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29.03.2025
Description: Owen and Silvester both enjoy sexy costume play, but the bottom guy loves to play a female part, so this time he has chosen a retro style gown with white stockings and silky gloves completing his costume with a lacy sunshade. The sissy seems good at playing a chaste lady, but then his horny nature gets the best of him and he sucks and fucks like a whore for some nice gooey load.

Model(s): Owen, Silvester | Number of pics: 61 | Resolution: 1505x1000

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


20.07.2024
Description: When Owen wears a womanly gown with nylons and has his face made up, you won�t recognize a boy in him. Today this sissy feels like going for some costume play, and his boyfriend Silvester is game too, so they put on vintage attires before getting it on. You�ll see the sissified dude gobbling on his gay buddy�s cock before spreading his nyloned legs to get ass fucked too.

Model(s): Owen, Silvester | Duration: 21min 30sec | Type: HD | Size: 509mb

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


27.08.2022
Description: It’s hard to recognize a guy in this sexy hottie clad in a retro green gown, yet it’s Owen, a dirty crossdressing kinkster who feels like going for some pervy costume play. Taking a good jolt of booze from his flask he picks up a receiver and dials his friend’s number. Soon Silvester joins this dressy sissified boy and makes him wrap his painted lips around his dick before jumping on top of his cock.

Model(s): Owen, Silvester | Number of pics: 71 | Resolution: 1505x1000

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


30.04.2022
Description: Clad in female garments and wearing those glasses Owen could fool nobody, cause he couldn’t disguise his carnal cravings with those specs. He was craving for some hard meat to fill his mouth and willing sissy butt. Thus Hubert readily took out his meaty tool for some long cock sucking and then pushed down the sissy guy’s lacy panties with his teeth to lick and slam that tasty sissy tushie.

Model(s): Owen, Hubert | Number of pics: 49 | Resolution: 1505x1000

Model(s): Owen, Hubert | 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

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

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