Sissy: 1983 Videos

DirektPMV Megumi Full Sissy Transformation
10 months ago
3:03

XXXDan

DirektPMV Megumi Full Sissy Transformation

SISSY Q.O.S GETS BAREBACKED BY BBC
5 years ago
3:03

xHamster

SISSY Q.O.S GETS BAREBACKED BY BBC

Horny sissy stuffing her ass with many mini donuts, such a mess.
5 years ago
3:03

PornHub

Horny sissy stuffing her ass with many mini donuts, such a mess.

sissy
5 years ago
3:01

xHamster

sissy

Butt plugged sissy masturbating and coming quick
3 years ago
3:01

PornHub

Butt plugged sissy masturbating and coming quick

Strapon sissy sex
15 years ago
3:01

CrocoTube

Strapon sissy sex

Sissy boys in servitude
15 years ago
3:01

CrocoTube

Sissy boys in servitude

Sissy boy in bondage
15 years ago
3:01

CrocoTube

Sissy boy in bondage

Sissy boy at play
15 years ago
3:01

CrocoTube

Sissy boy at play

Playing with sissy
15 years ago
3:01

CrocoTube

Playing with sissy

homewrecking boss makes you a panthyhose sniffing sissy Quickie
4 years ago
3:01

PornHub

homewrecking boss makes you a panthyhose sniffing sissy Quickie

Their sissy bitch
15 years ago
3:01

CrocoTube

Their sissy bitch

SISSY IS ALWAYS HUNGRY FOR RAW COCK
9 months ago
3:00

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Sissy femboy in cute stockings cum in panties
3 years ago
3:00

PornHub

Sissy femboy in cute stockings cum in panties

sissy blonde cum web cam
6 years ago
3:00

xHamster

sissy blonde cum web cam

SISSY IS ALWAYS HUNGRY FOR RAW COCK
7 months ago
2:59

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Sissy Cums in Pink Bikini
4 years ago
2:59

xHamster

Sissy Cums in Pink Bikini

This is what you deserve, your sissy cuckold!
10 months ago
2:59

JizzBunker

This is what you deserve, your sissy cuckold!

Stupid sissy in chastity training her slutty ass with a fucking machine
4 years ago
2:58

PornHub

Stupid sissy in chastity training her slutty ass with a fucking machine

Transvestite sissy
2 months ago
2:57

JizzBunker

Transvestite sissy

Sissy MESMERIZE MIND washer Phase 3 Cock Hungry Whore LOOP IT AND EDGE TO GAY PORN
3 years ago
2:57

PornHub

Sissy MESMERIZE MIND washer Phase 3 Cock Hungry Whore LOOP IT AND EDGE TO GAY PORN

Caged sissy fucks 7inch dildo is fishnets stockings
50 days ago
2:56

xHamster

Caged sissy fucks 7inch dildo is fishnets stockings

Sissy anal training
1 year ago
2:56

JizzBunker

Sissy anal training

Pueppi! A Dirty Satin Fetisch Crossresser Sissy!
12 years ago
2:55

xHamster

Pueppi! A Dirty Satin Fetisch Crossresser Sissy!

SISSY IS ALWAYS HUNGRY FOR RAW COCK
1 year ago
2:55

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Sissy slut given to 2 men
5 years ago
2:55

xHamster

Sissy slut given to 2 men

Just a big sissy stroking his cock
4 months ago
2:54

JizzBunker

Just a big sissy stroking his cock

Sissy makes a mess!!!
4 years ago
2:54

PornHub

Sissy makes a mess!!!

sissy joi
5 years ago
2:53

XXXDan

sissy joi

pegged sissy cums
5 years ago
2:53

XXXDan

pegged sissy cums

Sissy Exposed as a Crossdresser or Sent to Jail Lawyer Roleplay by Gentle FemDom Goddess Nikki Kit
3 years ago
2:51

PornHub

Sissy Exposed as a Crossdresser or Sent to Jail Lawyer Roleplay by Gentle FemDom Goddess Nikki Kit

