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Chastity Photo Gallery

Chastity device and chastity belt photos and images


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12322 files in 17 albums with 9361 comments viewed 25169316 times
Male Chastity Images


WIN_20150321_105958.JPG

4545 files, last one added on Mar 21, 2015

Maid and Sissy Chastity Photo Gallery


IMAG1403.jpg

3787 files, last one added on Mar 12, 2015

Keyholder Photos


smile.jpg

607 files, last one added on Mar 12, 2015

Misc / Photos with no chastity device.


foot_on_cock_in_bondage2.jpg

1416 files, last one added on Mar 12, 2015

Interracial Cuckold/Chastity Cartoons


makeithurt.jpg

143 files, last one added on Apr 18, 2014

Absolute Kim - Chastity


mistress_femdom_strapon.jpg

11 files, last one added on May 11, 2006

Female Chastity Photos


standingtetruss~1.JPG

103 files, last one added on Mar 07, 2015

Men in Pain Gallery


2501_p_03.jpg

15 files, last one added on May 15, 2006

JohnPersons Interracial & Taboo Art


promo9.jpg

15 files, last one added on May 19, 2006

Sharing My Wife


kl9w3921.jpg

48 files, last one added on May 22, 2006

CuckoldMeNow.com - Chastity & Cuckolding Gallery


cuck08.jpg

29 files, last one added on Jun 06, 2008

The English Mansion - Femdom & Chastity


P1017206-copy2.jpg

60 files, last one added on Apr 13, 2009

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


1415.jpg

47 files, last one added on Apr 13, 2009

Mrs. Claudia & cuckold husband


DSC00951.jpg

14 files, last one added on Jan 21, 2009

FemDomBride.com - Realife Femdom Marriage: Chastity & Cuckolding


114.jpg

25 files, last one added on Mar 08, 2009

Sissy Slut Training


chantpic7~0.jpg

17 files, last one added on Jun 06, 2009

Captioned Images


tumblr_nhregh5wZb1tir9bao1_500.jpg

An album for users to place captioned images.

1440 files, last one added on Mar 14, 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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