I'd never done anal, and the feeling of having every bit of my penis in this soft, warm, wet enviromnent was almost enough to make me cum right there. Fortunately I didn't, and started fucking his ass properly. I pulled out almost all the way, then pushing it in again, still slowly, but faster and faster, until I was going at a steady pace. Jake kept moaning and grunting all the time, talking dirty."Hmm oh yeah, fuck my ass. Fuck it hard."I had lost all inhibition at this point, and I really didn't care about acting gay or not. "Yeah, you like that, don't you?" Yes daddy, I wanna be your little fucktoy, you can fuck me any way you want."I was a little surprised about what he just said, but it turned me on nonetheless."Ok then, take it like the fucking whore you are."I sped up again, really thrusting hard in and out of his tight hole. I felt I was coming close, but Jake stopped me before I came."Wait, lets do a different position", he said, breathing heavily, as he climbed on the bed,. .. I began to wonder when it would happen again. I messaged him.It took over a day for Gary to get back to me. My body still ached but not as bad. I started doing the perscribed workout instructions. I also began rubbing ice on my still swollen hole. I'd sit on the toilet and administer the treatments between my legs. Gary was interested in meeting me again but this time he wanted to come to my workplace. At first, I was hesitant but Gary pressured me by saying he had another boi in waiting if I "wasn't up to it." I caved easily. We agreed on meeting nine days later. I started my shift and had done my first rounds of the building. Mike parked behind the building and I let him in by the loading dock doors. I was shaking nervously as I made sure the door locked in behind him. I took him to a corner office where no cameras were. I took off my pants, socks and shoes. Gary insisted I keep my shirt on because it turned him on. I bent over a desk and spread my ass open. I heard Gary unzip.
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