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Sissy Slut Manual

So you want to make your man a sissy slut? Mistress Kendra James shows you how in . . .

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Release Year: 2009

Sissy Ho: Busted

Jade and her latest "John" get caught in the alley doing naughty things by officers . . .

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Release Year: 2008

Cuckold Fantasies Vol. 1

Your wife says you don't satisfy her in bed. She needs big, white cock. And she wants . . .

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Sissy Slut School

Danny's wife catches him in her panty drawer so she decides to take him to Mistress . . .

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Transvestite Teaching

Ready for the next guilty pleasure? Transvestite teaching shows what to wear, make . . .

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Release Year: 2011

Sissy Slut Motel

Jimmy had no idea what would happen after he checked into the Sleazyway Motel for . . .

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Release Year: 2004

Big Stretch

Cum watch as this sexy FemDom face fucks her cross dressed slave with a huge strap . . .

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Release Year: 2006

Cuckold Fantasies Vol. 3

Lauren Phoenix (winner of AVN's coveted Female Performer of the Year 2004) does such . . .

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Zofenausbildund

Need it hardcore and kinky? ! Welcome to your fantasy! Surrender to all your darkest . . .

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Release Year: 2007

The Contest

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A stunning 80-minute tribute to double blonde domination as Mistress Autumn joins . . .

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Release Year: 2010

My Little Drag Queen

Professor Carl is having an affair with April, one of his students. He drops by to . . .

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Release Year: 1988

Obsession

What possesses your mind? What occupies every free moment of thought? What is your . . .

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Butt Slut

Lia shows her slave what it really means to be a Butt Slut. She penetrates his asshole . . .

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Release Year: 2019

Sexy Crossdressers In Action

I found Fay Valentine on a dating site and immediately made her my live in submissive . . .

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Transvestites Vs MILFs

Who will win the battle of the hot bitches? Who whores it up worst the chicks with . . .

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Release Year: 2007

CD XXX Audition

Carl interviews a super horny young cross-dresser for a part in a XXX video on the . . .

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Release Year: 2008

Transvestites At Work

One tarty tranny is just not enough for helpful handyman, Ricky Jackson, as he is . . .

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Release Year: 1997

Cross Sexxion

The impact of a mans sexual surrender to three stunning women is a profound statement: . . .

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Release Year: 2010

Transvestite Call Girl

Indulge your wives dark desire for two hot trannies by bringing home her very own . . .

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Release Year: 2008

Tight Ass CD Stewardess

He might not fly a plane very well, but he sure does know how to fuck a tight ass! . . .

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Internal Affairs

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Today we have something especially delicate for you, our dear audience. For your . . .

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How To Train Your Sissy Slut

Miss Brat Dom has crossdressing Slut Lindsey over for some sissy-slut training today. . . .

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Limits Of A Sissy

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Observe as Mistress Lydia spends 38 minutes using Her big dicked sissy slave and . . .

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Release Year: 2018

Crossdresser X Vol. 1

Premium Title

Kyra Kork is a super fit and very attractive CD that is dressed in red and ready . . .

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A Transvestite's First Blow Job

Suck don't blow! A burglar is caught hiding in a bathroom closet while watching a . . .

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The Sleakness

This big transvestite has shaved herself all sleek for Mistress Gemini. She takes . . .

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Cocks In Frocks 4

Caution 100 percent Transvestite Hardcore sex! Yes!!! He is a She!! Life is full . . .

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Want A Toy?

Carl offers Danni, a young Cross-Dresser, a stuffed toy duck, if she'll come play . . .

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Release Year: 2010

Transvestite Sex Slave

Watch a couple of made-up horny hunnies harass their handsome hard-cocked boy. These . . .

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Release Year: 2007

The Transgenerates!

The lines have totally blurred between straight and gay, man and woman, perverse . . .

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Release Year: 2008

Maid To Order 2

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Our little maid is once again found to be deficient cleaning the bathroom and Mistress . . .

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Gemini Dearest

Mistress Gemini pays homage to Mother's Day in this role play domestic discipline . . .

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Domina : Man Maid

A young man begins his physical, mental and emotional transformation carefully guided . . .

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Release Year: 2008

Maid To Order 3

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A trio of Mistresses takes on our little maid jack in a 47 minute domination festival. . . .

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Release Year: 2008

Sissy Bed

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Dive into a 47 minute fun festival featuring Mistress Lydia mistreating cum slut . . .

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Release Year: 2019

Mature Crossdressing Sluts

Slut Patina is locked in chastity like a good girl. This sissy loves pleasing her . . .

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Devils & Dildos

Nothing makes a Mistress happier than using a real cock to humiliate a slave. In . . .

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The Hide - Sluts N Slaves

Two incredibly sultry, sexy Doms torment their slutty little submissives with an . . .

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Release Year: 2018

Crossdresser X Vol. 2

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Kyra Kork is a smoking hot CD with an amazing bubble butt. She knows just how to . . .

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Sissy No Name

This transvestite comes to Gemini to earn her sissy name. Gemini will take this time . . .

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Cum Swap Cuckold

A steamy 35-minute sex filled romp by Mistress Amber and Master Gator at the expense . . .

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Pretty Vicious

Premium Title

Witness "6"4 red haired Mistress Sabrina Fox explore cum slut tosha's limits for . . .

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Chris-Sissy Serves

Gemini's little sissy maid has returned for more education and with the hope of pleasing . . .

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Cuckolded Roommate

Morgan doesn't really respect her roommate, certainly not enough to notice that he . . .

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Release Year: 2008

Stairway Slut

Premium Title

A cross dressed sissy in pantyhose is nabbed on the stairs by Rachel Steele. She . . .

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Crossdress And Fuck

This might've been one of Sexyscorpionxxx's wildest and most original sessions yet; . . .

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