Archive for the “Trannie” Category

Find your feminine side for 66 minutes as Mistress Lia and Mistress Natalya interview a new houseboy in a most amusing manner. The always willing slut Tosha is there to provide an example of how an experienced waste hole behaves in the dungeon for the new sissy Jamie. Both suck cock and lucky Tosha gets to fuck Mistress Lia as both are willing participants in a mad circus of forced bi-sex femme fun.

Mistress Natalya and Mistress Lia are going to be interviewing and feminizing a new houseboy to take care of tasks around the dungeon. They have the experienced femme slut Tosha there to assist. Mistress Natalya inspects the newcomer thoroughly and they begin to transform him into a French sissy maid for their amusement.

Sissy Jamie’s stiff cock testified to how excited he was having both Mistress Lia and Mistress Natalya transform him into a woman for their amusement. They wiped up the precum dripping from the head of his cock and fed it to him, making him suck the lipstick like a little cock. Mistress Lia allowed him to rub his cock on Her pantyhose and wipe the cum all over the nylon.

Mistress Natalya led slut Tosha over to Mistress Lia and had him clean all the cum that had oozed from the other sissy’s cock onto Her pantyhose covered ass. Mistress Lia then forced Tosha to suck cock as Mistress Natalya started to transform Jamie into a French maid. Mistress Lia sat down and ordered Tosha to clean Her pussy. She sat on his face and watched Mistress Natalya dress sissy Jamie.

Mistress Lia amused Herself while seated on Tosha’s face, ordering him to clean Her thoroughly. She moved him to the table and he enjoyed a bit more worship underneath Her before Mistress Natalya led a fully feminized sissy Jamie over and ordered Tosha to suck cock as Mistress Lia rewarded his efforts by fucking him.

The two Mistresses thoroughly enjoyed having the two sissy’s in a 69 position sucking each others cocks. Mistress Lia inserted Tosha’s cock in Her pussy, fucked him a bit and then made sissy Jamie lick and suck Her pussy juice from Tosha’s stiff prick. She turned and sissy Jamie was made to lick Her asshole while She fucked Tosha. Mistress Natalya ordered Tosha up and put sissy Jamie on his back. She began to crop Tosha brutally as he sucked cock.

Mistress Natalya finished beating Tosha’s ass with the crop as Mistress Lia hold sissy Jamie’s dick for him to finish sucking. Mistress Lia lays back and orders Tosha between Her legs to service Her pussy as Mistress Natalya moves sissy Jamie behind Tosha so that he can fuck him. Sissy Jamie fumbles around and loses his erection so Tosha is made to suck it hard again under the watchful eye of the Ladies. He manages to finally get his cock into Tosha’s ass as Mistress Lia sits on his back.

Find out how you can watch Sissy Circus and other movies of sissies being dominated by females for a little as 8 cents per minute at TVTS VOD.

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Rustam was attracted to women and admired the way they looked in their lovely clothes and makeup. He wanted so much to understand how they felt in all their wonderful things he booked himself a session with a makeup artist to help transform himself into a female.

Rustam’s makeup artist did an excellent job of making his eyes look sexy in eyeliner, his skin look smoother with foundation and completed the look with a new hairstyle that made him look so hot.

The make over complete, Rustam enjoyed his new found femininity so much, he could not but help jerk off his meaty cock, until he shot thick cum over his belly.

Download or stream this video of Rustam’s crossdressing experience at CD Fun.

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Dominant shemale Carla Novaes forces her guy Michel to wear makeup, then get dressed up like a girl so she can have her way with her newly invented sissy boy, in this movie from Shemale Sissification.

Carla applies eyeliner and shadow to Michel’s eyes, then paints his lips red with glossy lipstick. She makes him wear red lingerie, black pantyhose and a dress, then forces a wig onto his head.

