These chats were so hot and without a doubt always help me work up a huge load in her honor. Shortly after a few of these talks we moved up from just ...hatting to using webcams along with your chats so we could watch each other masturbate. As we would watch each other masturbate, I was always ask her about how she would feel about allowing me to watch her get fucked on webcam, and she would in return describe to me how hot it would be and then begin to tell me what she would do to a man while I. Then he ran to the bedroom and got another condom. Then he ran back with one in his hand. But he put it on the end table and stood in front of me. “Hey I thought we were about to make love?” I asked. “I know,” Jeff replied as he picked me up and put me on the floor. Then he got down on his stomach and started eating me out first. I loved him eating me out. But we didn't always do it though. A lot of times we just had anal sex. So I enjoyed every second of it. “Oh shit, show your soon to be wife. I then went inside and locked up. I soon made myself dinner and after eating I went and had a hot shower before laying down on my bed. As I closed my eyes I was able to picture Caitlyn's sexy body and facial expressions from this afternoon when we fucked. I couldn't wait to see her again tomorrow and was rather excited knowing she was also going to be tanning naked by me.I eventually fell asleep and waking up Tuesday morning I got dressed casually again wearing just a pair of shorts.I was in. I begged 'Daniel, please, my butt is sore. Don't do this'. Daniel snickered and said to Bruce 'you done fuck the bitch raw or you just tickled this ass/pussy'. Bruce and Daniel both laughed as Daniel pressed his cock head against my extremely tender anal opening. I cried out in pain 'oooowwwwhhhhuuuhhhnnnnnhhhuunnn, please take it easy'. Daniel's huge penile glans probed my tender opening till it started to part. I could not help it, as Daniel's cock head pushed farther into my rectum the pain.