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Cutesissycaptions

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by thomas_the_tame from Cutesissycaptions

What's your biggest trigger into being a sissy?

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by rhacyclothymic49 from Cutesissycaptions

Where did you get your first one, sissy?

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by GoonerAudioLabs from Cutesissycaptions

It's always a good idea to just be yourself.

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by thomas_the_tame from Cutesissycaptions

How many people know your trigger, sissy?

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by GoonerAudioLabs from Cutesissycaptions

You only get one life, make memories.

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by leo_the_F_toy from Cutesissycaptions

know your audience 😉 know your place 🫠

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by thomas_the_tame from Cutesissycaptions

Why does he do it?

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by thomas_the_tame from Cutesissycaptions

Do you like gloryhole hypnosis, sissy?

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by BoringKate from Cutesissycaptions

Be a good girl for daddy

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by Realfield2025 from Cutesissycaptions

Good Friends are the Best

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by thomas_the_tame from Cutesissycaptions

You got this, sissy (no, you don't)!

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by thrustcontroller from Cutesissycaptions

Your Ass Is My Pussy

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by Exciting_Skin5716 from Cutesissycaptions

And You Fucking LOVE It

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by BoringKate from Cutesissycaptions

Do you masturbate like a good sissy loser?

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by BoringKate from Cutesissycaptions

Do it, loser!

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by Low-Shake-564 from Cutesissycaptions

admit it. you want to get dicked down cuz you cant do it yourself.;)

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by thomas_the_tame from Cutesissycaptions

Beware psychology majors (especially when they're bisexual).

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by SissyDesires_ from Cutesissycaptions

Submissive sissy sluts are allowed to cum only when getting fucked.

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by thomas_the_tame from Cutesissycaptions

Feminization Experiment 1

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by TheSissyCo from Cutesissycaptions

Squirt those cummies! 💦

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by thomas_the_tame from Cutesissycaptions

You have a goal, sissy!

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by thomas_the_tame from Cutesissycaptions

Break, broke, broken...

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by thomas_the_tame from Cutesissycaptions

Have you been trained like this?

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by thomas_the_tame from Cutesissycaptions

Did you do it, sissy?

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by thomas_the_tame from Cutesissycaptions

It's good to be pretty

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by thomas_the_tame from Cutesissycaptions

When exactly does it all change? Can you identify the precise

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by GoonerAudioLabs from Cutesissycaptions

"Oh fuck...pump me full of cum..."

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by thomas_the_tame from Cutesissycaptions

Is it hard to stay as a sissy?

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by GoonerAudioLabs from Cutesissycaptions

Don't run from who you really are.

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by Formal-Improvement39 from Cutesissycaptions

Accept it...

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by GoonerAudioLabs from Cutesissycaptions

Good girls cum harder.

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by thomas_the_tame from Cutesissycaptions

Soft body / mind goals anyone?

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by thomas_the_tame from Cutesissycaptions

Are you still in the Then or the Now, sissy?

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by thomas_the_tame from Cutesissycaptions

Today, tomorrow...and forever

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by thomas_the_tame from Cutesissycaptions

Is this your story, sissy? (or do you just wish it was?)

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by BoringKate from Cutesissycaptions

Do it, loser!

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by iLoveBlowjobstoo from Cutesissycaptions

got in the wrong car

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by BoringKate from Cutesissycaptions

There really is no going back! You're in too deep!

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by thomas_the_tame from Cutesissycaptions

It's all a drug, sissy.

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by GoonerAudioLabs from Cutesissycaptions

The hypnos are working! Keep it up!

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by rotchesavenary47 from Cutesissycaptions

Shame can be useful, sissy.

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by thomas_the_tame from Cutesissycaptions

I have so many dreams like this...

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by calarose from Cutesissycaptions

Change happens FAST!

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by BoringKate from Cutesissycaptions

You're turning into such an anal addict

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by thomas_the_tame from Cutesissycaptions

Caption GIF by tomtame

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by SissyDesires_ from Cutesissycaptions

Let real men dump their cumloads down your tight little throat.

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by draguncumslut from Cutesissycaptions

who else loves cum

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by MikeOxlong_1997 from Cutesissycaptions

All you have to do is stay limp!

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by SherbertFunny1416 from Cutesissycaptions

That First Time You Took a Buddy's Hot Load in the Mouth...:

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by iLoveBlowjobstoo from Cutesissycaptions

I need to attend more sleepovers

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by thomas_the_tame from Cutesissycaptions

Maybe it is working? (BS Triggers Warning!)

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by BoringKate from Cutesissycaptions

You're turning into such an anal addict

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by GoonerAudioLabs from Cutesissycaptions

Let's live our truth.

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by mrcave81 from Cutesissycaptions

Lookong forward to take that cock?

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by iLoveBlowjobstoo from Cutesissycaptions

who'd be my roommate

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by thomas_the_tame from Cutesissycaptions

When you realize...

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by BoringKate from Cutesissycaptions

There really is no going back! You're in too deep!

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by Kaytops_ from Cutesissycaptions

You kinda like losing bets now ;)

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by BoringKate from Cutesissycaptions

You'll learn to love it even more than stroking that little clit!

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by thomas_the_tame from Cutesissycaptions

Just another one of the girls?

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