Michel is now Carla’s plaything and she makes him suck her shemale cock with his sissy girl mouth. Then Carla gets access to his ass by ripping open his pantyhose and fucks Michel up his sissy fuck hole, stuffing her shemale meat up his virgin crack and making it wider.

Click here to see the movie trailer for this fantastic shemale fuck movive from Shemale Sissification.

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Adriana Rodrigues broke up with her last sissyboy so she he had to find herself a new boy toy to satisfy her kinky lusts. After putting ads in the local mag she interviews Silvio and makes him her sissy fag in this movie from Shemale Sissification.

During the interview Silvio is a bit reluctant at first but Adriana finally gets him all dressed up in a wig and makes him wear kinky red boots. Then Adriana puts him to the test and gets him to taste her ass, making sure he rims her hole with his tongue and cleans it up properly.

Adriana’s gets really turned on by the sensation of his tongue up her arse crack, and her shemale cock gets so hard between her legs she makes him suck her shemale schlong.

Silvio is a good little cocksucker and does a fine job to Adriana’s satisfaction, so much so she just has to fuck Silvio up his sissy bum hole.

Click here to see Adriana fuck her new sissy boyfriend up the ass in this movie from Shemale Sissification

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Nazareno lay asleep in bed one morning having a dream about crossdressing in feminine clothes. He felt so horny is his dream he started to play with his cock, tugging it under the bedsheets.

In his dream Nazareno carefully applied his makeup and sexy feminine clothes, then stood in front of the big mirror and placed a long haired wig on his head, making his transformation complete.

Seeing himself in the mirror dressed in sexy women’s clothes, always turned Nazareno on whenever he crossdressed. As he stood there admiring his own feminine image, he thought how sexy he looked and started to kiss his own refection. He had become his own perfect woman, someone who dressed in the clothes he liked, the one that shared his passion for kinky dressing up sex.

Feeling really horny, Nazareno took his cock out of his black panties and began to wank himself off. He made love to his own feminine refection in the mirror until he reached orgasm and his trannie sperm ejaculated in hot spurts from his stiff shecock.

Nazareno suddenly woke up from his sexy dream, realizing he had cum all over himself with sticky white cum.

Download or stream Nazareno’s crossdressing and wanking video at CD Fun.

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Friday night is girls night for Helena and Gilbert, for this is when they get together for some dressing up fun. Helena helps to sissify her husband Gilbert, and he becomes Gilly the maid in pinafore and white stockings.

Gilly has to do whatever Mistress Helena demands and dutifully gets down on all fours so Mistress can fuck her sissy ass with a strapon dildo. Gilly loves having Mistress’ cock inside her sissy ass and is content to let Mistress fuck it to her satisfaction.

Click here to see more Strap On Sissys getting fucked with their bottoms in the air by their demanding mistresses.

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Today Zoe dressed up like a pretty little housewife in her negligee, stockings and lovely strappy heels that make her feel so sexy and feminine.

It was time to do some housework, so Zoe got out the hoover and set about cleaning her house. All that hoovering made her feel horny for some reason and her cock became erect. Maybe it was that sucking action of the hoover that made her think of sucking cock. Or maybe it was just the tottering around on her heels, in her stockings and lingerie, that did it.

Whatever, Zoe was feeling really randy and feeling satisfied with her housework, she rewarded herself with a nice wank. She felt like such a slutty housewife, masturbating in her stockings on the staircase with her hard cock between her legs and her panties pulled to one side. Housework had never been such fun, she thought…she really must do it again very soon.

Enjoy more of Zoe’s slutty fun times in stockings and pantyhose here at Zoe Fuckpuppet.

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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.

Find out how you can watch Maid To Order and other sissies being dominated by females for a little as 8 cents per minute at Fetish Movies

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Nicolas was getting off on his new feminine self when a call from the ward came. He rushed to the patient not taking off his female garments, which was a huge surprise for Romero. Staring at each other, the two men felt the same idea rushing through their heads. You should see the hardcore butt-pounding which followed!

