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I took a skirt, bra, and stockings. I masturbated on them over and over again. Until a week later I decided to try them on. I remember feeling so naughty and wrong, and at the same time so sexy. It made me rock hard. I decided to get some more. I also included heels, lipstick, and bought a dildo. (at first I shoved a thick pen up my ass to see if I would like it, and I loved it.)I began to dress like a girl and penetrate myself till I came when no one was home and would walk around like a lady all around the house. I would look at myself in the mirror and masturbate for like an hour. I don't know why I felt like this. (I had long hair for some odd reason around this time, and I would brush it like a girl) A few years earlier I had started to masturbate to she males, and I remember feeling so disgusting. I never thought that maybe I just wanted to be like them.So finally around the end of January I got a text from that boy across the street. (I always saw him at school, imagining that. Trevor's penis had not yet hardened since the fucking of her arse but the sight of her bottom ready to receive the cane that he was bending caused his cock to start to stiffen."Six again, but harder than last time," said the voice coming from the bent over girl.As ever aiming to please a lady Trevor lined the caned up before lifting it high and SWISH, THWACK, bringing it down across her backside. As with the first time, there was a split second before any reaction then Kelly sort of groaned, "Ummm, fuck."SWISH, THWACK. Trevor lashed a second stroke against her rear end and she sort of sobbed as she gripped the chair tighter.Just as on the first occasion, red lines had started to appear on the girl's white buttocks and a further one was added with the next SWISH, THWACK. Kelly's bottom was starting to feel like it was on fire but she retained her bent over position even after the fourth SWISH, THWACK.Kelly was hurting but she was also finding the caning to be exhilarating. Although.
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