The time I [M] cheated on my wife with a girl [F] from work.

Reading about all the crazy times you guys have on here has made me think a lot about the most slutty thing I’ve done. The one time I cheated on my wife about five years ago.

We were living apart while we moved cities, she had moved early and I was going to come to the new city after finishing up my job. While she was away one of the girls from work and I started to spend a fair bit of time together. She was 20, brunette, a little bit shorter than me, had lovely pale milky skin and the most piercing hazel eyes you’ve ever seen. She was still with her high school boy friend but wasn’t happy with him.

We had always had a pretty fun relationship at work, very lightly flirty but nothing too serious or out of the ordinary for the fun vibe we had in that work place. However in the extra free time I had by myself I started messaging her more outside of work.

I remember the first time I realised where things were headed when we were messaging about our bed clothes, she mentioned she was just wearing a shirt and I said “what no bra underneath?” To which she replied, ‘No, not that her bf would notice’.

Now she had pretty decent sized boobs so it would be next to impossible not to notice them out so I replied as such but said I’d have to see it truly determine. We then exchanged some clothed but pretty suggestivr pics of what we were wearing.

Fast forward a few days, a few more late night sessions messaging each other getting more and more risky with the content and we went out for post-work drinks with some colleagues. Both of us got a few drinks in, were feeling happy and free and under the table I started stroking her leg. The feeling in my fingers felt like lightening even over the top of her pants. When she didn’t resist I slowly moved my hand up until I was rubbing her crotch over here pants.

She was the one that made the next move, saying she thought she might make her way back home and I quickly followed her back to her car. At her car tension broke like a dam, I looked at her pushed her up against the car and with our bodies pressing up against each other we started to kiss.

After some pretty intense locking of lips we got in her car fumbling with each other in the back seat of her hatchback. While it was fun we soon gave up to go back to my place and upon opening the door jetisoned all restraint. Hands clothes, mouths where everywhere as we engaged the some of the most passionate sex I’ve had to this day.

This affair went on for another month before I left the city. There were moments of wondering what if I broke of my actual relationship but I wasn’t actually all that unhappy in it, just excited to explore something and someone new for a bit. She knew the deal and was also engaging in se escapism, I think it was the kind of excitement we both needed in our life at that point in time.

No one at work ever found out although we nearly let slip when she offhandedly mentioned where I lived.

I haven’t cheated on my wife since but because I had so much fun once sometimes I can’t help but think ‘what if’. It may be just a matter of the right/wrong person (depending on your perspective) crossing paths with me. Truthfully though deep down I know I got bloody lucky with the situation and not a whole lot of escapades would end so simply.

Feel free to message or comment if you have questions or want to know more details. I’m happy to answer as best I can.

Source: reddit.com/r/gonewildstories/comments/yyioqp/the_time_i_m_cheated_on_my_wife_with_a_girl_f

6 comments

  1. Very hot, I had a similar experience where I moved first across the country and had a week long fling with a friend of a friend two months before getting married. She is still the best I’ve ever had. While I haven’t broken my wedding vows, I also wonder what if.

    A few curiosities: Did you have cycles of guilt and lust during this affair? Any protection used with her? Are you still in contact with her?

  2. Trust me when I tell you such trysts at work can lead to a world of shit… even involve the police. Consider yourself lucky to have gotten away with it…. I wouldn’t do it again. Mot married, no problem. Married = big time fuckup.

  3. Do you guys have reconnect & do you think you’d both be all over each other again?

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