Sissy: 1766 Videos

Sissy CD Slut riding dildo training for sissygasm in chastity (almost cum)
3 years ago
4:28

PornHub

Sissy CD Slut riding dildo training for sissygasm in chastity (almost cum)

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Bath time with sissy princess Ally may
4 years ago
5:37

PornHub

Bath time with sissy princess Ally may

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pov femdom sissy humiliation jerk instructions
4 years ago
4:51

JizzBunker

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Official JOI Sissy Time JOI Game
4 years ago
20:04

PornHub

Official JOI Sissy Time JOI Game

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Sissy tease and denial foot job
6 years ago
12:27

JizzBunker

Sissy tease and denial foot job

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Sissy Chastity BBC Dildo Bouncing
8 months ago
2:45

JizzBunker

Sissy Chastity BBC Dildo Bouncing

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Bi Humiliation with Sissy Slut and White Slave
4 months ago
2:09

xHamster

Bi Humiliation with Sissy Slut and White Slave

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Sissy Time 9
7 years ago
4:45

xHamster

Sissy Time 9

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Mrs Loving Dressing Her Sissy Crossdresser
8 years ago
1:57

xHamster

Mrs Loving Dressing Her Sissy Crossdresser

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Misstress fucking Sissy Secretary on public toilet (almost caught!)
3 years ago
4:43

PornHub

Misstress fucking Sissy Secretary on public toilet (almost caught!)

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Shaved smooth sissy dildo ride, jerk and cum in November-29-2014
6 years ago
7:51

JizzBunker

Shaved smooth sissy dildo ride, jerk and cum in November-29-2014

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i am going to peg your sissy whore ass so hard
5 years ago
15:47

XXXDan

i am going to peg your sissy whore ass so hard

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Pretty Sissy Puppet on Display
8 months ago
9:37

JizzBunker

Pretty Sissy Puppet on Display

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you look so much cuter dressed as a sissy girl
5 years ago
7:34

XXXDan

you look so much cuter dressed as a sissy girl

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Chopper for the sissy of the exquisite redhead Madelyn
2 years ago
5:07

XXXDan

Chopper for the sissy of the exquisite redhead Madelyn

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sissy trainer
4 years ago
3:10

XXXDan

sissy trainer

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Sissy series 58
7 years ago
3:03

xHamster

Sissy series 58

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sissy cd Jayden takes more than the BBC
6 years ago
14:37

JizzBunker

sissy cd Jayden takes more than the BBC

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sissy video 3 love nughty comments
8 years ago
1:13

xHamster

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Mesmerizing You to Go Gay While You Rub Your Wet Sissy Clitty
5 months ago
0:51

xHamster

Mesmerizing You to Go Gay While You Rub Your Wet Sissy Clitty

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1 year ago
7:40

XXXDan

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

xHamster

Sissy white boy has fun feminizing himself

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SUBMISSIVE HUSBAND-Fetish Sissy Pegging
4 years ago
12:27

PornHub

SUBMISSIVE HUSBAND-Fetish Sissy Pegging

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Sissy naomii
6 years ago
1:59

xHamster

Sissy naomii

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

xHamster

Blonde Boy Gets Fucked Doggy Like a Sissy and Cums on Your Face Handsfree Anal Orgasm Prostate Bareback Gay Cumshot

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i am going to dress you up like a total sissy girl
4 years ago
8:36

JizzBunker

i am going to dress you up like a total sissy girl

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pretty sissy stud likes rubbing his natural johnson
2 months ago
10:34

PornoXO

pretty sissy stud likes rubbing his natural johnson

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Tsxxl fuck sissy
1 year ago
3:13

XXXDan

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Sissy series 93
7 years ago
2:28

xHamster

Sissy series 93

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5 years ago
5:36

JizzBunker

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Boobylicious Dominates Ballbusting Sissy Cock And Balls
1 year ago
6:50

XXXDan

Boobylicious Dominates Ballbusting Sissy Cock And Balls

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Sissy cuckold husbands show videos of being fucked by wives
1 year ago
13:58

