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BECOME A CUCKOLD CHASTITY SLAVE NOW!! For more cuckold/femdom action visitÂ CuckHWH

chien-de-nadya: Mistress Jade loves putting slaves in chastity and using them for her own pleasure. While she toys with his locked up cock and balls, laughing at her slave’s sexual frustration, he obediently licks the pussy that he will never get to

malevalsmistress: Episode 311 Milking me once a month is my treat if I have been a perfect slave - but if this is a treat it is seldom something to anticipate with relish- unless the relish is liking the taste of my own ejaculate. My Manageresstress

diaperbottom: mistressandherknight: Cuming in Chastity from Mistress Huge Strapon Fuck yes!!

sissymika11: OMG. Could you imagine that while dressed and in chastity?! Unf… Mmm…

Work hard for that money, honey. And for goodness sake, have a good time!

teasingfun: A very not satisfying ruined orgasm in a chastity cage

nfrgp: Pleasure Scoreboard - After Day 17 (Friday) Orgasms Locksmith = 24 Subbie = 4 Ass Worship Locksmith = 4 Subbie = 0 Massages Locksmith = 10 Subbie = 0 Masturbation To Orgasm Locksmith = 2 Subbie = 0 Ruined Orgasms Locksmith = 0 Subbie = 1

tooplayful4you:Unreleased gif of B’s first ruin orgasm in the chasity! Sooo fucking hot…

tooplayful4you:Unreleased gif of B’s first ruin orgasm in the chasity! Sooo fucking hot…

cum-in-kleenex: weak beta clitties deserve weak cums! Ruin that orgasm sissy boi! Will edge and ruin for Goddess @ricancumdumpbarbie

Look her in the eyes and tell her you don’t want any of this type of treatment. You know you do. Quit fighting the inevitable. You were meant to be her devoted little sex toy to use as she wishes.

heavyblueballs: ”..You just love the wand don’t you boy? ooh so nicely ruined….”

Ahh, all you can do is TAKE it. And moan through that gag.That fucking machine sure is powerful, isn’t it?You were already so weak for me. The chastity made you just crazy with the need to suffer anything for my pleasure.OH! I didn’t know you could

Only key-holders know the true devotion men are capable of.The intensity of a man’s need to please after a ruin & relock.

tom-allen:Mrs Edge only allows “spills” or “leakage” while I’m caged. Spills are a kind of ruined orgasm, and happen maybe once a month or two. They tend to sneak up on me, and are frustrating. Leakage is when see drips out and I’m not aware

Challenge: Edge 20 times, ruin it, lick it up, lock it up!

Challenge: Lock yourself up for a week! Then ruin your orgasm!

An Origional Caption by Vithryld: Click. I initially fucked this one up, and didn’t notice until I went to bed, so I just deleted it. I also had a ruined orgasm last night without permission during my cleaning, so all in all it was a night of hilari

Hot women and male chastity: Ruined Orgasm

Two months in chastity. I wonder how many times in a row I can ruin him.I’ll give him one month for each time he begs to be back in his cage!

Hands off! Ruin another one for me!Oh, I love how you do that.Five weeks in a row! You keep getting released every week as long as you keep ruining your only orgasm.How long will I keep you in if you don’t do it next time? Let’s just say…keep

So long denied, and we shall sacrifice it. Yes, your orgasm will serve as an offering to the devil on my behalf.I shall ruin you twice. The milk the rest out. Then cage you up again, for the next ritual.

So this guy’s like: “Hey, baby. You wanna take my magic wand, heh heh, Philosopher’s Stones deep in your Chamber of Secrets?”And I said, “Actually, I’d rather make your little Half-Blood Prince my Prisoner of Chastity by Order of the Keyholder.”He’s

I want to look like your perfect little fuck-doll.It makes the denial so much worse for you.Ask me again to let you out of chastity.Oh, fuck no, slave. Fuck. NO.Shh. Don’t even move on that dildo. Just sit still on it. Perfect.The waiting is what makes

Making him want to be in chastity is simple.First I fuck his cock with a metal sound. He’ll beg for it.Then I fuck his ass so he cums through his cage.Soon he’ll beg to stay inside.

Once he’s been locked long enough, there’s always some winning combination of anal, electricity, breath restriction, and hitachi that ensures he cums when I want him to. Chastity cage on or not.

I’ve come up with a new slogan for your chastity life:Milked into your mouth. No using your hands.

