Sissy Bondage: 64 Videos

How a Sissy Masturbates and Cums - Sissygasms ONLY for you! Sissy Training with Goddess Nikki Kit
3 years ago
1:10

PornHub

How a Sissy Masturbates and Cums - Sissygasms ONLY for you! Sissy Training with Goddess Nikki Kit

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Sissy, Puppenschwanzkleid
3 years ago
17:13

JizzBunker

Sissy, Puppenschwanzkleid

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Sissy 1
1 year ago
16:09

JizzBunker

Sissy 1

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Domina cuckolds sissy
5 years ago
10:00

PornoXO

Domina cuckolds sissy

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Sissy Maid Cleaning
3 years ago
37:39

XXXDan

Sissy Maid Cleaning

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Sissy maid folds clothes
4 years ago
7:27

PornHub

Sissy maid folds clothes

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Sissy Boys Humbled Orgasm
12 years ago
6:25

SunPorno

Sissy Boys Humbled Orgasm

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TS Sissy Hucow Fuck
3 years ago
17:00

PornHub

TS Sissy Hucow Fuck

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Sissy In Her Purple Dress
5 months ago
10:30

xHamster

Sissy In Her Purple Dress

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Gangbang the sissy slut - Part3
5 months ago
1:32

xHamster

Gangbang the sissy slut - Part3

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domina kate - sissy academy 2
4 years ago
20:18

XXXDan

domina kate - sissy academy 2

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Mrs W 2 sissy strapon
1 year ago
10:59

JizzBunker

Mrs W 2 sissy strapon

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Sissy gag Bandits Of Bondage
5 years ago
8:00

NuVid

Sissy gag Bandits Of Bondage

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Pink sissy maid in chastity
59 days ago
0:37

xHamster

Pink sissy maid in chastity

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Sissy slave fucked by machine
3 months ago
13:23

JizzBunker

Sissy slave fucked by machine

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Mom feminization sissy monica part 3
1 year ago
17:08

JizzBunker

Mom feminization sissy monica part 3

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Self bondage of stranded sissy sluts
56 days ago
13:11

XXXDan

Self bondage of stranded sissy sluts

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Mature sissy humiliation spanking 2 FM
1 year ago
25:31

XXXDan

Mature sissy humiliation spanking 2 FM

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Dominatrix Dresses Up Sissy in Dress
6 months ago
2:14

xHamster

Dominatrix Dresses Up Sissy in Dress

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Sissy-hole in the garden Preview
5 years ago
1:14

PornHub

Sissy-hole in the garden Preview

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Sissy white boy has fun feminizing himself
3 months ago
0:20

xHamster

Sissy white boy has fun feminizing himself

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Santa brought me a Sissy for Christmas
4 months ago
2:55

xHamster

Santa brought me a Sissy for Christmas

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Sissy Maid in Bondage Spanked and Whipped
54 days ago
23:40

JizzBunker

Sissy Maid in Bondage Spanked and Whipped

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Chastity PEE and FISTING for SISSY slave
4 months ago
10:36

xHamster

Chastity PEE and FISTING for SISSY slave

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Can sissy squirt before time runs out?
9 months ago
4:16

JizzBunker

Can sissy squirt before time runs out?

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Young Sissy Spread Tied, Toyed and Cums
4 years ago
14:15

PornHub

Young Sissy Spread Tied, Toyed and Cums

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Bisexual Sissy Fetish And Femdom POV Porn
5 years ago
8:17

PornHub

Bisexual Sissy Fetish And Femdom POV Porn

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bondage tape tutorial educational femdom sissy mistress
5 years ago
6:39

JizzBunker

bondage tape tutorial educational femdom sissy mistress

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Femdom pegging babe in pantyhose fucks bondage sissy
10 months ago
8:30

XXXDan

Femdom pegging babe in pantyhose fucks bondage sissy

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TG Caption: Santa Brought Me a Sissy For Christmas
3 months ago
5:22

JizzBunker

TG Caption: Santa Brought Me a Sissy For Christmas

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Why should you be in chasity forever? (Sissy training)
4 years ago
2:45

PornHub

Why should you be in chasity forever? (Sissy training)

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Dominatrix feminizes Sissy and turns her into a maid
3 months ago
5:01

JizzBunker

Dominatrix feminizes Sissy and turns her into a maid

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BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV
3 months ago
23:57

JizzBunker

BDSM Bondage Sex Slave Harley Sissy Crossdresser Slut POV

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Mischievous babe who likes to play with her sissy
4 years ago
5:32

PornoXO

Mischievous babe who likes to play with her sissy

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spanking my hubby's sissy-butt bright red
3 months ago
10:02

