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Chastity Photo Gallery

Chastity device and chastity belt photos and images

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12377 files in 17 albums with 9397 comments viewed 25684318 times
Male Chastity Images


4583 files, last one added on Nov 17, 2015

Maid and Sissy Chastity Photo Gallery


3792 files, last one added on Nov 13, 2015

Keyholder Photos


609 files, last one added on Jul 29, 2015

Misc / Photos with no chastity device.


1443 files, last one added on Nov 19, 2015

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


103 files, last one added on Mar 07, 2015

Men in Pain Gallery


15 files, last one added on May 16, 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.

1423 files, last one added on Aug 09, 2015


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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