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At this point they cannot claim to be a man anymore. We also put dangling clip-on earrings on them, lipstick and perfume which gives them additional feminine sensations.Now We ask them if they would like to be first acclimatized or made accustomed to the sensation of a penis inside their anus. Most of them say yes. So we give them an enema and some K-Y lubrication into their anus and exercise the anus for a few minutes with an increasingly large size series of dildos by hand. The ones that don't think they need their anus exercised beforehand are just given an enema and the K-Y lubrication in their anus.Once they are dressed and lubricated we have them kneel on a cushion and bend over and rest their chest and stomach on a low cushioned top table and strap their hands and feet to extensions on the floor so they can't decide they want to stop being fucked and jump up and leave. After they have been thoroughly broken in, usually over multiple sessions, most find they enjoy being fucked. And I, of course, started using those erections to arrive at orgasm. Not to mention that Debbie had gotten a reputation for giving head to any boy who peaked her interest. Oh, I dreamt of that mouth too.But nothing more happened. Until I was in the summer of my 14th year. I was completely untouched by woman or man, but longing for the try. Unfortunately puberty hadn't done much for me, as far as I knew (this was before internet, where you can discover any fact or reality, if you look long enough). I was shorter and skinnier than my classmates. Big coke bottle glasses. Braces. And some acne. Quite what girls were looking for in a boyfriend (sarcasm font needed).As I was saying, summer was here, so no school. And one afternoon I was over at the neighbors playing video games (back then, it wasn't much) and we hear noise in the garage. Debbie was trying to get in, unsuccessfully, because her boyfriend had dropped off and split. Because he had got her drunk. And she was stumbling around.
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