17 Results Found:


11.08.2018
Description: Some guys like Cyrus and Anthony can't resist busting open a tight hot sissy butt and this dude is going after his gay sissy pal with his hard sturdy cock. In no time dude is stuffing that sweet raw bum of his sissy boyfriend and then starts pounding that sissyboy's butthole like a cowboy riding a wild bronco. That cross dresser butt started gaping as his lover shoots some cum deep inside the cowering butt sissy slave.

Model(s): Cyrus, Anthony C | Number of pics: 53 | Resolution: 1504x1000

Model(s): Cyrus, Anthony C | Site: GaySissies.com | Category: Pictures


28.07.2018
Description: These two mates Cyrus and Randolph know that a sissy's gripping transvestite ass needs some fucking and the sissy starts giving a blowjob so that that thick meaty cock will be ready for fucking sissyboy's asshole and showing him who is the boss. The nasty gay sissy gets his gripping transvestite ass royally destroyed and even after that cock has been in his ass he starts giving a blowjob for the ultimate degradation.

Model(s): Cyrus, Randolph | Number of pics: 54 | Resolution: 1504x1000

Model(s): Cyrus, Randolph | Site: GaySissies.com | Category: Pictures


23.06.2018
Description: Cyrus and John knows a gay sissy has a tight slick butt so they seek them out like this guy does with this nasty gay sissy and whips out his rigid pulsing dick and goes for broke. With their naughty libido up and that gay sissy sucking his cock dude aims his boner right for that moist tight ass. Soon his thick meaty cock is in full destruction mode for the gay sissy's tight helpless butt.

Model(s): Cyrus, John K | Number of pics: 42 | Resolution: 1505x1000

Model(s): Cyrus, John K | Site: GaySissies.com | Category: Pictures


14.04.2018
Description: Cyrus and Morris team up and the gay sissy fool has to have a rock hard penis to begin his work day right and he grabs hold of this man and starts sucking his cock so that his fat juicy dick will be slick and wet enough to slide into his nasty iron grip ass without destroying it. The horny sissy bitch thinks he's got it made when that boner slides into his dripping sissy asshole but his mate is all about owning his tight hot sissy butt and humps away like a madman.

Model(s): Cyrus, Morris A | Duration: 12min 27sec | Type: HD | Size: 270mb

Model(s): Cyrus, Morris A | Site: GaySissies.com | Category: Videos


07.04.2018
Description: Wearing his pretty flowered outfit, dark control top hose and long-haired wig this sissy is spying on a jerking off gay guy. Being always helpful he offers to take it in the mouth and then bends over baring his bum for more fun. Donít miss an ass-to-mouth finale with the sissy guy swallowing a load!

Model(s): Cyrus, John K | Number of pics: 49 | Resolution: 1505x1000

Model(s): Cyrus, John K | Site: GaySissies.com | Category: Pictures


31.03.2018
Description: Cyrus and Douglas know a gay sissy lives to have his tight hot sissy butt busted wide open and soon a hard sturdy cock is what these two are going to break out. That sissy's sweet raw bum is captured and the other guy starts pounding that sissyboy's butthole like a jackhammer on cement. That cross dresser butt takes a brutal pounding leaving him nothing more than a lusty submissive sissy.

Model(s): Cyrus, Douglas A | Number of pics: 52 | Resolution: 1504x1000

Model(s): Cyrus, Douglas A | Site: GaySissies.com | Category: Pictures


27.04.2010
Description: These badass guys Cyrus and Walt, turned on to the max and the sissy of them hungered for a massive bulging boner to embed into his gripping transvestite ass. He starts off on the man by giving a blowjob so it'll be hard enough to bust open his tight slick butt. The nasty gay sissy takes every inch of that rigid pulsing dick which really gets that libido up big time. To finish off he even starts sucking his cock after it's been deep in his moist tight ass.

Model(s): Cyrus, Walt A | Number of pics: 82 | Resolution: 1504x1000

Model(s): Cyrus, Walt A | Site: GaySissies.com | Category: Pictures


18.02.2010
Description: Cyrus and Walt get hot as his lover's rigid pulsing dick sent off it's radar, this gay sissy grabbed hold of that rock hard penis and started giving a blowjob right then and there. That thick meaty cock then drilled into his nasty iron grip ass and went to work like a jackhammer. Soon the nasty gay sissy was begging for mercy as his wet sissy butt gets totally owned.

