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What is one of the most evil things I can do to someone who's locked in a chastity cage?

Lock him in a tight cage and feed him some viagra

need to cockwarm a pretty boy while he’s tied down. he can’t do anything but let desperate whimpers and moans escape his lips between him whining ‘please’ over and over again, his eyes tearing up in frustration from being so close yet so far. i just feel so good wrapped around his pretty cock and every shift i do elicits the loudest whimpers, his dick twitching inside me. wanna cup his cheeks softly and wipe away his tears, murmuring that he’s such a good toy for me while ignoring his pathetic attempts to thrust his hips upwards only to fail because of his restrains, the frustration making more tears roll down his pretty face as he begs to at least be able to touch me, or about how badly he wants me to touch him more <3 wanna see how many times i can make him cum with just soft, slightly condescending praises and minimal movement before i finally use him like a doll and absolutely wreck him till his pretty eyes are rolling back and the loudest, filthiest moans are escaping his pretty lips <33

The Enchantress: Waste No Hour

The hero’s arms and legs are locked to the walls, leaving his bare body in an X pose, his penis and balls exposed and unprotected despite his vain struggles. The enchantress outfits the cock with a glowing sleeve… With a snap of her fingers it snugly squeezes his cock. The hero’s muscles twitch and he whines…

Enchantress: There are only so many hours in a day… And you, hero, waste far too many of them not being tormented… Well we are about to become much more efficient…

Hero: Wh-what are you doing to me?

Enchantress: Feel it for yourself…

The sleeve heats up… Warm, snug, squeeezing…

Hero: M-make it stop…

Enchantress: Is it not perfect? It’s strong and firm enough to be rapturous, but slow as to not drive you over the edge.

The enchantress releases the hero’s chains. He reaches for his cock, but a barrier prevents him from being able to touch it…

Enchantress: Uh uh uh, hero. No touching. I can’t let you pleasure yourself without permission, hero. You are on a strict schedule now. A schedule that is entirely decided by that cock sleeve.

The enchantress considered this as the hero moaned and struggled, unable to do a thing.

Enchantress: …Which, admittedly, is controlled by me.

Hero: Why… what is this…?

Enchantress: Thanks to this magnificent sleeve, which you will wear for the rest of your life if I can make you, your life shall be an ever-efficient adventure of tease. It will massage and tease and keep you on edge for a total of twelve hours a day. And some days it will speed up and squeeze hard without warning, granting you a well built orgasm. Generously, this will leave you a good four hours of sobriety and eight hours for sleep each day.

Hero: N-no… You can’t-!

Enchantress: Of course it won’t be the same each day… Some days it might make you cum twice a day, after six hours of tease each. Or perhaps even, if you’re lucky, six times a day after two hours of teasing. Inversely it could massage and massage for all of twelve hours and leave you hanging and desperate.

Hero: No… wait… B-b-but if that’s true, what will you do then? If this sleeve is stuck on me then what about our encounters…

Enchantress: Oh ho ho, hero… Whenever I wish to have fun, it will be bliss… And with that sleeve permanently locked onto your cock I’ll be forced to try extra hard and let my horrible imagination run wild… You’re in for a treat…

She leans down and kisses him. He moans as she does, the sleeve building him up for climax… He’s seconds away from his first of many forced orgasms as he whispers…

Hero: I’ll… get this thing off… I’ll find a way…

Enchantress: Oh, I know you’ll try…

She chuckles as cum dribbles down his thigh, her hero unable to fight back against his orgasm.

*** *** ***

If she worked for corporate the enchantress would be the worst micromanager… *shudders at the thought*

free use when it’s a male sub… so fucking hot.

having a pretty boy walk around my place naked so i can bend him over and fuck him whenever i want. having him always on his knees near me so i can manhandle him on my lap with little effort and take my stress out on him. dragging him to the bathroom when we’re outside and pulling down his pants and using him like the whore he is. shoving my fingers inside his holes when i’m bored. just ruining him whenever i want while he moans like a fucking slut about being my toy <3