When I went to the adult bookstore tonite, I never thought I would be pegging a new sissy boy.
It’s been a long night of drinking and dancing with my girls, but I am amped up and horny from being a dance floor slut. To drain some of my excess energy, I decided to take a trip to my favorite adult bookstore.
After milling around the adult bookstore for a while, I decided to treat myself to a new strap-on. I finished my shopping, but I wasn’t quite ready to head home yet. So I decided to see what was going on in the video booths at the back of the store. I found an empty booth towards the middle of the room and slid a few bucks into the video player. The first video that came up was a scorching hot guy being bent over. A beautiful woman wearing what looked like an 8-inch strap-on came up behind him and began to work her strap-on slowly into his asshole. Seeing this gorgeous woman pegging sissy boy ass was making my pussy wet. Since I didn’t see many people around my booth, I put a leg up on one wall pulled my panties to the side and started to rub my pussy to the sissy boy getting fucked on the screen.
I was so caught up in my wet pussy I didn’t notice that a man was watching me through a crack in the curtain. I was shocked when I heard him moaning right outside of my booth. I pulled the curtain back and saw a man with his cock out watching me play with my pussy. When I noticed I was being watched I pulled my panties back in place to cover my dripping pussy; “Don’t stop,” moaned the man, “I was enjoying the show.” While I tried to play modestly at first, I couldn’t deny that the idea of being watched by a stranger turned me on. I moved my panties back to the side, sliding two fingers into my wet snatch as he stroked his cock.
“What do you have in the bag?”, The man asked as he spread pre-cum across the head of his cock. Raising my finger to my clit, I told him about the strap-on that I had just purchased. “What do you think about breaking that strap-on in tonight?” he asked. I was a bit shocked by his request. I would never have dreamed that the handsome, confident man standing in front of me was a sissy boy waiting for a good pegging. I waved him into my booth as he showed me his tight round ass. I told him to open the strap-on as I bent him over. I don’t know what he was doing before he ran into me, but his ass was wet and begging to be fucked. With the strap-on open and secured to my hips, I told my new sissy boy to sit on my strap-on cock. I tried to fuck him slow, but his ass was so wet, that he took over half of my thick cock at once. I grabbed his hips and thrust the strap-on deeper into him. I could feel his body tensing with pleasure as the head of the cock rubbed against his prostate.
As his ass slid up and down on my new strap-on, I reached around and began to stroke his stiff cock. It didn’t take us long to find a rhythm. As he slid his asshole up the shaft of my strap-on, my hand went up the shaft of his cock. I ran my thumb along the head of his cock while I stroked his thick man meat. As I stroked his cock, I ran my thumb over and around the head of his cock, spreading pre-cum all over his cock. I could feel his wet cock throbbing and twitching in my hand. I lifted his cock up a little, so I could reach around with my other hand and grab his balls. He started grinding his ass harder, as I stroked his cock faster. I felt his cock explode all over my hand and all over the booth curtain. Slowly, I pulled my strap-on out of his ass as he stood to put his cock in his pants. I thanked him for breaking in my strap-on as he walked off into the night. I put my strap-on back in the bag and went home. I was finally ready to go to bed, and my new sissy boy ensured that I would sleep well.
