Cross-Dressing
Favorite345 Matches Found
Crossdressers In Lingerie (2021)
- Studio: CX Wow
- Starring: Audrey Maffia, Erica Cherry , Glamgurl XOXO, Mariah Love , Miss Isa LaCrux, Christian XXX
Trisha: The Dungeon (2021)
- Studio: Dirty Doctors Videos
- Starring: Auntie Trisha, Lily May , Cathy the Cross Dresser
- Movie Synopsis: Two weary travellers, lost and in need of refreshment come across a house in a very isolated spot and decide to call in, the owner makes them welcome and offers them a drink, they soon fall but... Read more
- Studio: LBO
- Starring: Bunny Bleu, Montana Gunn, Johnny B, Tony Belmonte
- Tag Line: The Boss Is A Real Drag!
- Studio: LBO
- Starring: Amber, Gina Rome, Nikki Steele, Allenina W.
- Tag Line: Real Female Trouble
Fetish Fanatics #8: Girls who Fuck Guys in the Ass (1999) Compilation
- Studio: Dreamland U.S.A.
- Movie Synopsis: In this film, the cock is hers. He bends over in submission as the tables of domination and hole plowing are turned. It is her turn to be the punisher. These hot, sexy women are equipped with big, har... Read more
- Studio: Robert Hill Releasing Co.
- Tag Line: Bite Me White Boy! Got Chocolate Milk!
Captured In Drag (1998)
- Studio: LBO
- Starring: Eve Ellis, Olivia Outre, Ashley St. Ives, Crystal Crawford
Expose Me Again (1996)
- Studio: Cal Vista
- Starring: Ariana Ari, Jeanna Fine, Natasha Marie, Rebecca Lord, Shanna McCullough, Stacy Valentine, Bobby Vitale, Peter North, Randy West, Tony Tedeschi
- Tag Line: One Good Scandal Deserves Another...
Dude Looks Like a Lady 2 (2000)
- Studio: Legend
- Starring: Angela D'Angelo, Lisa Lixx, Babagee, Shawn Islander
- Movie Synopsis: When Marshall O'Boy comes home, rather than being presented with the and dinner, his wife Lisa Lixx has him dress up in some women's clothes. She has him start with the panties and stockings, but... Read more
Dude Looks Like A Lady (1999)
- Studio: Legend
- Starring: Amanda Peterson, C.J. Bennett, Fabian Ryche, Marshall O'Boy
- Movie Synopsis: Meet the Sissy. Warehouse worker by day... raging drag queen by night. Watch as the Sissy's asshole gets penetrated by impossibly large objects until it gapes with pride. The Sissy gets so turned on t... Read more
- Studio: Totally Tasteless
- Starring: Arcie Miller, Lani Kaluha, Sharon Kane, Sharon Lee, Lonnie Taylor
- Tag Line: Caution: 100% Transvestite Hardcore Sex
Domina Man Maid (2004)
- Studio: LBO
- Starring: Piper Jo Spents, Sharon Kane, Eva Destruction
- Movie Synopsis: A young man begins his physical, mental and emotional transformation, carefully guided and taught by Sharon Kane. They have a deadline, the transformation must be finished before Sharon's husband retu... Read more
to Cross Dress (2001)
- Studio: LBO
- Tag Line: Transvestite Shocker! "I am a Better Woman Than My Wife!"
Mommy Queerest (2001)
- Studio: LBO
- Starring: Mistress Holly, Regan, Valeria, Rick Drexel
- Tag Line: Sexual Distortion!
Trannyville (1999)
- Studio: Vivid
- Starring: Andrea Michaela, Gina, Lisa Lawrence, Rick Van, Drew Andrews, Michael Lee
- Tag Line: The 50's. When Men Were Men. And Women Were Both.
Tickled To Tears (2003)
- Studio: Gwen Media
- Starring: Amanda Wildefrye,
- Movie Synopsis: Diabolical bondage, suspension, CBT and tit play! TV slave Diane is punished for tickling the Mistress' feet during massage hour. She is placed in four harsh bondage predicaments and shown how excruci... Read more
Cross Dresser (2001)
- Studio: Sunshine
- Starring: Bruna, Danni Slam, Swellen
- Tag Line: They Love That Sexy Lingerie
- Studio: LBO
- Starring: Jackie Beat, Saki St. Jermaine, Sharon Kane, Jake Burns, Tony Belmonte
- Tag Line: "I Was to Cross Dress" Victim Says!