SIMATRA SISSY FUCK BIG DONG 27 CM pt 2
5 years ago
2:50

xHamster

SIMATRA SISSY FUCK BIG DONG 27 CM pt 2

Femboy CD sissy slut rides a dildo
1 year ago
2:48

JizzBunker

Femboy CD sissy slut rides a dildo

Blonde Sissy POV Blowjob
1 year ago
2:48

XXXDan

Blonde Sissy POV Blowjob

GF makes you her sissy and sends you on a bi date Quickie
4 years ago
2:48

PornHub

GF makes you her sissy and sends you on a bi date Quickie

Sissy teen fucks himself and rubs clit till cums
4 years ago
2:47

PornHub

Sissy teen fucks himself and rubs clit till cums

Made this sissy dress up for me and ate his ass and sucked his bwc
3 years ago
2:46

PornHub

Made this sissy dress up for me and ate his ass and sucked his bwc

Sissy, crosdresser try doble anal dildo
5 years ago
2:45

xHamster

Sissy, crosdresser try doble anal dildo

AnaKristina - Sissy and The Magic Mirror
7 years ago
2:44

xHamster

AnaKristina - Sissy and The Magic Mirror

Blonde sissy smokes a cigarette and plays with cock in chastity
3 years ago
2:44

PornHub

Blonde sissy smokes a cigarette and plays with cock in chastity

more sissy panties
3 months ago
2:43

xHamster

more sissy panties

Sissy Steffi and her horror heels - heel training part 2
7 months ago
2:41

XXXDan

Sissy Steffi and her horror heels - heel training part 2

Sissy perfect trainer - AnalĀ 
4 years ago
2:41

PornHub

Sissy perfect trainer - AnalĀ 

Sissy Anal Plug Games
5 months ago
2:41

xHamster

Sissy Anal Plug Games

Dressed Sissy Wanking
7 years ago
2:41

xHamster

Dressed Sissy Wanking

Emo sissy femboy cums hard
3 years ago
2:40

PornHub

Emo sissy femboy cums hard

Small Dick Sissy Humiliation On Webcam
5 years ago
2:39

NuVid

Small Dick Sissy Humiliation On Webcam

Fat Sissy pushing out big butt plug and gapes
31 days ago
2:38

xHamster

Fat Sissy pushing out big butt plug and gapes

HOTMIX N RODE HOGE HAKKEN GROTE DILDO ANAL SISSY
10 months ago
2:38

XXXDan

HOTMIX N RODE HOGE HAKKEN GROTE DILDO ANAL SISSY

ItsZoeStarr - Sissy Bimbo has Sissygasm from Lovsense Hush
4 years ago
2:36

PornHub

ItsZoeStarr - Sissy Bimbo has Sissygasm from Lovsense Hush

Sissy  Ray in Bronze Sissy Dress in Kitchen (Black Panties)
10 years ago
2:35

xHamster

Sissy Ray in Bronze Sissy Dress in Kitchen (Black Panties)

Sissy Play
3 months ago
2:35

XXXDan

Sissy Play

Sissy Deep Throating 3 Dildos
7 years ago
2:33

xHamster

Sissy Deep Throating 3 Dildos

Sissy Mindy Chastity Cage Vibrations
6 months ago
2:33

xHamster

Sissy Mindy Chastity Cage Vibrations

Sissy playing and wanking with heels.
8 years ago
2:33

xHamster

Sissy playing and wanking with heels.

Sissy Slut Tiny Dick Fucking Her Ass
7 months ago
2:33

xHamster

Sissy Slut Tiny Dick Fucking Her Ass

AB016-Mistress in chastity fuck sissy strapon -cum č‰¾ēˆ·ęˆ“č“žę“é”+å‡é˜³å…·ęŠ½ę’é¢å…·ę·«č”äŗŗ妖 ę½®å¹å°„ē²¾
4 years ago
2:33

PornHub

AB016-Mistress in chastity fuck sissy strapon -cum č‰¾ēˆ·ęˆ“č“žę“é”+å‡é˜³å…·ęŠ½ę’é¢å…·ę·«č”äŗŗ妖 ę½®å¹å°„ē²¾

