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2,457
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Office bet
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I made a caption 💕
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Sissy_Captions
SissyCaptionsHypno
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Need help pumping poles
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Everyone had such a fantasy, right?
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Friend takes your virginity with his massive cock (part 1)
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Yes I am a sissy slut
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Just being a good bro for my little sister
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I hate this
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Threw myself on a caption hehe I never stood a chance
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Sister's boyfriend caught you!
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The Game (All Parts)
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I'm not a Girl, Am I?
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Sissy Loves The Feeling And Wants More
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This isn't gay at all, i promise
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Goth sissy hypno
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Contractual Obligations All Parts
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Hmmm, to be a disk...
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Benefits of the forfeit
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Amateur GIF by askme
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Changing For Him! Part 3
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I love my sales job!
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Your ultimate fantasy is coming true
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Practice makes perfect, and perfect gets rewarded.
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You did put up a few pounds, can't really blame him
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Don’t forget the balls
Fucking Like Crazy
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New Position At Work
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A Sissy's Visit To The Gloryhole (Part 1)
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Help me
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It's okay as long as your dressed up
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Not gay if I have no choice
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You love being used by men don't you sissy?
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Now I have to keep my hole prepared even for work
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Sissy In The City: Chapter 6 [Femboy] [Wholesome]
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It's fine if the motel owner needed a "woman's" company right?
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I want to be fucked and creampied like a sissy
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Discovers gf's dildo while locked up Pt. 2
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They did you dirty…
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Thry just wanted to show you how it feels…
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Failed Man Becomes a Sissy
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Daddy told you
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Sissy Captions Mix
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Fake gf
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