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Chastity Punishment gifs

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My dripping wet slave getting her anal punishment through chastity belt.

My dripping wet slave getting her anal punishment through chastity belt.

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Beating his ass before he goes back in chastity 😈😈

Beating his ass before he goes back in chastity 😈😈

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No, chastity will not be the only punishment

No, chastity will not be the only punishment

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Someone got caught touching herself. She is getting a month of being caged and plugged

Someone got caught touching herself. She is getting a month of being caged and plugged as her punishment for being an insatiable little whore.

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Unlocking his chastity belt to tease his penis for a few minutes. I think he wishes

Unlocking his chastity belt to tease his penis for a few minutes. I think he wishes he just stayed caged.

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How should I punish him for cumming without permission?

How should I punish him for cumming without permission?

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Teacher Punishes Student in Chastity Cage with BallBusting

Teacher Punishes Student in Chastity Cage with BallBusting

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This is why I don’t let my sissies out of chastity. They don’t want to go back

This is why I don’t let my sissies out of chastity. They don’t want to go back in. But a good excuse to beat them.

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Katie Cummings RAILED doggystyle for letting stepbro out of his chastity belt

Katie Cummings RAILED doggystyle for letting stepbro out of his chastity belt

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I didn't do housework so my girlfriend decided to take action and punish me...(of

I didn't do housework so my girlfriend decided to take action and punish me...(of course, always with the cage of chastity)

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The things my chastity boy will do for a little bit of pleasure. I came twice on

The things my chastity boy will do for a little bit of pleasure. I came twice on his face and ruined his orgasm.

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I released his cock from chastity and one hand to jerk with and set a timer. Do you

I released his cock from chastity and one hand to jerk with and set a timer. Do you think he made it to orgasm?

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Pegging his slutty ass in chastity as punishment.

Pegging his slutty ass in chastity as punishment.

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I made him send me this as part of his morning routine. Do I need to punish him???

I made him send me this as part of his morning routine. Do I need to punish him??? 😐 He leaked out quite a bit and never even asked for permission 🔐💦

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Cheaters deserve to be punished.

Cheaters deserve to be punished.

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He had the nerve to ask for an unlock after just a few days. I guess I did technically

He had the nerve to ask for an unlock after just a few days. I guess I did technically unlock him. Any thoughts on how he should be punished?

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Subby missed the gym this morning and needed punished. Hard ball squeezing with slaps

Subby missed the gym this morning and needed punished. Hard ball squeezing with slaps and punches when he’s being too loud. Full vids on OF coming soon 😘

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A trample box punishment… while caged to keep his balls from running away 😈

A trample box punishment… while caged to keep his balls from running away 😈

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I know quite a few of you were interested in seeing some biting! His tolerance isn't

I know quite a few of you were interested in seeing some biting! His tolerance isn't great so I committed an entire punishment to sinking my pearly whites into his manhood.

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As promised…here is the summary video of his recent punishment. Join my OF for

As promised…here is the summary video of his recent punishment. Join my OF for full video and hundreds of other kink videos.

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

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

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

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

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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? 👉👈

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Giving my chastity husband his new normal type of pleasure

Giving my chastity husband his new normal type of pleasure

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

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

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

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Goddess is going to punish you for your bad behaviour!

Goddess is going to punish you for your bad behaviour!

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His balls are full but that doesn't stop me from playing with them and punish him

His balls are full but that doesn't stop me from playing with them and punish him a bit

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I was so horny but forgot he was on punishment so I had him use me the strap on!

I was so horny but forgot he was on punishment so I had him use me the strap on!

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Chained my chastity slave in our gloryhole and left him there waiting for 3hrs with

Chained my chastity slave in our gloryhole and left him there waiting for 3hrs with a timer lock

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Late for locktober but love being caged again. I wanna be a hot horny dripping mess.

Late for locktober but love being caged again. I wanna be a hot horny dripping mess. Cum use me and tell me what to do, should I be punished for missing the first 19 days?