I once milked a boy while he was in chastity. He called me an Evil Bitch. Which was accurate, but we still can’t have that tone, can we? He was still bound, so he couldn’t stop me pouring ever last drop back into his mouth. I didn’t let him breathe

The longer you save it up, the more pleasure I’ll get…when ruining your orgasm!

Begging for release doesn’t bring it faster.But it WILL convince me to relock you sooner the next time.So keep it up. Maybe it’ll even turn that orgasm you’ve waited so long for…into a RUIN.

If he doesn’t appreciate all the effort you put into keyholding, release him and RUIN his orgasm.Then lock him back up and see if his attitude improves…

Oh fuck. Look at it dribbling out. ALL that time in chastity, saving it up, just for this? Mmph.Yeah, keep grinding on that plug, boy. Roll your hips nice and slow. Savor this exquisite milking day.And still so hard. Plenty left in there to milk out.

I know, baby. Almost 72 hours and already you’re locked away again. Doesn’t seem fair, does it? But I’m so excited to conduct my experiment I couldn’t wait. I’m exploring the effects cage-ruins, pegging me, & CBT on your oral skills.

How many ruins will it take to make him beg to be locked back up?

You’ve been such a sweet subby boy. I’m almost sorry to have to say good-bye. But what happens next is going to break you. You won’t really be the same person after.Then days in chastity was only to prime you for this “Endless Edge” mind washing.

Leave him in chastity until he’s desperate enough to do anything you want.Then tie him down, humiliate him with cruel games.Laugh at how he squirms when violated. “Oh, you like it in your ass.”Leave him like that a while.Ruin and re-lock

How does that cum taste, slut? You don’t seem to be enjoying it. I think it’s time for the spiked cage.Cum through THAT & the taste should improve.

After over a year of him being locked months at a time, prostate-milked, cage-drained, and even given one nasty ball-punch ruined hand-job, I finally let him fuck me and orgasm.Now I am truly a goddess to him. Just one real orgasm. In a year.

He doesn’t know this yet, but every time he begs for release means another edge before I let him cum. And if he starts to slip over that edge, well…Ball-punch ruined & re-locked!

When he begs for release? I add a week to his chastity sentence.When he begs for release?I fuck him rough till he squirts through the cage.When he begs for release?I release him…long enough to add some spikes!When he begs for release?I kick his

Cage him. Plus his ass. Then use the wand on his balls.You cage-ruin a boy like that, even just once, and he’s never the same.

I begged him to let me lock his cock, just for 2 weeks. I told him how amazing that long-awaited orgasm would feel.And the entire time he was in that cage, I counted down to that release, promising again how good it would be.His cum wasn’t the only

Listen up, girl. Want the best sex of your life? I’ve told you about keeping my boy in chastity already. But next you unlock him and shove him into a cock sheath. He’ll drill you SO hard.Then he’ll get so excited when you cum, he might

I know it’s actually called the P-spot, but I think of it as the C-spot.Because it allows me to keep him Caged in Continuous Chastity, all that filthy goo drained out of him.

All that time in chastity. All that backed-up cum in those full balls. And I refused him any erotic stimulation. Unlocked him & just used a sounding rod down his SO-hard cock.Drive the rod all the way down & pull it back up. Tap into him deep

A prostate-only orgasm will make him obedient.If the chastity isn’t fast enough for your training needs, drain him without release.

Let you cum? No. Make you cum, yes.Hard to believe, but you’ll hate it.I’ll wreck your orgasm so cruelly you’ll wish I’d never forced the agony of an orgasm upon you.You’ll come to view your chastity cage as a safe place

So which tastes better? Thick cum from when I gave you that prostate milking? Or the dribbly stuff from my eventual ruin after that endless edging?Or is it the cum form a simple, full orgasm? The kind you used to get before you gave me your key? You

It plays out like this: He begs me to release his cock from chastity, so I add time. He begs again. I say, “Oh, for ‘your’ cock?” and add time again.He figures it out, asks for MY cock to be released. I let him out, say, “I

I know I ask a lot, but even in chastity, you failed to be a perfect slave boy. So today I’m going to milk you into this cup, relock you, and make you drink it all up.

Technically, putting your cock in a cage and locking it in is “chastity,” but I’ve been trying to define what “real chastity” means…It can’t be Real until someone else has the key. Someone who might not let you

Release. Ruin. Relock.Unlocking is part of the fun.

his-ruined-orgasm: definitely http://chastity-captions.tumblr.com

vanilla-chastity: I’m a fair mistress.If you’re obedient and satisfying, you can expect a ruined orgasm every six months.

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