What the fuck am I doing? I asked myself. I’d just gotten engaged to Cynthia and while I’d had a stray gay thought from time to time it was never anything I’d consider acting.
But here I was at this resort where we were hosting our annual client conference. My boss Richard Ellis and I had flown out the day before to get ready. It was about 4 I clock when he suggested a dip in the pool to cool off.
We were shooting the breeze and enjoying a brief moment of down time in what was going to be a busy trip. It was then that I noticed my boss had a big, powerful build. He was really hot for his age in fact.
I felt myself bone up. I mean, a major roaring erection. Right there in that wading pool standing next to my boss. And he kept looking at me, staring into my eyes. He knew. Knew I was hard. I felt ashamed but his stare and the knowledge he knew made my dick throb even more.
Rich looked at me intently and finally spoke in a soft deep voice. “You boning up?”
I nodded. “Yah. Sorry.”
“You don’t have to apologize. It’s been a while since I played that way but I’m feeling pretty damn horny right now. Why don’t we go back to my room?”
That afternoon I lost my anal virginity to a man twenty years my senior.