[M]y first one night stand… with a mature woman

I hope this is the right place to post and that you guys enjoy the story haha!

First of all let me explain that I am not at all an outgoing ladies man or anything of the sort. In fact, I’m usually fairly quiet – not shy, but definitely not a natural flirter or anything like that. However, once I’ve had one too many drinks I often seem to think I’m a super confident pick up artist (whether I want to or not), which inevitably ends up in me making a fool of myself. Apart from the one time it actually worked.

I had recently turned 18 and had just finished a fairly long-term relationship. At this point I’d only ever been sexually active with two girls, both of which were during serious relationships, so I had absolutely no experience picking up girls or anything like that. One day, a few friends were heading out to a rock club they enjoyed and asked if I wanted to tag along. I’m not really into rock or metal, but decided I’d go too just because I was still new to clubbing and the novelty had yet to wear off. We had a few drinks at one of their houses and set off for the bar.