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Chastity Photo Gallery

Chastity device and chastity belt photos and images

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12076 files in 17 albums with 9301 comments viewed 24586120 times
Male Chastity Images


4403 files, last one added on Sep 17, 2014

Maid and Sissy Chastity Photo Gallery


3770 files, last one added on Sep 30, 2014

Keyholder Photos


588 files, last one added on Sep 20, 2014

Misc / Photos with no chastity device.


1364 files, last one added on Sep 27, 2014

Interracial Cuckold/Chastity Cartoons


143 files, last one added on Apr 18, 2014

Absolute Kim - Chastity


11 files, last one added on May 11, 2006

Female Chastity Photos


100 files, last one added on Sep 30, 2014

Men in Pain Gallery


15 files, last one added on May 15, 2006

JohnPersons Interracial & Taboo Art


15 files, last one added on May 19, 2006

Sharing My Wife


48 files, last one added on May 22, 2006 - Chastity & Cuckolding Gallery


29 files, last one added on Jun 06, 2008

The English Mansion - Femdom & Chastity


60 files, last one added on Apr 13, 2009

Maitresse Madeline - loves to tease her cuckold and her submissives.


47 files, last one added on Apr 13, 2009

Mrs. Claudia & cuckold husband


14 files, last one added on Jan 21, 2009 - Realife Femdom Marriage: Chastity & Cuckolding


25 files, last one added on Mar 08, 2009

Sissy Slut Training


17 files, last one added on Jun 06, 2009

Captioned Images


An album for users to place captioned images.

1427 files, last one added on Sep 24, 2014


17 albums on 1 page(s)

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Sissy Pimpin Video: Sissy maid and chastity content

Miss Dita turns James into Jade, her latest transformed tranny trollop she'll pimp out for her pleasure and profit! Dressed up as a slutty schoolgirl, Jade is trained for his, um... her new purpose in life - "she's a sissy slut, just a couple of holes to fuck and suck!" Later on, Miss Dita sends her little sissywhore, Jade, out to a seedy hotel to service some dude with a huge cock! This is forced-fem sissification and forced-bi at it's best!

Sissy Slut Sessions

Bambi is begging to become Mistress Kendra's latest little sissy bitch, but he'll, um... I mean she'll have to learn her new place in life first... on all fours taking it up her sissy "pussy" for Mistress' amusement... or profit! Mistress Kendra continues Jizzelle's total sissification by introducing "her" to the joys of giving oral pleasure to a real man. He's got plenty of splooge to splurt all over Jizzie's face... why do you think Mistress Kendra named her Jizzelle!?! Mistress Kendra decides she just can't have her sissy bitch, holly embarrassing her when Dakota comes over to use the little fuck hole (that's holly, by the way). She decides to open the bitch up a little bit more with the "fucksaw!" That way holly has no choice but to be most accommodating when she gets fucked like the sissy slut she is! As if that wasn't enough, Mistress Kendra makes sure that holly chugs all the cum from the dude's used condom too!

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