Should you search the net inside out you won’t find a better place for your sissy kink than MyHumbleSissy.com. It’s here that all your cross-dressing gay dreams become a reality and you’ll see that it’s more perverted than any fantasy you’ve ever had on your mind. These itchy-ass drag-queens are so eager to please they will wear make-up and dress like girls just to make their fuck buddies happy and willing to plow their clad in G-strings behinds. Read more..
Lusty sissy trades his handjob for some anal job

Lusty sissy trades his handjob for some anal job

Naughty Dena wakes up her sleeping boyfriend eager to boast her new girlish looks and go for a fuck. Startled and shocked, Patrick warms up to the idea of sissy role play when Dena wraps her skillful hands around his throbbing dick. Then the guy parts the sissy’s nyloned legs and gives his brown hole a nice massage before thrusting his swollen pecker deep inside for some profound butt-balling.

Insistent sissy takes it up the brown

Insistent sissy takes it up the brown

Pissed off with his friend’s slutty looks, Richmond tries to send this sissy bitch out, but she’s too insistent, and he fails to break away. Clad in a dress and stockings, Anna pulls down the guy’s pants and greedily locks her lips around his cock until he gets a big hard-on. Then the guy uses his enema to clean the sissy’s rectum, and as soon as it’s washed up and ready, he drives his stiff bone into this tight asshole almost ripping it apart.

Horny sissy slammed in the bathroom

Horny sissy slammed in the bathroom

Sissified housemaker Joan was jerking off in the bathroom on her own when she was caught by her master Felix. Joan tried to hide the boner and go on with tidying up, but Felix got hot himself and began making passes at his crossdressed maid. He made the sissy go after his throbbing dick on the knees before giving blowjob and handjob. Then Felix bent Joan down and plunged his stiff rod into this eager butt-pussy.

Sissy maid cleans the mess after butt-ramming

Sissy maid cleans the mess after butt-ramming

Sissy Veronica dresses up as a maid, with a little red apron and a duster, ready to show off her new outfit to her young boyfriend. Grant puts the sissy maid’s skills to test making her clean the mess and serve him. However, this cock-hungry crossdresser will do anything to clasp his hands and lips around the boy’s sizable tool and feel it sliding inside his well worked ass. Watch the sissy maid going all the way and licking the boy’s cock clean!

M2F transformation brings more thrills

M2F transformation brings more thrills

Patrick feels like going for role play with his sissy lover, so he makes him wear female panties, stockings and heels to go with a short stripy dress. Now this sissy guy must act as cock-hungry and anal-loving Monica readily blowing and rubbing Patrick’s meaty tool until it gets hard as a bone. Then this raunchy sissy bitch lubes her cornhole and lets her horny lover speed up the Hershey Highway until he’s ready to shoot off.

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