JizzBunker

Sissy cuckold husbands show videos of being fucked by wives

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you are my sexy sissy dress up doll
5 years ago
8:35

JizzBunker

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AUDIO ONLY - All female alien race turns men into fat sissy pigs humiliation
7 months ago
2:27

xHamster

AUDIO ONLY - All female alien race turns men into fat sissy pigs humiliation

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Sissy Slut fucks pillow in bright pink underwear
5 years ago
3:14

PornHub

Sissy Slut fucks pillow in bright pink underwear

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Sissy in chastity cage put a 50cm long dildo into anus, cum under bodysuit
4 years ago
9:09

PornHub

Sissy in chastity cage put a 50cm long dildo into anus, cum under bodysuit

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Dominatrix - blonde crossdresser sissy slut erotic play part 1
1 year ago
7:30

JizzBunker

Dominatrix - blonde crossdresser sissy slut erotic play part 1

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Train Your Sissy Self
8 months ago
6:16

JizzBunker

Train Your Sissy Self

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Cuckold sissy humiliated watching BBC fuck his wife
1 year ago
13:22

JizzBunker

Cuckold sissy humiliated watching BBC fuck his wife

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5 years ago
34:05

XXXDan

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Sissy cum in satin thong
5 months ago
2:33

xHamster

Sissy cum in satin thong

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Cuckold Archive Sissy wife with her BBC bull
1 year ago
9:59

JizzBunker

Cuckold Archive Sissy wife with her BBC bull

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Woman fucks a man with a big dildo with strap PEGGING POV #98 Turns It Into Her Sissy Part 1
2 months ago
10:14

xHamster

Woman fucks a man with a big dildo with strap PEGGING POV #98 Turns It Into Her Sissy Part 1

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Walk Home - Part 2 - Sissy Caption Story
1 year ago
6:36

JizzBunker

Walk Home - Part 2 - Sissy Caption Story

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Crossdresser sissy getting fucked
10 months ago
2:59

JizzBunker

Crossdresser sissy getting fucked

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silly sissy pays for his behavior
4 years ago
11:16

PornoXO

silly sissy pays for his behavior

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Sissy in chastity training with a very long dildo
2 months ago
1:45

JizzBunker

Sissy in chastity training with a very long dildo

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LOAN4K. Blonde-haired miss gets sissy banged hard in loan...
5 years ago
8:59

NuVid

LOAN4K. Blonde-haired miss gets sissy banged hard in loan...

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Sissy series 1
7 years ago
4:46

xHamster

Sissy series 1

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Luxuria Porn Music Compilation VOL 02 BR sissy caption
2 years ago
11:09

XXXDan

Luxuria Porn Music Compilation VOL 02 BR sissy caption

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Stunning russian brunette Jennifer Kush gets sissy plowed
5 years ago
5:08

NuVid

Stunning russian brunette Jennifer Kush gets sissy plowed

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SISSY MAKER - EN LA BOCA
3 years ago
15:09

JizzBunker

SISSY MAKER - EN LA BOCA

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Dad pushes his dick into sissy and asshole after blowjob
4 years ago
10:24

BravoTube

Dad pushes his dick into sissy and asshole after blowjob

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sissy faggot fucks
7 years ago
1:00

xHamster

sissy faggot fucks

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FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen
9 months ago
20:44

JizzBunker

FEMBOY AMALIA CHASITY - CRUEL MISTRESS - Sissy Queen

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Sissy training: you suck 2 cocks! dominatrix
10 months ago
6:58

XXXDan

Sissy training: you suck 2 cocks! dominatrix

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Margo-Apollo: Sissy Motivation 2 by M&Asissy Trainingsissy instructionFemboyCrossdresser
3 years ago
3:57

PornHub

Margo-Apollo: Sissy Motivation 2 by M&Asissy Trainingsissy instructionFemboyCrossdresser

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Latex shemale domina fucks black sissy ass doggy style
11 months ago
6:00

JizzBunker

Latex shemale domina fucks black sissy ass doggy style

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DGB - Y - PINK LATEX GLOVE FIST DEEP ANAL FEMDOM SISSY.MP4
1 year ago
6:29

JizzBunker

DGB - Y - PINK LATEX GLOVE FIST DEEP ANAL FEMDOM SISSY.MP4

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Wife spanks sissy husband for not finishing cleaning the house! She makes him lick and cum on her feet!
1 year ago
5:30

XXXDan

Wife spanks sissy husband for not finishing cleaning the house! She makes him lick and cum on her feet!

