Jizz

Should a sissy always be in chastity?

Sissies

Should I lock myself up in chastity, or am I big enough to stay out?

Sissies, chastity

Sissy in sheer panties - verification post!

chastity

This sissy has been locked up in chastity for weeks!

Sissies

Fucked in chastity

Sissies

cumming in chastity

Sissies, chastity

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 don't believe in putting myself in chastity. I'd rather enjoy what I have whenever I'm in heat :)

Sissies

Fucking my sissy ass while in chastity and heels, I love it.

Sissies

femboi in pink chastity (me :D)

FemBoys, Sissies, GoneWildCD, chastity

In chastity, all you can do is leak

Sissies

Day 2 in chastity

chastity, Sissies, GoneWildCD, SissyChastity, FemBoys, Sissy_humiliation

Sent my sissy Trillian to work in chastity for the first time.

chastity

Sent my sissy to work in chastity and panties for the first time.

chastity

Another week in chastity

chastity, SissyChastity, Sissy_humiliation, FemdomHumiliation, Sissies, GoneWildCD

Hussy eager for a night in the city... (first time in chastity!)

Sissies

Each upvote will be a day in chastity

chastity, Sissies

My first time in chastity ❤️

Sissies, chastity

My beautiful sissy slut has been in chastity over 50 days ❤

chastity

Being locked in chastity can be so frustrating, but it makes me a better sissy

Sissies

1 upvote = 1 day in chastity

Sissies

Desperate sissy maid in chastity

chastity

Does anyone like big sissy balls in chastity?

Sissies, sissykik

me in chastity

Sissies

me in chastity

Sissies

23 y/o sissy in SoCal looking for a local daddy to hold my chastity keys. Details in comments.

Sissies

Cute Tgirl in chastity (pink)

chastity, u_sissyclit69, u_jsingreen, Sissies, Sissy_humiliation, ForcedFeminization, gonewildchastity, u_creativealtaccname

Fingering in chastity

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

me in chastity

Sissy_humiliation

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

This is my first day in chastity, your thoughts?

Sissy_humiliation, Sissies, sissypersonals, sissyplace, Sissiesinaction

Just got my Sissy collar, wanna see me in it?

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

Tomorrow I'm gonna finally fuck my ass after weeks, tell me whatd you do to me or link me some sissies getting fuck in chastity, please!?

Sissies, u_KimmyImma

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

Sissies

Plugged and in chastity like a good sissy

Sissies

When You're a Proud Sissy in Chastity

SissyChastity, Sissies

Fucking my ass while locked in chastity <3

Sissies, SissyChastity, FemBoys, traps, chastity

Husbands in chastity make perfect sissy housewives<3

Sissies

Being a sissy in chastity, from my perspective

GayKink, SissyChastity, GoneWildCD, Sissies

Maid in chastity

Sissies

Any mistress interested in locking up my sissy clit in chastity: which cage should I put on for you? kik: caged_2019

chastity

In chastity, plugged and ready for U

Sissies, u_Shemale6911

A white sissies clit should always be locked up and especially in the presence of BBC

BBCsissies, Sissy_humiliation, DadsAndBoys, Sissies, straightturnedgay, chastity

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

Sissies, FemBoys, GoneWildCD, traps

First few days in chastity, but I think I was built for it?

chastity, Sissies

Celebrate my new pink chastity device for my little clitty! :) Each Upvote +1Minute in it, each Comment +5Minutes

ForcedFeminization, Sissies, girlschool, SissyInspiration, SissificationProject, SissyChastity, Sissy_humiliation, chastity

Would you like to spank me and show me who's in charge? Do you want to turn a boy into your obedient little sissy-girl?

Crossdressing_xxx, Sissy_humiliation, chastity, SissificationProject, SissyInspiration, girlschool, Sissies, ForcedFeminization, StraightToSissy, GoneWildCD

Long night in chastity, sissy training

chastity

Penetrating my sissy hole whilst locked in chastity

Sissy_humiliation

Just a chubby sissy in chastity before riding a BBC dildo

GayChubs, chastity, FemBoys, bbwshemales

Back in chastity

Sissies, GoneWildCD, SissyChastity

Asian sissy locked in chastity

chastity

Where I belong - in a skirt, in chastity

Sissy_humiliation

After two weeks of being locked in chastity, I finally released My sissy for an orgasm. I made her orgasm release extra special ... can you guess what I did?

Sissies, Femdom, femdomgonewild, chastity, FemdomHumiliation, SissyFemdom, BDSMGW, fetish, Lord_Maria, FetishLife, u_caseybolan

The result of being locked in Chastity for 202 days straight.

chastity, SissyChastity, Sissies, u_youngcollegefreak1

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

The result of 319 days in chastity ?

chastity, SissyChastity, u_SissyStephaniex, Sissies, OnlyFansPromotions, Slutsofonlyfans, onlyfans_get_noticed, OnlyFans101, onlyfanshottest, OnlyFansAsstastic, Onlyfanspromoss, OnlyFansPetite, hotrawsex

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

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

Sissies