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Sissy Punishment

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I've been a bad sissy slave. Punishment me master!

I've been a bad sissy slave. Punishment me master!

Cute ass sissy maid gets punished

Cute ass sissy maid gets punished

I was a naughty sissy slut and had a ruined orgasm without permission. Daddy would like punishment suggestions

I was a naughty sissy slut and had a ruined orgasm without permission. Daddy would

alright sissies. Tonight’s task. Squirt in your cage. If you have diapers. Over that too. Message me either a vid of you succeeding for more tasks, or failing for punishment

alright sissies. Tonight’s task. Squirt in your cage. If you have diapers. Over

Indian Sissy Sophie slapping herself for her daddy by sophiessy31

Indian Sissy Sophie slapping herself for her daddy by sophiessy31

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

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

Had a challenge for my enslaved Sissy Ariane. For every chore she don't complete she will be punished and if completed she gets 2 minutes of masturbation. I never seen her clean her place so quick before 🙃

Had a challenge for my enslaved Sissy Ariane. For every chore she don't complete

tenderizing my sissy piggy’s ass before I destroy its hole

tenderizing my sissy piggy’s ass before I destroy its hole

Are you ready to receive your properly Easter punishment you sissy Beta??

Are you ready to receive your properly Easter punishment you sissy Beta??

Comment your loser size to receive a properly punishment for a sissy Beta like you…

Comment your loser size to receive a properly punishment for a sissy Beta like you…

Is your sissy ass ready for the real punishment??

Is your sissy ass ready for the real punishment??

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

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

Bad sissy gets punished

Bad sissy gets punished

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

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

naughty sissies need to be punished

naughty sissies need to be punished

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

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 😭🥵💦

I been such a naughty girl that I had to be punished. Ripping my anal beads out hard

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

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

Should I be punished for letting it fall out?

Should I be punished for letting it fall out?

Best punishment ever!🤩

Best punishment ever!🤩

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

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

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

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

Ready for your properly punishment you slutty bitch?

Ready for your properly punishment you slutty bitch?

Who deserves my best punishment?

Who deserves my best punishment?

Game punishments are the best

Game punishments are the best

Maybe I'll punish you... Maybe I won't...

Maybe I'll punish you... Maybe I won't...

Rough Pegging and as a reward... some cane punishment!

Rough Pegging and as a reward... some cane punishment!

Daddy's reaction of your sissy side

Daddy's reaction of your sissy side

I've been a naughty girl, punish me in detention ;)

I've been a naughty girl, punish me in detention ;)

Be a good boi. Or get punished.

Be a good boi. Or get punished.

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

My sissy slut Kaylee was a bad girl. So as a punishment I made her taste herself

come punish me for not wearing my cage? 💕

come punish me for not wearing my cage? 💕

Do you think this was a fair punishment for forgetting my GF's birthday? Flat cage, tied up and made to wear the outfit I bought for her!

Do you think this was a fair punishment for forgetting my GF's birthday? Flat cage,

Would you punish me? 🥺

Would you punish me? 🥺

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

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😉

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

My mistress punished me for not following her exact order

My mistress punished me for not following her exact order

Bad sissies get spanked

Bad sissies get spanked

It's supposed to be a punishment

It's supposed to be a punishment

Sometimes bad traps need to be punished...

Sometimes bad traps need to be punished...

As if being tied up and locked in a tiny chastity cage wasn't enough, my gf decided I needed to be tickled as my punishment too...

As if being tied up and locked in a tiny chastity cage wasn't enough, my gf decided

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

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

My gf caught me talking to another girl so as punishment's she tied me like this and invited the girl over so she can see how pathetic I really am...

My gf caught me talking to another girl so as punishment's she tied me like this

My gf said making me her secretary was the best idea she's ever had! Not only does she make me dress how she wants, but the chastity cage is also a great punishment for slacking at work...

My gf said making me her secretary was the best idea she's ever had! Not only does

When my GF first bought me a maid outfit I thought it was for fun. Now when I forget to do the chores this is how she punishes me...

When my GF first bought me a maid outfit I thought it was for fun. Now when I forget

Being tied up, leashed and edged endlessly as punishment for being caught trying on my gf's favorite dress...

Being tied up, leashed and edged endlessly as punishment for being caught trying

a daddy make me punish myself on a videocall

a daddy make me punish myself on a videocall

To punish me for embarrassing her in front of her friends my gf tied me to the chair and made me wear her dress while she went out clubbing. She didn't mention she would put these headphones on me that played the sound of my own moans too...

To punish me for embarrassing her in front of her friends my gf tied me to the chair

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

My new bitch has a smaller penis than my weed, should I be punished for being so

Caught and Punished (Model - Me)

Caught and Punished (Model - Me)

Your Goddess is ready for your punishment

Your Goddess is ready for your punishment

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

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

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

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

My punishment for being knotty

My punishment for being knotty

Mommy was going to punish you anyways ^_^

Mommy was going to punish you anyways ^_^

This is the only way a dumb little sissy beta puppy bitch like me deserves to play with her puppy parts

This is the only way a dumb little sissy beta puppy bitch like me deserves to play

I'm so desperate that I'll punish all of my own sissy parts for you.

I'm so desperate that I'll punish all of my own sissy parts for you.

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

u/WB_Crusher beat me and made me do my own humiliating punishment idea, this is ME

Should locked sissies be required to punish themselves?

Should locked sissies be required to punish themselves?

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