Daddy Loves Me 4: Father Figure by SissyPsychology 3 min

3 minSissypsychology - 2 months ago -

Daddy Loves Me 3: Daddys Girl (Sissy Cock Captions) 6 min

6 minSissypsychology - 2 months ago -

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

2 minSpencer Is In Deep - 9 months ago -

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

2 minSpencer Is In Deep - 11 months ago -

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

6 minPerrita6997 - 1 year ago -

DADDY AND HIS FRIENDS - SISSY HYPNO SLUT 7 min

7 minSissy Hypno Slut - 1 year ago -

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

27 minFaygrey - 122.3k Views - 1 year ago -

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

12 minSimzapper - 1 year ago -

Sissy caption story Reporter takes bbc (gender bender) 7 min

7 minMikester17 - 2 years ago -

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

5 minMrsAnnette - 33.3k Views - 2 years ago -

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

5 minMrsAnnette - 65.4k Views - 2 years ago -

Sissy boy Brandon sucking cock 6 min

6 minSissyballerinaboy - 2 years ago -

Sissy Caption Story: Bosses Orders 43 min

43 minRackattack94 - 3 years ago -

SISSY HYPNO DREAMS 17 min

17 minSissy Hypno Slut - 3 years ago -

cuckold training with captions a happy couple 22 min

22 minHimandher0804 - 3 years ago -

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

7 minBdsm Studio - 433.9k Views - 4 years ago -

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

5 minOhyeahbigtits - 4 years ago -

Sissy Dream Fantasy 3 min

3 minMisslexxie - 7 years ago -

Cum Whore 2 3 min

3 minMisconhypno - 7 years ago -

Broken Sissy part two (of two) Captions 3 min

3 minHydestedt - 8 years ago -

Breaking of the Sissy part one(of two) Captions 5 min

5 minHydestedt - 8 years ago -

DeepSlutPuppy - 08 Your Sick Little Fucking Fetish - [No Captions] [720p] 3 min

3 minSissybojangles - 10 years ago -

DeepSlutPuppy - 06 Britney Spears Cum Trainer - [No Captions] [720p] 8 min

8 minSissybojangles - 10 years ago -

relax 4 min

4 minRamses1 - 10 years ago -