i had just turned 18 a week earlier. i had been working at a very small department store all through out high school and me and the manager had become very good friends. she had just turned 33 and was blonde and beautiful, super laid back and one of the coolest women i have ever met. I had just broken up with a lame and boring high school girl friend, and it just so happened that my manager just broke up with her boy friend she had been dating for 8 years. so one night we were closing the store together and it was a dead slow night and we had all of the duties done, we were just hanging out in the managers office wasting time and kind of joking back and forth, when she hits me with this grand idea. "lets go have sex on one of the beds out on the sales floor". now i knew her personality and sex jokes were a super common thing between us we even talked about our sex lives with each other and our likes and dislikes in bed on a couple occasions(i was very sexually active in high school), but she had never said anything like that before. I asked if she was serious and she said absolutely, and she thought it would be a crazy story to tell in the future. my 18 year old dick almost shot out of my pants when i realized she wasn't joking around. and i already couldn't wait to tell my buddies that i nailed my smoking hot manager at work. since both of us knew where the 4 security cameras were pointing in the store, and where they couldn't see, we picked a bed out of view of the cameras. so she jumps on top of me and we start undressing and things are getting spicy. But, as fate would have it,as my manager is getting naked on top of me i see little initials on her shoulder(she had a full sleeve of tattoos) and i recognize it as her ex's initials. i kind of have this sinking feeling in my chest when i put it all together. So i ask her if this is really a good idea and that maybe we should think about this. she takes my hint and climbs off of me and we compose ourselves. I ask her if she was doing it because of her recent break up to which she admits yes, and thought it would be fun for both of us. i explain to her that under any other circumstance i would have cut one of my balls off to have her jump me at work, but i told her it probably wasn't a good idea. so a month goes by and she thanks me for stopping our late night fun at work and she tells me that shes moving back to her home state. to start things fresh away from her ex, and thanks me for being one of the best co workers she has ever had. that was 4 years ago. we kept in slight contact over social media and such and she just recently messaged me asking if i wanted to come stay with her for a while and visit her state, she also very subtly said that she might be planning on making up for that night on the sales floor.

moral of the story: i regret not having sex with my manager at work in high school. but god may have cut me a fucking break and i have plans to go visit her for a few days soon before the next semester starts.