Jizz

Should a sissy always be in chastity?

Sissies

My sissy before 3 weeks of chastity.

Sissies

This sissy has been locked up in chastity for weeks!

Sissies

Anyone like a sissy in chastity on her knees?!? POV pic

Sissies

On the 11th day before Christmas I give /r/sissies... a pic of the first time I got my clitty locked up in chastity.

Sissies

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 love how tight my corset feels

GoneWildCD, Sissy_humiliation, Sissies, chastity

What prolonged chastity do to a weak sissy

Sissies

Mornings

smalldicks, Sissies, chastity, FemBoys, GoneWildCD, Sissy_humiliation, sph, SmallDickHumiliation, Cuckold, SissyChastity

One week out of chastity, so good to be locked up again:)

Sissies, FemBoys, Sissy_humiliation, GoneWildCD, SissyChastity

Daddy wanted me to show you what a slut I am, all that's missing is you abusing my ass

traps, Sissies, chastity, SissyChastity, Sissy_humiliation

is this chastity small enough ?

Sissy_humiliation, Crossdressing_xxx, Sissies

I like to play games of chance. If I get 15 votes in 15 minutes, I'll share my sissy maid chastity pics for everyone to see, share and spread :)

Sissy_humiliation, sissykik

Trans sissy in chastity looking to be humiliated and exposed. Kik is mauskink

Sissy_humiliation

Let me be your sissy maid, full service guaranteed!

Sissies, GoneWildCD, chastity

I never thought my life would come to me begging men to rape me and lock my useless clitty in chastity. I guess I'm just embracing the sissy lifestyle ♥️

Sissy_humiliation

I need someone to put me in chastity and only let me cum like a sissy should.

Sissies

My weekend

FemBoys, Sissies, chastity, GoneWildCD, SissyChastity, Sissy_humiliation, sissyplace, ForcedFeminization, chastitytraining, Feminization

I'm a married, bisexual sissy in chastity, what do you think?

Sissies

For a proper Sissy, "Locktober" is just another month. ??

chastity, ForcedFeminization, KinkySissyFBTCD, Sissy_humiliation, SissyChastity, sissymaid, hopeshelikesit, u_thongking92

Is this sissy enough?

Sissies, SissyChastity, chastity

In honor of National Chastity Day a caption I created for Sissy Joyce!

Sissies, SissyChastity

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

Sissies

I'm such a sissy gooner the only thing keeping me from constantly jerking off to pictures of myself is my chastity cage

Sissies

/r/sissies motivated me so much & now I am in chastity for the very first time?

Sissies, FemBoys, GoneWildCD, traps

Dressed as a prissy,sissy maid before getting pegged by Princess

chastity, Feminization, ForcedFeminization, sissyplace, Sissy_humiliation, SissyChastity

caged sissy sucking on a fat dildo

Sissies, SissyChastity, chastity

A long hot shower and a fresh shave are the perfect way to start my weekend as a locked, plugged sissy gurl :3

chastity, Sissies, BBCsissies, GoneWildCD

real talk now, how about replacing my plug with your dick, bro ?

u_S14V3prv, FemBoys, BBCsissies, Sissy_humiliation, SissyChastity, Stupidsissyslutsclub, boypussy, Sissies, chastity

Is there any love for a locked sissy?

Sissies, SissyChastity, chastity, Gigi977

New here! This is my Chastity Sissy Cuck Hubby with our new Seahorse Dildo. If you like this, I can post a video? Thanks! Love this Sub!

Sissies

Helping a Caged Sissy in Philadelphia find a IRL relationship with a local dom/daddy who'll spoil her. She is full-time, 25, 5'3, petite, 100% passable, submissive bottom. She understands being spoiled indefinitely means being kept in chastity indefinitel

Sissies

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

Locked up like a Good Sissy

Sissies, traps, sissydressing, GoneWildCD, trapsarentgay, FemBoys, chastity

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

Sissies

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

Sissies, sissydressing, Sissydating, SissyChastity

Happily Caged Trans/Sissy in Florida - 38, 5'6", Petite, Slender, Real Long Hair, Educated, in 24/7 Chastity Cage. Seeking a traditional dom/top man who needs a lady in his life. Kik:ChaNickWDrrr

Sissies, Sissydating