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

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...

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Oh no! A naughty boy ruined all the fun... Now I have to choose the appropriate punishment,

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 ♥️

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Oops, looks like someone came prematurely without my permission, so I guess I need

Oops, looks like someone came prematurely without my permission, so I guess I need to come up with a proper punishment

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Chained my chastity subs balls to the wall in our playroom and left him there for

Chained my chastity subs balls to the wall in our playroom and left him there for 7 hours with a timer lock

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Left him outside blindfolded and chained to the drainpipe by his chastity cage

Left him outside blindfolded and chained to the drainpipe by his chastity cage

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Taught my chastity sub a lesson, restrained him outside half naked and left him for

Taught my chastity sub a lesson, restrained him outside half naked and left him for a while 🤣

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This is the maximum level of teasing and if you can't handle it I will punish you

This is the maximum level of teasing and if you can't handle it I will punish you 🖤

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would i be punished for trying to cum through my cage like this?

would i be punished for trying to cum through my cage like this?

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When I thought that bargaining with getting permanently locked was an option I could

When I thought that bargaining with getting permanently locked was an option I could use to get out of my punishment 😣. Instead, she continued spanking even harder and mocked me for trying 😖. Owww 😣 I think I'll be a pussy-free cuck boyfriend forever 😭

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This cage is so humiliating.... It excites me so much to see you wearing it... years

This cage is so humiliating.... It excites me so much to see you wearing it... years ago it would be a punishment cage for you. Now it's your regular cage!

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I love to punish him for his erections!

I love to punish him for his erections!

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I hope you’ve been really bad this year, so I can punish you harder

I hope you’ve been really bad this year, so I can punish you harder

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Watch Subby fight hard to hold back his useless cum since he didn’t have my permission

Watch Subby fight hard to hold back his useless cum since he didn’t have my permission to waste it yet. 😈 It’s almost like his locked cock is crying 😢 knowing that the punishment will be a pussyfree January. ❤️🔐

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Restrained and left with a vibrator on his chastity cage

Restrained and left with a vibrator on his chastity cage

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Mommy Punishes Sammi Smith

Mommy Punishes Sammi Smith

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The cage makes his balls so easy to squeeze! Luckily nobody passed by while I was

The cage makes his balls so easy to squeeze! Luckily nobody passed by while I was punishing him

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"Sorry... I'm just a cocksleeve slave, Master" My gf rented me to a Superior

"Sorry... I'm just a cocksleeve slave, Master" My gf rented me to a Superior male and he decided to punish me by filling both of my holes for not doing my tasks on time 😭😣.

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

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

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I can’t re-lock him without slapping his balls can I? I think they need harsher

I can’t re-lock him without slapping his balls can I? I think they need harsher punishment though

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He had a reward yesterday so naturally he has to be punished today 🥰 [OC]

He had a reward yesterday so naturally he has to be punished today 🥰 [OC]

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Ball Slapping for Tardiness Punishment - Mistress Loow

Ball Slapping for Tardiness Punishment - Mistress Loow

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What to do when your hubby loves punishments

What to do when your hubby loves punishments

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Mommy's punishment for you...

Mommy's punishment for you...

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Daddy says I’ve been a brat lately, so now my daily task list now includes titty

Daddy says I’ve been a brat lately, so now my daily task list now includes titty torture while wearing my collar and chastity belt.

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Just because your pathetic cock is locked up doesn't mean I can't punish it.

Just because your pathetic cock is locked up doesn't mean I can't punish it.

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

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

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Naughty maid needs to be punished. Full version on my OnlyFans

Naughty maid needs to be punished. Full version on my OnlyFans

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Mistress came all on my face, is this reward or punishment?

Mistress came all on my face, is this reward or punishment?

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He had to be punished, so I fucked his brains out 😈 Now he's a good boy again

He had to be punished, so I fucked his brains out 😈 Now he's a good boy again 😏

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