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BDSM and fetish videos matching "sissy".

The Sissy Sitter 29:08

The Sissy Sitter

5 years ago · 7,925 views · 1
Sissy Dollification 27:56

Sissy Dollification

6 years ago · 29,618 views · 17
Big One For Sissy 19:37

Big One For Sissy

6 years ago · 7,387 views · 3
Threesome Sissy 10:36

Threesome Sissy

6 years ago · 11,600 views · 2
Vintage Crossdressing 11:29

Vintage Crossdressing

6 years ago · 11,975 views · 1
Trans Latex Doll 16:19

Trans Latex Doll

6 years ago · 16,045 views · 4
Sissy Spanked and Fisted in Humbler 3:55

Sissy Spanked and Fisted in Humbler

6 years ago · 17,894 views · 6
Lady Alexia - German Mistress CBT Humiliation 28:07

Lady Alexia - German Mistress CBT Humiliation

7 years ago · 16,462 views · 7
Sissy Rachel for the Fucking Machine 14:09

Sissy Rachel for the Fucking Machine

7 years ago · 27,687 views · 8
Tv Mistress Humiliates Her Rubber Sissy - Gay 10:12

Tv Mistress Humiliates Her Rubber Sissy - Gay

7 years ago · 10,546 views · 3
Mistress Jane Pegging Sissy 15:31

Mistress Jane Pegging Sissy

7 years ago · 15,332 views · 5
Chastity Sissy Slave Sucks Cock 8:05

Chastity Sissy Slave Sucks Cock

7 years ago · 9,797 views · 3
Sissyfying Italian 48:28

Sissyfying Italian

8 years ago · 19,902 views · 9
Sissy Denied in Chastity 2:01

Sissy Denied in Chastity

8 years ago · 17,619 views · 5
Sissy in Chastity Getting Fisted 20:26

Sissy in Chastity Getting Fisted

8 years ago · 13,583 views · 6
Start of a new day 5:22

Start of a new day

9 years ago · 28,401 views · 30
Shemale's humiliation and use 31:51

Shemale's humiliation and use

10 years ago · 14,647 views · 3
Sissy boy rides 10:25

Sissy boy rides

10 years ago · 13,824 views · 8
Rough Fuck - Gay 7:58

Rough Fuck - Gay

10 years ago · 15,026 views · 3
Shemales and Mistress 17:48

Shemales and Mistress

10 years ago · 16,713 views · 11
Sissy in Pain 11:24

Sissy in Pain

12 years ago · 20,198 views · 3
Sissy Pegging 18:41

Sissy Pegging

12 years ago · 29,602 views · 10
Sissy Spanking 3:12

Sissy Spanking

12 years ago · 29,003 views · 7
Sissy Transformation - Femdom 31:56

Sissy Transformation - Femdom

12 years ago · 57,960 views · 12
Sissy  Anal Dildo 2:28

Sissy Anal Dildo

12 years ago · 12,702 views · 1