Jul 182015
Japanese Sissies In Frilly Dresses Kissing and Rubbing Hard Cocks Together

Japanese Sissies Himena & Miharu kiss, suck and fuck in their frilly maids dresses and ejaculates their hot sticky cum in this video

Japanese sissies Himena & Miharu dressed in their slutty maids dresses and got together for some hot hardcore sucking and fucking in this uncensored hardcore video.

What an amazing scene, watching these two very naughty little sissies wanking each other off on the couch in their pretty maids dresses, their heads bobbing as they suck each others’ hard, throbbing dicks.

Looking adorable in their slutty maids uniforms, Himena & Miharu lift their dresses and pull down their panties to rub their stiff cocks together as they indulge in some passionate kissing.

Sitting on the couch they both and wank each other off at the same time, their hard cocks erect in their laps and surrounded by their lacy clothing as they enjoy masturbating together.

Taking turns to suck each other off, they then strip and Himena gets on her knees and offers up her ass and Miharu slips her cock up her friend’s sissy fuckhole.

Miharu fucks her cute little friend up the ass and Himena loves being drilled like a submissive girl in lots of positions.

Himena & Miharu finish on the bed as they lay together and jerk-off their throbbing erections, both girls delivering their hot sticky cum as they climax each in turn.



Nov 192012


Club Crossdresser features amateur crossdressing cock suckers doing exactly what they do best, getting dressed up in their hottest lingerie and down to wanking and sucking off their friends and admirers.

See these crossdressing sluts taking cocks in their mouths and getting fucked to high-heel, stockings and suspender heaven at their all night parties where anything goes. Watch them wanking each other off in private or dressed in their sluttiest outfits and jerking-off into their parties and sharing it with you in their pics and videos.

See others getting fucked (pegged) up the ass and dominated by females who get turned on by crossdressing guys in panties, nylons and heels, then watch these women sucking on tranny dick like there’s no tomorrow.

Sissies in satin, over the knees spanking, objects inserted up asses and lots of cocks in frilly panties, it’s all here in tens of thousands of unique crossdresser pics and hours of amateur movies shot by members of Club Crossdresser


Jul 212012

Beautiful Sissy Boy Fucked In Stockings By His Girfriend Up The Ass With A Strap-On Dildo In Strapon Sissies Video

Denise is very understanding about her boyfriend’s need to crossdress and they love to play sexy games where they dress up together.

One Sunday afternoon they were dressed up in vintage attire resembling two respectable ladies in dresses attending a tea party, when her sissy boyfriend produced a strap-on dildo which he wanted Denise to wear and take him up the ass.

Denise stripped out of her dress and strapped on the dildo, and sissy got down on his knees and wrapping a gloved hand around the shaft he took the thick cock in his mouth sucked on it hard.

Denise then made him kneel on the couch and lifted his green-n-white gown to reveal he was wearing a pair of elegant gartered nylon stockings. She then pulled down his panties to leave them stretched around his thighs, and sticking out the tip of her wet tongue she rimmed the puckered ring of his ass in preparation for what was coming next.

Getting behind her sissy slut she grabbed the cheeks his suspendered ass as she eased the thick cock up the tight ring of his sissy butthole. Thrusting her hips forward she felt the cock gradually slip inside her boyfriend’s shitter as his sphincter relaxed to allow deeper penetration.

Denise then pushed her sissy boyfriend forward on the couch and laying on top she began to ride his ass with increasing thrusts. As she pumped that thick, hard cock, ever deeper inside his sissy cunt, her boyfriend lay there submissively and moaned with pleasure at being fucked like a girl.


Feb 032012

Mistress Annabelle Vintage Crossdressing Videos

Lady Annabelle is a lifestyle dominatrix who trains and dominates her sissy slaves and makes them dress in genuine nylon stockings, retro-style underwear and heels.

Bringing a touch of real class to transvestite porn, Lady Annabelle indulges her passion for vintage styles of clothing and underwear, forcing her sissy slaves to dress up in feminine garments and subjecting them to punishments using whips, canes, dildos and fucking machines.

Lady Annabelle is the embodiment of female perfection, and her beauty alone will have you begging at her feet to become one of her devotees. She even encourages those willing to submit to her commands to contact her for personal training.

Meanwhile you can watch her weekly videos and get a taste of what you can expect when you enter the world of Lady Annabelle at Vintage Crossdressing, where all your crossdressing dreams cum true…

Click here to enter Lady Annabelle’s World Of Vintage Crossdressing


May 012011

mrsloving milks a sissy cock in panties until it spurts cum video

Sissy Lauren loves looking up women’s skirts to get a peek at what they are wearing. Sissy gets hard at the sight of damp panties, stockings tops and garterbelts, in fact all the secret things that ladies wear under their clothes.

With this in mind Mrs Loving makes Lauren lay down on the bench, and lifts her skirt so she she can straddle Lauren’s head. ‘Get a good look at my panties,’ says Mrs Loving, as she lowers herself over Lauren’s face and gives her a perfect view of her damp knickers.

‘Smell my scent, sissy’, Mrs Loving commands, as she moves her nylon panty gusset over Lauren’s nose. ‘That’s it, inhale my womanly fragrance!’ Sitting on sissy’s face, Mrs Loving pulls Lauren’s panties down to expose her clitty hard cock and takes it in her firm grip.

Rubbing her moist panty gusset over Lauren’s nose, Mrs Loving begins the milking with her expert hands. Lauren licks the damp gusset of Mrs Loving’s panties, as mistress tugs and teases the cum out of her helpless sissy plaything. Pumping Lauren’s cock until she spurts her sissy cream, Mrs Loving smiles as she catches it in her hand so sissy can lick it all off!


