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Are you really trying to talk me into letting you cum one last time?I told you. No more orgasms. No more cum. You’re to remain in chastity at all times and never be allowed an erection. You wanted me to be cruel.When I rubbed my pussy against

I’m going to make you regret telling me about your chastity fetish.

Oops.A glimpse at my perfect tits costs you a month in chastity.I don’t care if it was an accident.

You’re going to regret giving me the keys to your chastity belt.

Men like you don’t deserve to cum.You’re staying in chastity forever.

I’m weaning you off of orgasms. I need to make sure you’re going to be ready when I lock you up for good.You had ten orgasms left this year but that sounded like too many. I’m canceling all but two.Aw, I know it’s cruel, but I need to know you

30 strokes of the whip. One for each day I’m adding to your chastity sentence for asking to be let out.

I’m adding a week to your chastity sentence every time someone asks about the key around my neck.Sorry, babe… two people asked today.

You came without my permission, slave. Your punishment is twenty kicks to the balls followed by immediate lock-up and an entire month in chastity.You don’t cum without my permission. I’m going easy on you for the first time.

You’re being such a good and obedient slave, but I need you to know you’re always beneath me.I’m adding a week to your chastity sentence for the privilege of licking my feet. Keep working your way up and let’s see how long we can keep you locked!

Let’s just stay like this forever. You can focus on giving me orgasms and I can keep you locked in chastity.

You heard me. Three months.You said you wanted to try longer times locked in chastity and you wanted me to be meaner to you, so… three months.

That’s enough.Time to lock you back up in chastity.

Mmm… keep it locked up forever!

Aw, is your chastity cage feeling tight?

Start licking and I’ll think about letting you out next week.

I’m keeping you locked tonight.

You’re going to give me your chastity keys.And I’m never going to give them back.

This is the closest you’re ever going to get to real pussy.You only have thirty seconds left before I lock you back up in chastity!

Cheers, baby!Here’s to another long year in chastity.

“Locking him in chastity was the best thing to happen to our sex life in years.Well, I guess just my sex life since he doesn’t really have one any more!”

It’ll all be worth the six months in chastity.

If you don’t make a peep, you get out of chastity.

You peeked.I’m adding two weeks.

The rules are simple.One release from chastity a month.You only get to jerk. No more fucking.When you cum, you eat every drop.

You’ll get out of your chastity device in two weeks, no sooner!Now come take a bath with me.

I have two reasons why you’re going to stay in chastity another month.

Don’t you think we should forget about your little cocklet tonight, sweetie?I’ll let you out of chastity next month, I promise!

Aww, you thought I’d let you out of chastity if you bought me new tits?If you’re a good boy I might let you see more, but no cummies for you, mister!

kaganmeister: Oh this is cruel.

mfmhotwife: lovebeinghercpb: sissyfem: tumblr batch upload bloadr.com (FB) What a cruel nasty Hot Wife tease & denial trick to pull on your Locked Cuckold Panty Boy.

fuckyeahchastiseme: Oh baby, am I too cruel to you?

lovebeinghercpb: sissyfem: tumblr batch upload bloadr.com (FB) What a cruel nasty Hot Wife tease & denial trick to pull on your Locked Cuckold Panty Boy.

An Original Caption by Vithryld: Cruel

One of my personal favorites; it doesn’t feature a cruel mistress locking up her slave for life, but is a bit more subtle, I think. The pretty face belongs to Rose Leslie.

The pink bears give it away: as everyone knows, they are the international secret identification sign for cruel, twisted keyholders.

The thing about giving up ALL control is: you really have NO control anymore.SEE MORE ORIGINAL CHASTITY, FEMDOM AND BONDAGE CAPTIONS LIKE THIS

At least she’s honest and doesn’t beat around the bush.See more original captions like this

I thought it was about time to dig out some of my older stuff, back from a time when I made really long, multi-caption posts. I hope some of you enjoy them!

I know I’m late and I know most people are gonna skip this due to its overboarding length… but here’s my cruel caption for Halloween!

Rosalie is pigtailed home alone on livecam! that’s why.. simply join right now, click here and you know this website is free..

Just double checking your Tumblr to see what I have missed.Stockings - check.Heels – check.Short skirt – check.Mean and cruel – OK.Chastity cage – yep!Wet and ready for you to get home – absolutely!

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cruel-fantasies: Don’t forget to check out the rest of this week/holiday caption series on my Patreon

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