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That's a punishment?

No, chastity will not be the only punishment

Is this a punishment or a reward? 😉

I’ve been naughty...punish me daddy 😩

You know what your punishment is for being a bad girl.

Indian Sissy Sophie slapping herself for her daddy by sophiessy31

Cock and Ball Whipping Punishment for my Sissy Gimp Slave for touching himself

When he misbehaves this is his punishment

Doesn’t look like much of a punishment

How would you punish a bimbo that lives for humiliation?

Is your sissy ass ready for the real punishment??

Comment how tiny is your clitty and get you sissy ass ready to your punishment

I was a mischievous sissy, I had to be punished 😆

Bad sissy gets punished

[24] Thicc latina sissy needs a daddy to punish me in my gfs clothes

naughty sissies need to be punished

I’ve been a bad sissy! How are you going to punish me??

I been such a naughty girl that I had to be punished. Ripping my anal beads out hard felt so good 😭🥵💦

my sissy failed to do her chores. she had to sit in the bathroom with the door unlocked and roommates home.

As punishment for doing a bad job as a maid, I was demoted to becoming her pet 😳

caged, plugged and bound. My gf's favorite way to punish me for misbehaving 😳

As punishment for forgetting date night my gf said the chastity cage will not be coming off until the next one if I'm lucky. She made me wear the dress she was going to wear today too 😭

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

Uncaged and Punished (Part 1)

Uncaged and Punished (Final, Part 3)

Uncaged and Punished (Part 2)

Took too long to fulfill a task, Daddy ordered to whip my balls as punishment 😰 kik janisjanis1

You're under arrest for being a little slut! Your punishment: getting fucked everyday while your clit is locked.

Took too long to fulfill a task, Daddy ordered to whip my balls as punishment 😰 kik janisjanis1

Would you punish me for cumming in NoNutNovember like this? 🥺👉👈💖

Who deserves my best punishment?

Your punishment for breaking the rules:

Comment your pathetic size to get your properly punishment now Bitch!

Even the devil needs punishing sometimes... [M]

My sissy slut Kaylee was a bad girl. So as a punishment I made her taste herself after wearing that plug for multiple hours without enema. I think I discovered a new kink of her

come punish me for not wearing my cage? 💕

Feminized and tied up. This was my punishment for embarrassing my gf in front of her best friend... She said if I cum she would kick me out the house like this for the rest of the night!

Would you punish me for cumming during locktober? 😳💖💖

Would you punish me? 🥺

Just a little ball punishing followed by a sissy squirt 🤭💦

First sissy slut down in under 10 minutes. Upvote and dm starter and punishment to be next😉

My mistress punished me for not following her exact order

Bad sissies get spanked

It was an accident i swear 🥺 should i be punished? 🫣

Oh no! A naughty boy ruined all the fun... Now I have to choose the appropriate punishment, but you can help and offer your ideas ♥️

Have you been behaving yourself? Or do you need to be punished? 😈

Wishing u were here to punish me

My new bitch has a smaller penis than my weed, should I be punished for being so small? leave me your ideas for a suitable task

Mistress' dumb owned sissy puppy whore gets her uselss eggs spqnked and ballbusted, pt. 2

Mistress' pathetic owned Bitch puppy get her useless little sissy balls busted, pt. 1

I’ve been such a bad girl how would you punish me 🥺🥺

Wendel, happily punished as Wendy

Dressed as a maid, tied up and hooked up to a shock collar as punishment for not doing my chores... - Find more videos like this on my F4NSLY (link in comments)

u/WB_Crusher beat me and made me do my own humiliating punishment idea, this is ME hope you enjoy. Thankfully its late so nobody will see this

This bad lil sinner needs some punishment, now tell me, have you been a good slut

What to do when your hubby loves punishments

Can you keep a secret? It's supposed to be a punishment, but I kinda want her to do it again...

I was caught trying to jerk off without permission and was punished >w<

Should locked sissies be required to punish themselves?

Mistress is ready to dominate and punish you