Sissy Caption Story: Bosses Orders 43 min

43 minRackattack94 -

[FayGrey] [Himiko Toga: Futanari Stepsister: Anal Destruction at the Airport Washroom] (JOI, Orgasm Denial, Chastity, Anal Destruction, Sissification, Femdom, Domination) 27 min

27 minFaygrey - 104k Views -

cuckold training with captions a happy couple 22 min

22 minHimandher0804 -

SISSY HYPNO DREAMS 17 min

17 minSissy Hypno Slut -

SIMS 4: I Dream of Jeannie's - a Parody 12 min

12 minSimzapper -

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8 minSissybojangles -

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7 minSissy Hypno Slut -

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7 minMikester17 -

Sissy Training - guide to became sissy - No 2 7 min

7 minBdsm Studio - 415.9k Views -

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6 minSissyballerinaboy -

Instrucciones para ser Buenas Putitas! (Sissy Captions En Español) 6 min

6 minPerrita6997 -

SISSYMAKER HOMEMADE LADYBOY. FISTING. BEAUTIFUL LADYBOY FUCKED ANAL STRETCHING 5 min

5 minMrsАnnette - 25.4k Views -

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5 minHydestedt -

CASTING SISSY Fucking PEGGING STRAPON. Mistress Fucking Sissy ASS IN Chastity crossdresser 5 min

5 minMrsАnnette - 51.8k Views -

THE SISSY LIFE MOVE: A compilation of scenarios in the everyday life of a HOT SISSY (with music) 5 min

5 minOhyeahbigtits -

relax 4 min

4 minRamses1 -

Sissy Dream Fantasy 3 min

3 minMisslexxie -

Cum Whore 2 3 min

3 minMisconhypno -

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3 minSissybojangles -

Broken Sissy part two (of two) Captions 3 min

3 minHydestedt -

"Shared Love" Cuckold gives GF her birthday gift and She wants to share it with Him (Captions) 2 min

2 minSpencer Is In Deep -

Turned into a Chick to help My Goon Buddy (Caption) 2 min

2 minSpencer Is In Deep -