Click Here to return to

Straight VOD Gay VOD

Sissy Pimpin'

Favorites [+]

Pay-Per-Minute Viewing

You can now enjoy this movie on your iPhone®, iPad®, or compatible Smart TV & Android™ devices.


Purchase Options


Purchase Minutes Purchase Minutes


Available MP4 sizes:
SD 480p (0.65 GB) 

DRM-free downloads offer content that is not limited by standard Digital Rights Management (DRM) access technologies. These technologies allow hardware manufacturers, publishers, copyright holders and individuals to limit the usage of digital content.

When you purchase DRM-free downloadable content, that content is available for you to download on any computer and save to a disk whenever you like. You can also download to multiple computers. There is no timeframe associated with your purchase and the content will not expire.

What is this?

Running Time:   42 minutes
Studio Name:   Transfetish Productions 
Director:   B.E. Smith 
Categories: Submales   Transvestite   Fetish   Femdom  
Description:   Miss Dita turns James into "Jade" and trains her to suck and fuck like a good little sissy slut! Later, Jade is sent out to a cheap hotel to practice what she learned with a real dude!
Close Review X Read Review
Reviewer: Sindred Date: 8/01/2008
Source: Aebn

Miss Dita is a domme with style: everything in her house is hot pink and retro funky. She saves the leather, studs, and chains for the hardware that adorns her slaves; there is nothing dungeonlike about her play space, with its fuchsia walls, Marilyn Monroe Warhol print, and fuzzy zebra-stripe pillows. Though her look is part pinup and part Vegas showgirl, Miss Dita’s glossed lips conceal an acid tongue that stings disobedient subs just as harshly as the slaps she lands on faces and bottoms alike. Played to campy perfection by newcomer Dita Rose, this Barbie-gone-bad is a collector of pretty things, so it’s no surprise that she loves to dress boys up like girls.

The first release from Transfetish Productions, Sissy Pimpin' is the tale of Miss Dita and her sissy-boy James, portrayed by Jade Madison. It’s Miss Dita’s mission to successfully transform James into Jade, and turn him out on the streets to sell his sissy ass for cold hard cash.

Miss Dita’s strength as a domme is humiliation, and she knows that not only is James secretly eager to suck a real cock, but a forced prostitution encounter will drench him in the humiliation he craves. The transformation begins when James is ordered to strip off his male clothing and dispose of it in the trash. A wig of flowing dark hair and artfully applied makeup erases the last vestige of masculinity from his features. There is no need for shaving; James was very well trained to look presentable for Miss Dita, and his body is as smooth as his face. He no longer needs his penis, unless a paying customer is using it, and so his mistress has him lock his genitals away in a chastity cage. Of course it’s her favorite color, hot pink. With the addition of a sexy schoolgirl outfit and platform stripper heels, there is no trace left of James, and in his place, a hot slut named Jade sashays across the floor in her new high heels.

Jade needs proper slut training before she can be put to work, and this is one of the hottest scenes of the film. She is forced to recite the humiliating lines of the online ad Miss Dita’s created for her: “I’m a sissy slut with a couple of holes to suck and fuck.” Those holes are soon put to hard work by her mistress. Jade undergoes rigorous blowjob training, deep-throating Miss Dita’s monstrous fleshy dildo until she’s performing like a natural-born cocksucker. Of course, she also has to be prepared to get fucked in the ass like the dirty slut that she is. Miss Dita knows that the anonymous creeps who will request Jade’s services might not be the gentlest fuckers, so she bends Jade over the couch and fills her ass up with her huge black strap-on. Miss Dita’s strap-on fucking skills are impressive, and her long, deep, grinding strokes soon have Jade moaning in pleasure.

Despite such thorough training, Jade is nervous when her first job comes up, and a taxi drops her off at a sleazy ghetto motel. Made up, perfumed, and dressed in a frilly miniskirt and a sheer black top emblazoned with the words “Sissy Sex Toy,” she is sexy street trash, and Jade’s well-hung customer treats her exactly like the whore she was destined to be. Jade sucks his cock while kneeling on the dirty motel floor, as he reclines and drinks his third or fourth beer of the evening. Her humiliation is complete as she gets fucked hard doggy style, and when the john shoots his load on her tight little ass, her moans of appreciation are definitely genuine.

Sissy Pimpin’ is a slickly produced, candy-colored slice of fetish entertainment. Clocking in at only 43 minutes, this movie nevertheless manages to pack fun and sexy fetish into a well-acted little story. Until we’re treated to another dose of Sissy Pimpin’, you can indulge all your femdom and sissy fantasies with other hot fetish titles from our VOD theater.

Close Review X

6 Scenes from Sissy Pimpin'


English  |  Deutsch  |  Français  |  Español  |  日本語  |  Italiano  |  Português

18 U.S.C. 2257 Record Keeping Requirements Compliance Statement

View Mobile Site

VR Settings
Phone Screen Height (mm):
(The longer length, rendering area only)
Viewing Device Lense Distance (mm):
(Center to center width, Google Cardboard=64, Viewmaster VR=61)
Screen Horizontal Offset (mm):
(When in portrait mode)
Screen Vertical Offset (mm):
(When in portrait mode)
Field of View (Degrees 30-120):
(Only used for 360° content)
Use Barrel Video:
(Only on non 360°, non fisheye content)
Play VR
Copy this URL to use with your chosen application: