Sissy: 729 Videos

Don t cum sissy
14 days ago
33:40

XXXDan

Don t cum sissy

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I Am a Sissy Who Only Wants a Delicious Anal, I Need It
15 days ago
7:55

JizzBunker

I Am a Sissy Who Only Wants a Delicious Anal, I Need It

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Japanese Sissy Masturbation Part 2
24 days ago
5:05

XXXDan

Japanese Sissy Masturbation Part 2

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Big Ass Sexy Dancing White Boy Boy Gay Crossdresser Sissy Kitty
26 days ago
8:46

JizzBunker

Big Ass Sexy Dancing White Boy Boy Gay Crossdresser Sissy Kitty

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YUMMY Natural Boy Boobs Hot Shemale Cute Sexy Big Tits Model Cosplayer Sissy Crossdresser Tranny
26 days ago
5:28

JizzBunker

YUMMY Natural Boy Boobs Hot Shemale Cute Sexy Big Tits Model Cosplayer Sissy Crossdresser Tranny

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CFNM babes toying sissy cellmates asshole with dildo
29 days ago
5:16

JizzBunker

CFNM babes toying sissy cellmates asshole with dildo

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Sissy Solo masturbation with hot panties
39 days ago
8:18

XXXDan

Sissy Solo masturbation with hot panties

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4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass
53 days ago
6:28

JizzBunker

4K Shemale Cute Sissy Crossdresser 3 Hot Dresses White Gay Boy Slut Twink Big Butt Big Ass

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Sissy Discipline
56 days ago
23:03

JizzBunker

Sissy Discipline

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Skinny amateur sissy crossdresser squirt
2 months ago
21:19

XXXDan

Skinny amateur sissy crossdresser squirt

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Sissy Slut Big Ass Big Hole White Body Sexy Crossdresser Kitty Lady Boy Fem Boy Trans MTF LGBT
2 months ago
6:25

JizzBunker

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Wife Discovers Sissy Husband
2 months ago
7:39

XXXDan

Wife Discovers Sissy Husband

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New Violet Dildo for My Sissy Bitch
2 months ago
5:29

XXXDan

New Violet Dildo for My Sissy Bitch

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Tattooed trans sissy gets ass fucked with a strap-on
3 months ago
10:10

PornLib

Tattooed trans sissy gets ass fucked with a strap-on

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I Love Dressing up as a Sissy, and Receiving What I Want so Much
3 months ago
7:34

JizzBunker

I Love Dressing up as a Sissy, and Receiving What I Want so Much

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PEGGING - The first step to turning you into a sissy
3 months ago
7:17

JizzBunker

PEGGING - The first step to turning you into a sissy

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Sissy Cumming on Black Lingerie
4 months ago
5:18

xHamster

Sissy Cumming on Black Lingerie

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Sissy dresses up with her pussy glued - Part 2
4 months ago
7:06

XXXDan

Sissy dresses up with her pussy glued - Part 2

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Skinny Sissy rozebell first Casting -tranny Love to Blow bbc
4 months ago
5:25

xHamster

Skinny Sissy rozebell first Casting -tranny Love to Blow bbc

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SISSY IS STILL HUNGRY FOR RAW COCK
4 months ago
8:06

XXXDan

SISSY IS STILL HUNGRY FOR RAW COCK

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Joselynne Cd My First Dress Show Ass And Sissy Pussy 2
4 months ago
26:43

xHamster

Joselynne Cd My First Dress Show Ass And Sissy Pussy 2

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Sissy maid
4 months ago
5:46

xHamster

Sissy maid

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Teach Me to be Your Sissy
4 months ago
11:59

XXXDan

Teach Me to be Your Sissy

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Rough Sissy Sissy Whore
4 months ago
14:47

JizzBunker

Rough Sissy Sissy Whore

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Brown sissy femboy sucking on his 7in white dildo with different POV's in the shower
4 months ago
7:59

xHamster

Brown sissy femboy sucking on his 7in white dildo with different POV's in the shower

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Cuckold wife loves BBC up her tight ass Husband is a sissy
4 months ago
13:34

XXXDan

Cuckold wife loves BBC up her tight ass Husband is a sissy

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Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt
4 months ago
5:40

xHamster

Nylon Mini Dress Sissy Shemald Crossdresser Cute Ass Sexy Dance Lady Boy Big Butt

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Closeup Camera - My Uncaged Clitty Shoots Cum Vertically as Ken Fucks My Big Jiggly Asspussy - Candy Ass Sissy
4 months ago
18:15

XXXDan

Closeup Camera - My Uncaged Clitty Shoots Cum Vertically as Ken Fucks My Big Jiggly Asspussy - Candy Ass Sissy

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So you want to be a satin sissy slut
4 months ago
19:18

XXXDan

So you want to be a satin sissy slut

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Slutty Sissy
5 months ago
1:50

xHamster

Slutty Sissy

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TS Bailey Wilde Fucks Sissy Daisy
5 months ago
5:30

xHamster

TS Bailey Wilde Fucks Sissy Daisy

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
5:24

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
33:03

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
6:08

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy anal submission - PMV, JOI
5 months ago
5:34

JizzBunker

Sissy anal submission - PMV, JOI

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
5 months ago
13:11

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy Marissa buys a fucking machine
5 months ago
9:45

XXXDan

Sissy Marissa buys a fucking machine

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CD sissy fucked my machine and cums hard anal training
5 months ago
5:07

JizzBunker

CD sissy fucked my machine and cums hard anal training

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Loui - Phantasm I RUS voice, sissy trainer motivation
5 months ago
6:05

JizzBunker

Loui - Phantasm I RUS voice, sissy trainer motivation

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Trans Woman Sucking Sissy Cock VR
5 months ago
7:51

xHamster

Trans Woman Sucking Sissy Cock VR

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Sissy MIND REPROGRAMMING
5 months ago
6:32

XXXDan

Sissy MIND REPROGRAMMING

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Very Sexy Blonde Sissy Masturbating with Redhead Trans Woman
5 months ago
8:22

xHamster

Very Sexy Blonde Sissy Masturbating with Redhead Trans Woman

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Sissy Crossdresser Makes Big Cock Cum in Public
5 months ago
9:57

XXXDan

Sissy Crossdresser Makes Big Cock Cum in Public

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Sissy Tia Smokes and Strokes
5 months ago
8:25

JizzBunker

Sissy Tia Smokes and Strokes

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Sissy Whore Yelena Sissygasm Huge Toy
5 months ago
6:09

JizzBunker

Sissy Whore Yelena Sissygasm Huge Toy

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The first sensations of the sissy whore from the chastity belt
5 months ago
6:44

xHamster

The first sensations of the sissy whore from the chastity belt

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HORRORIC PRETTY LADYBOY SWEET BODY SUPER CANDY SISSY GOTH STYLE LOVERS
5 months ago
5:35

xHamster

HORRORIC PRETTY LADYBOY SWEET BODY SUPER CANDY SISSY GOTH STYLE LOVERS

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SissyCDMish - sissy slut proudly accepts bbc superiority whilst public camwhoring
5 months ago
7:44

xHamster

SissyCDMish - sissy slut proudly accepts bbc superiority whilst public camwhoring

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sissy crossdresser anal play love machine
5 months ago
5:31

xHamster

sissy crossdresser anal play love machine

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Be a sissy slut NOW
5 months ago
6:32

JizzBunker

Be a sissy slut NOW

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Asian satanic sissy - first time fucking big black cock and cum on face
5 months ago
6:04

JizzBunker

Asian satanic sissy - first time fucking big black cock and cum on face

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Sandra takes cock up her sissy arse
6 months ago
8:33

JizzBunker

Sandra takes cock up her sissy arse

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Sissy BBC Work
6 months ago
8:05

XXXDan

Sissy BBC Work

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SHOW FUCKING ASSHOLE WITH BIG BIG TOYS SISSY SLUT
6 months ago
9:42

XXXDan

SHOW FUCKING ASSHOLE WITH BIG BIG TOYS SISSY SLUT

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SISSY IS STILL HUNGRY FOR RAW COCK
6 months ago
5:02

XXXDan

SISSY IS STILL HUNGRY FOR RAW COCK

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Sissy Mind Warping Ass Trainer
6 months ago
5:37

XXXDan

Sissy Mind Warping Ass Trainer

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Sissy Secretary Getting Dressed for Work
6 months ago
2:49

xHamster

Sissy Secretary Getting Dressed for Work

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Sissy Sam in Lingerie and Dildo
6 months ago
0:29

xHamster

Sissy Sam in Lingerie and Dildo

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6 months ago
14:20

XXXDan

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BBC Sucks Sissy, Joi
6 months ago
9:31

JizzBunker

BBC Sucks Sissy, Joi

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Sissy joi
6 months ago
15:44

JizzBunker

Sissy joi

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6 months ago
7:10

xHamster

Sissy sounds caged clit deep with hard Cumming finish

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Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation
6 months ago
34:45

XXXDan

Lara White Sissy Crossdresser Crazy Play with her Cock and Balls Femboy Masturbation

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Sissy Bimbo Trainer
6 months ago
17:11

JizzBunker

Sissy Bimbo Trainer

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Sandracduk sissy cd body compilation
6 months ago
8:48

JizzBunker

Sandracduk sissy cd body compilation

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Sissy Kali Chanel in Stripper Heels and Leather outfit showing off plug and asspussy
6 months ago
6:06

xHamster

Sissy Kali Chanel in Stripper Heels and Leather outfit showing off plug and asspussy

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Sissy maker PMV
6 months ago
6:53

XXXDan

Sissy maker PMV

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
6 months ago
9:02

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Pre-cumshot in the ass of my sissy taken in dogystyle
6 months ago
5:40

xHamster

Pre-cumshot in the ass of my sissy taken in dogystyle

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Sissy
6 months ago
5:37

xHamster

Sissy

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Sissy Bimbo in Pink
6 months ago
5:00

XXXDan

Sissy Bimbo in Pink

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Sissy BBC Lover
6 months ago
12:08

XXXDan

Sissy BBC Lover

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Sissy Enjoy her BBC Boyfriend
6 months ago
11:44

JizzBunker

Sissy Enjoy her BBC Boyfriend

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SISSY SUCK SLUT - sissy slut
7 months ago
10:39

XXXDan

SISSY SUCK SLUT - sissy slut

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Trans Sissy Femboy Rides BBC while Rubbing Her Sissy Clitty
7 months ago
1:42

xHamster

Trans Sissy Femboy Rides BBC while Rubbing Her Sissy Clitty

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Sissy BBC Riders Compilation
7 months ago
16:37

JizzBunker

Sissy BBC Riders Compilation

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Sissy crossdressed slut sucks, fucks and gets creampied
7 months ago
7:30

JizzBunker

Sissy crossdressed slut sucks, fucks and gets creampied

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Anal sissy on all fours
7 months ago
5:58

xHamster

Anal sissy on all fours

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Daddy gives an intense fuck to a lucky sissy
7 months ago
11:16

XXXDan

Daddy gives an intense fuck to a lucky sissy

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Sissy Traning, Train Your Ass Like a Pro, and Be Always Ready for Real Cocks
7 months ago
26:51

xHamster

Sissy Traning, Train Your Ass Like a Pro, and Be Always Ready for Real Cocks

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Sissy in stockings gets spanked by inked milf mistress
7 months ago
8:11

PornLib

Sissy in stockings gets spanked by inked milf mistress

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SISSY TRANSFORMATION
7 months ago
11:07

XXXDan

SISSY TRANSFORMATION

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Cuckold Archive Sissy has 2 friends fucking his wife
7 months ago
22:34

xHamster

Cuckold Archive Sissy has 2 friends fucking his wife

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Poliana Milks and Feeds Sissy Jessica Bloom - Anal Fingering And Cum Swallow
7 months ago
5:22

xHamster

Poliana Milks and Feeds Sissy Jessica Bloom - Anal Fingering And Cum Swallow

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Crossdresser sissy takes BBC and gets creampied deep in pussy
7 months ago
9:58

XXXDan

Crossdresser sissy takes BBC and gets creampied deep in pussy

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Amateur Sissy Dildo Solo
7 months ago
3:45

xHamster

Amateur Sissy Dildo Solo

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Sissy trains her ass.
7 months ago
6:52

xHamster

Sissy trains her ass.

