[M]y [F]irst time cheating

I’ve been married for awhile and I’ve cheated on my wife 4 times with 2 women. Also, I posted this probably a year or more ago on an old alt that’s been deleted but I felt like reposting as I’ve been dreaming about some of this lately.

Anyway, this is the story of the first time it ever happened. I worked a job an hour away from my home and had some friends and acquaintances that lived in that area. One of my acquaintances was also my weed ‘dealer’ (more like he just bought it from someone else and picked up some for me which I then repaid him for. A glorified middle man). Whenever I had to reup I would go hang out at his apartment after work and pick it up. Usually he would be chilling there with his girlfriend whom I will call “T.” This girl was someone I knew from years prior and in college we would get high as fuck and just hang out. We always flirted but nothing ever happened at the time but there was always this unspoken tension.

So T was always around and we’d smoke up with her boyfriend and chill and, like in college, we flirted. We got away with this because her boyfriend was a completely oblivious person especially when high. He would be busy doing something else or just not paying attention to her and she and I would trade jokes, comments, etc. Fast forward a while and there’s one day I’m at their apartment and several people are over too. Her boyfriend is busy talking to some friends and T is sitting next to me. She looks over and I’m on Snapchat on my phone. She leans over and I look at her. She looks me dead in the eyes and says in a whisper, “I have an account that my boyfriend doesn’t know about.” And she gives me a grin I still cant forget. I just keep looking at her and reply, “Add me.” She grabs my phone and pretends to be messing with it or something and adds me. I watch her boyfriend and he is completely fucking out of it and unaware. That night, we begin snapping each other constantly and while it started innocently it quickly escalated.

We were snapping daily just sending risque pics and overtly sexual messages. We talked about how we always wanted to fuck in college but never did. Days turned into weeks and eventually I ended up working at the same workplace as T. So now not only were we snapping but we were flirting at work and eventually we’d just hang out in one of our cars after our shift ended and just shoot the shit. Sometimes it was just flirting in the car and sometimes just talking about work or life. Things continued to slowly escalate and eventually one day we were flirting in the car after work and she just kisses me. We make out hard, no regard to if others are watching. It was so fucking hot and I was so hard. She reached over and felt my cock through my pants and giggled. She “apologized” and we flirted some more but didn’t go beyond that. This continued to escalate with kissing discreetly at work, touching each other, etc.

Despite all of this continued escalation we still weren’t fucking. But finally, that changed. One day T was at her own place and snapped me to tell me she was having computer issues. I happened to be in town by myself so I came over to look at it but we decided to just chill first. We cracked some beers, smoked some blunts, and just hung out. As the day turned into evening she suggested we go into her room and look at her computer. To be fair, she had a “problem” but it was so simple to fix it was obvious it was just an excuse to get me over. I started to make some smart ass joke and as I turned around her lips met mine. This time it felt different and out hands were quickly all over each other.

Her apartment was a small 1 bedroom and so we stumbled over to her bed while making out, our hands still exploring. Her hands rubbed the bulge in my pants while I fondled her breasts. She then pushed me down on the bed and got on my lap. We continued to kiss while I sat up on the bed and took off her shirt and bra. “You good with this?” She breathlessly asked between kissing. I nodded and she took off my shirt. We stood up and continued to undress each other and make out. As she took my boxers off she very quickly grabbed my cock and started stroking it so fast. She was fucking desperate and it was so hot to see how bad she wanted my dick. I wanted to take my time but by this point there had been months – years, if you count college – of sexual tension built up that it couldn’t wait. I pushed her back on the bed and grabbed a condom. As soon as I slipped it on I was inside of her, holding down her arms and fucking her.

The bed started creaking and banging against the wall. T tried to be quiet to respect her neighbors but it didn’t last long at all and eventually she was moaning my name loudly. Hearing another woman moan my name, especially a girl I lusted after for years, felt so good that it made me thrust even harder. We were in such bliss I completely lost track of time but after a bit she looks me in the eyes and says, “hiderdec, I’m going to cum all over your cock!” This gave me more energy and I fucked her even harder and grabbed her tits with my big hands. She screamed in pleasure as her hips bucked and I felt her tighten up with her orgasm. This was too much to take and I moaned as I pulled out. I was trying to stop myself from cumming because I wanted to fuck her longer but she felt so good, so much better than my wife, that as I pulled out I was just cumming inside of the condom. As she came down from her orgasm she saw me and laughed, “Did you just cum in the condom?!” I laughed with her and explained why it happened. I threw the condom away and laid down next to her as we caught our breath. After a minute she laughed and said, “Man…you fuck like you’re 23 or something. ” We were both around 30 at the time and I gave her a quizzical look, thinking she was calling me an amatuer. She saw my look and laughed, “Not like that. I mean you fucked me so hard it was like fucking someone younger. It was hot as fuck.” I grinned at the compliment and teased her, “You could always get on top and do it at your own pace.”

We laid there for a bit in post-orgasmic bliss and smoked a blunt naked in bed. Eventually I had to go back home so I got up, quickly took a shower, then left. After this event we continued to snap, sext, etc. It would be about a month later when we fucked again but that’s another story for another post…

Source: reddit.com/r/gonewildstories/comments/ky3nwb/my_first_time_cheating