100+ Sissy chastity captions with Images 2024

Greetings and welcome to the Sissy Chastity Captions Blog, a sanctuary for those who relish in the tantalizing art of chastity play within the sissy lifestyle. We invite you to embark on a journey of self-discovery, sensuality, and empowerment as we delve into the mesmerizing world of sissy chastity captions.

Our blog is a haven for sissies, dominants, and enthusiasts alike, providing a safe space to explore, learn, and celebrate this unique and exciting aspect of BDSM and fetish culture. Whether you’re a seasoned pro or just beginning to dip your toes into the world of sissy chastity, our carefully curated content promises to captivate and inspire.

Sissy chastity captions

Sweetie — it’s beautiful! Thank you! My boyfriend is going to love it! And thank you for arranging such a romantic weekend for me and him. Dinner out at an expensive restaurant. And then the whole weekend in a suite at the hotel with unlimited room service. All paid for by you in honor of our anniversary. You’re so sweet!

It’s really too bad. I almost feel sorry for you, but you agreed to the challenge. The
deal was you resist looking at my
boobs while I wear this tank top and I let you out today. Now, you need to stay locked for another 2 weeks 🙁

I’M ONLY GOING TO SAY THIS ONCE…
IF I CATCH YOU LOOKING AT THE BREASTS OF ANY OTHER GIRL
TODAY THE NEXT THING THAT WILL GO INTO THE KEYHOLE OF YOUR CHASTITY CAGE WON’T BE THE KEY, BUT INSTEAD AN ENTIRE TUBE OF SUPERGLUE.

LET you outta that CAGE?! Nigga, HELL NAW!
That dick is too short to please a woman!

IF you don’t WANT Me to show ANYBODY this picture of your little dick I’m about to take, then I SUGGEST you do EVERY FUCKING HUMILIATING THING I TELL YOU TO DO.

What are you doing still here?
Yes, I do expect you to go to work in your dress. Why would I put locks, if I wanted you to remove it.

Chastity sissy captions

I lied about letting you cum today, for one last time before the Locktober starts! Much more fun if you start it already frustrated!

IF YOUR COCK FITS IN THAT TINY CAGE THEN OBVIOUSLY, THAT’S WHERE IT BELONGS

While I have your swollen balls in my hand, let me make it clear. I’m NEVER going to unlock you because I don’t WANT you to cum, EVER. I enjoy watching you squirm in frustration WAY too much

Oh My God!!! Your dick “IS” getting smaller and smaller, the longer it’s locked in that tiny
cage!!!
You can forget about your release day…
I want to see what a few more months will do!!!

We both know chastity is the best thing for you

Do you like being in chastity? Serving me? I’m glad. A contented slave is a quiet slave, and a quiet slave is a good slave. It’s good that your only desire is to serve me

Sissy in chastity captions

Maybe I’ll let you out of your chastity cage and allow you to cum again in November…….
then again, maybe not!

You really think I tied you to that bed for a chastity release??? HAHAHAHA!!!
I can’t wait to hear the sounds that come out of your ballgagged mouth, when I start pouring superglue in your chastity lock!!! HAHAHAHA!!!

Doesn’t it bother you that your cock might shrink in chastity?

I’m going to make you show everybody your chastity cage, bitch boy

I enjoy keeping you locked up in your chastity cage and on the edge of orgasming almost as much as you do…….
Sometimes even more!
That’s why I keep you locked in an inescapable steel chastity cage secured with your PA piercing.
I know there’s no way for you to take it off without my key!

Your days of cumming when and
where you want are over pet!
Your chastity cage ensures it!!!

Sissy captions chastity

Gee, It’s been so long, I really don’t remember where I put the key.

Seeing you try to get hard inside your chastity cage makes me so wet.

BEFORE AGREE TO ANOTHER DATE, I NEED TO ASK YOU SOMETHING…
WILL YOU WEAR A CHASTITY DEVICE FOR ME?

SO THE CAGE HURTS AND IT SQUEEZES SO TIGHTLY, HOW IS THAT MY PROBLEM?

Just one picture of you naked in your cock cage.
| promise I won’t show anyone else
If you do all that I say from now on

I think making his chastity permanent will teach him a lesson

Sissy chastity cage captions

I can hear you fidgeting with it…
Trying to pull your cock cage off, again?
What part of “inescapable” don’t you understand?

YOU’RE NOT
MY BOYFRIEND.
YOU’RE MY SLAVE.
THAT COLLAR AROUND YOUR NECK MEANS I OWN YOUR SOUL.
AND THE CAGE IN YOUR PANTS MEANS I OWN YOUR COCK.

That’s right, you can see it, you can smell it, you can taste it, but now that you’re locked up, you’ll never be allowed to feel it again.
The idea of being permanently denied makes you horny, doesn’t it?

Are you really asking me to hold your chastity keys?

You want released because your balls
ache?
I want them ache!
That’s why I locked
the cage on your cock.
So why would I take it off?

