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Easing Into It

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Easing Into It

Bear Chastity Gay

original: redgifs.com/watch/CalculatingIdealAruanas

Having so much fun bouncing, but I wish it was a real cock

Having so much fun bouncing, but I wish it was a real cock

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Mistress' monster strapon or daddy's throbbing cock, need to be ready for both.

Mistress' monster strapon or daddy's throbbing cock, need to be ready for both.

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After

After

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Love feeling my cage bounce ♥

Love feeling my cage bounce ♥

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First Time Posting (pt. 1)

First Time Posting (pt. 1)

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Started my bitch Riley pussy training

Started my bitch Riley pussy training

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Trying my hardest to cum...even if I can't get hard

Trying my hardest to cum...even if I can't get hard

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It's time to open my slave sissy bitch Riley fuckhole up real good

It's time to open my slave sissy bitch Riley fuckhole up real good

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corrupting my young virgin boy

corrupting my young virgin boy

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I was so desperate and still couldn't cum

I was so desperate and still couldn't cum

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Riding in new cage

Riding in new cage

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Destroyed [M]y fat ass while caged ....

Destroyed [M]y fat ass while caged ....

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I allowed my good boy to #cum in #chastity from #anal! He was serving me very well,

I allowed my good boy to #cum in #chastity from #anal! He was serving me very well, so why not? Wanna be denied sex as well and get #sissigasm? #Mommy accepts only good boys, ready to #serve, please and follow rules. #teaseanddenial #sissy #LOCKEDUP #team

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I don't know how I didn't lose it after this...

I don't know how I didn't lose it after this...

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I was trying so hard to stay composed

I was trying so hard to stay composed

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This was a wild night

This was a wild night

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Practice makes perfect

Practice makes perfect

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Inspiration for the sissies!

Inspiration for the sissies!

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I wanna ride a big cock so bad!

I wanna ride a big cock so bad!

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Just follow the on-screen instructions

Just follow the on-screen instructions

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Snowbunny!

Snowbunny!

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dress up!

dress up!

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Put on those jeans you love!

Put on those jeans you love!

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Become a sissy!

Become a sissy!

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