Sissy series 29
7 years ago
2:32

xHamster

Sissy series 29

SISSY TAUNT AND DENIAL
5 years ago
2:32

PornGem

SISSY TAUNT AND DENIAL

sissy brainwash
3 years ago
2:32

JizzBunker

sissy brainwash

Femdom Fun Slave licks and worships sissy clit, blowjob training
52 days ago
2:32

JizzBunker

Femdom Fun Slave licks and worships sissy clit, blowjob training

Sissy poses and cums
2 months ago
2:31

xHamster

Sissy poses and cums

Mistress Cassidy Fucks Sissy Doggystyle
8 months ago
2:30

xHamster

Mistress Cassidy Fucks Sissy Doggystyle

SISSY IS ALWAYS HUNGRY FOR RAW COCK
8 months ago
2:29

XXXDan

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Nurse DominaFire Anal Stretching Sissy
10 months ago
2:29

JizzBunker

Nurse DominaFire Anal Stretching Sissy

sissy crossdresser in fishnet stockings
10 years ago
2:27

xHamster

sissy crossdresser in fishnet stockings

Ass Worship by a Horny Sissy Slut
3 years ago
2:27

PornHub

Ass Worship by a Horny Sissy Slut

Sissy tries fisting for the first time
51 days ago
2:27

JizzBunker

Sissy tries fisting for the first time

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

xHamster

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

Sissy Crossdresser riding misstress strapon
3 years ago
2:26

PornHub

Sissy Crossdresser riding misstress strapon

VR sissy at its best
1 year ago
2:25

JizzBunker

VR sissy at its best

sissy with great body 4
4 years ago
2:24

JizzBunker

sissy with great body 4

Ballbusting  hostess  Extreme  Femdom  Cruel  mistress  CBT  Binding  Chastity  Sissy  Foot  Legs
10 months ago
2:24

XXXDan

Ballbusting hostess Extreme Femdom Cruel mistress CBT Binding Chastity Sissy Foot Legs

Sissy
9 months ago
2:23

XXXDan

Sissy

Sissy CD Slut Deepthroats BBC in a Motel Room
4 years ago
2:22

PornHub

Sissy CD Slut Deepthroats BBC in a Motel Room

sissy bouncyball part 3
6 years ago
2:21

xHamster

sissy bouncyball part 3

Hot MILF cheating with black in front of sissy hubby
10 years ago
2:20

xHamster

Hot MILF cheating with black in front of sissy hubby

Sissy femboy jerks off while waiting for his master
3 years ago
2:20

PornHub

Sissy femboy jerks off while waiting for his master

Sissy office slut in hot satin
4 months ago
2:20

XXXDan

Sissy office slut in hot satin

Goth sissy CD smoking hot
1 year ago
2:20

XXXDan

Goth sissy CD smoking hot

Crossdresser sissy at gloryhole
6 months ago
2:20

xHamster

Crossdresser sissy at gloryhole

JessicaXD sissy slut in lingerie
4 months ago
2:18

JizzBunker

JessicaXD sissy slut in lingerie

Sissy Maid
5 years ago
2:18

xHamster

Sissy Maid

Russian Sissy
6 years ago
2:17

xHamster

Russian Sissy

Sissy Caption Story - Wrong Meds - BBstories
7 months ago
2:17

JizzBunker

Sissy Caption Story - Wrong Meds - BBstories

1st part - STEPMOMMY TURNS YOU INTO A SISSY
29 days ago
2:17

xHamster

1st part - STEPMOMMY TURNS YOU INTO A SISSY

Becuming Sissy Suck Edition
1 year ago
2:17

XXXDan

Becuming Sissy Suck Edition

Sissy slut acts like a slut
3 months ago
2:17

XXXDan

Sissy slut acts like a slut

Russian Sissy Jerk off and Cum
34 days ago
2:17

xHamster

Russian Sissy Jerk off and Cum

Sissy Nikola plays with a dildo solo
4 months ago
2:16

JizzBunker

Sissy Nikola plays with a dildo solo

Collared Sissy Squirting Like A Little Doggy
2 months ago
2:16

xHamster

Collared Sissy Squirting Like A Little Doggy

sexy selena gomez vs. shemales [pmv] sissy edition
4 years ago
2:16

XXXDan

sexy selena gomez vs. shemales [pmv] sissy edition

Sissy cuckold view
1 year ago
2:15

XXXDan

Sissy cuckold view

Flexy Sissy Cock Worship Practice
4 months ago
2:15

xHamster

Flexy Sissy Cock Worship Practice

Femdom Greek Wife Strapon fucks her sissy Cuckold Hubby
8 years ago
2:14

DrTuber

Femdom Greek Wife Strapon fucks her sissy Cuckold Hubby

Sissy in red Catsuite fucks with umbrella and Bottle her horny Ass
3 months ago
2:14

