My first time was nearly 15 years ago but I still remember some details like it happened yesterday. She was my boss, 10 years older than me, and really flirty. I was helping her with some work after hours and she made a few double entendres but I thought she was just having a laugh. Eventually I responded in kind and it escalated from there. At some point I asked if she was serious to which she replied, dead pan, "I'm always serious". I think I replied with something suave like, "ok, let's".
A few minutes later, she was topless and I had no pants on. My boss!
We had sex for over half an hour; I came quickly but just kept going anyway. My boss!!!
I couldn't believe how nervous I was the following week, wondering whether anyone would know something was going on...
We only had sex another couple of times and it was all no strings attached but I still occasionally think about her and fantasize about one more time...