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I had not yet begun to grow pubic hair and Gilbert had a forest around his man hood. Gilbert reached over to the night stand and retrieved a container and said to me '...this gonna make everything easier, it might be a little uncomfortable at first but it'll get better as we go on...' Gilbert rolled me over to my side and applied a copious amount of the substance into my buttcrack probing my anus with his digits. Cringing I whimpered in pain and humiliation as I feared what was going to happen when he finished. I laid there with my face facing the wall as Gilbert climbed on the bed, I felt him come close and his male member probe my buttcrack. Whimpering trying not to openly cry, I tried to stay perfectly still hoping this would be a bad dream. Gilbert pressed his body against mine and turned me to my stomach saying '...don't worry baby, I'm not gonna hurt you. I'll take it nice and slow and you'll see that you'll come to luv what we are gonna be doing every Monday after you get out. Once there he took off his clothes and I could get a good look at him. He was an attractive man, about 6' and maybe 175 to 180. He had a huge cock and just looking at it made me get an erection. His name was Thad and told me his cock was 8" but it looked much larger. I was nervous and it was obvious. He walked over, pulled my head toward his cock and told me to open my mouth. I did as instructed and pushed his cock in my mouth, causing me to gag. I recovered and started sucking on that monster. It felt natural and I was really enjoying it. We both got on the bed and I was sucking and licking that cock. Unfortunately, his roommate came home unexpectedly and caught me with that cock in my mouth. They talked in the hallway and Thad returned a few minutes later and asked if his roommate could join us. I said sure, 2 cocks are better than 1. His roommate came into the room a few minutes later completely nude and was very muscular. His name was Jeremy, he appeared to be about 6'5' or so.
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