Model(s): Cyrus, Walt A | Duration: 13min 19sec | Type: HD | Size: 289mb

Model(s): Cyrus, Walt A | Site: GaySissies.com | Category: Videos


18.08.2009
Description: It's Cyrus and Morris with his hard sturdy cock at the ready, this dude goes after his gay sissy friend's sweet raw bum and his friend isn't afraid. Soon dude is slamming that sissy's bunghole and that girlie boy is so getting his whiney sissy asshole blasted open. He ends up nothing more than a cowering butt sissy slave as his boyfriend busts a wad deep in his bum totally degrading and dominating his gay sissy flunky.

Model(s): Cyrus, Morris A | Number of pics: 49 | Resolution: 1504x1000

Model(s): Cyrus, Morris A | Site: GaySissies.com | Category: Pictures


25.07.2009
Description: Cyrus and Douglas his gay sissy friend has a tight slick butt because he had already banged that butt with his rigid pulsing dick during a recent encounter. He wanted another go round on him and soon he was deep in that gripping transvestite ass and that gay sissy took ever inch of his boyfriend's rock hard penis amidst his howls of mercy and pleasure. Soon his moist tight ass was squirming as his guy busts a wad.

Model(s): Cyrus, Douglas A | Duration: 12min 59sec | Type: SD | Size: 189mb

Model(s): Cyrus, Douglas A | Site: GaySissies.com | Category: Videos


26.05.2009
Description: Cyrus and Randolph like the swashbucklers of old whips his thick meaty cock around as a sword as he means to get a piece of this gay sissy's tight hot sissy butt. Soon the battle was on and the sissy's ravaged raw rectum was getting a royal fucking and to simmer things down he did some sucking ass entombed cock action. That didn't stop dude's hard sturdy cock from plowing back into his tight hot sissy butt and owning it.

Model(s): Cyrus, Randolph | Duration: 14min 26sec | Type: SD | Size: 210mb

Model(s): Cyrus, Randolph | Site: GaySissies.com | Category: Videos


03.02.2009
Description: Behold Cyrus and Desmond as his boyfriend's rigid pulsing dick exploded out of his pants, this gay sissy grabbed hold of that rock hard penis and started sucking his cock right then and there. That fat juicy dick then drilled into his tight slick butt and went to work like a jackhammer. Soon the nasty gay sissy was whining and squealing as his dripping sissy asshole gets totally owned.

Model(s): Cyrus, Desmond | Duration: 15min 14sec | Type: SD | Size: 221mb

Model(s): Cyrus, Desmond | Site: GaySissies.com | Category: Videos


09.12.2008
Description: This dressed to kill blond sissy in his silky attire with suntan fishnets lets his roommate get under his skirt for some warming up ass-licking right in the bathroom. Getting all steamed up he gags on the dick of his buddy preparing him to plow his itchy asshole. See the sissy getting jizzed cheeks.

Model(s): Cyrus, Desmond | Number of pics: 66 | Resolution: 1504x1000

Model(s): Cyrus, Desmond | Site: GaySissies.com | Category: Pictures


15.05.2008
Description: Red lacy panties, barely black stockings, bright red silky dress and a Cleopatra wig turn this sissy into an absolute temptress. Check him out as he keeps his thighs spread wide to get anally pumped and flashes his neatly groomed ball sack just to have it creamed with gooey cum of his gay boyfriend.

Model(s): Cyrus, Tommy | Number of pics: 58 | Resolution: 1504x1000

Model(s): Cyrus, Tommy | Site: GaySissies.com | Category: Pictures


21.04.2008
Description: This sizzling hot sissy wearing a maid uniform has got it all to make his boyfriend horny as hell. The best thing about him is his control top tights making his booty yet more desirable. Watch this fuckable slut go nasty as he kneels down to blow his buddy and puts his ass up for some backdoor work.

Model(s): Cyrus, John K | Number of pics: 45 | Resolution: 1505x1000

Model(s): Cyrus, John K | Site: GaySissies.com | Category: Pictures


09.04.2008
Description: This time a handsome police officer gets seduced by a gorgeous sissified guy dressed in a long gown with a green feather boa and raunchy fishnet stockings. High heels and a blonde wig add to the officerís excitement and soon this sissy gets pumped into his mouth and butt in the horniest positions.

Model(s): Cyrus, Tommy | Duration: 14min 22sec | Type: SD | Size: 209mb

Model(s): Cyrus, Tommy | Site: GaySissies.com | Category: Videos


08.03.2008
Description: A heated sissy comes up with a cross-dressing idea to get pumped by a handsome fag. Clad in a plain but very sexy white dress and cute barely there tights the slutty queen flings himself on the unaware sleeping dude and passionately gives him head before he wakes up all horny to bang him doggystyle.

Model(s): Cyrus, John K | Duration: 10min 33sec | Type: SD | Size: 153mb

Model(s): Cyrus, John K | 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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