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just regular normal boy stuff, right?…right?

just regular normal boy stuff, right?…right?

Your panties and bra verifications have been approved for work my enslaved sissy Jenna ☑️ 😇

Your panties and bra verifications have been approved for work my enslaved sissy Jenna ☑️ 😇

Just enjoying my Locktober transformation

Just enjoying my Locktober transformation

Wanna play😏

Wanna play😏

Plugged and caged forever❤️🔐

Plugged and caged forever❤️🔐

Sissy Uniform & Chastity 2022/02/10 chastitysissymegan.com

Sissy Uniform & Chastity 2022/02/10 chastitysissymegan.com

Ki* tessasissylover come pop my cherry Daddy!

Ki* tessasissylover come pop my cherry Daddy!

Was working on some hairs and liked what I saw. Thought I'd share

Was working on some hairs and liked what I saw. Thought I'd share

Do you think I’m small enough for a flat cage? Serious question (19m)

Do you think I’m small enough for a flat cage? Serious question (19m)

Thigh highs, cage, and dress make me feel like a true sissy

Thigh highs, cage, and dress make me feel like a true sissy

Do I look Fuckable?❤

Do I look Fuckable?❤

Working hard

Working hard

I'll be your caged sissy maid

I'll be your caged sissy maid

Am I cute? 🥺

Am I cute? 🥺

You find me bent over and dripping in the Walmart bathroom, what's next?

You find me bent over and dripping in the Walmart bathroom, what's next?

Don’t mind me just catching up with my 6 inch friend here

Don’t mind me just catching up with my 6 inch friend here

Fun fact: this was in 2016 when I started my passion for chastity cages 🥰

Fun fact: this was in 2016 when I started my passion for chastity cages 🥰

I don’t think I can go back to being a man after being fucked like this…

I don’t think I can go back to being a man after being fucked like this…

Locktober has started for me

Locktober has started for me

who wants to help me get these heels all the way back past my head?

who wants to help me get these heels all the way back past my head?

Day 30, almost there! Are you going out dressed slutty for Halloween?

Day 30, almost there! Are you going out dressed slutty for Halloween?

Fit with a Little Clit!

Fit with a Little Clit!

My sweet enslaved Candy's displaying those cute panties she just got this evening.

My sweet enslaved Candy's displaying those cute panties she just got this evening.

People really liked my post yesterday, thought I’d post a follow up ☺️

People really liked my post yesterday, thought I’d post a follow up ☺️

Access denied🔐

Access denied🔐

Even caged my clit wants to pop out of my panties

Even caged my clit wants to pop out of my panties

There's just something about being me that I really appreciate 😊

There's just something about being me that I really appreciate 😊

This Sissy, whose name will be Allison, has given up her rights to be one of my slaves. Going to put her on trial status for now. Let's see if she's worthy enough to be a slave 😈

This Sissy, whose name will be Allison, has given up her rights to be one of my slaves. Going to put her on trial status for now. Let's see if she's worthy enough to be a slave 😈

there's no going back now...

there's no going back now...

These socks are so warm 🥰

These socks are so warm 🥰

On new year i set myself a goal of a full year of chastity you guys think i can make it ? 😄

On new year i set myself a goal of a full year of chastity you guys think i can make it ? 😄

what should i do when locktober ends? comment your suggestions 🙈

what should i do when locktober ends? comment your suggestions 🙈

passing inspection

passing inspection

I straight up would rather be locked during sex at this point :/

I straight up would rather be locked during sex at this point :/

Some of you wanted to see my enslaved sissy Rose's ASSets 😇 there you go here's some of her best Assets😇

Some of you wanted to see my enslaved sissy Rose's ASSets 😇 there you go here's some of her best Assets😇

All locked up and fully dressed.

All locked up and fully dressed.

Couldn’t decide which photo to post🙈

Couldn’t decide which photo to post🙈

Over the knee socks always get me going, not that you can tell in this cage (with sneaky bonus tail plug!)

Over the knee socks always get me going, not that you can tell in this cage (with sneaky bonus tail plug!)

Stretching is always important! 😘

Stretching is always important! 😘

Cage on ass up

Cage on ass up

I’m starting to wish I could dress like this all the time :(

I’m starting to wish I could dress like this all the time :(

Happy Valentines Day ❤

Happy Valentines Day ❤

🎀 Pretty in Pink 🎀

🎀 Pretty in Pink 🎀

Am i a good girl for leaking like this from my big dildo ? 😳🤤

Am i a good girl for leaking like this from my big dildo ? 😳🤤

locked sissy schoolgirl

locked sissy schoolgirl

NEW CAGE ! 😈💖

NEW CAGE ! 😈💖

Am I being a good girl by staying locked?

Am I being a good girl by staying locked?

Peek in the bathroom before I get my nails done ;)

Peek in the bathroom before I get my nails done ;)

Eyes open

Locked so long I leak :)

Locked so long I leak :)

Are you ready for locktober?

