Chastity Captions

Explore the world of chastity captions, where stories and images merge with the thrill of submission and control. Discover a collection of creative chastity caption pics designed to fuel your fantasies.

Always Wanted You in a Cock Cage
Always Wanted You in a Cock Cage
2 1
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bredbottom I'd want to know why you waited so long to say..
Foreplay? Your Cock Cage is Permanent!
Foreplay? Your Cock Cage is Permanent!
Mistress Said Masturbation is Cheating
Mistress Said Masturbation is Cheating
Strapon or Chastity Cage?
Strapon or Chastity Cage?
1 4
pant13boy I agree can i have both pretty please :D
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humiliate my little locked cock Lock me away!
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Nicholais 2 weeks
Get the Fuck in Your Chastity Cage!
Get the Fuck in Your Chastity Cage!
7
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healyj36 that is soooo way too big for me!
Femdoms Rule Like a finger!!!
Femdoms Rule You could fit your balls and everything in there!
Tease and Denial Caption for Chastity Sluts
Tease and Denial Caption for Chastity Sluts
4
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bredbottom I agree, locked myself up
Femdoms Rule Keep it locked
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Nicholais Damn im not big enough, guess ill stay locked up😢
Chastity Devices Make Boys Nicer
Chastity Devices Make Boys Nicer
2 2
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Matt8 I need put in chastity.
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FranziskadevTV Thank you for following sissy Franziska and her activities .... For your pin YES chastity i...
Mistress Loves Not Letting You Cum
Mistress Loves Not Letting You Cum
1
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Nicholais 😢 yes mistress😭
No Release for You! Now Lick My Asshole!
No Release for You! Now Lick My Asshole!
2
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Sherrieannsissy When women find out I have a tiny Micropenis and miniballs they start talking to me in babyt...
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Adultbabyfaggotgurl If I had a penny for everytime a woman has made me tongue lick kiss and suck their asshole I...
Permanent Chastity? Ye… yes!
Permanent Chastity? Ye… yes!
3
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Matt8 Permanent ???
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clarkdev123 the NO box should be grayed out unless the cock in question is 7 inches min
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Sis Bill Yes please thank you...
Sissy Webcam Trainers
Kneel and beg to stayed in chastity
Kneel and beg to stayed in chastity
6
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Matt8 I'm ready to be locked up in a cage
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Sis Bill Will you please keep me locked in chastity permanently thank you
clitpik I do what every you like best. keep it locked baby
Only 3 more days in chastity!
Only 3 more days in chastity!
Chastity Slave Learning to Cum via Strapon
Chastity Slave Learning to Cum via Strapon
2 2
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1 inch pinkie. Thats a big dick.:-(
pant13boy Where can i find a girk like her
Remind Me Why I Should Release You from Chastity?
Remind Me Why I Should Release You from Chastity?
3 3
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Matt8 I shouldn't be released. I will just make a mess
Vanessa44099584 There is no reason...
Sissy Donna Absolutely zero reason
Penis Ratings
SPH Chastity Slave Caption
SPH Chastity Slave Caption
1
Chastised Cuckold Confessions
Chastised Cuckold Confessions
1 3
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bredbottom Yes! Truth!
This Strapon is for Your Sissy Ass
This Strapon is for Your Sissy Ass
1 2
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tinyppsissywimp Not only does that scare me very badly but I'm completely sure she would have me crying like...
ShowYourTinyDick Awww such a scared little sissy wimp lol
Can’t cum in one stroke? Back in chastity you go!
Can’t cum in one stroke? Back in chastity ...
1 2
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expoguy Lol, make him cum in one stroke and ruin him for life.
letmewatch That's humiliating and hot
Show your penis to women online
Dick Too Small for Chastity
Dick Too Small for Chastity
2 2
sis bella I hope they do
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Adultbabyfaggotgurl Nobody has ever told me or forced me to go buy a penis chastity before and wear it forever ,...
Pathetic Penis Can’t Fill the Smallest Chastity Cage
Pathetic Penis Can’t Fill the Smallest Ch ...
1 2
sissycock Its true!! I slipped out of the CB 6000
sissycock Anyone want to help me get a cage that actually fits? Please?! Ill even do a chastity-a-thon...
Two Ways a Chastity Slave Can Please a Woman
Two Ways a Chastity Slave Can Please a Woman
Chastised Husbands Make the Best Kind of Husbands
Chastised Husbands Make the Best Kind of Husbands
1
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expoguy More women need to realize this!
Make Your Chastity Slave Suffer
Make Your Chastity Slave Suffer
Beg Me to Keep You in Chastity
Beg Me to Keep You in Chastity
3
slavedori Please Mistress, lock up my cock in a very small cage and keep me in chastity. PLEASE
sissy_lil_sophie Instead of longer, may I ask for you to keep it on forever?
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Matt8 Please lock me up
Do I need to add more time to your chastity?
Do I need to add more time to your chastity?
3
wannabesphcuck I think she does!
sis bella Yes Ma'am you should just make it permeant cause a sissy has no use for it thank you
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Nicholais Just throw my key away, ill understand😢😭

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