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Sissy Francis Malice the End New Face 2
2 months ago
0:37

xHamster

Sissy Francis Malice the End New Face 2

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Sissy Transformation 2
2 years ago
18:27

JizzBunker

Sissy Transformation 2

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Abdl sissy boy jerking off into wet diaper during change  heavy cum
3 years ago
0:53

PornHub

Abdl sissy boy jerking off into wet diaper during change heavy cum

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Sissy fucks her ass with a black dildo
31 days ago
6:34

JizzBunker

Sissy fucks her ass with a black dildo

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Sissy bitch used and trained by 2 Mistresses
3 years ago
0:30

PornHub

Sissy bitch used and trained by 2 Mistresses

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Sissy mesmerize mantras (Preview)
3 years ago
0:23

PornHub

Sissy mesmerize mantras (Preview)

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BBW Femina seduces bdsm sissy guy on webcam
11 months ago
6:00

XXXDan

BBW Femina seduces bdsm sissy guy on webcam

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boy fucked by a sissy masseur
45 days ago
8:58

PornoXO

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Sissy shemale spanked by a group of busty CFNM femmes
1 year ago
6:10

JizzBunker

Sissy shemale spanked by a group of busty CFNM femmes

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Sissy slut dripping daddies cum
3 years ago
0:14

PornHub

Sissy slut dripping daddies cum

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SISSY TIME PHASE 2
3 years ago
5:42

PornHub

SISSY TIME PHASE 2

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Geordie Lucy Sissy Slag Plays For Mistress
4 years ago
7:05

PornHub

Geordie Lucy Sissy Slag Plays For Mistress

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Sissy-Kuroko chinese dress huge dildo
4 months ago
11:23

xHamster

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Cuckold Archive married couple bring stud sissy suck cock
10 months ago
15:44

JizzBunker

Cuckold Archive married couple bring stud sissy suck cock

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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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il'l show my favorite sissy the secret to sucking black cock
4 years ago
7:33

JizzBunker

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Sissy series 39
7 years ago
3:13

xHamster

Sissy series 39

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Sissygasm Challenge Day 5: Sissy Dildo Sucking Instructions
3 years ago
2:19

PornHub

Sissygasm Challenge Day 5: Sissy Dildo Sucking Instructions

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SISSY
1 year ago
23:06

XXXDan

SISSY

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Sissy clitty
7 years ago
2:25

xHamster

Sissy clitty

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If you have a small dick, its good to be a sissy. kiss it
1 year ago
10:05

JizzBunker

If you have a small dick, its good to be a sissy. kiss it

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Cuckold MILF fucked by BBC stud Sissy loves to watch her
10 months ago
15:00

JizzBunker

Cuckold MILF fucked by BBC stud Sissy loves to watch her

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Cock Cage Self Facial! Sissy Crossdresser Prostate Orgasm! Thick Cum Ropes!
5 years ago
0:47

PornHub

Cock Cage Self Facial! Sissy Crossdresser Prostate Orgasm! Thick Cum Ropes!

