bed and I was kneading her large creamy tits while I rhythmically fucked her. Soon I propped myself up with my arms on either side of her head so I could get a better angle, and I really began to rail her. Those stunning tits of hers were going all over the place. But then I felt her looking at me, and I looked up to make eye contact. She held me there with her bright blue eyes for a long time, until her face contorted and she came in a long, low level orgasm.
I wasn’t done yet though – I think it was alcohol and tiredness stopping me from finishing at that point – so I got myself a little more upright and folded her legs back, propping myself up with my hands on the back of her knees with her feet in the air. I was still turned on and really ploughed her hard. She began crying out with each thrust which was pretty hot. I adjusted my angle a little, pushing her legs back even further so her pussy was a little raised, and I think then I began hitting her g-spot directly because she started clawing my sheets and screaming pretty loudly, orgasming hard shortly after.
I still wasn’t done, but I sat back a little catching my breathe. ‘Put your heels back on,’ I said. I think it’s clear now I have a bit of a thing for heels. After catching her breathe she got up and put them on, and then got back in the same position. I put her legs up in the air this time and held her ankles, and re-entered her. This time she was low level moaning. And then I remembered who she was – a sort of colleague of my younger fling who I’d been fucking in the same bed just a few hours ago. This realisation really seemed to turn me on even more, and before long I was orgasming hard.
I collapsed on the bed next to her when I was done, totally spent. After a short nap we got up and I got my phone to actually order our ubereats. I found four missed calls from my younger fling and some messages. Turns out she was a very jealous person, even though she was ostensibly dating the guy I met earlier that evening.
I didn’t return her messages that night. And the summer fling/s didn’t end there.
Source: reddit.com/r/gonewildstories/comments/thoon9/mf_short_fling_turns_into_surprising