- Studio: LBO
- Starring: Aja, Nikki Sinn
- Movie Synopsis: It arouses Nikki Sinn when she explores the sexual challenges that often occur among transvestites and cross dressers. Her rising popularity as a star in adult films and videos made her attractive to ... Read more
- Studio: Wicked Pictures
- Starring: Alektra Blue, Annie Cruz, Jessica Drake, Kaylani Lei, Kirsten Price, Nicky Hunter, Puma Swede, Randy Spears, Ron Jeremy, Tommy Gunn
- Movie Synopsis: Wicked Pictures and Award winning director Brad Armstrong would like to make... a TOAST! May we introduce "The Rocki Whore Picture Show" a porn parody like no other. Brad & Janet come across... Read more
UK Milf Trans Threesome (2011)
- Studio: Bizarre Europe
- Movie Synopsis: A brand new bizarre Europe production shot in the UK. This movie features a luscious British girl with huge natural tits, and two of our hottest transvestites! She presents to them a plethora of dildo... Read more
- Studio: Bizarre Europe
- Movie Synopsis: Do you like cross-dressing men? Do you like threesomes? You have a hard-on for strap-ons? If you answered yes to all these questions, then you will absolutely love this movie! Damian Duke, Karen Clark... Read more
- Studio: Bizarre Europe
- Movie Synopsis: A big box of toys, two trannies and a fuck crazy girlfriend - all the ingredients at home for a wild and wicked houseparty! This kinky trio is ready to take a walk on the wild side with gender bending... Read more
Asa Akira To The Limit (2012)
- Studio: Jules Jordan Video
- Starring: Asa Akira , Chris Strokes, Jules Jordan, Nacho Vidal, Steve Holmes, Winston Burbank
- Tag Line: Featuring the most electrifying star today Asa Akira in all scenes!
- Studio: Robert Hill Releasing Co.
- Tag Line: Black Women Stand Proud! Your Ass is Mine! My White Bitch.
Cuckold Fantasies Vol. 3 (2004)
- Studio: Roman Video
- Starring: Lauren Phoenix, Frank Towers, Tommie Twist
- Movie Synopsis: Lauren Phoenix (winner of AVN's coveted Female Performer of the Year 2004) does such an amazing job in this video it is no wonder why she won the award. Not only does she look naturally hot, but her p... Read more
Mean Ebony Facesitters (2013)
- Studio: MeanBitch Productions
- Starring: Megan Vaughn, Monique Symone, Shae Spreadz, Stacie Lane, David Christopher
- Tag Line: 4 Beautiful black asses and 1 white face!
Extrem No. 42 (2014)
- Studio: Climax Production
- Studio: Alpha-France
- Starring: Brigitte Lahaie, Christine Lodes, Julia Perrin, Sylvie Chatex, Dominique Aveline, Guy Berardant, Joel Charvier
- Movie Synopsis: Black film and Pink film masterfully successful marriage. Little willing to lead a double life between Brigitte , his nymphomaniac wife (BRIGITTE LAHAIE) and his mistress Claire (JULIA PERRIN) Georges... Read more
- Studio: EAGLE
- Studio: Carmen Rivera Entertainment
- Starring: Carmen Rivera, Bimbo Doll Ivana, Chris Hollywood
- Movie Synopsis: Mrs. Dr. Rivera-Hole is world-renowned for using deep-diving procedures and magical golden vaccines that fill her sexless patients - plus their uncontrollable erections and bodies desensitized to erot... Read more
Julie Simone's Femdom Fatale (2021)
- Studio: Julie Simone Productions
- Starring: Julie Simone,
- Movie Synopsis: Julie Simone is vicious and glamourous in this sadistic display that includes urethral sounds, penis pump suction play, caning of the asshole, ass & cock, enema play, smoking, leather, electrical play... Read more
Sissy Hotel Hookups (2022)
- Studio: CX Wow
Crossdresser X Vol. 3 (2022)
- Studio: CX Wow
- Starring: Andrea Ann Scarlett , Brittany Cemon, Erica Cherry , Jacquelyn James, Nicole King, Christian XXX
Slutty Blonde Crossdressers (2022)
- Studio: CX Wow
- Starring: Megan Sweet, Catie Peppers, Dante Cash, Diego Cash, Jenna Jaden, Tamara Aspe, Christian XXX
Crossdresser Fantasies (2022)
- Studio: CX Wow
Crossdressing Superstars (2022)
- Studio: CX Wow
- Starring: Audrey Maffia, Erica Cherry , Fay Valentine , Kylie Kottonmouth, Mariah Love , Christian XXX
- Studio: Alpha Blue Archives
- Movie Synopsis: Lonny, a handsome singer in a posh-nightclub is picked up by two glamourous doms. When they get him home they begin his torturous transformation in their dungeon. Heavy bondage and breasts injection... Read more
- Studio: Alpha Blue Archives
- Movie Synopsis: A wife with lesbian tendencies loves her husband so much that she takes him to Transvestite Castle to be disciplined and transformed into a female lover.hormone treatments and torture by dominant wo... Read more
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