Are you ready for locktober?

So proud of the sissy I have become

So proud of the sissy I have become

Day 13 in chastity 🥰

Day 13 in chastity 🥰

I bought my first ever cage today 😍😍

I bought my first ever cage today 😍😍

Almost 10 days already, a new record, should I cum or do I start Locktober early 🙈

Almost 10 days already, a new record, should I cum or do I start Locktober early 🙈

Almost made it through the month, I’ve never felt so submissive

Almost made it through the month, I’ve never felt so submissive

It's peeking out to say hi

It's peeking out to say hi

Chastity was super uncomfy at first, but after 11 months of hormones my BBC is gone and it fits perfectly!

Chastity was super uncomfy at first, but after 11 months of hormones my BBC is gone and it fits perfectly!

sissy me, for sissy you🧸❤️

sissy me, for sissy you🧸❤️

Locked like a good slut

Locked like a good slut

Locked and plugged for 304 days straight! Might do some kinky tasks for you ;)

Locked and plugged for 304 days straight! Might do some kinky tasks for you ;)

One step closer to going nano

One step closer to going nano

Locked and horny 😜

Locked and horny 😜

Look at my poor little clitty locked away forever 😳

Look at my poor little clitty locked away forever 😳

Locked or Free?🔐🥰

Locked or Free?🔐🥰

If it fits in the cage it says in the cage🥰

If it fits in the cage it says in the cage🥰

I have already set this new slave to do her mandatory check-ins and verifications. that's right Megan this is your life now sissy slave 😈

I have already set this new slave to do her mandatory check-ins and verifications. that's right Megan this is your life now sissy slave 😈

W-why do you want to see under my skirt, daddy?

W-why do you want to see under my skirt, daddy?

The reason my girlfriend keeps me locked

The reason my girlfriend keeps me locked

Loving this💖

Loving this💖

Locktober 16th, Saturday Weekly Event: Butt Plug Day, 3rd weekend, Must complete 6 hour of being plugged! Tomorrow i have off so I'll be wearing my tail to bed tonight... 🌈😘 Happy Locktober!

Locktober 16th, Saturday Weekly Event: Butt Plug Day, 3rd weekend, Must complete 6 hour of being plugged! Tomorrow i have off so I'll be wearing my tail to bed tonight... 🌈😘 Happy Locktober!

Full nude, just some oil today. Hope you still enjoy the view ;3

Full nude, just some oil today. Hope you still enjoy the view ;3

Unlock?💞

Unlock?💞

Love the feeling of being locked away 🔒💕

Love the feeling of being locked away 🔒💕

Basically halfway through locktober

Basically halfway through locktober

The white of innocence under the boy clothes.

The white of innocence under the boy clothes.

I never really anticipated that this was how I'd be

I never really anticipated that this was how I'd be "masturbating", but, well, here we are!

My permanently locked micro clit turns me into anal public slut🔐👌 I really want to be filled with cum🥰💦

My permanently locked micro clit turns me into anal public slut🔐👌 I really want to be filled with cum🥰💦

How is NNN going for you ?

How is NNN going for you ?

My clitty is caged for NNN

My clitty is caged for NNN

Locktober 9th: This is appropriate gaming attire, right?

Locktober 9th: This is appropriate gaming attire, right?

Locktober came early this year 👀

Locktober came early this year 👀

How tight do you girls strap your cage? 🤔

How tight do you girls strap your cage? 🤔

Locktober Day 15. Couldn't resist dressing to match my new cage 🥰

Locktober Day 15. Couldn't resist dressing to match my new cage 🥰

Pink slut♥️

Pink slut♥️

Reaching 400 followers 😳

Reaching 400 followers 😳

How do I look

How do I look

Locked and ready to serve

Locked and ready to serve

Wish you were here with me~, do you feel the same? 💕 💞

Wish you were here with me~, do you feel the same? 💕 💞

Almost 2 days and counting... 😉

Almost 2 days and counting... 😉

That's right bitch bend over my enslaved sissy Ariane get used to your new life as a pleasuring toy 😈

That's right bitch bend over my enslaved sissy Ariane get used to your new life as a pleasuring toy 😈

My sissy boyfriend is a lucky bitch.

My sissy boyfriend is a lucky bitch.

Day 2 challenge, plan on catching up with these challenges ASAP

Day 2 challenge, plan on catching up with these challenges ASAP

Getting cotton candy and bubblegum vibes from these panties

Getting cotton candy and bubblegum vibes from these panties

How much longer should i go?

How much longer should i go?

Day 7 of Locktober: Gurl next door

Day 7 of Locktober: Gurl next door

Pink lingerie and black stockings and stripper heels are my favorite

Pink lingerie and black stockings and stripper heels are my favorite

🍑💦❤️

🍑💦❤️