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METAL BALL - ANAL GAPING- SISSY GAY - PROLAPSE
1 year ago
13:40

XXXDan

METAL BALL - ANAL GAPING- SISSY GAY - PROLAPSE

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my sissy asshole takes a hard pounding
6 years ago
12:25

JizzBunker

my sissy asshole takes a hard pounding

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Caged sissy squirms & whimpers while teased by goddess, denied orgasm 4x after release from chastity
3 years ago
9:06

PornHub

Caged sissy squirms & whimpers while teased by goddess, denied orgasm 4x after release from chastity

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you look so much cuter dressed as a sissy girl
5 years ago
8:13

XXXDan

you look so much cuter dressed as a sissy girl

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Sissy Andrea in Fucked the Ass
2 months ago
0:31

xHamster

Sissy Andrea in Fucked the Ass

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Amateur Strapon Pegging - Sissy Guy Takes Strapon Like A Real Pussy
3 years ago
8:04

JizzBunker

Amateur Strapon Pegging - Sissy Guy Takes Strapon Like A Real Pussy

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Sissy SLut Cumming so Hard
3 years ago
1:12

PornHub

Sissy SLut Cumming so Hard

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sissy punished and fucked for removeing her chastity part 3 final
4 years ago
19:25

XXXDan

sissy punished and fucked for removeing her chastity part 3 final

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Archive interracial cuckold milfgangbang party sissy watches
7 years ago
18:18

JizzBunker

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Sissy Neri and Katya are Italian sluts who love to take it
5 months ago
5:36

XXXDan

Sissy Neri and Katya are Italian sluts who love to take it

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chastity sissy shock
6 years ago
5:32

XXXDan

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sissy in color fox coat on mummy's minks
8 years ago
5:19

xHamster

sissy in color fox coat on mummy's minks

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Sissy Slut Michael was simply fucked off by his Lady Teacher Becky
6 months ago
1:06:13

xHamster

Sissy Slut Michael was simply fucked off by his Lady Teacher Becky

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sissy trap ts Miya Lane horny tgirl
4 years ago
3:54

PornHub

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Sissy play - FemDom POV video - free porn clip - Arya Grander
11 months ago
9:35

XXXDan

Sissy play - FemDom POV video - free porn clip - Arya Grander

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Hot Sissy Fucking
7 years ago
3:39

xHamster

Hot Sissy Fucking

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SISSY ANAL TRAINING PART 2
3 months ago
13:57

xHamster

SISSY ANAL TRAINING PART 2

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Sissy maid folds clothes
4 years ago
7:27

PornHub

Sissy maid folds clothes

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Sissy bdsm This new generation of teenagers is even more
5 years ago
8:00

DrTuber

Sissy bdsm This new generation of teenagers is even more

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Sissy Crossdresser in corset and heels fucking her ass with dildo
3 years ago
3:32

PornHub

Sissy Crossdresser in corset and heels fucking her ass with dildo

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sissystudent - sissy titties
4 years ago
4:57

XXXDan

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5 years ago
8:17

XXXDan

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pretty sissy fills his lips and his large cock
2 months ago
8:42

PornoXO

pretty sissy fills his lips and his large cock

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Cuckold Archive sissy chubby wife with huge black cock
1 year ago
10:53

JizzBunker

Cuckold Archive sissy chubby wife with huge black cock

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Sissy slut Melanie part two - anal plug
4 months ago
0:39

xHamster

Sissy slut Melanie part two - anal plug

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7 years ago
14:26

JizzBunker

Secret cuckold blonde wife fucked by bbc engaged sissy stud

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Sissy series 76
7 years ago
7:09

xHamster

Sissy series 76

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Sissy Instructions With Dominatrix
2 years ago
7:03

PornLib

Sissy Instructions With Dominatrix

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3 months ago
8:42

PornoXO

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Married woman with big boobs, Sissy is about to fuck a guy, who is not her husband
5 years ago
19:03

PornGem

Married woman with big boobs, Sissy is about to fuck a guy, who is not her husband

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Crazy, ebony stud is fuckin' a bitchy, Caucasian cheerleader while her sissy bf is witnessing
4 years ago
25:15

PornGem

Crazy, ebony stud is fuckin' a bitchy, Caucasian cheerleader while her sissy bf is witnessing

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Merry Christmas, Sissy Bitch!
4 months ago
13:57

xHamster

Merry Christmas, Sissy Bitch!

