Jizz

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

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

chastity, Sissy

My sissy clit after over a month locked in chastity.. it's definitely shrunk a bit, and it mostly stays fully limp.. It's truly so embarrassing for me to even look at, I feel like a little boy.. I want to hear what all you Superior Alpha's out there think

smalldicks, Sissy_humiliation, sph, ratemycock, Sissyclits

I remember rolling my boxers up like a thong in second grade... NowI think I have become a real sissy. 50+ pairs of panties, lingerie sets, makeup, chastity, a dildo, and toys.. I might need help...

Sissies

I enjoy chastity in the morning

chastity, Sissies, GoneWildCD

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

(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

chastity, Sissies, GoneWildCD, Rearcock, PointyTuppy, girlschool

This really put things in persepctive for me

chastity, Sissies, BBCsissies, BlackWorldOrder, BBCSluts, ChurchOfTheBBC

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

Sissies

Laying in bed, wearing a small cage.

chastity, Sissies, SissyChastity

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

chastity

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

asianboyswhitecocks, FemBoys, asiansissification, Sissies

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

Sissies, chastity

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

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

12 days in chastity and not even half way to the end. So horny that I'll probably be breaking out the toybox later tonight. But before that, I could use some more degrading words to decorate my thighs. Any suggestions? ♥

SissyChastity, Sissies, Sissy_humiliation

All the sissy slut needs to be in chastity cage

SissyChastity, Sissies, GoneWildCD

Pull out my plug, but leave me in chastity

SissyChastity, Sissies

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

Sissies, chastity, men_in_panties

The only bulge in a sissies panties should be that of a 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

When you realize you're in chastity and cannot fap :D

GoneWildCD, chastity, Sissy_humiliation, smalldicks, SissyChastity, gonewild, traps

Plugged and in chastity like a good little slut

SissyChastity, Sissies, sissypersonals, Feminization, GoneWildCD

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

First day in my new prison. I best get comfortable?

chastity, FemBoys, ForcedFeminization, HighMileageHoles, Sissie4BBCWonderland, Sissy_humiliation, Sissy_Positive, sph, SissyFemdom, Sissyperfection

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

SissyChastity, chastity

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

Sissy_humiliation, FemBoys, sissydressing, GoneWildCD, Feminization, SissyChastity, Sissies, chastity, ForcedFeminization, TransTributes, TrapCumTribute, StraightToSissy

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 ?

Sissies, SissyChastity, GoneWildCD, ForcedFeminization, Feminization, FemBoys, chastity, asiansissification, Sissy_humiliation

Caged for days My sissy cuckold hubby posing like the little sissy bitch he is. A powerful reminder of his position in this relationship. Caged and ass up like a slut...Ha!

chastity

After two weeks locked in a chastity cage, I feel it's time to start teasing this little beta with a vibrator.

Sissies, Femdom, femdomgonewild, fetish, FetishLife, BDSMGW, FemdomHumiliation, FemBoys, Lord_Maria, chastity

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

Caged Trans/Sissy Girl. Petite, Femme, Real Hair 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

Caged Trans/Sissy - Petite, Femme, Real Hair, in 24/7 Chastity. Say hello. Kik:ChaNickWdrrr

Sissies, sissydressing, Sissydating, SissyChastity