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Asian sissy femboy shakes her useless little penis
7 months ago
24:19

XXXDan

Asian sissy femboy shakes her useless little penis

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Sissy in chastity cage masturbates with vibrator
7 months ago
6:58

XXXDan

Sissy in chastity cage masturbates with vibrator

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Sissy crossdresser fucks her ass with a fat dildo before licking it clean
7 months ago
19:57

JizzBunker

Sissy crossdresser fucks her ass with a fat dildo before licking it clean

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Sissy casually sucks on a dildo while dreaming about a real cock
7 months ago
6:24

XXXDan

Sissy casually sucks on a dildo while dreaming about a real cock

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Enjoying Moments Like a Very Sexy Sissy
8 months ago
2:14

xHamster

Enjoying Moments Like a Very Sexy Sissy

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Big Ass Sexy Dancing White Boy Boy Gay Crossdresser Sissy Kitty
8 months ago
5:44

xHamster

Big Ass Sexy Dancing White Boy Boy Gay Crossdresser Sissy Kitty

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POV sissy sucking, anal and cum in mouth
8 months ago
13:30

xHamster

POV sissy sucking, anal and cum in mouth

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Sissy bitch jerks off covered in cum after huge cum in mouth
8 months ago
14:50

XXXDan

Sissy bitch jerks off covered in cum after huge cum in mouth

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Transformation of a twink boy into a sissy
8 months ago
4:10

XXXDan

Transformation of a twink boy into a sissy

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AUDIO ONLY - Office servitude for the sissy secretary explicit audio edition
8 months ago
45:04

xHamster

AUDIO ONLY - Office servitude for the sissy secretary explicit audio edition

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sissy femboy opening your smooth ass and cumming hands free
8 months ago
1:45

xHamster

sissy femboy opening your smooth ass and cumming hands free

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Sissy slave plays with herself
8 months ago
7:49

JizzBunker

Sissy slave plays with herself

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Sissy drinks glass of piss
8 months ago
1:14

xHamster

Sissy drinks glass of piss

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Sissy Aisha caresses her ass and jerks off
8 months ago
12:20

JizzBunker

Sissy Aisha caresses her ass and jerks off

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I Was so Horny Then I Fucked My Sissy Ass Until Cum
8 months ago
1:34

xHamster

I Was so Horny Then I Fucked My Sissy Ass Until Cum

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3 Giantess Girls Humiliate Their Small Sissy Cleaning Slave and Milk Him Hard
8 months ago
8:12

xHamster

3 Giantess Girls Humiliate Their Small Sissy Cleaning Slave and Milk Him Hard

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Bimbo life of a sissy smoker
8 months ago
12:43

JizzBunker

Bimbo life of a sissy smoker

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Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti
8 months ago
26:07

xHamster

Horny Femboy Thick Body, Ass and Anal Gape Big Dildo, Anal Toy, Crossdresser, Sissy, Trans, Shemale, Trap, Travesti

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The sissy boss is not happy with your job
8 months ago
29:38

XXXDan

The sissy boss is not happy with your job

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SissyCDMish - sissy slut loves sucking her bbc dildo
8 months ago
7:06

JizzBunker

SissyCDMish - sissy slut loves sucking her bbc dildo

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Sissy boy wearing huge Breasts Forms in the bath
8 months ago
1:15

xHamster

Sissy boy wearing huge Breasts Forms in the bath

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Scraping The Skin Off My Sissy Feet
8 months ago
2:35

xHamster

Scraping The Skin Off My Sissy Feet

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Horny sissy femboy teasing in white lingerie
8 months ago
6:56

XXXDan

Horny sissy femboy teasing in white lingerie

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Sissy poses and cums
8 months ago
2:31

xHamster

Sissy poses and cums

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Sissy fag slut
8 months ago
11:32

XXXDan

Sissy fag slut

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Fit dominatrix dominates her new sissy - Brat Perversions
8 months ago
4:52

XXXDan

Fit dominatrix dominates her new sissy - Brat Perversions

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Young twink crossdresser in public in the city, sissy
9 months ago
5:59

JizzBunker

Young twink crossdresser in public in the city, sissy

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Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes
9 months ago
15:02

