videos / sissychastity

SissyChastity vid #40304919 Cumming in chastity

Cumming in chastity

SissyChastity vid #39095484 i almost came in my flat cage from anal, but it doesn't count

i almost came in my flat cage from anal, but it doesn't count

SissyChastity vid #23028044 Went outside with me cage today, should I do this more often?

Went outside with me cage today, should I do this more often?

SissyChastity vid #10449022 Lift my legs over your shoulders and make love to me ^-^

Lift my legs over your shoulders and make love to me ^-^

SissyChastity vid #17810543 Master upgraded me to a flat cage πŸ˜‡πŸ’•πŸ₯°β›“️ I'm so happy

Master upgraded me to a flat cage πŸ˜‡πŸ’•πŸ₯°β›“️ I'm so happy

SissyChastity vid #10210677 Sissy Uniform Guide ❀️

Sissy Uniform Guide ❀️

SissyChastity vid #22811108 Locked and stuffed, is there even a better combo? 🀭

Locked and stuffed, is there even a better combo? 🀭

SissyChastity vid #19481838 first sissygasm of the year 🀩 i cant wait for so many more

first sissygasm of the year 🀩 i cant wait for so many more

SissyChastity vid #16723027 Locking my inverted cage on πŸ–€

Locking my inverted cage on πŸ–€

SissyChastity vid #21982159 Before and After

Before and After

SissyChastity vid #18124455 Celebrating 5 months since permalocking!

Celebrating 5 months since permalocking!

SissyChastity vid #23567495 Locked and stuffed, is there even a better combo? 🀭

Locked and stuffed, is there even a better combo? 🀭

SissyChastity vid #16077742 Being locked up tight made me such a silly, ditzy sissy slut.

Being locked up tight made me such a silly, ditzy sissy slut.

SissyChastity vid #18374745 femboy cages and trains me...

femboy cages and trains me...

SissyChastity vid #14093941 It just happens so naturally

It just happens so naturally

SissyChastity vid #39509879 at this point, i'm not sure if this hole is a pussy or anus anymore...

at this point, i'm not sure if this hole is a pussy or anus anymore...

SissyChastity vid #11204276 What happens when you fuck a sissy in chastity for hours πŸ€€πŸ’¦

What happens when you fuck a sissy in chastity for hours πŸ€€πŸ’¦

SissyChastity vid #19880806 Daddy's POV vs. his sissy fucktoy's POV. Which one is better?

Daddy's POV vs. his sissy fucktoy's POV. Which one is better?

SissyChastity vid #17584103 Locked tight and obsessed with anal~ I just need someone to get

Locked tight and obsessed with anal~ I just need someone to get

SissyChastity vid #15244218 Locked, leashed and plugged... am I a good girl?

Locked, leashed and plugged... am I a good girl?

SissyChastity vid #13197056 Couldn't wait any longer... worth!

Couldn't wait any longer... worth!

SissyChastity vid #16888837 He fucked me so silly, I leaked all over my cage! Would you rather

He fucked me so silly, I leaked all over my cage! Would you rather

SissyChastity vid #17516429 This is you after years of sissy hypnos

This is you after years of sissy hypnos

SissyChastity vid #9098884 Admire your leak~πŸ’§

Admire your leak~πŸ’§

SissyChastity vid #19679309 Was so shy of my little cage next to my wife big straponπŸ₯Ί

Was so shy of my little cage next to my wife big straponπŸ₯Ί

SissyChastity vid #15861771 PSA: an unlocked sissy maid will always take advantage of a locked

PSA: an unlocked sissy maid will always take advantage of a locked

SissyChastity vid #14940946 Caged for nearly 4 months, time to stop or continue?

Caged for nearly 4 months, time to stop or continue?

SissyChastity vid #19107276 inverted cage and a tail πŸ’œ

inverted cage and a tail πŸ’œ

SissyChastity vid #16907699 A car honked passed me. I think they like my outfit πŸ₯°

A car honked passed me. I think they like my outfit πŸ₯°

SissyChastity vid #20006696 My wife downsized my cage and sized up my plug πŸ₯Ί

My wife downsized my cage and sized up my plug πŸ₯Ί

SissyChastity vid #11695499 femboy cages and trains me...

femboy cages and trains me...

SissyChastity vid #16104186 With my clitty all locked up, I become such a submissive and

With my clitty all locked up, I become such a submissive and

SissyChastity vid #18087989 Think I need to invest in a sex machine

Think I need to invest in a sex machine

SissyChastity vid #7469363 Cumming in chastity

Cumming in chastity

SissyChastity vid #17746770 One month of chastity broke the last of my masculinity.. yay!

One month of chastity broke the last of my masculinity.. yay!

SissyChastity vid #18952876 πŸ–€ do you like my micro cage? πŸ”’πŸ’•

πŸ–€ do you like my micro cage? πŸ”’πŸ’•

SissyChastity vid #21122354 You are not a man

You are not a man

SissyChastity vid #17782998 let's go out together like this πŸ’•

let's go out together like this πŸ’•

SissyChastity vid #22504004 Pretty new to this, kinda hurt but I hope you guys enjoy it anyway

Pretty new to this, kinda hurt but I hope you guys enjoy it anyway

SissyChastity vid #17119054 Locktober Day 18/31, are orgasms cheating? If so, what's my punishment?

Locktober Day 18/31, are orgasms cheating? If so, what's my punishment?

SissyChastity vid #17895093 My reward is getting to wear this cage instead of the flat one

My reward is getting to wear this cage instead of the flat one

SissyChastity vid #19777779 This is masturbation for me now πŸ”’πŸ˜‡πŸ˜΅β€πŸ’«

This is masturbation for me now πŸ”’πŸ˜‡πŸ˜΅β€πŸ’«

SissyChastity vid #17252194 Chastity reprogrammed my brain. My orgasm is irrelevant. Making

Chastity reprogrammed my brain. My orgasm is irrelevant. Making

SissyChastity vid #17485861 Does this count as a trick or a treat?

Does this count as a trick or a treat?

SissyChastity vid #19040256 2 inches soft to negative 2 inches caged πŸ₯Ί

2 inches soft to negative 2 inches caged πŸ₯Ί

SissyChastity vid #17656916 Ruined πŸ₯΅

Ruined πŸ₯΅

SissyChastity vid #18200108 Im such a good sub that I got the privilege of wearing this slightly

Im such a good sub that I got the privilege of wearing this slightly

SissyChastity vid #11323718 This is what being locked for a longer period of time does to

This is what being locked for a longer period of time does to