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48 days ago
9:01

PornoXO

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Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie
4 months ago
24:45

JizzBunker

Its not easy being a sissy. Davine sucks cock and gets fucked hard until she has a big cumshot. Full movie

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Becoming Sissy Slut Sabrina the full course
4 years ago
16:23

PornHub

Becoming Sissy Slut Sabrina the full course

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Sissy Humiliated by small penis
4 years ago
1:50

PornHub

Sissy Humiliated by small penis

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Sissy Hailey Doll gets her holes ruined by BBC😈
2 months ago
2:05

xHamster

Sissy Hailey Doll gets her holes ruined by BBC😈

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Ballbusting  Mistress  Extreme  Femdom  Cruel  Dominatrix  CBT  Pegging  Chastity  Sissy  Foot  Feet
9 months ago
3:57

XXXDan

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Female With Strap-on Screwing Sissy Shemale
3 years ago
5:44

XXXDan

Female With Strap-on Screwing Sissy Shemale

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Sissy Bot reboot from Alpha to Cock Sucking Sissy
4 years ago
16:23

PornHub

Sissy Bot reboot from Alpha to Cock Sucking Sissy

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5 years ago
10:00

PornoXO

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Sissy Sub gets used
8 years ago
20:53

xHamster

Sissy Sub gets used

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Sissy showcase 31
7 years ago
0:23

xHamster

Sissy showcase 31

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Sissy James Haslum CBT with Glue
7 years ago
0:50

xHamster

Sissy James Haslum CBT with Glue

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Nurse DominaFire Anal Stretching Sissy
9 months ago
2:29

JizzBunker

Nurse DominaFire Anal Stretching Sissy

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Sissy is filled with 100cm extrem dildo - part 2 of 2
3 months ago
13:58

xHamster

Sissy is filled with 100cm extrem dildo - part 2 of 2

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Humping My Sissy Dakimakura Boyfriend
6 years ago
0:41

PornHub

Humping My Sissy Dakimakura Boyfriend

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Girls Big Toys PMV 4 sissy and cuckold
1 year ago
8:22

XXXDan

Girls Big Toys PMV 4 sissy and cuckold

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Sissy's First Wig - Feminization Femdom Sissy Training - Preview
3 years ago
0:30

PornHub

Sissy's First Wig - Feminization Femdom Sissy Training - Preview

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Young sissy boy crossdresser feminized in lingerie gets fucked softly on the couch
2 months ago
11:30

JizzBunker

Young sissy boy crossdresser feminized in lingerie gets fucked softly on the couch

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SISSY IS ALWAYS HUNGRY FOR RAW COCK
10 months ago
2:55

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

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Sissy Guirl
7 years ago
1:49

xHamster

Sissy Guirl

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Sissy Slut Michelle Fucked And Facefucked Hard
5 years ago
3:07

DrTuber

Sissy Slut Michelle Fucked And Facefucked Hard

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Demanding Oral From My Sissy Wife - Clara Dee POV
4 months ago
0:29

xHamster

Demanding Oral From My Sissy Wife - Clara Dee POV

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You have to show people what you have learned sissy
7 years ago
4:13

xHamster

You have to show people what you have learned sissy

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Omg!!! Dumb sissy meat is dripping!
6 years ago
0:08

xHamster

Omg!!! Dumb sissy meat is dripping!

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4 years ago
2:51

JizzBunker

sissy maker iv

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muscly guy and his wife team up to dominate a sissy bi guy
4 years ago
6:15

XXXDan

muscly guy and his wife team up to dominate a sissy bi guy

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Regular strapon session in doggystyle must get hot the sissy assFemdomPeggingFemboyCrossdresser
3 years ago
7:20

PornHub

Regular strapon session in doggystyle must get hot the sissy assFemdomPeggingFemboyCrossdresser

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32 Positive Sissy Faggot Affirmations Encouragement Erotic Audio by Tara Smith Femdom Mistress
3 years ago
4:49

PornHub

32 Positive Sissy Faggot Affirmations Encouragement Erotic Audio by Tara Smith Femdom Mistress

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Sissy series 87
7 years ago
6:33

xHamster

Sissy series 87

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4 years ago
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