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The Disappearance of Chastity Monroe | 00:59 version

Chastity just makes sissies better at pleasing men

Just a caption of myself ☺

Now that shes discovered what a REAL mans cock looks like, Youre probably staying in chastity forever.

Since you're a Virgin, your wife thought it best to keep you locked in chastity until your marriage night.

Alpha males deserve hot women & Sissys worshiping their huge cocks. you deserve permanent chastity.

About your chastity keys.. I might have flushed them down the toilet. Oopsies! 😂

She keeps you in chastity while she's kept happy by her BBC Daddy

Powerless in Chastity

ever since locking you in chastity your GF has been walking around your house with nothing but panties on..

You're such a prejac that your wife had to lock you in chastity. Your dick doesn't deserve freedom.

Cuckoldress Confessions (Caption)

First i wear Chastity with my own, she is not forcing me to wear it but i like to be Beta when huge Alpha come

Suck dick with your dick or spend a year in chastity

Leaky, Leaky, Leaky. Leaky on the outside, Southside, do me 'cause it sounds tight. (im sorry for this caption lmfao)

Made this for my master yesterday, anyone want to caption it so i can impress him?🥰

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She's finally giving you a release from chastity, after spending so much time locked up and aching..

My new friend u/beta4blackdick made a caption using my gif!

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Another Redditor captioned my video ??

Caption Crossdressing sissy chastity ?

[Caption] Inspired by recent events ;) - My forever spectator

Desperately wanting to be broken. 28yo straight, former Marine. Needing a daddy/dom/real man to destroy everything about me: my mind, masculinity, who I am, everything. Get as rough and mean as you want. Spam me with captions/pics/hypnos/nothing is off li

Chastity Will Open A Whole New World For You Sissy 😍😍😍

Would you wear the chastity cage? You will look more attractive and be more attentive to My desires. [P.S. Did you miss Me and My captions?]

Torpedo tits are only for alpha hands, bonus in comments for betas in chastity

Happy Sissy (Caption)

Today's your day off from chastity so your Keyholder is letting you jerk off to her tits

Pussy free, Chastity, BBC. the keys to a happy life for a whiteboi!

Make your choice! Option A) or Option B)! how do you want your chastity sentence to play out?

You get a video of your cute pawg girlfriend for your birthday and you can't even jerk off because you're locked in chastity.. Her bull gets to fuck her

Give me your chastity keys. I can help.

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Caption for u/sissycarly_ ?

Chastity Will Help You Realize That You Love Cock🤤🤤🤤

12 Months of chastity with Princess April earns you a fitting reward!

You do so much when you're in chastity

Cum have some fun with me! Chastity, bondage, fem captions, sexting, cosplays, petplay and more! XOXO

Goon to bois in chastity

Caption GIF by Autumn Rain

You want out of Chastity? Pay the price.

My wife treated me to a nice anniversary gift by letting me watch her and my college bully fuck! Maybe next year i’ll be out of my chastity cage!

it should be illegal for betas like you to walk around without a Chastity cage on.

My very first sissygasm caught on video, forced out of me while in chastity and by a fucking machine!

You sucked, tasted, and swallowed her thick, salty, warm, creampie. She kept her word by letting your clitty out of its cute little pink chastity cage.

2 Sissy Latex Nurses Getting Pegged in Chastity by MILF Lisa

Chastity and censored porn lover

Get Horsed Slut!😈 We had fun editing a Sissy inspired caption edit😍 If you find it as Hot as we do😋Then let us know and we might add it too our regular content🥰

Plapping in small chastity

Feel free to use this for PMVs or Captions

It's Nothing Personal (Cuckold Caption)

~ HAVE YOU EVEN SEEN MY PERFECT BODY UNCENSORED? ~ Loser virgins like you can only get off to the thought of my pixels and BBC. If you tiny micro clitty isnt already in chastity, lock it up and flush away the key for Bella 😵‍💫

ALPHAS get PUSSY. betas get Chastity.

Femdom session for sissy. Chastity, feminization, teasing, pegging, ruined orgasm and cum feeding