xHamster

Sissy in red Catsuite fucks with umbrella and Bottle her horny Ass

Sissy training
10 months ago
2:14

XXXDan

Sissy training

Beautiful Pvc Dress Sissy Cock Tease
7 months ago
2:14

xHamster

Beautiful Pvc Dress Sissy Cock Tease

sissy tease 2
3 years ago
2:13

JizzBunker

sissy tease 2

Male sissy 3some pegged and masturbated by femdom girls in 3way
1 year ago
2:12

JizzBunker

Male sissy 3some pegged and masturbated by femdom girls in 3way

Sissy Cock Bondage
4 years ago
2:12

xHamster

Sissy Cock Bondage

Sissy Training
2 years ago
2:11

JizzBunker

Sissy Training

I piss over my sissy friend
5 years ago
2:11

xHamster

I piss over my sissy friend

Sissy Slut Dildo Sucking #3 (Lovely Maryse)
4 years ago
2:10

xHamster

Sissy Slut Dildo Sucking #3 (Lovely Maryse)

THINKING 1. MTF Transformation. Get your pussy and mouth ready, sissy boyfriend
8 months ago
2:09

JizzBunker

THINKING 1. MTF Transformation. Get your pussy and mouth ready, sissy boyfriend

Sissy gives blowjob
2 years ago
2:09

XXXDan

Sissy gives blowjob

Whipping Punishment for the Sissy Slut - Part 1
2 months ago
2:09

xHamster

Whipping Punishment for the Sissy Slut - Part 1

Sissy faggot anal play
5 years ago
2:09

xHamster

Sissy faggot anal play

ItsZoeStarr - Sissy Bimbo Sissygasms & Cums Twice from Lovense Lush & Hush
4 years ago
2:09

PornHub

ItsZoeStarr - Sissy Bimbo Sissygasms & Cums Twice from Lovense Lush & Hush

Sissy Lucy gets Pegged in Chastity whilst trying to wash up
3 years ago
2:08

PornHub

Sissy Lucy gets Pegged in Chastity whilst trying to wash up

Sissy sucks uncut Irish daddy dick
5 years ago
2:06

PornHub

Sissy sucks uncut Irish daddy dick

Sissy Panty Boy Quick Cumshot
5 years ago
2:06

PornHub

Sissy Panty Boy Quick Cumshot

Tiny Dick Big Ass Sissy Shemale Streaching Her Ass for Daddy
4 months ago
2:06

xHamster

Tiny Dick Big Ass Sissy Shemale Streaching Her Ass for Daddy

Sissy Slut Entices The Fuckers By Shaking Her Sweet Ass
5 months ago
2:05

xHamster

Sissy Slut Entices The Fuckers By Shaking Her Sweet Ass

Doms love sissy red toes
4 years ago
2:03

DrTuber

Doms love sissy red toes

Tricked and Sissyfied two SISSY ORAL JOB
5 years ago
2:03

PornGem

Tricked and Sissyfied two SISSY ORAL JOB

Sissy in Action 7
7 years ago
2:03

xHamster

Sissy in Action 7

Fingering my sissy pussy
5 months ago
2:02

xHamster

Fingering my sissy pussy

BBW Sissy - Smoking with long nails
7 years ago
2:00

xHamster

BBW Sissy - Smoking with long nails

BBC Fuck Sissy Raw
5 years ago
2:00

xHamster

BBC Fuck Sissy Raw

Getting Naked Outdoors and Rubbing My Sissy Clit
3 years ago
1:59

PornHub

Getting Naked Outdoors and Rubbing My Sissy Clit

Sissy hole close up pink tight asshole pre cum uncut clit
5 months ago
1:59

JizzBunker

Sissy hole close up pink tight asshole pre cum uncut clit

Tiny Dick Sissy Fucking Her Ass with a Fuck Machine a Cum Without Hands
5 months ago
1:59

xHamster

Tiny Dick Sissy Fucking Her Ass with a Fuck Machine a Cum Without Hands

Sissy Tiffany's large glass but plug...
5 years ago
1:59

xHamster

Sissy Tiffany's large glass but plug...

