#sissy-chastity

138 videos
⚡ Latest 🔥 Popular · 30 days 📈 Trending · 90 days 🏆 Top · 2026
Skirt Haul on big booty Sissy in Chastity Cage
9:43

Skirt Haul on big booty Sissy in Chastity Cage

47 views Muscle 2 months ago
SissyLina2003 │Notgeile Sissy trainiert für einen echten Schwanz
2:42

SissyLina2003 │Notgeile Sissy trainiert für einen echten Schwanz

693 views Toys 2 months ago
Sissy activities pt 1
1:12

Sissy activities pt 1

59 views Toys 2 months ago
Sissy BBC Anal Training: Making my Femboy Cum Handsfree in Chastity  Femdom Sissygasm
POPULAR 1:59

Sissy BBC Anal Training: Making my Femboy Cum Handsfree in Chastity Femdom Sissygasm

93.2K views Big Tits 3 months ago
Morning wood trying to escape it's captivity
0:32

Morning wood trying to escape it's captivity

88 views Bondage 3 months ago
How to put on the Craverise shaft-only chastity cage
7:17

How to put on the Craverise shaft-only chastity cage

991 views Solo Male 3 months ago
Whiteboi Sex
POPULAR 2:22

Whiteboi Sex

5.5K views Twink (18+) 3 months ago
FEMBOY GETS DRILLED
4:56

FEMBOY GETS DRILLED

942 views Twink (18+) 3 months ago
Caged sissy pounded by machine, caged cumshot
22:55

Caged sissy pounded by machine, caged cumshot

675 views Toys 3 months ago
Horney trans girl fucks herself
POPULAR 1:13

Horney trans girl fucks herself

5.5K views Anal 3 months ago
Release Out Of Tiny Cock Cage
7:58

Release Out Of Tiny Cock Cage

132 views Bondage 3 months ago
Josefinatrav25 dominates sissy submission
15:12

Josefinatrav25 dominates sissy submission

272 views Latino 3 months ago
PAINFUL THRUSTS FUEL FORBIDDEN DESIRE CUM SPILLS WILD AS ASS CONTRACTS WITHOUT MERCY
4:07

PAINFUL THRUSTS FUEL FORBIDDEN DESIRE CUM SPILLS WILD AS ASS CONTRACTS WITHOUT MERCY

148 views Latino 3 months ago
A sex slave in a cock cage has his balls whipped by a dominatrix while, right before her eyes, he sucks his Master's cock until he cums on him.
POPULAR 10:17

A sex slave in a cock cage has his balls whipped by a dominatrix while, right before her eyes, he sucks his Master's cock until he cums on him.

62.9K views Big Tits 3 months ago
Sissy femboy rides a bbc dildo and plaps his stupid balls
6:36

Sissy femboy rides a bbc dildo and plaps his stupid balls

696 views Toys 3 months ago
Sissy Outfits Plugged Caged and Leashed
12:24

Sissy Outfits Plugged Caged and Leashed

61 views Muscle 4 months ago
You Want to Be in Chastity
POPULAR 3:50

You Want to Be in Chastity

12K views Fetish 4 months ago
Sissy Ballbusting the way a chastity slave packs cigarettes cbt
1:07

Sissy Ballbusting the way a chastity slave packs cigarettes cbt

119 views Bondage 4 months ago
locked ass screams with every relentless cock push from deep within
1:01

locked ass screams with every relentless cock push from deep within

121 views Toys 4 months ago
Anal pump dildo streching my hole while in chastity
0:38

Anal pump dildo streching my hole while in chastity

185 views Toys 4 months ago
Twink in chastity and thigh high fist himself and fucks himself with a big dildo
10:10

Twink in chastity and thigh high fist himself and fucks himself with a big dildo

941 views Twink (18+) 4 months ago
Chastity Slut Dominated and Fucked Rough (Chastity Charli)
POPULAR 8:01

Chastity Slut Dominated and Fucked Rough (Chastity Charli)

103.5K views Anal 4 months ago
Pegging session with the penis locked in a chastity belt.
POPULAR 11:01

Pegging session with the penis locked in a chastity belt.

21.7K views Fetish 4 months ago
Dont Cum, Sissy! - Sissy Futa Captions Challenge - Futamaxxing
POPULAR 6:37

Dont Cum, Sissy! - Sissy Futa Captions Challenge - Futamaxxing

12.7K views Bondage 4 months ago