Jan 202011

sissy made to wear pink dress and frilly panties around his cock by mrslovings

Sissy Lauren has been caught wearing and masturbating in Auntie’s Panties, so he is sent to Mrs Loving for some serious feminization training.

Lauren gets humiliated, teased and spanked with a paddle by Mrs Loving until his bottom is bright red, and his cock is hard from the thrill of being punished. Then Mrs Loving begins the most exciting part of the training for sissies.

Firstly, she makes Lauren wear a black bra with silicone breast forms to create that feminine look. Then she make him wear a pink tight fitting satin dress, with a frilly tutu that makes his cock stiff with excitement. Mrs Loving then tells him to put on a pair of pink full cut nylon panties, while she watches and instructs. He slips into the panties and pulls them up slowly until then are just below his cock, then Mrs Loving takes his erection in one hand and pulls the panties up over his stiff member.

Lauren feels humiliated and embarrassed wearing these very girlie panties with the rosebud embroidery and little pink satin bows, and Mrs Loving teases him about what a sissy he is… Even though he feels embarrassed wearing the pink dress and panties, his clitty cock is throbbing with the thrill of being dressed up like a girl. He is so excited, Mrs. Loving is afraid he may be ready to spurt his sissy cream right into her hand and panties, as she feels his cock through the flimsy material.


Apr 072009

Curly haired slut gets fucked by Femdom

‘This is one my favorite little sissy kittens, and every time I call her over to play, she gets a brutal pounding from my massive shaft.

‘She dresses oh so femme for me, with her long curls and sexy lingerie. This little minx doesn’t play shy or innocent. Oh no, she’s far too much of a whore to even pretend. Those slut eyes look up at me as she rubs her face all over my plastic meat, licking and begging with her tongue.

‘I put my black boot between her thighs and rub it up into her panties. She rubs back against the black vinyl until she creams herself all over my heeled boot. Such a fucking filthy slut!

‘I force this little tranny cunt to stroke her hard cock, and then to lube up my big black dildo with her creamy hand. Then I viciously pull her up onto a piece of my fuck furniture and pull those teasing panties to the side.

‘”You asked for it bitch!” I give her a cruel look as I position my artificial cock against her sissy hole. I go in smooth and easy, and she whimpers and moans and begs me to stop as I turn this pretty tgirl into another one of my tranny fuck toys.’

Strapon Jane is ready to give out the punishment!

Can you take it!

See Strapon Jane using her strapon like only she knows how to do…

Jul 232008

A trio of Mistresses takes on our little maid jack in a 47 minute domination festival. Mistresses Kendra, Mika and Jacklyn surround the little maid in a sea of long, pantyhose clad legs as he licks up a plateful of their spit before worshiping their feet as they smoke cigarettes. He takes Mistress Kendra’s hand in his ass and then Mistress Mika fucks him with a huge dildo while Mistress Kendra finds and then jams another one in at the same time. Mistress Jacklyn uses Her strap-on to finish the job as the other two Ladies make him lick their dildos clean.

Mistress Mika has Her pussy wrapped around the face dildo strapped to little maid jack’s face as Mistress Jacklyn and Mistress Kendra are hawking and drooling spit into the clear plate. Mistress Mika makes several contributions as the plate becomes loaded with their saliva and snot. Mistress Jacklyn takes Mika’s place over his face as Kendra sits between his legs and spikes his little balls. The Ladies rotate to torment him with their high heels and tease them with their pussies.

With his cock and balls hurting from their sharp heels, maid jack is ordered around and made to start feeding from the spit plate. Mistress Mika encourages him with a crop from behind as Mistresses Kendra and Jacklyn supervise in front. He licks and slurps as Mistress Kendra replaces Mistress Mika with a red cane. Facing the Ladies now he begins foot service, working his way down the line.

Little maid jack has the taste of their shoes and toes in his mouth as Mistress Kendra announces She has to pee. Mistress Jacklyn orders him to hold the pee bowl directly over his face as Mistress Kendra pulls Her pantyhose down to her knees and squats over the bowl. After she has relieved herself, she wipes and then stuffs her toilet paper into the maid’s mouth. They make him savor the paper and then turn him and order his face into the bowl. The Ladies flip him to his back and all three light up cigarettes, using the humiliated sissy maid as their footrest.

The three Mistresses all enjoy a smoke, using their little maid as their ashtray and spittoon. Ashes, gobs of spit and finally cigarette butts go into the little maid’s used mouth hole as the Mistresses enjoy his ashtray service. All three finish their cigarettes at his expense. Now bent and tied, little maid jack has himself used by three, now topless Mistresses. Mistress Kendra stands by with an enormous rubber cock as Mistress Kendra lubes him and begins a deep prostate massage. Mistress Jacklyn scrawls obscene writing on him in lipstick.

Mistress Kendra has manually stretched out the little maid’s ass and now Mistress Kendra fills the hole with a giant dildo up to the balls. Mistress Jacklyn has put on Her strap-on and sits in front, forcing him to suck cock while his ass is filled. Mistress Kendra decides to see if Her hand will fit along with the cock and this very much stimulates the little maid. Mistress Kendra produces a second dildo and now She and Mistress Mika both have dildos in the sissy maid at the same time. Mistress Jacklyn then uses Her strap-on to fuck him as he licks both dildos clean for Mistress Kendra and Mika.

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