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Chastity Photo Gallery

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FILE NAME  +   - 
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IMAG1403.jpg
IMAG1403.jpgFont view417 viewstiedtimmy
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IMAG1405.jpgLoris tube452 viewsVery secure in chastity. No hope for release.tiedtimmy
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IMAG1406.jpgPeekaboo!!369 viewstiedtimmy
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IMAG1411.jpgBust shot282 viewstiedtimmy
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IMAG1421.jpgHott leggs299 viewslove the way my legs look here.1 commentstiedtimmy
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IMAG1374.jpgSissy escape414 viewsI shouldn't have put the keys on the top shelf. What was I thinking!tiedtimmy
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IMAG1379.jpgMay I come today mistress317 viewsBegging for release.tiedtimmy
IMAG1380.jpg
IMAG1380.jpgPlease fuck my clitty258 viewsLove these heavy restraints!tiedtimmy
IMAG1381.jpg
IMAG1381.jpgBound to please230 viewsOnce you click these shut, your going nowhere without the key.tiedtimmy
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IMAG1382.jpgIn shackles236 viewstiedtimmy
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IMAG1353.jpgPlad dress312 viewslove this feeling!tiedtimmy
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IMAG1355.jpgSissy tears219 viewsPlease let me come.....Please!!tiedtimmy
IMAG1357.jpg
IMAG1357.jpgMe so horny533 viewsLoris chastity tubes are no joke. Ive been trying to reach orgasm for a week with no luck. just a steady drip.tiedtimmy
IMAG1365.jpg
IMAG1365.jpgLeaky clitty219 viewsSo horny. My wife went on vacation for a week with her sister and daughter and left me locked.tiedtimmy
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IMAG1402.jpgLegs crossed like a proper lady194 viewstiedtimmy
IMAG1373.jpg
IMAG1373.jpgChained and ready to serve261 viewstiedtimmy
sissy_chsatity_3.jpg
sissy_chsatity_3.jpgsissy analinga pink chastity368 viewssissy analinga in her sissy pink panties, lingerie, bra and sissy pink chastity device. Please use sissy analinga for Your pleasure

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sissyanalinga
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image_4.jpgcaged in panties318 viewsenslave_me01
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20140416_183711.jpgcrotchless panties313 viewsenslave_me01
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025_(3).jpgBut please !!! xx1336 viewsMistress please, if I lower the top I can work much harder.Please dont punish Im not being sleezy xxDarryl176
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2015-01-31_19_25_21.jpg1425 viewsYosho
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IMG_0508.JPGSuch a Small Clitty.631 viewsReason why I'm in Chastity, my clit is too small to do anything good.1 commentsSissy North
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IMG_2961.JPGI can look, but i can't touch Sissy view. 492 views1 commentsSissy North
New_steel_so_comfy.jpg
New_steel_so_comfy.jpgNew steel device1562 viewsJust settling into my first steel device.9 commentsSissy North
MDD_8248.jpg
MDD_8248.jpg933 views1 commentsninja13
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tumblr_ni1a1kKVnc1tpryepo1_500.jpgPretty in Pink1112 views3 commentserssylya
tumblr_nifb82rNyI1u6ec87o1_500.jpg
tumblr_nifb82rNyI1u6ec87o1_500.jpgKept in Plastic751 viewserssylya
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A1_(800x450).jpgjust me and my cb!958 viewsfeeling snug and secure xxxpussyslave
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DSC04570.JPGCarly1122 views3 commentscarly
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P1010016.JPGSchould I go ahead - I think I have abused myself too much lately2289 viewsKeyholders - just some food for thought here. You can can get this nice tool from that big online shop starting with capital "A" for less money than any secure lock (just throw away the aluminum rivets and get some serious stainless steel ones). No more constant whining and begging from your sissy to unlock him "just tonight", "only for a few minutes" - this leads to a new state of mind when you finish your statement "Not sure when I am going to release you next time" with a true "... and I don not even know how". (I already have a collection of brocken cutters, drills, and dull saws - it is pretty tough) 1 commentsTVAndrea
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P1010022.JPGI foresee ome quiet days in the near future1794 viewsThese are pretty tough stainless rivets that ensure I have some quiet days ahead. There isn't even any clattering anymore from any dinky lock that gave up when you stared long enough at them. Now all the fun has to come from a very different direction I suppose. 1 commentsTVAndrea
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P1010011.JPGPure Plug keeps me interested1530 viewsThis is a nice large stainless plug - with just enough leeway to pull it out to do my business. And since I can have it dangling arround on the chain it needs to go back home after that ...1 commentsTVAndrea
HPIM0277_(13).jpg
HPIM0277_(13).jpgLittle black dress1368 viewsMy wife said: hard to believe you once were my husband...2 commentsSissy Anita
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HPIM0256_(4).jpgLocked maid2009 viewsFirst time my wife saw me in the cage she said: Looks great, looks permanent...4 commentsSissy Anita
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spank.jpgsissy for spanking887 views1 commentsvicki_tv
HPIM0298_(3).jpg
HPIM0298_(3).jpgEn femme1095 viewsLocked and ready to hit the townSissy Anita
HPIM0319_(2).jpg
HPIM0319_(2).jpgLocked and ready to serve...1203 views3 commentsSissy Anita
bottle_slut_9781.jpg
bottle_slut_9781.jpgsteel sissy slut cage2332 views2 commentsmaidflorence
bottle_slut_9792.jpg
bottle_slut_9792.jpgsteel sissy slut cage2734 views1 commentsmaidflorence
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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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