Archive for the ‘gaysissies.com’ category


Wearing a dress and having a womanly hairdo, Jacob acts like Silvester’s mistress. The sissy is so horny for a fuck that he doesn’t wait for his gay lover to get out of his office suit and goes for a fully-clothed quickie instead. This crossdressed hottie slides her thong aside to get her butt licked in 69 while she gets busy with her guy's cock. In the end the sissified dude gets raw anal and tastes some cum..
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Putting on a frock and having a womanly hairdo, Jacob acts like Silvester’s mistress. The sissy is so horny for a fuck that he doesn’t wait for his gay lover to take off his jacket and trousers and goes for some bunny fuck instead. This crossdressed hottie slides her thong aside to get her butt licked in 69 while she gets busy with her guy's cock. In the end the sissified dude gets raw anal and tastes some cum..
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December 30th, 2012

Chris&AustinA cockloving sissy in action



Chris wanted to seduce Austin into gay-on-sissy screwing, so he put on the sexiest of his crossdresser outfits completed with a wig and bright make-up and started putting the moves on the boy. Austin was still wearing his green workwear when his sissified friend fished for his cock to shove it down his throat. Then they kissed on the mouth and went for a gay ass riding with a crossdresser twist..
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Nasty Silvester used this sissified boy as his personal assistant, so he preferred him to smoke his cock instead of a cig. On undoing his pants this bossy dude pushed his rod right into the crossdresser's ready throat before spreading his girlified office girl on a couch to get access to her sissy ass. Ernie took it up the brown in the most twisted way right in his holdups and girlie pumps..
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Nasty Silvester used this sissified boy as his personal assistant, so he preferred him to smoke his cock instead of a cig. On undoing his pants this gay boss shoved his prick right into the dolled-up sissy's mouth before spreading his girlified office girl on a couch to get access to her sissy ass. Ernie got butt fucked in the most twisted way right in his stockings and high heels..
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December 16th, 2012

Edwin&Silvester man fucked like woman



Today it’s Silvester’s turn to crossdress and play a girl, so he chooses a cute rose colored top together with a pretty black skirt and a showy blonde wig. Looks like Edwin is surprised to see his gay mate dressed like this, but he quickly sees the bright side of things. He gropes, kisses and butt fucks Silvester as his girlfriend without bothering to peel off his sissy attire..
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December 16th, 2012

Edwin&Silvester man fucked like woman



Today it’s Silvester’s turn to crossdress and play a girl, so he chooses a cute rose colored top together with a pretty black skirt and a showy blonde wig. Looks like Edwin is surprised to see his gay mate dressed like this, but he quickly sees the bright side of things. He feels up, touches and uses anally Silvester as his girlfriend without bothering to take his girlie clothes off..
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Jacob was wearing a hot summer dress together with dark back seam nylons and high heels driving Silvester crazy with his sexy crossdresser outfit. They didn’t even make it to the bedroom as the passion hit, and these freaky male lovers were all over each other. Then the sissy knelt on the sofa to suck off his buddy before opening up his thong clad butt for him. They both loved such hit-and-run sex..
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Jacob was wearing a hot summer dress together with black seamed stockings and high heels driving Silvester crazy with his pretty sissy looks. They didn’t even make it to the bedroom as the passion hit, and these freaky male lovers were all over each other. Then the sissy knelt on the sofa to suck off his buddy before opening up his sissy ass to get it filled. They both enjoyed this quickie..
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Silvester resembles a shy lass on her first day, what with his glasses, pretty dress, black nylons and spike heels. After a few cocktails he and Jacob get tipsy enough to get it on, and they begin kissing on the mouth. Then Jacob gets bolder and begins groping his sissified girlfriend before she goes down to suck him off. Finally, the girlified dude gets to dirty ass-to-mouth like a champ..
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