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The lovely young lady comes home holding her man’s hand and he’s quite the sissy in his beautiful blue dress. The two of them share a cigarette and it’s right after he’s done smoking that he spots the cock between her legs. She put on her strapon before they left and now she wants to use it in his butt. She’s been thinking about fucking him all night long for being so brave for going out in that dress. It’s going to be quite a torrid fuck and it’s going to make him hard.

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The sissy boy is sitting in the black leather chair when he finds a beautiful flyaway baby doll and a strapon dildo underneath his ass. Since there’s no one around he figures he might as well try it on. As it turns out there was someone watching and now she’s going to punish him for being a naughty, snooping boy and poking his nose where it shouldn’t have been. He’s going to have to take that strapon cock up his asshole and he looks like such a little slut in his lingerie.

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He’s wearing a sexy little dress and his girl is looking damn fine in her purple top and her short skirt. Is he going to be lucky enough to feel her big strapon cock slide into his asshole? He’s been a good boy and she thinks he looks good enough so she’s going to give him what he wants. She puts on her strapon and makes him swallow it to get her nice and wet. That’s when she’s going to introduce it to his dick, fucking him hard in his tight ass.

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The scene opens with him wearing a pair of jeans and an orange t-shirt but it won’t stay that way for long. His girlfriend, a sexy short haired babe with a tight body tells him to go change into his favorite sissy outfit so she can fuck his ass with her strapon cock. She loves treating him like a little bitch and there’s no better way of reminding him of his position than by fucking his tight sissy butt with her black strapon dildo. He loves it and she knows it.

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That girl looks kind of tall and her nose doesn’t quite look feminine. Wait a minute, that’s not a girl that’s a sissy! The little sissy boy looks sexy in his outfit and he knows that’s what it takes to turn his lady on and once she’s turned on she always puts on her strapon cock to do some naughty fucking. She makes him suck on it to get it wet and then she introduces it deep into his asshole, taking him from behind for one hell of a lusty scene.

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This foolish submissive guy named Connor thinks cruel sneaky dom Emilia will love him. What this cowering girlie boy doesn’t know is that the bad ass dominatrix is willing to try some tranny ruthless hardcore fucking. She puts on that huge monster strapon and then the action heats up with some brutal butt fucking that has the cowering girlie boy freaking out. She stuffs his tight nasty ass full and starts brutal nasty screwing him until he squeals.

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The boy in the black and white dress was clearly meant to be a girl with that slim physique and those feminine features. He’s just a sissy bitch and he is desperate to be taken with a strapon cock and treated like one. He wants to be a piece of meat for this gorgeous redhead and when he bends over and spreads his ass cheeks she gives him the fucking he needs. Every inch of that strapon cock disappears inside him and makes him feel like a woman.

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Irene gets hold a of Donald again and being the ultimate nasty bitch slut she is that means Donald is in for some serious trouble as Irene is going to use her rigid strapon dildo and tear him a new one with it. She makes him do some sissy ass sucking ass entombed strapon cock after she plunders his backside and poor Donald knows he will not be the one getting a merciful lesson from Irene. Irene just wears out that thick meaty strapon on this foolhardy lad as she continues pounding that sissyboy’s butthole like he stole all the cookies from the jar.

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The blonde babe looks powerful in her black leather dress and when she tells her man to change into his sissy clothing he practically runs to the bedroom. He comes back as a sexy blonde babe in a white blouse and a pink skirt and she brings out her strapon cock to reward him for being such a good little bitch. After having him suck on the fat rod she bends him over, spreads his butt cheeks and guides the strapon deep into him. It’s tremendously hot fun.

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The maid looks a little too muscular to be a woman and upon closer inspection it becomes obvious that’s just a man in female clothing. He’s a sissy and his lone desire is to be fucked by a big strapon cock. Luckily for him there’s a dominant blonde babe in the house that’s always willing to whip out her plastic cock and pound his asshole. If he does a good job keeping things clean then he gets bent over and fucked up the butt like a sissy slut.

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Like a superhero this young man changes from a man into a sissy in no time at all. When he emerges in his feminine clothing he is ready to suck strapon cock and he drops to his knees to wrap his lips around the plastic shaft and swallow deeply. He’s giving it such good head because it will soon be in his asshole and he doesn’t want to be torn open. He needs it nice and wet so when he bends over it will slide into his well fucked asshole and make him feel like a woman.

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His blonde mistress makes it very clear that if he doesn’t change into his French maid’s outfit quickly that she will be very upset. Once he puts on the little black and white dress and begins dusting the living room she finds herself aroused more than she thought possible. She’ll have to fuck his tight butthole to dissipate that desire and since he is her little bitch he has no choice but to acquiesce to her desires. He takes her cock up his ass and he loves it.

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The sissy is very well dressed and somewhat convincing, which is exactly what this chick must be thinking as she agrees to fuck his ass with a strapon. It takes a little bit of convincing but eventually she comes around to his way of thinking, which is that his butthole deserves the attention of her strapon dildo and that the two of them can have a lot of fun together. See the sissy boy get screwed in the mouth and the ass and enjoy his passion.

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The slutty sissy boy is wearing pretty pantyhose and a sexy feminine outfit and his asshole is eager to get fucked. She rolls down those pantyhose and licks his butt to get him wet and ready to receive her fuck meat. Slowly but surely she guides the strapon into his asshole and makes the slutty sissy feel like a real woman. Now he knows what it’s like to be so filled with dick and to feel the passion of someone thrusting into him. He knows it and he loves it.