PornoXO

spanking my hubby's sissy-butt bright red

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Black latex sissy slave doll gets stuck in selfbondage
2 months ago
10:46

xHamster

Black latex sissy slave doll gets stuck in selfbondage

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Anal Fuck Strapon Fetish Femdom Sissy Bi Workout Humiliation
9 months ago
12:38

XXXDan

Anal Fuck Strapon Fetish Femdom Sissy Bi Workout Humiliation

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Carol Dias trains her white sissy to take BBC
9 months ago
14:01

XXXDan

Carol Dias trains her white sissy to take BBC

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Flavia teaches white sissy how to suck a BBC
9 months ago
8:41

JizzBunker

Flavia teaches white sissy how to suck a BBC

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SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur
6 years ago
33:02

PornHub

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur

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Femdom Hogties Nylon Sissy in Asylum Restraints (2/3)
3 years ago
5:26

PornHub

Femdom Hogties Nylon Sissy in Asylum Restraints (2/3)

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Fucked against the wall of my sissy femboy with cumshot
3 years ago
4:02

PornHub

Fucked against the wall of my sissy femboy with cumshot

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Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits
6 months ago
5:11

xHamster

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

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Group strapon femdom pegging 4 sissy sub by dominant babes
1 year ago
3:20

XXXDan

Group strapon femdom pegging 4 sissy sub by dominant babes

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Sissy ass pussy extremely stretched, fisted and fucked - Part 1
6 months ago
12:32

XXXDan

Sissy ass pussy extremely stretched, fisted and fucked - Part 1

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Sissy Lucy being locked up in metal Chastity for Locktober
3 years ago
19:03

PornHub

Sissy Lucy being locked up in metal Chastity for Locktober

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Femdom handjob for sissy hubby and get first cum taste
4 years ago
10:53

PornHub

Femdom handjob for sissy hubby and get first cum taste

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Wife pegging femboy sissy and milking cock to prostate orgasm
9 months ago
14:58

XXXDan

Wife pegging femboy sissy and milking cock to prostate orgasm

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I found my sissy g spot - hands free cum in chastity
4 years ago
12:49

PornHub

I found my sissy g spot - hands free cum in chastity

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Pegging my caged sissy boys ass while strapped to the wall!!
3 years ago
1:12

PornHub

Pegging my caged sissy boys ass while strapped to the wall!!

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Sissy tied up in chastity cage with butt plug ready to fuck
2 months ago
5:54

XXXDan

Sissy tied up in chastity cage with butt plug ready to fuck

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Working out my sissy babe in reverse cowgirl position while rubbing clit
10 months ago
5:55

XXXDan

Working out my sissy babe in reverse cowgirl position while rubbing clit

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Sissy in Leather Leotard and Chastity takes Huge Dildo up her Ass
6 months ago
8:45

xHamster

Sissy in Leather Leotard and Chastity takes Huge Dildo up her Ass

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Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut
3 years ago
1:02

PornHub

Sissy Tied Up And Plowed By Hankey's XXL Lampwick Uncut

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Citor3 SFM VR Bondage Games Big tits mistress femdom sissy dildo milking training
4 years ago
9:56

PornHub

Citor3 SFM VR Bondage Games Big tits mistress femdom sissy dildo milking training

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Alpha male tenderising my sissy ass meats before he starts fucking me in maid costume
3 years ago
4:02

PornHub

Alpha male tenderising my sissy ass meats before he starts fucking me in maid costume

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Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit
18 days ago
8:45

xHamster

Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit

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Gooning Bimbo Bambi Porn Adicct Brainwashing Sissy Bimbo Brandynette
4 years ago
12:38

PornHub

Gooning Bimbo Bambi Porn Adicct Brainwashing Sissy Bimbo Brandynette

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Sissy in the edges of the harness and posture collar
3 months ago
13:03

XXXDan

Sissy in the edges of the harness and posture collar

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Hotwife fuck submissive sissy husband in stockings by long strapon in hotel CD Lingerie tranny
3 years ago
9:03

PornHub

Hotwife fuck submissive sissy husband in stockings by long strapon in hotel CD Lingerie tranny

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Mommy said I'm bad sissy and she tied me but i get off
4 years ago
6:24

PornHub

Mommy said I'm bad sissy and she tied me but i get off

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Sissy squirts piss through her cock cage while stretching her anal pussy with big toys
32 days ago
10:03

JizzBunker

Sissy squirts piss through her cock cage while stretching her anal pussy with big toys

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Sissy Training Therapy Session - Feminized by New Therapist by Gentle FemDom Goddess Nikki Kit PRV
3 years ago
1:00

PornHub

Sissy Training Therapy Session - Feminized by New Therapist by Gentle FemDom Goddess Nikki Kit PRV

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Carol Dias feminizes her white sissy to lick her balls and deepthroat her BBC
8 months ago
4:28

XXXDan

Carol Dias feminizes her white sissy to lick her balls and deepthroat her BBC

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