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Dear Mom, Things aren’t too bad here at the Prestige School for Boys. It was especially fun during our our physical education portion of class. ~your… son, Pete P.S. Send more razors. They have a really strict dress code here. No stubble
Turned Out: Sometimes you get lucky and your wife accepts who you are, and sometimes you get even luckier and she doesn’t. Then you wind up with your new master.
Mess Up Just Once! I’d have to mess up a few times just to make sure she doesn’t take pity me or anything.
Backfired!
Is it really that difficult of a decision to make?
Put on the skirt and go to work!
Turning on your mistress: do whatever it takes.
Accept your place in the modern world.
Outted in public. It might not wind up being as bad as you think.
There’s nothing like being plugged directly after receiving a thorough pegging. It’s like the fun never stops.
For Shame! Wasting your cum? Tut tut.
Another escaped pet looking for something to eat and satisfy its needs. Adopt a pet today!
An excellent way for your husband or boyfriend to atone for his infidelities. Of course by the time he repays the debt, he might be like being a submissive little pet for men. Wouldn’t that be simply divine!
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Erotic sissy trainer and dominatrix for high heel, nylon, latex and panty loving pretty gurls. All forms of sensual domination and mind fuckery available for horny boi and gurls.
perfectcuckold: My Mistress has taken to more imaginative means of satisfaction when her bull isn’t available.
Natalie Mars
Shiri
maybenottomorrowyet: ………………………………………………#Femininity / #High Heels #Sexy Clothing / #Femboys / #Bimboes / #Sissies ** Enjoy 24,000 hot posts / Join 1,500 followers / Check out the 76,000 likes **Follow http://maybenottomorrowyet.tumblr.comFor
jessicapresley: pinksissyprincessworld: It’s Hump Day and Jessica has news about the Sissy Princess Patreon page! High heels, butt plugs & chastity oh my!
Monica Conti
Alice Blitz
SISSYPIGXsissypigx.tumblr.com
becoming-tgirl: degradedsissy: The plight of the sissy. Dressed in stockings and high heels, a skirt and a blouse, it’s face and nails painted, it kneels submissively on its stockinged knees before a real man - one who does not dress up in women’s
sissydebbiejo: High heels and mini skirts. #Sissy
sissydebbiejo: Perfect #sissy outfit. #Latex crop top, mini skirt and high heels.
hotfacesitting: Pantyhose nylon and high heels secretary facesitting sissy boss in office
shemaleporn: Sexy Shemale Bee Armitage posing in High Heels (via XOXO Sissy Girls) What a gurl. Wow.
maybenottomorrowyet: a-glimpse-of-thigh: girls ready for a night out ………………………………………………If You Like #Femininity / #High Heels / #Sexy Clothing / #Femboys / #Bimboes / #Sissies ** 52,000 likes / 11,000 posts with
lovebeinghercpb: Love when my Sexy Redheaded Hot Wife dresses in black sexy lace ruffled lingerie, sheer silky black stockings & high heels for our FemDom Led Hot Mistress/Sissy Fem Dressed Submissive Cuckold Panty Boy Sex Games.
feminization: “Trust me Sissy, after a few weeks of being locked into your high heels, you’ll never remenber what it was like to walk without them!”
feminization: “Trust me Sissy, after a few weeks of being locked into your high heels, you’ll never remenber what it was like to walk without them!”
In sissy panties & high heels
maybenottomorrowyet: hotsweetshe: Abby - She Is About To Leave from Watch4Beauty ………………………………………………#Femininity / #High Heels #Sexy Clothing / #Femboys / #Bimboes / #Sissies ** Enjoy 18K hot posts / Join 15K
mistressandtranslesbiannatalie:So I bought him a pretty Sissy maids dress to match his pink cage and high heels.. It’s just short enough to see his chastity cage poking out.. Mistress likes to hear him work so I added a couple of bells, and a locking
Just a fun little party
degradedsissy1: There is nothing like this to strip an aberrant sissy of its misplaced pride and make it pay the price for its insolence. 10 hours dressed, in sheer pantyhose, a skimpy leotard, high heels, and its face painted, handcuffed to a poll at
skullcar-steveo: Satanic Barbie Doll on We Heart It - http://m.weheartit.com/entry/54239086/via/skullcarsteveo Boots I want
sissytrainingclub: Are you a boy who’s dying to become a girl?Does the idea of being a feminized, submissive sissy excite you?Do you secretly wish that you could wear panties, high-heels, and makeup?Would you have sex with a man? Letting him use your
sissytrainingclub: Are you a boy who’s dying to become a girl?Does the idea of being a feminized, submissive sissy excite you?Do you secretly wish that you could wear panties, high-heels, and makeup?Would you have sex with a man? Letting him use
Just some random reuploads from my other account
fuckyeahsissyboys: High heeled and chastized in the kitchen…just the way a good sissy should be! –Goddess Opal
joannacd66: kumikoyumi: 21.02.17 This is for my owner Mistress Keiko, she loves high heels and i did this photo session for her. Mistress Keiko i love you, your sissy Kumiko
maybenottomorrowyet: ………………………………………………#Femininity / #High Heels / #Sexy Clothing / #Femboys / #Bimboes / #Sissies ** 16K+ hot posts / 10K+ followers / 61K+ likes to watch ** Follow http://maybenottomorrowyet.tumblr.com
My full body corset , super high heels an breast forms will be here tomorrow. Can’t wait. I’m getting closer an closer to been the sub sissy slut that I long to be♡♡♡♡ Just wish there was someone I could model an obey for
My breast forms full body corset an super high heels will be here tomorrow. Can’t wait. I’m getting closer to been the real sissy cumdump that I so desire to be. I need to serve so badly
Cuffed an super high heels This sissy just needs some cum spattered on my face #me
