My gay boss
During my first ever job, I had to travel with my boss. He was in his 50s, I was barely 19. His business was very small, so there were only the two of us on the road. We stayed in hotels between jobs. We shared a room to be cost efficient.
He was very, very touchy with me. I was a shy, nervous wreck. Mostly cured, now (I'm 35). But back then, I had a lot of troubles saying no.
I kinda figured he was gay. Every night he would ask me to watch TV with him on his bed, and he would always wrap an arm around me. Not like a buddy. He would stroke my chest, my arms, giving me compliments. I was like "haha thanks".
One evening, he pushed me to drink a lot. He was asking a lot of uncomfortable questions, and it got to the point of him pressuring me to undress. I had no spine.
It's very blurry now, but I remember being spooned by him. Rock hard in his hand. Kissing my shoulders and neck. And fingering my ass with his other hand. There's porn on the TV, muted. I'm watching an actress with big boobs while my boss milks me.
He was laughing because I was moaning and bucking and fucking my ass back on his fingers. It's like I wasn't even me. But I remember how good it felt. I wasn't even gay.
I came, he jerked off, and in the morning I woke up hangover to him sucking me. I wish I went soft, but I just watched and fucked his mouth a bit before I came. He swallowed and kissed me. It was too much for me, too intimate, so I pushed him away.
We worked the whole day without talking about it. At night, he offered me money to fuck him. It was a lot of money. So I did it, doggy, with a condom. He was very, very hot inside. I had never done anal to anyone before. I went a bit wild. He was doing weird, breezy moans.
We went back home the next day. Nothing happened for a few weeks, but I was disgusted with myself. I quit, and during my notice, he sucked me twice to try to get me to stay. Even took me on a "date". Still quit.
Good boy toy <3
Old gay men have a 6th sense for fake straight men 😏