Just one picture of you naked in your cock cage.
| promise I won’t show anyone else
If you do all that I say from now on

O OH SWEETIE, WHEN YOU ASKED ME TO KEEP YOU IN CHASTITY I HAD NO IDEA IT’D BE SO MUCH FUN DENYING YOU ORGASMS. YOU WILL STAY LOCKED

Femdom sissy chastity captions

“He’ll be fine…. I already locked his little dick back up…”
“You wanna decide the next time he touches it??”
“Oh, and he loves to wait…… Don’t-cha, baby??…”

Look, I really am sorry about this…
…And i know you should never put superglue on someone’s lips…
…But untying you wasn’t part of the deal, and I really couldn’t listen to you whine and beg for me to let you out, anymore!
At least not until your chastity cage shows up in the mail.
And don’t worry, once it’s locked on,
I’ll be putting the superglue all over that, too!

I’m so glad the cock cage fits your little penis so well
Maybe permanent chastity isn’t such a crazy prospect after all

Indefinite chastity is a huge challenge. Are you ready
for that?

Couples have secrets, but having your man locked up in chastity is the best secret you can share with him.

You only get to
cum once a year on your birthday.
And once a year on my birthday you get a new smaller chastity tube!

Sissy chastity humiliation captions

Wouldn’t making your chastity permanent mean that I would never ever get to wrap my lips around your cock and suck it
until it explodes down my throat

Wow!!!
The sincerity in your voice…
You’re almost ready to cry, aren’t you?
You must “REALLY” want your cock, out of that cage!
I was wondering when you would start to break…
Consider this, the “beginning” of your chastity sentence!

THIS WAITS FOR YOU AT HOME
IF YOU DROP TO YOUR KNEES
INSTANTLY WHEN YOU COME THROUGH THE DOORI MIGHT
OPEN YOUR CAGE TONIGHT AND EDGE YOU A
LITTLE WHILE SITTING ON YOUR FACE

Well since you spent two hundred dollars at a strip club last night you are going to spend the next two hundred days in chastity. Any questions?

SOMETIMES LA NY LOVE THAT YOU ARE STILL
CAGED AFTER I DUMPED YOU

Sissy permanent chastity captions

LOOKING AT MY ASS
ASSUME YOU ARE GACED

Every time I tell you that “No, you don’t get to cum today”, you get a huge bulge in your
cock cage. Seems to me that you like being denied, so why should stop doing it?

How is work cucky? Hope you can still concentrate knowing your wife is getting fucked while you are locked up at work

How sexy does a girl gotta be to get you to take that little cage off your big dick? Don’t
you miss having sex every night?
I mean you groan in pain when I give your cage a blow job. Your balls are turning blue. I’m starting to think you might have lost the key. Is it not under the book on the 3rd shelf anymore? Who could have taken it?
… What would you do to get it back?…

Hi! You’re one of those bound-bois from the academy right? God you must be hot strapped up in all that leather…
Listen…I’ll let you suck some water
from my bikini if you lick all the sand off my toes giggle

What the fuck are you looking at? Look, I think your time outside of your hood is over now ok?
Oh, I know I said I’d let you out of chastity if you ate that creampie I brought home…but I was lying loser! laugh
Back into the darkness for you cum breath giggle

Chastity cage sissy captions

Well this is just a lovely meal isn’t it?
Oh, there’s one quick thing I wanted to talk to you about while Mike and Sarah are away from the table.
Sarah asked me about the new key on my necklace last week, I told her it was a gift from you, but that I’d prefer it if you told her all about it. She was quite intrigued.
So when they sit down, I’m going to bring it up again, and I want you to explain it however you like.
If you tell them the truth, I might just unlock you tonight. The more you lie, the more weeks I’ll add.

No, of course you are not my only chastity slave

I KNOW YOU HAVE A COCK CAGE

Yes, I know I said I’d unlock your cage today.
I never said, for how long. That’s why I just unlocked it then re-locked it.
Say Thank You!

Jackie told us she keeps you locked in chastity 24/7 and you haven’t had an
erection in months.
She said you needed to practice with your tongue. We’ve got a few minutes before we need to go, how about you show us what you’ve got…

Chastity is not optional

Forced sissy chastity captions

If you win, you can have me once a week for the next year. If I win, you stay in chastity for the next year.

Haha, cute panties, babe!
They fit so perfectly with your cock locked in its little cage!
I’m gonna have to make you wear my panties more often!

SO, YOU DON’T LIKE IT WHEN THAT’S ONE MORE THING
I TAKE YOU I CAN FROM BEHIND THREATEN WITH THE
YOU WITH EXTRA-LARGE
WHEN YOU STRAP-ON?
FAIL TO PLEASE ME

I only date men who are locked in chastity, but I would never have sex with a man who would allow himself to be locked in chastity

Since you’re back that must mean the chastity cage arrived in today’s mail.

Of course I’m going out like this.
I want everyone to notice the key.

Sissy chastity anal captions

Even Christmas is gonna come before you will.

