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Chastity Photo Gallery

Chastity device and chastity belt photos and images

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11838 files in 17 albums with 9034 comments viewed 23759572 times
Male Chastity Images


4296 files, last one added on Apr 16, 2014

Maid and Sissy Chastity Photo Gallery


3690 files, last one added on Apr 16, 2014

Keyholder Photos


583 files, last one added on Apr 12, 2014

Misc / Photos with no chastity device.


1352 files, last one added on Apr 17, 2014

Interracial Cuckold/Chastity Cartoons


140 files, last one added on Aug 01, 2013

Absolute Kim - Chastity


11 files, last one added on May 11, 2006

Female Chastity Photos


87 files, last one added on Mar 27, 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.

1409 files, last one added on Nov 24, 2013


17 albums on 1 page(s)

Random files
In_chastity.JPG1274 views1 commentssissylockedup
IMAG0070.jpgtransformed2475 viewsNow all I need is a Keyholder who could take pleasure forcing me to stay this way. I am an excellent cook, cleaner and all round domestic sissy.6 commentssissylucy
P1000232.JPG1024 viewsbrownjack
2011-12-28_17-28-55_874.jpgtucked in1685 viewsLocked in butt plug harnesstomshandle
DSCN1373.JPGNeatly locked up470 viewsmatureworship
Mistress_L_62.jpg644 viewsSampling one of my blue balls in her warm wet mouthHarlem_guy

Last additions
2013-03-10_01_03_33.jpg6 viewsYoshoApr 17, 2014
image.jpgCaught in a sad attempt to get relief154 viewsI was caught in a very sad attempt to get some relief. In addition to adding 2 weeks to my chastity, I have to post photographic evidence and own up to it.
The one redeeming feature of the tiny cocklet cage is that my penis gets air, is easy to clean, etc. It also lets me touch it and massage the exposed flesh every so often. Unfortunately since I can touch so much of it through the bars I occasionally get very desperate.
Simple cage shaking and rubbing doesn’t work, my cocklet is compressed to about 40% of its length. an Hitachi magic wand will essentially milk me and provide some temporary relief, even though the actual orgasm is entirely ruined. Sadly my KH had once caught me using her Hitachi and she now keeps a lock through its wall plug :( I was so hopefully the electric toothbrush would do the trick, but just not quite :(
a_non_mouseApr 16, 2014
bdsm.jpg81 viewsatadojcApr 16, 2014
3.jpgSlave forever...30 viewsatadojcApr 16, 2014
5.jpgSlave forever....33 viewsatadojcApr 16, 2014
2.JPGslave forever....31 viewsatadojcApr 16, 2014

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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