Total Summary: 1389 430 Movies

Sissy: 2052 Videos

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

7 months ago

12:32

XXXDan

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

Tygra Blonde Sissy Eats A Whole Tasty Cucumber In Woods

11 months ago

4:59

UPornia

Tygra Blonde Sissy Eats A Whole Tasty Cucumber In Woods

Sissy ass pussy extremely stretched, fisted and fucked - Part 2

7 months ago

9:14

XXXDan

Sissy ass pussy extremely stretched, fisted and fucked - Part 2

Sissy CD cums during fun time with chastity and dildo

7 months ago

8:38

xHamster

Sissy CD cums during fun time with chastity and dildo

sissy bitch works daddys bbc with her mouth and throat

8 years ago

8:55

xHamster

sissy bitch works daddys bbc with her mouth and throat

Goth Sissy Mimsy Taking Anal Dildo And Getting Self Fac

1 year ago

9:49

UPornia

Goth Sissy Mimsy Taking Anal Dildo And Getting Self Fac

Sissy Slut Loves Fucking Her Dildo In Cute New Outfit

6 months ago

20:14

UPornia

Sissy Slut Loves Fucking Her Dildo In Cute New Outfit

Your going to be Anna's sissy bitch tonight

10 years ago

4:20

xHamster

Your going to be Anna's sissy bitch tonight

I Am Good Sissy Nympho ,biggest Orgasm Scarlett Noli - Amateuro

18 days ago

6:48

UPornia

I Am Good Sissy Nympho ,biggest Orgasm Scarlett Noli - Amateuro

Cuckold sissy husband secrets Taping wife with BBC get off

1 year ago

12:37

JizzBunker

Cuckold sissy husband secrets Taping wife with BBC get off

hot sissy pumps 5 loads into his device xh0yoh8 042439

11 months ago

8:56

PornoXO

hot sissy pumps 5 loads into his device xh0yoh8 042439

Sissy Slut Gets Her Ass Destroyed Byu A Fuck Machine

6 months ago

5:51

UPornia

Sissy Slut Gets Her Ass Destroyed Byu A Fuck Machine

You Are A Sweet Little Sissy Slut With Kandii Kiss

3 years ago

7:40

HDZog

You Are A Sweet Little Sissy Slut With Kandii Kiss

Brunette married muff gets fucked by a younger man - Sissy

1 year ago

6:59

Sex3

Brunette married muff gets fucked by a younger man - Sissy

Wife sucks sissy fat dick and swallows her juicy cum

11 months ago

5:53

JizzBunker

Wife sucks sissy fat dick and swallows her juicy cum

Crossdresser Tranny Sissy Pissed On In Garter Belt And Botto

1 year ago

6:59

UPornia

Crossdresser Tranny Sissy Pissed On In Garter Belt And Botto

Todays 2 Hour Anal Training For The Sissy As Shorten

3 years ago

14:23

HClips

Todays 2 Hour Anal Training For The Sissy As Shorten

Groaning almost nonstop mature slut Sissy enjoys riding strong cock

3 years ago

6:59

XCafe

Groaning almost nonstop mature slut Sissy enjoys riding strong cock

Sexy skinny sissy give me a hot blowjob before sleeping

32 days ago

5:55

xHamster

Sexy skinny sissy give me a hot blowjob before sleeping

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

penis casey with ryan torres sissy rooting stiff on bod

1 year ago

10:04

PornoXO

penis casey with ryan torres sissy rooting stiff on bod

Cute Sissy Jerks Off On Her Face And Eats Cum

1 year ago

7:13

UPornia

Cute Sissy Jerks Off On Her Face And Eats Cum

Gay Sissy crossdresser Fuck and blowjob with big black dildo

5 months ago

7:35

xHamster

Gay Sissy crossdresser Fuck and blowjob with big black dildo

Geordie Slag Sissy Just Back From The Newcastle Football Match

3 years ago

5:05

PornHub

Geordie Slag Sissy Just Back From The Newcastle Football Match

Femdoms fuck asshole of sissy guy in lingerie with strapon

9 months ago

4:50

Txxx

Femdoms fuck asshole of sissy guy in lingerie with strapon

Dressing like a sissy makes me so hungry for cock

8 years ago

13:59

xHamster

Dressing like a sissy makes me so hungry for cock

Give Head Like a Pro Sissy Instructions the Audio Clip

5 months ago

2:29

xHamster

Give Head Like a Pro Sissy Instructions the Audio Clip

My little sissy boy spanking himself like a good bitch!

3 years ago

0:07

PornHub

My little sissy boy spanking himself like a good bitch!