Download this crossdressing fuck movie from CD Fun

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Michael had a ball getting dressed up for Teo, meticulously putting makeup on and cute outfits, and Teo couldn’t control his cock as Michael blew him like a good girl should.

Teo could think of nothing better than to feel his cock in Michael’s tight trannie ass, and he fucked it hard with such vigor until he climaxed hard.

Who would have thought he’d enjoy fucking a trannie, not him. But Teo had such a fun time fucking his friend, he would do it again. You learn something everyday, as they say.

Explore your trannie fantasy’s at CD Fun.

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Sometimes browsing for porn may get you somewhere unusual.

Iniaki  was surfing the internet, looking for stuff to get him off when he found some kinky porn. He got so damn hard and felt so horny he just had to get dressed up and changed into female clothing!

He indulged in this lovely fantasy, wanking his cock till he could not hold back his climax any more and let out his pent up cum in an explosive finish.

Explore your crossdressing fantasies at CD Fun

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A mirror is always a border between worlds. Benjamin here, charmed by the magic of the mirror and by the refined beauty of female jewelry, decides to explore this fantasy further.

Loving every inch of his feminized body, he dressed in sexy feminine lingerie and strokes his cock until he is completely satisfied.

Indulge your crossdressing fantasies at CD Fun

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These horny lovers are so turned on by their sexy feminine garments, they rush to the bed and start making out, enjoying the new sensations of being crossdressed.

Half-naked, they start sucking each other off and minutes later they indulge in a butt-shattering pounding. After they have reached an explosive trannie climax, they enjoy the post-orgasmic sensations in each other’s embrace.

Does crossdressing turn you on? Find out here at CD Fun

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Trannie schoolgirl spunks over Mistress Jane’s panties.

Trannie schoolgirl in black stockings and suspenders is first spanked, then is allowed to spunk over Mistress Jane’s pantie clad ass, here at Nylon Jane and Friends.

Trannie schoolgirl Suzy dressed in short plaid skirt, black stockings and suspenders and was laid over Mistress Jane’s knees to receive a good spanking. Suzy knew how naughty she’d been, and lying over Mistress Jane’s stocking clad knee, felt the first slap of Jane’s hand as it slapped her suspender clad ass.

That was just for starters, for next Suzy was made to kneel on the chair with her skirt hiked up, so that her her stocking tops and suspenders were on display.

Jane then caned her ass, warming up her ass cheeks with every blow, until those naked globes were stinging hot and glowing with the punishment they had received.

Mistress Jane then put Suzy’s stiff trannie cock between her tits and Suzy rubbed her cock in the warmth of Jane’s cleavage. Then Jane lay face down on the floor and bliss of bliss, allowed Suzy to straddle her thighs and to dry fuck her panties.

It felt like heaven as she rubbed her trannie cock over the dry material covering Jane’s ass and bumhole. Suzy felt like she might just come there and then, but held back back her sperm so that she might enjoy the ecstasy of fucking her Mistress’s pantie covered ass…

But the moment came when Suzy could no longer contain her pent up semen, and as Jane knelt with her ass raised up, Suzy climaxed on Jane’s panties, shooting wads of thick spunk onto Jane’s nice white pantie covered ass.

Suzy felt such gratitude that Mistress Jane had allowed her to blast her trannie spunk over her ass and knickers, it was a such a blessed release. But of course Jane didn’t mind getting her panties all messed up and covered in sticky cum, because Nylon Jane understands the needs of tgirls and helps them live their fantasies.

Look up Nylon Jane and Friends if you want to see more sexy fun with girls and tgirls in stockings, inside…

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Willing to explore his feminine fantasies deeper, Pete embarks on a mission few men would dare to handle.

Watch as he goes through the painful procedure of hair removal to make his legs smooth and nice. He also paints his toenails bright red.

All this feminization make him feel honry and he pulls his hard shaft vigorously until he has a shattering climax.

Explore you crossdressing cravings at CD Fun

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