Of course you can sleep with me baby – well that is as long as you wear your chastity cage all night.

You have fifteen minutes to go back to your dorm and put on your chastity device and get back here with the key or this date is cancelled.

Listen, we’re doing this. You’re getting milked.
I’m sick of hearing about your painful blue-balls all the time.
And there’s no way in hell you’ve earned any time out of your cage.
Now, you can be a good boy and I can use my fingers. Or you can be my bitch and I can use the strap-on.

Just thought I’d remind you of what YOU are missing, and what HE is about to enjoy…

Ooooh, that device looks absolutely delightful.
This is going to be so much fun!
My panties are already soaked!

Sissy chastity bondage captions

Thanks for letting me sleep over. I’m so drunk!
You’re such a good friend, I feel safe here. Usually when I’m in bed with a guy there’s sex involved, Ha Ha! Good night…

You can still ravage me, baby, just not with your poor little
imprisoned cock Use your tongue.

The cost of calling me your girlfriend….
…is your orgasms

You just look like you’re having fun all tied up and squirming, so I’m going to leave you bound while I go out for a bit. I would say be good but I don’t think I have to worry about you, considering how tight that hogtie is.

Stop? Oh, there is no end. When you put my lock on that little cage you agreed to a lifetime commitment.

Masturbation definitely is cheating! I will require
you to wear a chastity device, and I will only let you out when I want
to use your cock for my pleasure!

Sissy chastity cuckold captions

You wanna see the goodies? Then you need to stay locked in your chastity belt. I promise: I’ll show you my pretty lingerie every day as long as you stay locked. And there are bonuses, too: stay locked for a week, and I’l let you touch my body! And stay for two weeks, and I will let you lick my pussy! How’s that for a deal?

You remember the feeling of ecstacy when I’ve tied you down and teased your cock for a long time, and then finally I lower my tight juicy pussy on your cock and ride it deep? You miss the feeling? Good, I’ want you to miss it! This time, instead of riding your cock I’m going to lock it in a chastity tube. Trust me, it will be even more intense than before, and the feeling will last much longer…

I get soo horny from keeping you locked and frustrated. Should I feel guilty?

If you really wanted to cum, you wouldn’t get so excited every time I say I’m going to deny you!

Oh, STOP WORRYING! The tube is not that visible! And if you didn’t have it, you would have a hard- on anyway! How visible would that be!

No, I won’t unlock you, but I’ll let you wor-ship my body.

Sissy chastity pegging caption

I’m not sure which was more pathetic when you used to walk around with a Speedo that showed your tiny penis or now when you walk around with the obvious outline of your chastity cage.

Keep edging!
Never let yourself cum!
Keep your balls horny and aching.
Keep that hot load crammed in your little balls!

Don’t let your hand off your cock, and don’t let any cum out of your balls.
Simple Enough?

Guess WHAT? JennA GAve me THE KEYS TO YOUR CAGE!
IF YOU ever
WANT TO See THEM AGAIN, TAKE YOUR CLOTHES OFF RIGHT NOW AND GIVE ME FIFTY NAKED Jumping JACKS.

Unlock you for a release?
Of course not!
But I’m happy to give you
two extra weeks for asking.

YOU BEING CAGED MAKES ME SO HAPPY

Sissy chastity slave captions

I know I told you I’d release your from your cruel little cock cage today piggy, it’s been two years after all. But I changed my mind. I like you permanently locked. End of discussion. Get back to the menial chores I gave you.

I TOLD YOU
CAGED HE DOES ANYTHING I WANT

OPEN YOUR JEANS I NEED A PIC OF YOU CAGED

I always use cages that are so tight, the cocks bulge through the bars.
That way they forget what throbbing even felt like.

That’s the whole point of a chastity cage baby, you not being able of taking it off

Now that you’ve adjusted to your role as my chaste and submissive oral slave, I think it’s time we discussed cuckolding.

Sissy maid chastity captions

This is what I’m wearing tonight to fuck him. Kelly helped me pick it out, yes… she knows.

We both know you like being locked. Ever since I caught you with that little cage you’ve worn it every day. You haven’t been hard in months, and admit it you like it. Tell me how much you like it slave, tell me why I should continue to keep you locked up.

If you can manage to stop staring at my ass for 2 minutes There is a chastity belt inside, put it on, the keys are somewhere safe Then I’ll let you play with my ass as much
as you can handle

Your chastity is not a game to me bitch. Everyday I’ll be wearing things to turn you on. I want you constantly trying to get hard in that cage
Just so I can deny you what regular men feel. To remind you, that you’re a slave. That I own even your body functions.

Don’t think of it as losing your orgasms baby. Think of it more like, you’re turning me on constantly by wearing it.
Believe me I love the fact that you can’t even get hard unless I say so.

The key to any happy marriage…
…dangles visibly between her breasts.

Wrapping Up!

That’s it. Hope you Enjoyed Sissy chastity captions. Let me know in comments. Thank you.