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sissymaidallyson: gaycurioussissy: That sounds perfect! We may need to get one of these in the future! Miss One day I really hope to have a proper shemale chastity belt.

She’s been locked up for a few months now. Don’t let me forget to give you the key before you take her home. I wasn’t sure if you’d have any use for that thing anyway. #chastity

I like to sit in the back seat of the bus next to handsome strangers, hike up my skirt, and hope they’ll be brave enough to grab my thigh…. all while you sit a few rows up… glancing back… wishing you could stroke your caged

When I come home from my lover’s house, and you’re ready waiting in the dark to lick up his juices before they all escape. When’s the last time you got to cum in me? 3 years already, I think.

Relax, close your eyes, and think back to the very, very few instances where you almost had sex with a female. Think about all of those feelings and thoughts running through your head at that time: anxiety about the itty size of your little penis, fear

Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interesting let me know :)

butch shemale *giggles* (artist unknown)

Awww, Sissy Jasmine Cupcakes is staying locked in celebration of my birthday weekend (official b-day is Monday, February 23rd). AND she has been tributing. Good gurl!

Sexdoll Chastity

Alright, let’s see what this pervert gets up to. Just take a peek at the browser history… jackpot!Okay, redheads… glasses… no surprise since I’ve always known he had a huge crush on me.Ooh, well what have we here?! Female domination?

Get used to the view, mister.I’m going to tease you until you cry.

“Pete, i’ve found some cute hairstyles for you. Come over and have look. This perm is nice for you!”

Frustration: It’s best to keep your sissy as high strung and sexually frustrated as possible.

Sexually Satisfied: Your definition of sexually satisfied will be vastly different from your mistresses.

As a bonus: start a Twitter account from day one and let everyone see how your sissy’s training is going. It’s a great way to receive ample volunteers when your sissy’s sexual training begins.

Are you ready for the new laws that are going into effect this year? Girls, it’s time to think ahead and get a under-performing boyfriend under your thumb.

imbriannagirl: Maid Victoria having her Neosteel “shemale” chastity belt locked on. More video’s can be found here: www.maid-victoria.com

smoothbottom: new-chastity-male: Yup :) It sure does.

wittlesissybaby: “You’re SO pathetic! Crying like a little bitch! I don’t know what your problem is anyway, YOU were the one who wanted me to lock you in chastity in the first place, so i don’t know why you’re surprised and heartbroken when

Jane wearing his chastity belt with sexy underwear.Ultra girly!

Ohhhh so naughty with my chastity…

Aww isn’t that a pretty chastity and bow :)

Having fun at the hotel room last week. Hope you enjoy it as much as I do being a sissy.Posing topless in your sissy chastity? We love it! hehe

See what putting a guy in chastity can do! Sissified!

A tiny sissy clit, a pink chastity and a belly ring? You go, gurl!

Plugged, locked in chastity, and dressing en femme for the first time! @tvclaireb xoxoWhat a feminine sissy gurl we have here everyone! hehehe

Sissy wearing her bra and chastity :)

Me as a sissy and in chastity ;)

Assignments 1 & 2 : sissy bulge and pink sissy panties!One bulge due to chastity! Repost and expose all you like!

Sissy is aching for more exposure in her pretty pinks and chastity.

My lil clitty is looking good in chastity!! I’m new to being a lil toy but I’m loving it! (I identify as female, she/her pronouns please <3)And look how feminine your sissy body is! Good gurl!

Locked and loaded like a good gurl!

Just a sissy slut cheerleader in chastity lol

Beginning of the fourth day

Little Sissy Debbie sure does love sucking cock ;)

I love wearing this pink babydoll, stockings, heels and of course little chastity cage!

I’m a small petite Latina sissy girl I’m 20 yo and short (5′ 2″), small frame and ready for female hormones! Now I need a mistress or master who can put me in a chastity and feminize me! I have a huge black cock addiction! I failed as a man! Welcome

Chastised Canadian sissy slut!

Dressed up sissy locked in chastity like a good gurl!

Juna Sissy Princess

I’m locked up!

Please expose me to the world! I am Cunt Boy!

Playing dress up when I can. @sissycuckolddreams

Today my chastity keys go to my keyholder!! I’m already so wanton and having a hard time staying off of Tumblr and looking at pretty chaste sissies and knowing it’s about to be a reality for me too!! *whimpers … I’m so not used to an inescapable

More whore…everyday…this is what I am

My first sissy ID! Sorry no face need to get more make up but it’s a start

7 signs you may be a submissive sissy slut:1. A fully shaved, baby smooth body from the face down.2. You stuff your pussy with an oversized phallic device more than 4 days a week.3. Your tiny cockette is in chastity more than 4 days a week.4. Your little

jessicapresley: A preview pic from my Chiffon & Chastity photo-set coming later this week to Sissy Princess on Patreon

sissy chastity gurl

I finally won my footjob bet and proved that it was actually possible in real life! Of course, I also added rubber, heavy metal bondage and extended chastity tease/denial play to “increase my odds” of winning my victory cumshot. More movies

I have been wanting to attempt a CUPCAKE OF DOOM ever since I was introduced to the practice at a private femdom birthday play party.We load a cupcake with candles pointing in every direction and then light them all up at once. The extra weight makes

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