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Allison Mack wins in the end.
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.
yesboy989: Gape after over an hour with a vibrating plug in…..
trappychastity: First Post, part 2Love my little custom cage <3 So cute! Keep that little clitty in constant denial ^_^
C’mon baby, you’re almost there! You only have to swallow the cum of 10 more strangers before I unlock your little dicklet from its tiny prison.You could even cum tonight if you got to sucking right away. I bet you could get all 10 in
slave-awoman: chastityl0er: collegeguynow1: He got super excited to be able to edge with his dildo tonight. Definitely horny if it wasn’t already apparent by the dripping cum while he was thrusting his dildo. No release in sight yet!
reblog if: - you are a sissy or - you like to be a sissy or - you have a perm or - you want to have a perm or - you are in chastity or - you want to be in chastity
You’re such a beautiful sissy now. Your hair is bleached and styled, your make-up is cute, your nails are done. We can proceed with the next steps. You need boobs… and a cock in your tight ass.
Daniel (Danielle) was so excited that his friends could see him in the salon while he gets his first perm and wetset.
Daniel (now Danielle) doesn’t really enjoy this humiliating procedure of a perm in the ladies-salon. But he agreed cause he wants to see the Champions-League-Final on Saturday.
George (now Gina) is a bit scared about the upcoming party. He stayed the whole afternoon in the salon for a perm and cut, manicure, pedicure and an evening-makeup.
“Once again, little sissy-boy: you have to wear this pink dress, the heels and the pantyhose. You wear the butt-plug too, right?! The taxi is already waiting for you. Enjoy the humiliating hours in the salon. I will have some real fun now… upstairs…
Marc (now Marcella) felt uncomfortable. Close to the window, dressed up for tonight, in rollers under the dryer…
“Thank you Sissy. So… you ilke my new hair?! Hm… your hair should also be more feminine. But in your case it should be more curly. I make an appointment for a tight perm and 2 weeks later your hair will be bleached.”
“Sorry my dear, it is part of your program that you have a visit in the salon with me. Fully dressed like a woman they will treat you like one. I don’t care about the program, but i think they will suggest to do a perm additional to the standa
From outside Julian was discovered by his schoolmates. “Holy shit, is THAT Julian sitting there in the salon?! He’s getting a perm! I always knew he is a real sissy!”
Finally, you’re a real girl. The last step of your feminization is done. You’ve got a perm in your virgin hair. Your tiny cock is locked in a chastity tube, you ass is filled with a plug, your make-up is slutty. Poor sissy.
I am Slutboy ( @nothingbutthebang ) and am in training to become a cocksucking sissy. My cage makes me feel so pretty. My Dom mistress Miss Kitten ( @allthethings4me ) loves to keep me locked up on all my girly days, and while she fucks my sissy boipussy.
Sissy Clit Dick in a Tutu
My main key mailed to my friend In b.c. ..after being so femme inside unable to break my mindset I’ve decided to go and walk to my incredibly busy female friends house to drop off my holy trainers key!! So Day 1 to Real Chastity!! Decided to doll
I need a cock in me!
Locked in leather dress and cum shower after week of chastity.
Day 7 in Sissy Chastity
Feminized sissy bitch in her panties and cage.
Pretty sissy locked up in lingerie :)
Me in my favorite pair of panties!
Sissy clit in pink!
Chastised sissy cock slut in the building!
My tiny worthless sissy clit and then locked back in its cage where it belongs
Pussy Free in Pink Panties & Cage
“The only way a sissy cuckold loser like you should be allowed to worship me is fully clothed or while wearing those sissy block/censorship glasses for when I’m naked…and nothing else. Haha. Kiss my perfect ass in these jeans if you agree. Lol good.
Your Sissy Clitty is Pretty in Pink
what-is-chastity: Like seeing Sissy’s in What is Chastity? Try: Amateur Bondage What is a Strap On? Fetish Latex Cock and Ball Torture (CBT) will a sexy lady please some & do this to me (minus the chastity cage though)
sissy in heels, stockings, and her clitty locked up in chastity
lovebeinghercpb: moosetn: Yes, yes I do At least until she can train my sissy pre-mature cum squirting little dick to last almost as long as her big cock boyfriends. Cuckold Panty Boy In Training
chaste-sissy-slut: My first new caption in a while. Let me know what you guys think
Anonymous said:What about Taylor Swift who find a man sniffing her panties in her dressing room after a concert, and let him go locked and dressed like a girl ?
passionchastity said:Could you please do one for me? These are the keywords: Rihanna, chastity, cuckolding, cum eating, ass licking. Thanks! Her face is so perfectly achingly-sexy in this photo.
Anonymous said:What about Jessica Alba who owns a slave, in her basement, permanent chastity, strap-on and sharing with her girlfriends ?
Given that half of my followers have “sissy” somewhere in their Tumblr names, I doubt that she’ll be very popular among them.
My mistress deny me to cum as boy and don’t open the cage anymore for this. But I can’t do sissy cum while in the cage ;( Any advises?
sissy-learning-chastity: xrayeyesblue: Re-blogs and original posts exploring the kinks lurking in The Hidden Recesses of My Mind This blog is maintained by Princess Clover’s slave r So sexy! Can’t wait to be pegged by my Mistress again!
Oh my this lil’ sissy is all locked in pink
trams-amee: This sissy just loves to dress in pink and heels!!
chastityandgenderbendingfun: chastityboi: I am Slutboy ( @nothingbutthebang ) and am in training to become a cocksucking sissy. My cage makes me feel so pretty. My Dom mistress Miss Kitten ( @allthethings4me ) loves to keep me locked up on all my
doubleswitchcouple: A few decent closeups of a good locked sissy. Someday we’ll have a Holy Trainer in pink and everything will be perfect. Until we decide to one day get a MySteel belt.
Sissy cumdumpster Katie locked in chastity Toes painted neon pink am fingers party pink Ankles and wrists locked up in plantation chackles This is how I’m going to sleep Fuck I wish I had a key holder This dirty cumdumpster sissy slut is so
Sissy Fag In Chastity
submissive-latino: show-us-your-locked-cock: Locked and inaccessible as it should be @submissive-latino Figured I get in the habit of locking myself up 🔐
sissy-anal-slut-whore: 💕💕💕 Please lock me up in Chastity and fuck my Sissy boipussy with a BBC, Please Daddy! 💕💕💕💛 Follow me: sissy-anal-slut-whore.tumblr 💛
sissy-anal-slut-whore: That’s why a Sissy should be locked in chastity 24/7.sissy-anal-slut-whore.tumblr
sissy-land: Whenever Daddy fucks you, your sissy clit just lays there limp, tiny, worthless. After all that time in chastity, you even stopped feeling the urge to reach for it when you’re unlocked and the only time it sputters a bit of cum is when
sissy-anal-slut-whore: Dressed up and locked up – Every Sissy’s Dream. Please fuck my Ass in Chastity. Follow me: sissy-anal-slut-whore.tumblr
sissy-anal-slut-whore: A true Sissy is locked up 24/7 in Chastity. sissy-anal-slut-whore.tumblr
Sissy and transgender cocks in chastity
sissy-stable: Do you believe in chastity ?
sissy-britney-usa-207: sadpanda41: how-to-sissy: tomlock555: I love to be fucked hard by my Queen while in chastity Follow How-To-Sissy Please fuck me Always agree🤤
sissy-slut-hypnosis: What is your record in chastity? Are you ready to beat that record? Follow me on patreon here
In which order would you rate these toys?I like the small dick. It’s somehow cute between all these bigger toys.
