The first time I cheated on my first wife, it was with a coworker of mine. I was 29 at the time and she was 39. We were both married and in sexless, loveless marriages. Our friendship grew and we came to the agreement to help each other. The first time we did, I met her in the janitorial closet at work. She handed me a condom and dropped her pants and bent over while I suited up. (I was already hard from the expectation and she was very wet). I fucked her from behind for just a couple minutes and she was already orgasming which made me nut immediately. I wiped off and wrapped the used condom in toilet paper to dispose of. We both ducked out and weren't seen. We did this many times over the next few months and were never caught. We only stopped because I changed jobs.

The kicker is, we worked at a public school 😳