What was the most forbidden sex you've had?

I was 16, working my very first job as a tavern porter at an upscale restaurant. I met a woman server coworker who I found very attractive. It was my belief shewas only a couple years older than I

After about a week of heavy flirting, she took me back to her place. I was a virgin, and fairly inexperienced altogether. She took it slow with me, taught me things I still use to this day. We went on for almost 4 hours. I spent almost half of that tounging her enthusiastically. She said her pussy could only take so much, so I'd have to put it in her ass.

I was intimidated, yet very very excited. Needless to say, once inside, I couldn't last very long at all. We cleaned up, and I took off.

In the following days, as I quietly bragged to a bartender, a look of shock came over her face. She said "I knew they had an open marriage, but you're so young!" Turns out this woman was 29, married to our wine purchaser, never uaually went for much younger guys. Once I understood what an open marriage was, I was stoked to lose my virginity to such an expeirenced woman, in such an incredible manner!

Tl;dr--Lost my virginity to a 29 year old married woman when I was 16. She let me put it in her ass. Husband worked with us, their marriage was open.

/r/AskReddit Thread