Kalena Fucks Man Dressed Up As Girl

Tuesday, July 8th, 2008

Kalena wears the skirt in this relationship and what she says goes! Today she is in a funk and decides she wants to see what her man looks like dressed up as a girl. She puts him in a bra, panties, wig and make his face up nicely. She is so pleased with his new appearance that she can’t keep her hands off of him. Watch her fuck this newly invented sissy hard!

Kalena fucks her newly invented sissy

Kalena fucks her newly invented sissy

TS Adriana Forces Feminization

Tuesday, July 1st, 2008

It’s just an average day for Adrianna, except she broke her last sissyboy recently and he ran away like a cowering bitch. She has to find herself a new boy toy and after putting ads in the local mag she has a few sluts to interview. This last guy looks like a winner, reluctant at first but she finally gets him all dressed up and then fucks his tight body for hours.

Sissy boy gets fucked by Adriana

Sissy boy gets fucked by Adriana

Boy Dressed Up As A Girl Gets Fucked By Meelynah

Tuesday, June 24th, 2008

Don’t fall asleep around Meelynah, especially if you’re her boyfriend. She had a wild thought and decided to turn that lazy boyfriend into a vibrant awake girlfriend. She soon has him naked, with makeup and a wig. As soon as she’s done making him up she starts messing up his new makeup and lipstick before plunging a thick hard cock up his tight sissy boy ass.

Meelynah transforms her sleeping boyfriend

Meelynah transforms her sleeping boyfriend

Shemale Jo Bets Her Man on a Billiard Shot

Tuesday, June 17th, 2008

Shemale sex kitten Jo Garcia made a bet. If her date couldn’t make a combo shot in pool, she gets to dress him up as a chick and have her way with him. He chokes on the shot and now is in Jo’s hands. She soon has him out of his clothes and into some eyeshadow, a blonde wig, bra and panties. He looks so pretty, that she busts out her thick cock for fun.

Big cock shemale fucks her sissyboy

Big cock shemale fucks her sissyboy

TS Kamila Dresses Man As Queen

Tuesday, June 10th, 2008

Kamila Smith decided that Bruno should be her pretty little queen. She felt that he needed to get in touch with his femine side, who cares if he wanted to or not. She puts him into her ornatee dress made for a queen. She then added makeup, powdered his hair and added a rhinestone tiara. Watch what happens next as she has her way with her new beautiful girlfriend.

Victorian themed shemale sissification

Victorian themed shemale sissification

Shemale Renata Dolls Up Her Boyfriend

Tuesday, June 3rd, 2008

Renata’s boyfriend loves how feminine she is and he asked her about it one day. What does it take to be so beautiful, instead of telling him she showed him. She sat him down and gave him the full beauty treatment, makeup, blonde wig and sexy red lingerie. When she was done, she was so turned on that all she wanted to do was enjoy her new plaything.

Boy gets dolled up and fucked hard

Boy gets dolled up and fucked hard

Sissification in The Park By Shemale Alessandra

Tuesday, May 27th, 2008

The park is a perfect place for any transformation, caterpillars into butterflies and even guys into girls. Alessandra decides it would be fun for her and her date Carlos to change places. She slips into his suit and she dresses him in her polka-dot dress and adds makeup. Alessandra is so turned on, she pushes Carlos to his knees and force feeds him cock!

Couple trades place in the park

Couple trades place in the park

TS Rafaely Dubenstay Sissifys Her Man

Tuesday, May 20th, 2008

Art is in the eye of the beholder and today Rafaely Dubenstay has a brand new live canvas to work on. When she catches her man on the internet looking at crossdressers, she decides to show him exactly what it is like to be a sissyboy. She makes him put on a wig and dress, then she makes up his face, bends him over to tool his tight ass with her huge shemale cock.

Shemale dresses up Ricardo as a chick

Shemale dresses up Ricardo as a chick

Mistress Thays Extreme Jungle Love

Thursday, February 14th, 2008

The jungle is an excellent place to have a humiliation lesson. There isn’t anyone around to hear you scream as your flogged and abused amid the fauna. That is where Mistress Thays brought her new play thing, she wanted to test him out and give him a special experience. Watch as she uses knives, clothespins and has him licking her boots before he gets an ass tooling he will feel for days!

Thais gives this sissy a lesson in humiliation

Thays gives this sissy a lesson in humiliation

Mistress Ana Livia Punishes Her Sissy Man

Monday, September 17th, 2007

Ana invites her new friend over to play, but when he arrived she had other plans. She made him dress up like a girl and clean her house while she read a magazine. She got very angry with his curiousity of her toys and punished him for it, by spanking his ass, spitting in his face and force feeding him her cock!

Dominatrix Ana and her sissy man

Dominatrix Ana and her sissy man