1. Beginnings: My First time as a crossdresser (PT 1)


    Date: 11/5/2015, Categories: Anal, First Time, Shemales, Author: sbobbi66, Rating: 100, Source: xHamster

    floor. Were you planning on sucking his dick? Those lips of yours just scream cocksucker! Maybe you were planning on getting a hard cock in your tight little twat? After all if you’re just visiting who’s to know what a horny little slut you are? ” I was so pissed I couldn’t say a word, but he had to feel the anger and contempt blazing from my heavily mascara’d eyes. It only goaded him on more. I took a deep drag from my cigarette which was mostly weed with a little bit of clove and tobacco. Derek sniffed the air snatched the cigarette from my fingers and took a puff. He grabbed me by the arm and pulled me to him. “This shit can get you in some real trouble around here Bobbi. The local cops love busting liitle out of towners like you. And it could get the bars license suspended as well. There’s a squad car out in the front parking lot. What are we going to do about this? I’m sure your parents would be pretty pissed if you got arrested while visiting our fine college here, wouldn’t they? It also wouldn’t do much for your chances of admission either!” Obviously, he still had no idea who I really was and none of the crap he was talking about really applied but I had to play along or face even worse consequences! Namely getting caught all dressed up as a slut! I’d never be able to explain it away and our town isn’t all that big. Everybody would know ! I’d be humiliated and my parents would freak out. All of my friends would know and I just couldn’t have that! I looked at him ...
    through my lashes, “Please, Derek, I can’t get busted! My f****y would go ballistic. ” I took a deep breath knowing my next words would doom me. “Can’t we come to some sort of arrangement? Please?” Derek smirked, grabbing my wrist and led me back into the bar and into a storage room near the back of the bar. There were shelves of liquor and kegs of beer stacked up all over the room. He led me behind one of the shelves where I was out of sight from the door. I was a little scared but also getting turned on. He grabbed me by the hair and pulled my mouth to his French kissing me roughly, his five o’clock shadow scr****g my soft skin (I didn’t have facial hair yet). At first I was repulsed, I had never kissed a guy before, but the weed and the alcohol lowered my resistance and I started kissing him back moaning softly. I was getting very aroused but was grateful that I wasn’t getting an erection. Maybe it was all the alcohol? After a couple minutes he broke it off, looking deep into my eyes. “God you’re a hot little bitch. I sure hope you come to school here next fall. But it’s time to pay the Piper Bobbi.” With that he started pushing down on my shoulders, forcing me to my knees. He undid his belt buckle and told me to do the rest so he could watch. I undid the buttons on the crotch of his Levis 501’s, his cock sprang out immediately and I discovered he was going commando. His dick was thick and veiny maybe about 7 inches long. It wasn’t as big as my best friends cock that I had ...
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