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Jess’s Sissy

Sissy Caption Stories

Video Captions

She feels even better when she’s asleep'

She feels even better when she’s asleep

Sissies love a demanding boss!'

Sissies love a demanding boss!

Maybe next year you’ll learn to get into the Christmas spirit'

Maybe next year you’ll learn to get into the Christmas spirit

Embrace the inevitable'

Embrace the inevitable

Is this bad?'

Studies & Biologist Say it's Not Gay!! So Get Sucking'

Studies & Biologist Say it's Not Gay!! So Get Sucking

Stop acting like you don't want it. I know you love it rough, Mom.'

Stop acting like you don't want it. I know you love it rough, Mom.

Bartering the last virginity she has left.'

Bartering the last virginity she has left.

Mommy's Helper'

a bunch of holes to empty my balls'

A bunch of holes to empty my balls

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