4177 best r/sissy_humiliation images on Pholder | Yes or No - Would you be willing to take my cock?

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Yes or No - Would you be willing to take my cock?

9mo ⋅ ⋅

Yes or No - Would you be willing to take my cock?

You know you're a slut when your bucket list includes... spending a week chained up in someone's basement 👀

2yr ⋅

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I think my mother is disappointed in how I turned out

1yr ⋅

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Which panties should I make my sissy husband wear to the gym today?

1yr ⋅

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Happy valentine's day ! Here I have your gift

1yr ⋅

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Still looking for some sissy and slave to be fuck and serve me as there trans mommy?

1yr ⋅

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Would you come and wear one of these cages for me? 🥺

1yr ⋅

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would you going on date with girl like me?

1yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

3yr ⋅

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I Am Actually Embarrassingly Small Now 😳😳 Goodness

1yr ⋅

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Giving head turns me on 😝💙

1yr ⋅

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Mommy will make sure you cum like a girl

1yr ⋅

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Which one would you love to have in your ass first ?🍆🍆

1yr ⋅

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Just an average night🙈

1yr ⋅

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Any straight guys willing to taste sweet girl cum?

1yr ⋅

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What would my straight friends say if they knew?

5yr ⋅

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all it took was a few years of sissy porn. now im constantly on all 4s waiting to be bred 💦💋

1yr ⋅

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ready to wear it on and feel yourself submissive and more female ? i want to seduce u from behind !

1yr ⋅

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Even with other sissies I’m the sub haha 🤣

4yr ⋅

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sissy princess let me know if you want to see more

2yr ⋅

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Stop scrolling! This is urgent.. I need you to.. leave your babies in me!

3yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

Am I a good girl cumming from just my ass🥵

1yr ⋅

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Best friends should be locked up together 💕

1yr ⋅

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The type of treatment you know you need in your life 🤤

2yr ⋅

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Open wide sweety!!

1yr ⋅

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Hi losers! Where are my tiny little clit boys? Say HERE MOMMY

9mo ⋅

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how can you? dress up as a maid and expose your ass for broadcasts on the Internet with a leaking and dripping clitoris

1yr ⋅

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Can't even get hard anymore...

1yr ⋅

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Squirting?! 😳🤪👀

1yr ⋅

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Wifey brought home one of her bulls 🐂🎀💙

1yr ⋅

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Stay Limp and grow tits sissies😈 or momma's gonna have to cage you.

1yr ⋅

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Are you interested?

2yr ⋅

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With each passing day that I’m locked away...my masculinity fades... let me out?🤭🤭

1yr ⋅

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Leave a 💕 for an instant humiliation task.

1yr ⋅

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i wonder if anybody will see this 🙈

1yr ⋅

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Trap domme looking for bitchy boy toy to tease, fuck and humiliate~I know you feel powerless in my presence. The urge is too strong for you... approach🖤

2yr ⋅

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I thought he was kidding about throat fucking...

2yr ⋅

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Daddy likes reminding me how useless my clit is 🥺

1yr ⋅

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Ready to feel yourself sexy and more female? And follow my instructions ?

1yr ⋅

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Imagine I'm on top of you and I make you choke on my hard cock while telling you how slut you are.

1yr ⋅

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Any boipussy here that wants to get destroyed?

1yr ⋅

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Get on your knees and put your face between mommy’s thighs, that’s your punishment for trying on mommy’s stockings without her noticing

1yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

serve me! I have a humiliation task for you!

1yr ⋅

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Would you suck me dry, needle dick?😂

1yr ⋅

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I need a sexy playfull baby boy ! Hope u are already in short skirt for me ?

1yr ⋅

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Should she fuck me in front of my friends?

3yr ⋅

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Say Damn If you want to use my mouth like a p*ssy 🥺💦

1yr ⋅

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If I sent you this, would you come over and fuck my 22yr old petite trans ass? (Or I can fuck you)

11mo ⋅

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Leave a 💋 for instant humiliation task

1yr ⋅

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Kinda new here be nice please🥺🤔

1yr ⋅

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can you please let me out of this? I promise I won't try to take off the dress again!

1yr ⋅

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I'm ready to destroy the asses of the sissy bitches.

1yr ⋅

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My dads friend found my grindr profile, should I meet up with him?

7mo ⋅

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Are you sure your ready to become a sissy

1yr ⋅

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I’m smiling because I know how much a sissy like you wants suck a girl like me

1yr ⋅

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Leave a 💕 for an instant humiliation task.

1yr ⋅

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Anyone up for complete humiliation RP?

1yr ⋅

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Sharing my sissy journey as much as I can 💕😈

3yr ⋅

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Just cause your caged doesn’t mean you can’t cum

1yr ⋅

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I promise to do that

1yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

Me and my sissy girl 😈🔥

2yr ⋅

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My cock is ready to destroy your ass, sissy

1yr ⋅

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Yes they do💋

2yr ⋅

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