JizzBunker

Sissy faggot crossdresser inserts 8 inch black dildo, masturbates and smokes

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Sissy ass play
9 months ago
2:07

JizzBunker

Sissy ass play

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SUPER SEXY Blonde Sissy Fucked Hard
9 months ago
7:51

xHamster

SUPER SEXY Blonde Sissy Fucked Hard

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Sissy Delilah Snow fucks her pocket pussy and cums hard
9 months ago
3:57

XXXDan

Sissy Delilah Snow fucks her pocket pussy and cums hard

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Sissy Kelli dares in public - Part 2
9 months ago
6:20

JizzBunker

Sissy Kelli dares in public - Part 2

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Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine
9 months ago
6:56

xHamster

Fucking My Big Sissy Ass with Massive Dildos and a Fuckmachine

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Anal Training DAY 2 with an Exposed Sissy Camper
9 months ago
3:27

XXXDan

Anal Training DAY 2 with an Exposed Sissy Camper

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Daddy vs Sissy Slut
9 months ago
4:40

XXXDan

Daddy vs Sissy Slut

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Just lying on the bed, dressed in a miniskirt and lingerie. Sissy crossdresser lying on the bed streaming webcam summary
9 months ago
38:04

XXXDan

Just lying on the bed, dressed in a miniskirt and lingerie. Sissy crossdresser lying on the bed streaming webcam summary

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Sissy BBC Mantra - Goddess Grace Divine
9 months ago
3:08

xHamster

Sissy BBC Mantra - Goddess Grace Divine

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Chubby sissy masturbating
9 months ago
5:43

JizzBunker

Chubby sissy masturbating

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Horny Sissy fuck and piss
9 months ago
5:33

xHamster

Horny Sissy fuck and piss

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Sissy Bitch
9 months ago
12:41

xHamster

Sissy Bitch

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Cuckold Archive Sissy husband lets fat guy fuck his wife
9 months ago
18:10

XXXDan

Cuckold Archive Sissy husband lets fat guy fuck his wife

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Sissy end
9 months ago
0:50

xHamster

Sissy end

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Today I called my new sissy to suck my feet for a while while I was tired of walking
9 months ago
10:02

XXXDan

Today I called my new sissy to suck my feet for a while while I was tired of walking

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SISSY SLUT ASS PUSSY FUCKED DEEP AND OPENED LIKE A WHORE 4 DADDYS COCK.  CROSSDRESSER CUM SLUT BEGGING 4 DADDY DICK WHILE I GAPE
9 months ago
13:07

xHamster

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9 months ago
5:40

JizzBunker

Crossdresser sissy boy bitch jerking off

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10 months ago
5:00

JizzBunker

Strapon domina in high heel boots pegs sissy in the ass

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Lustful Thick Anal Pig Slut Lara White Sissy Sexy Anal Masturbation Chubby Sloppy Kinky Deranged Shemale Whore Sissification
10 months ago
50:39

xHamster

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Sissy femboy tries to ride a giant black dildo
10 months ago
16:15

XXXDan

Sissy femboy tries to ride a giant black dildo

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

PornLib

spanking my hubby's sissy-butt bright red

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Fucking My Big Sissy Ass - Sissy Slut
10 months ago
0:54

xHamster

Fucking My Big Sissy Ass - Sissy Slut

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Awesome Sissy Training Cumshots Compilation
10 months ago
1:52

xHamster

Awesome Sissy Training Cumshots Compilation

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Fucking My Ass with a Massive Dildo - Sissy, Big Ass
10 months ago
1:33

xHamster

Fucking My Ass with a Massive Dildo - Sissy, Big Ass

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Caged sissy ass pussy training warm-up
10 months ago
8:19

JizzBunker

Caged sissy ass pussy training warm-up

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Gay Sissy Glitter Dick Flopping Around During Handsfree Anal Orgasm
10 months ago
5:57

xHamster

Gay Sissy Glitter Dick Flopping Around During Handsfree Anal Orgasm

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Blonde Boy Gets Fucked Doggy Like a Sissy and Cums on Your Face Handsfree Anal Orgasm Prostate Bareback Gay Cumshot
10 months ago
1:46

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