Christine is known to be a talented photographer with somewhat twisted imagination. Today she needs a sissy model for her new photo session. Dressed in an all-female outfit Lilly makes for a perfect model. He poses for her cam flashing his cute thong, sexy black fishnets and finally his rigid hard-on. Then Christine wants to make a few hot shorts with a strap-on, so Lilly kneels down to suck on it and takes it up the ass in every which way.
Crossdressed Melissa hikes up a dress showing off black stockings and a thong trying to prove that he’s not a guy, but a girl now. Then this sissy takes out a strap-on dildo and asks a girl for assistance. First unwilling Busy soon gets curious enough to try it on admiring her extra equipment. The sissified guy wets the rubber cock in his mouth before spreading his cheeks for some nice butt plowing, and it looks like Busy begins to enjoy it too.
Dennis changes his outfit for a short stripy dress and black stockings that along with a tiny thong give full access to his rear. His new attire is spiced up with a collar and cuffs, so you’ll know who’s gonna get fucked. Chris is armed with a sizeable strap-on and she aims it for the sissy’s butt. The girl forces her fake cock really deep into the sissified guy’s asshole making him whimper like a slut.
Finding a strap-on dildo on the shelf in her guy’s closet, Ellie can’t resist trying it, so she shoves the toy right into her itchy pussy. However, she gets watched by her crossdressed boyfriend willing to join her. Ellie bends down feminized Anna using rubber gloves and some lube to fist the sissy’s ready ass. Then she puts on this big pink strap-on and thrusts it into the sissy guy’s throat and well lubed butthole.
Spoilt teen Whitney brings a cute blonde wig for her sissy boyfriend, adds a short tartan skirt and white knee-highs, and he turns into raunchy coed Stephanie. However, that’s not everything she’s got for him, a long and hard surprise is hidden under her tiny skirt and it’s reserved for the sissy’s ass. Whitney pushes a big strap-on dildo into Stephanie’s butt from behind, letting him suck on it and ride it before she’s done with him.
Michelle was spending a romantic evening with her sissified boyfriend who did look like a girl in his blonde wig, stripy dress, suntan stockings and black pumps. On having some wine both of them were ready to go even further. Sissy Joan took out his handy double headed dildo showing his glamour teen lover what he liked to do with it, and soon they were sucking and fucking it together.
You won’t have to show this sissy who wears the pants, as he obviously prefers skirts, stockings and blouses. Now we should call him Stephanie and see him trying to talk his cute teen girlfriend Sarah into giving him strap-on fuck. He helps her fit this equipment and then goes down on her fake cock. Sarah really becomes involved and now it’s time to lube Stephanie’s ass and break right in.
This guy enjoys role playing, so once he stays home alone, he uses make-up and wears female sleepwear turning into his other self. So meet Elisabeth, Mary’s sissy boyfriend and see what they’re doing in the bedroom. Mary finds her guy crossdressed again, so she slips into her strap-on harness and gives this sissy the treatment he well deserves. She fills his mouth and drills his tight ass until he screams like a girl.
Sometimes it’s sexy female clothes and something hard shoved up the ass that these sissy males secretly dream of. Just the feel and look of lacy, nylon and silky fabric can make them horny, and Melissa is the one who knows it very well. This sissy guy gobbles on the strap-on protruding from under Myra’s see-thru nighty and gets on top of it to ride the rubber cock with his lubed butt.
When Teonna is in the freaky mood, her lover turns into a girl. Now with a make-up and clad in a short pink skirt, a sexy blouse and black stockings he is Veronica who loves to give head and take it up the ass. After a mouth-splitting blowjob Teonna bottle fucks Veronica’s behind before pushing her extra equipment into this loosened cornhole. Still the sissy does like it thrusting his bum onto the rigid fake cock.