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20.05.2014
Description: Clad in a dress and wigged sissy kisses with his gay boy on the big brown couch before launching into some gay on sissy cornholing. Eddie sucks off his mate, and Silvester returns the favor licking and poking the feminized guy's asshole right thru his crotchless control top tights. Later he also fucks his waiting bum right from behind keeping on the sissy's dress and pantyhose.

Model(s): Eddie, Silvester | Duration: 13min 19sec | Type: HD | Size: 314mb

Model(s): Eddie, Silvester | Site: GaySissies.com | Category: Videos


06.10.2012
Description: Nasty Ernie put on a girlie dress along with fashion holdup nylons and pumps to lure his gay boyfriend into a hot anal fuck. Silvester liked the looks of his girlified mate, and soon he was inspecting the x-dresser�s bum. He was surprised to find a toy plugging the sissy�s rear, but then he took it out replacing it with his sturdy meaty shaft instead. Man, they went bumming in the most twisted way!

Model(s): Ernie, Silvester | Number of pics: 68 | Resolution: 1505x1000

Model(s): Ernie, Silvester | Site: GaySissies.com | Category: Pictures


29.09.2012
Description: Owen gets easily girlified, just apply some make-up, pick up a polka-dot gown and nice lingerie, and you won�t tell him from a real girl. Now this sissy is ready to pleasure his gay boyfriend Silvester who is into kinky gay-sissy bonking too. They start it with a blowjob and hot mouth kisses, but then the feminized guy gets his sissy ass pinned down right on the elegant sofa.

Model(s): Owen, Silvester | Duration: 18min 43sec | Type: HD | Size: 442mb

Model(s): Owen, Silvester | Site: GaySissies.com | Category: Videos


22.09.2012
Description: Being a real blonde, this sissy loved wearing pink; he was a cock-loving slut too. Watch Silvester getting all dolled-up for his hunky male friend Edwin and acting like his slutty blonde girlfriend. The girlified dude played it by the book going down to give head and then opening up his booty in sexy red thong for some pretty intense cornholing. In the end the sissy got his nasty butt glazed with cream.

Model(s): Edwin, Silvester | Number of pics: 53 | Resolution: 1505x1000

Model(s): Edwin, Silvester | Site: GaySissies.com | Category: Pictures


04.02.2012
Description: Hubert wanted to surprise his nerdy lover, so he made up his face and dressed up like a sassy call girl. Well, it was a surprise all right, and Silvester’s cock stirred into action at once. Then the dirty sissy bitch pulled down the guy’s pants and closed his puffy lips around his gay lover’s shaft. Finally the geeky boy slid the crossdresser’s red G-string aside and entered his eager backdoor.

Model(s): Hubert, Silvester | Number of pics: 75 | Resolution: 1505x1000

Model(s): Hubert, Silvester | Site: GaySissies.com | Category: Pictures


25.06.2011
Description: These two gays got real horny and the crossdressing one couldn't wait to have that thick meaty cock of his buddy's pounding into his tight slick butt in the bedroom. When the time came he fucked that ass with his hard sturdy cock and wore that dripping sissy asshole raw from the inside out. His gripping transvestite ass was so annihilated by that massive bulging boner you could see atomic steam coming from his steamy hot butt.

Model(s): Paul A, Silvester | Number of pics: 60 | Resolution: 1505x1000

Model(s): Paul A, Silvester | Site: GaySissies.com | Category: Pictures


18.06.2011
Description: Putting on his makeup is this nasty gay sissy that gets his naughty libido up and his blonde boyfriend is there to bust open that tight hot sissy butt of his. The gay sissy begins by sucking his cock so that it would squeeze easily into his nasty hot ass but the other man has a hard sturdy cock that isn't about to show any mercy on the sissy. Soon the nasty gay sissy is screaming from the punishment of that hard sturdy cock.

Model(s): Benjamin, Silvester | Number of pics: 58 | Resolution: 1505x1000

Model(s): Benjamin, Silvester | Site: GaySissies.com | Category: Pictures

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All models were at least 18 years old when they were photographed or videotaped

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