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That summer had left him messed up. He still struggled to understand why Ruth had been so deliberately cruel. She might have used him, but she had also filled in the blanks about sex and intimacy. Her demanding ways had taught him how to please her, but the aftermath had left him swearing to never hurt a partner the way Ruth had hurt him.“It was the summer I turned fifteen,” Jeff said. “Mom and Dad sent me to our youth group Bible camp. Ruth was the preacher’s oldest daughter. I thought I was in love.”“Been there, got the red eye,” Amy muttered.Jeff shook his head at her comment about getting cum in her eye from the douchebag earlier in the week. “Ruth wore the purity ring her daddy gave her every day but had screwed most of the guys in the youth group by that point. That summer was my turn.”“Was she pretty?”“On the outside, maybe, but she had a mean streak.”Amy chewed on that for a moment. “You said she hurt you.”“Yeah,” Jeff sighed as he turned back to the window. “When we were. I had the name of the motel he wanted to meet at but wanted to make sure we could still get together. He said we could still get together. I was ecstatic! He asked how much stuff I had to dress up like a gurl for him. I told him I had a wig, makeup and training bra that I stuffed socks to make it look like I had little titties. I also mentioned that I had a little short dress and a large collection of panties. He told me to have it all on by 4:30 but mentioned that I was to wear no panties. He also asked about fucking me. He knew I sucked, but would I fuck. I said yes. He also told me that I would pay for the room & that he would pay me back.This excited me even further. I said "So I'm gonna be your little hooker for the night Daddy!"I don't think this was how he meant it, but he liked enthusiasm over the prospect. "Yes, you are gonna be my little whore for the night" he said. He went on to explain that he had to work that night so he was coming by for a blowjob before.
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