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"It might hurt just a little at first Princess, but Daddy will be as gentle as he can." I knew she trusted me and I felt her body relax as we continued to rub her pussy against the shaft of my cock. I felt her juices starting to flow and her clit was beginning to grow under the steady pressure of my cock shaft. "You're starting to get very wet and aroused." I said as I lifted her up guided the tip of my cock towards her outer lips. I rubbed the head over her clit as Caitlin squirmed to get ready for the big moment. I felt her tense up as I slowly let the head press into her awaiting pussy. She was so tight as I felt her pressing down onto my cock. "Don't rush things, Princess. Get used to the feeling." I whispered as I met resistance from her hymen. I felt Caitlin take a deep breath, and with one thrust, lowered herself onto my throbbing cock. Caitlin gasped as she felt my cock tear her virginity. She grimaced in pain as I felt a trickle of blood run down my balls "Just relax. So I brought along my friends TJ and Joe and we left.Around this time I was becoming more of a prep, so I wore a Tommy shirt and jeans and did my hair all pretty. When we got to the restaurant, we saw a group of girls outside, about 8 (pretty popular girl huh). We went up to them and the AOL girl finally walked up to me. She looked OK, not fat, pretty skinny with a nice body and I would say 34B titts. Her face was all right, nothing special, nothing awful. She had on some blue overalls, which I have always thought of as a turn on, and her red sports bra underneath them. That looked very tight. We talked for maybe ten minutes and decided to go see a movie, me and my two friends, her, a gay guy, and two girls.We got inside and the gay guy and 2 girls sat down towards the end of the theater, while me and this girl, Staci was her name, sat over in a corner. My friends sat in the same row but at the other end. "Wedding Singer" was the movie, I remember that much. Well after a the movie.
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The front was some big metal plate that covered her privates extending down to where the bar from the back snapped into it between her legs, and on the top of the plate the two sides that extended around her torso snapped solidly into the plate. There were two sturdy key locks flat on the plate, and a ten digit combination tumbler. She noticed that the steel felt very very strong. "I wonder if I could just saw this thing off?" Rachel surmised. "I'll bet Randy could do it. He works in some union, and he's real smart." Rachel decided to make a phone call to Randy. Randy was her best customer, and one of the few men she allowed to have anal with her. She knew Randy was real smart and would be able to help her read the contract too. Plus he was real nice, and she needed someone to be with her tonight. Randy agreed to drop by. Later as Randy sat reading the contract and shaking his head, he'd occasionally pause and say, "Rachel, you're really fucked." "But can't we just cut this nasty.

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