Big hands inside my sissy and belly bulge
5 years ago
1:59

xHamster

Big hands inside my sissy and belly bulge

Sexy young sissy in a cage fucks with a big dildo
3 months ago
1:58

JizzBunker

Sexy young sissy in a cage fucks with a big dildo

Sissy Danielle masterbates
7 years ago
1:58

xHamster

Sissy Danielle masterbates

Crossdresser sissy solo play
3 years ago
1:58

PornHub

Crossdresser sissy solo play

Sissy encouraged to go gay for mistress
3 years ago
1:57

PornHub

Sissy encouraged to go gay for mistress

Sissy Wife POV Pegging Quickie with CEI
7 months ago
1:56

xHamster

Sissy Wife POV Pegging Quickie with CEI

Sissy slut
8 years ago
1:55

xHamster

Sissy slut

Crossdresser Sissy in short dress at the GAS STATION
5 months ago
1:54

XXXDan

Crossdresser Sissy in short dress at the GAS STATION

Sissy series 42
7 years ago
1:53

xHamster

Sissy series 42

Sissy cuckold in dress, panties,gater and stocking
5 years ago
1:53

PornHub

Sissy cuckold in dress, panties,gater and stocking

Destroying My Sissy Ass and Big Cumshot From My Tiny Dick
5 months ago
1:53

xHamster

Destroying My Sissy Ass and Big Cumshot From My Tiny Dick

Sissy Sucking Dildo Sloppy
31 days ago
1:52

xHamster

Sissy Sucking Dildo Sloppy

Masturbating with BBC dildos in front of my sissy!
3 years ago
1:52

PornHub

Masturbating with BBC dildos in front of my sissy!

Sissy Francis Malice in Sexy Lingerie. Must See Her.
3 months ago
1:51

xHamster

Sissy Francis Malice in Sexy Lingerie. Must See Her.

Tusk topping a latina sissy
5 years ago
1:51

xHamster

Tusk topping a latina sissy

sissy
4 years ago
1:50

xHamster

sissy

Filling my sissy hole
6 months ago
1:50

xHamster

Filling my sissy hole

stepmom threatens to fuck my girlfriend because I'm a sissy with a caged cock, pegs me - trailer
3 years ago
1:49

PornHub

stepmom threatens to fuck my girlfriend because I'm a sissy with a caged cock, pegs me - trailer

Piss sissy crossdresser femboy feet
36 days ago
1:48

xHamster

Piss sissy crossdresser femboy feet

Fucking My Big Sissy Ass with Huge Toys - Big Ass
4 months ago
1:48

xHamster

Fucking My Big Sissy Ass with Huge Toys - Big Ass

Sissy Slut Trainig - Sexy Perizoma
23 days ago
1:47

xHamster

Sissy Slut Trainig - Sexy Perizoma

Sissy training session crossdresser
5 years ago
1:47

PornHub

Sissy training session crossdresser

Do you want to be a sissy? For the first time in your life? Okay, this video is for you! Femdom POV
8 months ago
1:47

JizzBunker

Do you want to be a sissy? For the first time in your life? Okay, this video is for you! Femdom POV

Pathetic sissy cums all over her face with a BBC dildo in her ass on camera
51 days ago
1:46

XXXDan

Pathetic sissy cums all over her face with a BBC dildo in her ass on camera

Blonde Boy Gets Fucked Doggy Like a Sissy and Cums on Your Face Handsfree Anal Orgasm Prostate Bareback Gay Cumshot
4 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

