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Chastity Photo Gallery

Chastity device and chastity belt photos and images


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12542 files in 17 albums with 9448 comments viewed 26230820 times
Male Chastity Images


20160720_113404_edited.jpg

4648 files, last one added on Jul 21, 2016

Maid and Sissy Chastity Photo Gallery


20160719_174814_edited.jpg

3815 files, last one added on Jul 21, 2016

Keyholder Photos


1~2.jpg

626 files, last one added on Apr 16, 2016

Misc / Photos with no chastity device.


IMG_8703.JPG

1502 files, last one added on Jun 22, 2016

Interracial Cuckold/Chastity Cartoons


makeithurt.jpg

144 files, last one added on Mar 24, 2016

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


tied_up.jpg

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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Last additions
20160719_174814_edited.jpg
20160719_174814_edited.jpgNew panties40 viewsCage was removed so I could get the full feel of them. You can see the result but they were removed and I was iced and recaged without relief. Maybe next timepicksarJul 21, 2016
20160720_113404_edited.jpg
20160720_113404_edited.jpgEstim torture114 viewsDouble estim to make me cum. Lasted an hour and only a dribble from my clitpicksarJul 21, 2016
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IMG_20160712_204035_525.jpg110 viewsTomshandle2Jul 12, 2016
IMG_8718.JPG
IMG_8718.JPGPussy Training143 viewsMistress has decided we need to move on in our relationship since I now wear her panties. I am now having my pussy trained with her old dildo, she has instructed me to buy her a new one, larger to make my clit seem even smaller. In my opinion this is not a good idea, not that my opinion counts of course.picksarJun 23, 2016
IMG_8703.JPG
IMG_8703.JPGFree and proud?75 viewsWell free for a few minutes and never touched by human flesh at all. Rubber gloves onlypicksarJun 22, 2016
IMG_8705.JPG
IMG_8705.JPGNo balls just clit110 viewsThis is as big as it ever gets now. Even Mistress rubbing and stroking with her rubber gloves only causes it to drip juicepicksarJun 22, 2016




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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