videos / Cutesissycaptions

Cutesissycaptions vid #50568232 Be a good girl for daddy

Be a good girl for daddy

Cutesissycaptions vid #17646478 An imperfect sissy timeline

An imperfect sissy timeline

Cutesissycaptions vid #49825291 It begins when it gets real. When did it get real for you?

It begins when it gets real. When did it get real for you?

Cutesissycaptions vid #22784118 No Going Back

No Going Back

Cutesissycaptions vid #5212491 This is what I want today

This is what I want today

Cutesissycaptions vid #8800106 Is this how you view sissy captions?

Is this how you view sissy captions?

Cutesissycaptions vid #18119223 It's funny how sissies want to be trained, even though they don't

It's funny how sissies want to be trained, even though they don't

Cutesissycaptions vid #9718750 Wake up, Sissy...

Wake up, Sissy...

Cutesissycaptions vid #11978687 All this. . ..

All this. . ..

Cutesissycaptions vid #14780686 Sissy truism #24

Sissy truism #24

Cutesissycaptions vid #16210036 Can't Understand Why...

Can't Understand Why...

Cutesissycaptions vid #10996750 No one says "be careful what you wish for" anymore?

No one says "be careful what you wish for" anymore?

Cutesissycaptions vid #45924764 You'll learn to love it even more than stroking that little clit!

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

Cutesissycaptions vid #54090265 You're turning into such an anal addict

You're turning into such an anal addict

Cutesissycaptions vid #30761281 You know it's true...

You know it's true...

Cutesissycaptions vid #53940645 I want to hear you say it

I want to hear you say it

Cutesissycaptions vid #10985136 Blowjob Practice!

Blowjob Practice!

Cutesissycaptions vid #18558734 Another boring public service announcement for sissies...

Another boring public service announcement for sissies...

Cutesissycaptions vid #44006123 You're so far gone!

You're so far gone!

Cutesissycaptions vid #8918200 Have you made any "bad" decisions? lol

Have you made any "bad" decisions? lol

Cutesissycaptions vid #13850064 What would you give to have her do this to you? lol

What would you give to have her do this to you? lol

Cutesissycaptions vid #10524919 Sissy hypnosis works even when you don't realize it's working.

Sissy hypnosis works even when you don't realize it's working.

Cutesissycaptions vid #48783098 You're so far gone!

You're so far gone!

Cutesissycaptions vid #48589389 There's no going back

There's no going back

Cutesissycaptions vid #19251775 What was your first time like, sissy? (seriously! I want to know)

What was your first time like, sissy? (seriously! I want to know)

Cutesissycaptions vid #51259914 This is what masturbation is for you now

This is what masturbation is for you now

Cutesissycaptions vid #14071281 Wouldn't you love a pretty necklace?

Wouldn't you love a pretty necklace?

Cutesissycaptions vid #8591587 But why do you let him?

But why do you let him?

Cutesissycaptions vid #11607351 Take it easy and trust the process...

Take it easy and trust the process...

Cutesissycaptions vid #24776475 Enjoy the Ride

Enjoy the Ride

Cutesissycaptions vid #10937370 Every part has a purpose, doesn't it?

Every part has a purpose, doesn't it?

Cutesissycaptions vid #20428005 You Look Like You're in Love, Bro:

You Look Like You're in Love, Bro:

Cutesissycaptions vid #10337980 Maybe you're nothing more than entertainment?

Maybe you're nothing more than entertainment?

Cutesissycaptions vid #13385802 Now you are addicted cum drainer for him

Now you are addicted cum drainer for him

Cutesissycaptions vid #17773624 Which attract you more, the hypnosis or the sissification?

Which attract you more, the hypnosis or the sissification?

Cutesissycaptions vid #24088621 Haha, No going back for you, Sissy!

Haha, No going back for you, Sissy!

Cutesissycaptions vid #7984448 Wish I was a girl so I can become a fucktoy

Wish I was a girl so I can become a fucktoy

Cutesissycaptions vid #10313411 How long would it take to grow a pretty bottom?

How long would it take to grow a pretty bottom?

Cutesissycaptions vid #13340119 cute cockloving sissy

cute cockloving sissy

Cutesissycaptions vid #19341794 What are you willing to pay, hm?

What are you willing to pay, hm?

Cutesissycaptions vid #53221433 Wanna go camping with me bud?

Wanna go camping with me bud?

Cutesissycaptions vid #56449277 It's always been a clit.

It's always been a clit.

Cutesissycaptions vid #16922937 Did you ask yourself this question, sissy?

Did you ask yourself this question, sissy?

Cutesissycaptions vid #5604451 just anal doesnt have to mean anything

just anal doesnt have to mean anything

Cutesissycaptions vid #8476351 Caption GIF by tomtame

Caption GIF by tomtame

Cutesissycaptions vid #12774840 Anyone obsessed with boobs?

Anyone obsessed with boobs?

Cutesissycaptions vid #16602035 These are so your relationship goals, sissy!

These are so your relationship goals, sissy!

Cutesissycaptions vid #24376816 The "tipping point" is different for everyone ;)

The "tipping point" is different for everyone ;)