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

    sucked years earlier who was about 8 1/2 inches long and a lot thicker, so I figured I could handle it. I took it in my mouth and started to suck it tentatively, working my way up and down the shaft. This wasn’t my first rodeo so soon I was sucking like a pro, stopping to lick his balls now and then. He loved this and was calling me names like dirty lil slut, whore, and bitch. I was really starting to get into it, the thought of sucking Dereks cock in the store room while dressed as a girl was getting me really hot. In my mind I wasn’t gay at all, I was a sexy girl making love to his cock with my mouth. He fumbled in his jeans pocked and pulled out a little brown bottle held it to my nose and told me to inhale. I didn’t know what it was but did it. Almost immediately I felt a huge rush of warmth go through my body and my pulse went way up. My head began buzzing very pleasantly yet intensely and my whole world became focused on the cock he was now forcing down my throat, both hands holding my head, fucking my face like a piston driving in and out past my pretty red lips. I gagged a couple times but that only made him thrust harder., Eventually he cried out and brutally rammed his cock to the hilt, my face pressed flat against his crotch, his hands holding my head in place, tears streaming down my face, while his cocked spasmed in my throat, shooting what seemed like a huge load down my gullet. I don’t know if it was a big load because there was no option of spit or swallow. ...
    After a bit I felt him soften in my mouth and he released my head, sliding his semi erect cock out of my mouth. He squeezed his cock from the base to the tip leaving a huge drop at the tip.” Lick it off!” he commanded. I complied eagerly reveling in the salty taste and texture. Suddenly the door opened and I froze, terrified we were discovered! “Derek, you in here?” somebody asked, unable to see us behind the shelving. “Yeah, I was changing out a keg. It was a little bitch but once I got the tap in right it fit fine” he said, smirking down at me his cock resting on my lips. “Well get your ass out here, we need you at the bar!” “Be right there” he shouted. Tucking his cock back into his Levis, he buttoned up and told me to wait a couple minutes before I left the storeroom. Before he left he told me he was looking forward to seeing me as a freshman next year and that I sucked dick even better than his old girlfriend Mikki. “Maybe I can tap that hot little ass of yours next fall!” and walked out. I was woozy from the booze, the pot, and the f***eful face fucking I had just received, and giddy with the thought of what I had just done. Secretly pleased that Derek thought I was a better cocksucker than my girlfriend. I lay there on the floor for what seemed like a few minutes but must have passed out for a bit as it was near closing time when I gathered myself up and staggered out of the storeroom. I went into the girls’ bathroom and straightened out my makeup as best I could. I ...
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