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Chastity Photo Gallery

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Home > Maid and Sissy Chastity Photo Gallery

TITLE  +   - 
FILE NAME  +   - 
DATE  +   - 
POSITION  +   - 
SAM_1629.JPG
SAM_1629.JPGNew Clothes622 viewsChasted
SAM_1627.JPG
SAM_1627.JPGNew Clothes617 viewsMy new clothes arrived. What do you think?Chasted
Bon4_report.jpg
Bon4_report.jpg1478 viewshere's what happened with the large bon42 commentsmaidflorence
shiny_LBD_4863.jpg
shiny_LBD_4863.jpg1810 viewslocked in the small bon4 nowmaidflorence
shiny_LBD_4859.jpg
shiny_LBD_4859.jpg2295 viewslocked in the small bon4 now3 commentsmaidflorence
panties2.jpg
panties2.jpgNew Panties588 viewsI just couldn't wait to show off my new panties (apologies for the shaving rash).Chasted
panties.jpg
panties.jpgNew Panties523 viewsI just couldn't wait to show off my new panties.Chasted
IMAG0626.jpg
IMAG0626.jpg911 viewsmalentights
SissyMilk+(21).jpg
SissyMilk+(21).jpg1167 viewsmalentights
SissyMilk+(33).jpg
SissyMilk+(33).jpg1172 views1 commentsmalentights
feminizations+(20).jpg
feminizations+(20).jpg887 viewsmalentights
A1.jpg
A1.jpg1260 viewsAuroreSub
23567050.png
23567050.png597 viewsAuroreSub
20130507_112351.jpg
20130507_112351.jpg581 views2 commentssissyjacklyn
20130507_112349.jpg
20130507_112349.jpg473 views2 commentssissyjacklyn
20130521_120852-1.jpg
20130521_120852-1.jpg681 views4 mg estradiol, 200mg spironolactone and 5mg finasteride for three years and this is the outcome. 36c and very happpy3 commentssissyjacklyn
20130521_120850-1.jpg
20130521_120850-1.jpg359 viewsI love this brasissyjacklyn
20130521_120850.jpg
20130521_120850.jpg434 viewsThree years of hormonessissyjacklyn
feminizations+(6).jpg
feminizations+(6).jpg532 viewsmalentights
feminizations+(7).jpg
feminizations+(7).jpg1174 views1 commentsmalentights
feminizations+(15).jpg
feminizations+(15).jpg418 viewsmalentights
feminizations+(91).jpg
feminizations+(91).jpg335 viewsmalentights
SissyMilk+(34).jpg
SissyMilk+(34).jpg1048 viewsmalentights
feminizations+(37).jpg
feminizations+(37).jpg548 viewsmalentights
feminizations+(7)_(1).jpg
feminizations+(7)_(1).jpg1446 views1 commentsmalentights
20130621_164812.jpg
20130621_164812.jpg533 viewssissyjacklyn
20130621_164743.jpg
20130621_164743.jpg625 viewsStill love pinksissyjacklyn
20130621_151211.jpg
20130621_151211.jpg473 viewsMy cb3000. What a waste of money. Missed my neosteel belt so muchsissyjacklyn
20130624_135654.jpg
20130624_135654.jpg349 viewsChillinsissyjacklyn
20130623_233241.jpg
20130623_233241.jpg370 viewsThree years of hrt and I'm finally happy with my breastssissyjacklyn
20130627_120229.jpg
20130627_120229.jpg420 viewssissyjacklyn
20130625_140051.jpg
20130625_140051.jpg375 viewsLaying out in June in my new bikinisissyjacklyn
20130722_112411.jpg
20130722_112411.jpg334 viewsHad to go to doc for hormone checkupsissyjacklyn
20131027_111138.jpg
20131027_111138.jpg470 viewsUnlockedsissyjacklyn
20131027_111155.jpg
20131027_111155.jpg304 viewsMy new Victoria secret pantiessissyjacklyn
20131109_160126.jpg
20131109_160126.jpg245 viewsPink. My favorite colorsissyjacklyn
20131109_173625_1.jpg
20131109_173625_1.jpgMy new tattoos 410 viewsI have a few cute tattoos. These two were by far the most painful but so Wirth it. Five hours of suffering for a lifetime of embarrassing doctors visits, gym showers, and bikini dayssissyjacklyn
20131109_160136.jpg
20131109_160136.jpg217 viewsFirst one is done. Fucking hurtsissyjacklyn
Screenshot_2013-11-07-16-44-14.png
Screenshot_2013-11-07-16-44-14.pngNew tattoo drawing233 viewsThis is the artists rendering of my future tattoos sissyjacklyn
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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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