Jizz

What tasks should I perform in my 3 weeks of chastity? Pic for motivation...

Sissies

Put a buttplug in me and I can't help giggling like a schoolgirl!

Sissies, chastity

Day 48 of continuous lockup — Empress says she likes me better this way and conveniently "lost" my keys three weeks in. I'm in sissy boi heaven.

chastity

Smooth, caged and in my pink panties

Sissies, chastity

Fuck me until I cum in my chastity please? <3

Sissies

He puts me in this for days... and i love it

chastity, Sissy

Locked myself in for the night.

chastity, Sissies

Me in my new 'super small' cage!! Down from 2.5in, to 1,5in length. x

chastity, smalldicks, Sissies, FemBoys

Locked up in my new cage <3 kik me Aliceadams7

chastity, Sissies, Sissyperfection

Stick a gag in it and lock it up tight

chastity, FemBoys, traps, Sissies

(gif) nearly 3 weeks of chastity made me ride my 8 incher in front of the camera

Sissies

First time posting. Me in chastity~

SissyChastity, Sissies

Schoolgurl in cahstity

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This really put things in persepctive for me

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Tiny clitty in a tiny cage.

chastity, Sissies

They like me in /r/chastity but do I make a good sissy?

Sissies

Day 1 of 30 in my new cage

chastity, smalldicks, Sissies, SissyChastity

36 Hours straight in my smallest cage yet(=

chastity, SissyChastity, Sissies, FemBoys

Laying in bed, wearing a small cage.

chastity, Sissies, SissyChastity

Feeling small and pathetic in that little cage sissy boy? ;-)

chastity

New chastity cage comes in a couple days had to get out all my urges today ;)

Sissies

Day 11 of Locktober - in my tiny sissy skirt with nice, smooth legs.

chastity

Pretty in Pink!

chastity, Sissies

Sissified, feminized, collared, leashed, its little asian dick locked in chastity, this asian boy can finally be accepted by American society.

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I love being in chastity

BBCsissies, Sissy_humiliation

Thank you for being so kind to me yesterday & today. I really needed it. To say thank you... (More in comments)

Sissies, chastity

I need to invest in a better chastity device and msster

Sissy_humiliation

Locked in a fancysteel sissy belt!

chastity, u_rubbermaiditaly

Second night in a row spent in chastity, feel soo right ahaha ?????

SissyChastity, FemBoys, Sissies, traps

Relaxing in the hotel roon

chastity, Sissies, FemBoys

Starting my sissy locktober in style. Hope you all appreciate it ? What do you want to see next? ?

chastity

One more day spent in chastity and I got so many wonderful suggestions I nearly ran out of room to write them. Almost sad to wash them all away. So feel free to suggest anything I should write on to wear for tomorrow. ♥

SissyChastity, Sissies, Sissy_humiliation

Ending another fun day in chastity, and I'm still a sharpy slut happy to hear any suggestions of what I should write on my thighs or belly. ♥

SissyChastity, Sissies, Sissy_humiliation

Celebrating two weeks in chastity and without cumming with a little bit of gaming. Almost half way through locktober and loving every minute of it. ♥

SissyChastity, Sissies, Stupidsissyslutsclub

Out of the bath and back in its cage where it belongs

chastity, Sissies

Pull out my plug, but leave me in chastity

SissyChastity, Sissies

I have made it a full month before so the next goal is making it three. So starting 90 days in chastity and I figured this would also be a fun way to share my discord for anyone that wants to chat off reddit. ♥

SissyChastity, Sissies

Two weeks locked in chastity and enjoying a bit of dressing up tonight.

SissyChastity, Sissies, ForcedFeminization

First time cumming in chastity!

SissyChastity, Sissies

Went for a run in G string and a smaller cage! (Feels comfortable☺️)

Sissies, chastity, men_in_panties

Cage and lingerie finally came in! Nothing has ever felt so right.

chastity, Sissies

My fetishes are making boys gay for Mommy, controlling and ruining their orgasms, locking them up in chastity and also Teamviewer lockdown and parental controls

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Perhaps this skirt is too short ? (OC i was in my chastity cage ?)

Sissies

I'm in need of advice in staying in chastity more so with not cumming my longest is 2 weeks. any help would be grate as i need to please my daddy

SissyChastity, Sissies

My fetishes are making boys gay for Mommy, controlling and ruining their orgasms, locking them up in chastity and also Teamviewer lockdown and parental controls

Coercedbi, mistress, Sissy_humiliation, PayPigPen, OnlyFans101

?You want a bratty girl to hack your PC to install permanent Teamviewer? access and enter your device at random time. Also you won't be able to delete it . I love to take away your admin rights and put you in chastity ?lockdown qustodio forcedbi exposure

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Plugged and in chastity like a good little slut

SissyChastity, Sissies, sissypersonals, Feminization, GoneWildCD

Teasing myself in my new fishnets UuU

chastity, Sissies

Just in case chastity wasn't humiliating enough for you...

Sissy_humiliation

Bouncing around in chastity

GoneWildCD, Sissies, Sissy_hot

Want to make sure your sissy has a constant reminder she is in chastity after she is used to the cage? Attach a bell!

u_Sissy_Taylor_C, SissyChastity

Despite all my rage I'm still a sissy in a cage ???

SissyChastity, chastity

Cum on my feet, cage or in my boipussy Daddy?

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Karma is too low to post in sissy chastity. After 40 days of being good through sheer willpower, I finally earned this!

Sissies

Put in place - totally feminized - never had a chance ?

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Locked in chastity for 105 days straight, felt so horny today ;D

traps, FemBoys, Feminization, Sissies

I need you to rail me in this position daddy ?

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Caged Trans/Sissy Girl in 24/7 Chastity. If you're experienced with helping girls down this path or you're a girl who is locked, say hello! I'd love to connect. Kik:ChaNickWdrrr

Sissies

Caged Trans/Sissy Girl. Petite, Femme, Has Pictured and in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Sissies

GUYS: How would you change/rewrite the following to better catch your attention? "Trans/Sissy Girl who is Petite, Femme has Real Hair and in a Chastity Cage daily." Feel free to message me on here or Kik:ChaNickWdrrr"

Sissies, sissydressing