GaySissies

GaySissies video

Gay Sissies is a crossdresser site with beautiful quality videos and pics. If you wanna see men dressed in women's clothes - sheer nylons, silky panties, dresses and high heels - sucking cock and getting their asses pounded you're in the right place.


The performers on gay sissies are definitely crossdressing, and looking very hot, too. What makes them hot is that unlike other similar sites, these men aren't over-made up to look freaky - at a quick glance, they look like women. A closer look, however, reveals their underlying masculinity as well as their hairy legs and bulging crotches.


Having sex with a man while disguised as a woman is something very special, and nothing compares to the pleasure of a screwed hard and sprayed with man semen gay. Regardless of whether you're an experienced crossdresser that has already taken a man-meat up your man-pussy and down your mouth or you're just fantasizing about it secretly putting on panties and skirts of your wife, you'll be able to experience to the full all the incredible sensations from sweet gay sex while appearing as a woman after watching the action below.




20/08 · Eddie&Benedict dude fucked like lady


Wearing his short flowery robe and blond wig Eddie can pass for a girl, so he blows Benedict's fat throbbing cock like the one. The boys also kiss on the mouth before launching into gay-on-sissy sixty-nine fun. Then the crossdressed guy jumps onto his gay lover right in his nylons and hot scarlet G-string before trying other anal positions as well, thus they go for some backdoor spooning and doggystyle..
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GaySissies Videos

GaySissies - hot and sensual gay crossdresser sex action, for those of you who loves feeling a woman and dreams of getting fucked by man while wearing female clothes. Enjoy excellent professional quality of imagery, breathtaking and realistic hardcore action, cumshots and facials, lots of boy-girl transformation scenes, various types of wigs, high heels and sexy clothes/lingerie, delivered to you now in high definition.


Bobbie and Alan

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This horny gay sissy bitch had his horny passions up and needed his gripping transvestite ass fucked hard so Bobbi[...]

Connor and Pete

Connor and Pete gay crossdresser movie

This horny gaysissy bitch and his boyfriend are Connor and Pete who get horny as fuck and of course his tight hot[...]

Cyrus and Anthony

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Gay sissies Cyrus and Anthony had a dream this guy tore that transvestite asshole open and they knew what to do with a rig[...]

Cyrus and Desmond

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Behold Cyrus and Desmond as his boyfriend's hard sturdy cock exploded out of his pants, this gay sissy grabbed[...]

Cyrus and Morris

Cyrus and Morris femaleclothed crossdresser in action

Cyrus and Morris team up and the gay sissy fool has to have a massive bulging boner to begin his work day righ[...]

Desmond and Lewis

Desmond and Lewis femaleclothed crossdresser in action

On the hunt for some thick meaty cock are legendary gays Desmond and Lewis and this dude is going to satisfy t[...]

Desmond and Tommy

Desmond and Tommy cocksuking sissy on video

Desmond and Tommy love buttfucking gay sissies and when dude gets all overthis sissy here he whips out his har[...]

Desmond and Tommy

Desmond and Tommy crossdresser gay on video

Desmond and Tommy knew the nasty gay sissy was ready for a rigid pulsing dick to destroy his butt and make him[...]

Elliot and Gilbert

Elliot and Gilbert sissy gay on video

With their wifes gone these men Elliot and Gilbert get bigtime turned on and the gay sissy turns to his boyfri[...]

Ernest and Morgan

Ernest and Morgan gay sissy movie

Black lacy nylons, a silky blouse and a flying skirt transform a guy into a sissy office girl. This girlie ass[...]

Gilbert and Walter

Gilbert and Walter gay crossdresser video

On the hunt for some fat juicy dick are legendary gaysissies Gilbert and Walter and this dude is going to satisfy th[...]

Jack and Donald

Jack and Donald femaleclothed crossdresser on video

It's wild as Jack and Donald see a tight hot sissy butt busted open right he'll start off with his boyfriend b[...]

Monty and Tobias

Monty and Tobias cocksuking sissy in action

This naughty crossdressed maid is way too obliging. Look how eager this sissy is to please his horny master! A[...]

Randolph and Dan

Randolph and Dan sissy gay on video

Randolph and Dan will see his whiney sissy asshole annihilated right before your eyes so watch as this dude te[...]

Randolph and Desmond

Randolph and Desmond cocksuking crossdresser on video

Randolph and Desmond are ready for some thick meaty cock and when this gay sissy tosses up that tight hot siss[...]

Tobias and Morgan

Tobias and Morgan cockloving sissy on video

Drinking coffee with his friend this sissified guy in a skimpy dotted dress and control top tights didnít expe[...]




We are glad to welcome you at our site GaySissies, which name speaks for itself - here crossdressers and gays from the whole world are indulging in their secret forbidden fantasies. If in your sex fantasies you are dressed up as a gorgeous woman and getting fucked by a strong muscular stud, then you're in the right place.


There is a wonderful variety of plotlines and fantasies that are waiting for you at our site, all of them are about transformation of a man into a woman, so you will enjoy the exciting process of pulling up female see-through panties and pantyhose, putting on make-up, trying on skirts and dresses; then there is more stuff that's waiting for you inside including thrilling erotic adventures, various sexy situations that a man dressed like a woman can get into, and, of course, terrific and highly arousing scenes of perverted sex where one man disguised as a woman is giving in to another man. Apart of exciting erotic fantasies you will find a lot of other things so necessary for a crossdresser or a gay Ė look for the master classes in make-up and wig wearing, special lessons for putting on stockings and pantyhose and other stuff at our site.


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All models were at least 18 years old when they were photographed.
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