1. Finding a Sissy At Work Part II


    Date: 10/21/2014, Categories: Anal, Gay Male, Mature, Author: captjim51, Rating: 100, Source: xHamster

    Finding a Sissy At Work Part II Well here I was in a Vegas suite fucking Tim my young cross dresser Computer Specialist. His ass was slightly elevated off the bed and my six inch cock was buried half way in. I decided I would really enjoy my new boi toy and take him slow. I gently eased my cock in and out of his asshole in a rhythmic motion. Tim lay on the bed softly grunting with each inward thrust of my cock into his tight ass. When I pulled back he breathed a sigh of relief only to be followed by another moan as my cock eased back into him. After a few minutes of gentle fucking his grunts of pain turned to moans of pleasure as the pain of anal intercourse subsided. I knew Tim had a lot of men who would want to fuck a gorgeous cross dresser like him. When dressed and made up he looked like a beautiful young women. I had never been into gay sex, but I felt lucky that this young man appreciated what I had done for him at work and was reciprocating by letting me fuck him. I decided to take him in the missionary position so I could look down into his beautiful face, glimpse at his long dark hair, and gaze at his black bra as I held his nylon clad legs upwards as I fucked him. Tim said “I like it this way, just take me as much as you want”. I knew Tim was ready for a good fucking. I increased the rhythm of my thrusts and he responded accordingly. Soon he ran his hands up and down my chest concentrating on my sensitive nipples. Then he began thrusting forward with each ...
    downward thrust of my cock into his anus. I looked down and Tim was vigorously stroking his cock as white cum oozed out of it and coated his hand with his sticky liquid. I knew these young guys could cum all night long. I was not worried about not getting the fuck of my life. I really liked having my nipples sucked so I lowered my chest to his face. Tim knew exactly what to do; he found my sensitive nubs and began sucking them, gently at first and then harder. I just couldn’t hold back any longer, I began to furiously pound my young lover’s ass as fast as I could. I was somewhat worried that my 190 pound construction workers muscular frame would be too much for the slightly built Tim who did not weigh over 110 pounds. Surprisingly, Tim said “yeh fuck me, fuck me good and hard”. I increased the speed and power of my thrusts as he squirmed underneath me with my nipple still in his mouth. Then he rolled over andsaid to me “lay back”. With that he stradled me and reached backwards to guide my throbbing penis into his asshole. His hips began to move up and down and then sideways, I was in extacy. The sensations were just too overpowering!!! My balls exploded and white hot cum filled my condom. Tim said, “take it off, let me suck you”, I unrolled the cum filled sheath from my dick, as he went down on me and found my throbbing cock. Tim immediately sucked it into his mouth. The sensations of a post orgasmic blowjob are incredible and as a gay man Tim knew it. He sucked my cock as the ...
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