1. Finding A Sissy At Work -Dinner in Vegas Part II


    Date: 11/2/2014, Categories: Anal, Gay Male, Shemales, Author: captjim51, Rating: 100, Source: xHamster

    all six inches inside him. He let out a loud groan as I went all the way into his ass. With my cock embedded in his ass Tim slowly began moving his hips to meet every one of my thrusts. As a mature and skilled anal lover I slow fucked him for about ten minutes. I just looked down on this living dolls long slender back, beautiful legs and the best ass I have ever seen on a male. Then Tim said “fuck me faster, right now” as I increased my tempo. Then Tim shouted "fuck me, fuck me hard” as I really began fast fucking his anal opening. He squealed like a girl at the top of his lungs as white cum shot out of his tiny dick onto his bustier. Tim screamed like the sissy girl he was, as he had his orgasm, I could see the waves of pleasure coming over his face as I continued fucking him. Tim jerked his cock and shot a huge load all over the bed. Then I flipped my young Sissy over and spread his legs wide open. I continued to fuck him so rapidly he was soon writhing like an a****l underneath me. Being as strong as I am I had the stamina to fuck Tim all night. After several minutes I was getting sore and Tim finally said "stop, stop, I just can't take this anymore, cum inside me right now”. I rolled his body over and told him to straddle my cock. He obliged and soon his ass was resting on my hips so I could gain access to his throbbing rectum. He reached behind himself and stuck my dick into his well lubed man-cunt and began to fuck me good. As my cock went in and out of his fine Sissy ...
    ass he squealed in delight. I decided to thrust upward gently doing a nice even motion into his ass, not to slow and not too fast, just enough so that he enjoyed my cock in his ass. Tim was really into it now and I could tell he was thoroughly enjoying my cock. Tim reached down and began to jack off again; his hand went up and down faster and faster on his small Sissy prick. Then he began to moan loudly and I could tell he was about to blow his second load. Sure enough his cock began shooting more of his milky white cum on his stomach. Tim looked so sexy with his sperm covering his sexy female under garments. Sperm even landed on his garter belt and solid blue bra. Nothing like seeing cum on your Sissy lover’s bra. It turned me on so much I just could not hold back as I shot my load into the tightest ass I have ever had in my life. Tim doesn’t know it, but I took some Viagra and in another hour I had planned to fuck him again. We had a drink on the living room couch and Tim could see I still had a hard-on. Tim was still dressed in his lingerie and I said to him “time to suck some cock baby? With that Tim said “you’re the boss” and got on his knees between my legs . Tim began vigorously sucking the head of my cock, concentrating on just the head. Then he worked his way down the shaft sucking harder and harder, taking me just to the edge of pain verses pleasure. Then I slid all of my six inches into his throat and I held it there. Tim sucked it hard as he held it firmly in place ...
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