Sissy Whore Cum
4 months ago
1:45

JizzBunker

Sissy Whore Cum

slut sissy fisted
7 years ago
1:45

xHamster

slut sissy fisted

sissy crossdresser sucking cock
4 years ago
1:45

PornHub

sissy crossdresser sucking cock

sissy ass fuck
7 months ago
1:45

xHamster

sissy ass fuck

ItsZoeStarr - Sissy's Huge Cock Hands Free Orgasm from Lovense Lush
5 years ago
1:45

PornHub

ItsZoeStarr - Sissy's Huge Cock Hands Free Orgasm from Lovense Lush

V-Card Sissy Nailed in the Kitchen BELT DICK PEGGING CHEATING
5 years ago
1:45

PornGem

V-Card Sissy Nailed in the Kitchen BELT DICK PEGGING CHEATING

warmup  BBC dildo sissy
6 years ago
1:44

xHamster

warmup BBC dildo sissy

Amateur sissy maid Aimee  xx plays with her ass
2 months ago
1:44

XXXDan

Amateur sissy maid Aimee xx plays with her ass

sissy bouncyball part2
6 years ago
1:43

xHamster

sissy bouncyball part2

Chastity Keyholder Mistress teasing CD Sissy Chastity Maid
5 years ago
1:43

PornHub

Chastity Keyholder Mistress teasing CD Sissy Chastity Maid

Trans Sissy Femboy Rides BBC while Rubbing Her Sissy Clitty
25 days ago
1:42

xHamster

Trans Sissy Femboy Rides BBC while Rubbing Her Sissy Clitty

Sissy teen fuckhole services alpha cocks from small to big
4 years ago
1:42

PornHub

Sissy teen fuckhole services alpha cocks from small to big

Nasty Myra enjoys femdom and fists her first sissy ass!  4K
4 years ago
1:42

PornHub

Nasty Myra enjoys femdom and fists her first sissy ass! 4K

Self Fist - Self Fisting by Sissy
8 months ago
1:41

xHamster

Self Fist - Self Fisting by Sissy

Sissy Lucy plugged and caged being a silly dancing Bimbo
3 years ago
1:41

PornHub

Sissy Lucy plugged and caged being a silly dancing Bimbo

CD sissy crossdresser fucked leaking hands free cum eating
6 years ago
1:41

xHamster

CD sissy crossdresser fucked leaking hands free cum eating

Sissy Cumshot No Hands, Big Ass Tranny MILF
7 months ago
1:40

xHamster

Sissy Cumshot No Hands, Big Ass Tranny MILF

SISSY BITCH  FUCKING DILDO SLUT
6 years ago
1:39

xHamster

SISSY BITCH FUCKING DILDO SLUT

Sissy Fucks Herself with Dildo stretching her ass
25 days ago
1:39

xHamster

Sissy Fucks Herself with Dildo stretching her ass

Good Sissy Girl #2
7 years ago
1:39

xHamster

Good Sissy Girl #2

Destroying My Big Sissy Ass - MILF
4 months ago
1:39

xHamster

Destroying My Big Sissy Ass - MILF

Piss sissy butt boy
4 years ago
1:39

PornHub

Piss sissy butt boy

Cute Pink Hair Sissy Rides Butt Plug
4 years ago
1:36

PornHub

Cute Pink Hair Sissy Rides Butt Plug

Mistress fuck sissy slave3
5 years ago
1:36

xHamster

Mistress fuck sissy slave3

Sissy fun
11 years ago
1:35

xHamster

Sissy fun

Fucking My Big Tranny Ass with Big Toys - Sissy Slut
3 months ago
1:35

xHamster

Fucking My Big Tranny Ass with Big Toys - Sissy Slut

Pretty like me, sissy transformation Preview- Goddess Yata
3 years ago
1:35

PornHub

Pretty like me, sissy transformation Preview- Goddess Yata

Fucking My Sissy Ass Big Gape and Cum
3 months ago
1:34

xHamster

Fucking My Sissy Ass Big Gape and Cum

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

xHamster

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

Scary sissy
6 years ago
1:33

xHamster

Scary sissy

Sissy In Lockdown Sucks Her Own Cock For Cum - Jessica Bloom Self Sucking
3 years ago
1:33

PornHub

Sissy In Lockdown Sucks Her Own Cock For Cum - Jessica Bloom Self Sucking