Archive cuckold sissy husband bulls boats to fuck his wife

7 years ago

12:58

JizzBunker

Archive cuckold sissy husband bulls boats to fuck his wife

making you look like a sissy is so much fun

6 years ago

8:51

JizzBunker

making you look like a sissy is so much fun

Take My Studs Cock Femdom For Dick Lovin Sissy Faggots

3 years ago

12:17

HClips

Take My Studs Cock Femdom For Dick Lovin Sissy Faggots

Bubble butt chick Sissy pissing and pleasuring her yummy hole

43 days ago

6:56

BravoTube

Bubble butt chick Sissy pissing and pleasuring her yummy hole

Lovely chick Vaness Queen gets eaten out by naughty Sissy

9 months ago

6:55

BravoTeens

Lovely chick Vaness Queen gets eaten out by naughty Sissy

Sissy cuckold archive hires bbc bull to fuck his wife

7 years ago

15:18

JizzBunker

Sissy cuckold archive hires bbc bull to fuck his wife

Smoking while prostate milks my sissy - hard clit and asshole

9 months ago

5:51

XXXDan

Smoking while prostate milks my sissy - hard clit and asshole

Cuckolds Secrets Sissy hubby shares his wife with hired bull

8 years ago

15:32

xHamster

Cuckolds Secrets Sissy hubby shares his wife with hired bull

Cuckold milf fucked by bbc bulls sissy hubby watches them

7 years ago

14:22

JizzBunker

Cuckold milf fucked by bbc bulls sissy hubby watches them

I will chain you up and tease your sissy ass

1 year ago

7:57

xHamster

I will chain you up and tease your sissy ass

Sissy Feminized - How it Started & where I am now.

4 months ago

3:13

xHamster

Sissy Feminized - How it Started & where I am now.

Cuckold Archive Sissy husband has 2 bulls fuck his wife

2 years ago

17:19

xHamster

Cuckold Archive Sissy husband has 2 bulls fuck his wife

Up deep, down low: Synnz Lustful playground, sissy fisted hard!

1 year ago

7:58

xHamster

Up deep, down low: Synnz Lustful playground, sissy fisted hard!

Satin Sissy On The Prowl - Posed Anal Stretching Spanking Cumshot

3 days ago

6:11

Txxx

Satin Sissy On The Prowl - Posed Anal Stretching Spanking Cumshot

fun college straight boys do gay things and sissy nude

6 years ago

7:02

DrTuber

fun college straight boys do gay things and sissy nude

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

Femdoms use asshole of sissy guy for group strapon fuck

10 months ago

4:50

Txxx

Femdoms use asshole of sissy guy for group strapon fuck

bitch fucked with gets jizz on butt pretty sissy fuckin

5 months ago

15:46

PornoXO

bitch fucked with gets jizz on butt pretty sissy fuckin

Crossdresser Joselynne fucks my toy in sissy fashion close up

36 days ago

13:49

XXXDan

Crossdresser Joselynne fucks my toy in sissy fashion close up

Femdom babes slap and fuck strapon sissy in group action

10 months ago

4:50

Txxx

Femdom babes slap and fuck strapon sissy in group action

Strapon wearing mistress fucks her sissy slave bitch BDSM porn

5 years ago

4:11

BDSMTubeOne

Strapon wearing mistress fucks her sissy slave bitch BDSM porn

Sublime black sissy boy gets his hole worked by cocks

5 years ago

22:17

AshemaleOne

Sublime black sissy boy gets his hole worked by cocks

Fuck Me Please Daddy: Tekashibis Sexy Slut Sissy Skirt 1

3 years ago

5:14

PornHub

Fuck Me Please Daddy: Tekashibis Sexy Slut Sissy Skirt 1

CFNM smoking domina whips human ashtray sissy in BDSM scene

38 days ago

5:00

Txxx

CFNM smoking domina whips human ashtray sissy in BDSM scene

Sissy boys like you should know how to suck cock

6 years ago

8:05

xHamster

Sissy boys like you should know how to suck cock

Chubby slut has fun with her sissy slave BDSM porn

5 years ago

6:35

BDSMTubeOne

Chubby slut has fun with her sissy slave BDSM porn

Group femdom pegging and whipping of sissy guy by babes

1 year ago

4:10

Txxx

Group femdom pegging and whipping of sissy guy by babes

Gorgeous Sissy In Red Destroys Her Anus On A Big Dildo

11 months ago

6:46

UPornia

Gorgeous Sissy In Red Destroys Her Anus On A Big Dildo

Lucy Essex CD silly sissy getting pegged hard with big dildo

2 years ago

5:42

xHamster

Lucy Essex CD silly sissy getting pegged hard with big dildo

Sissy Blonde Skank Begging You, Sucks And Receives Slammed So Hard

2 years ago

10:54

UPornia

Sissy Blonde Skank Begging You, Sucks And Receives Slammed So Hard

Mistress Eleise de Lacy puts a sissy loser in his place

4 years ago

6:58

TubeWolf

Mistress Eleise de Lacy puts a sissy loser in his place

Sissy Slut Cumshot Armless From A Fat Dick In The Ass

3 years ago

1:15

xHamster

Sissy Slut Cumshot Armless From A Fat Dick In The Ass

Femdom tattooed babe in pantyhose fucks sissy asshole with strap-on

2 months ago

8:00

JizzBunker

Femdom tattooed babe in pantyhose fucks sissy asshole with strap-on

Pussy licking between horny hotties Sissy and Moyanne on the bed

2 years ago

6:59

AnyPorn

Pussy licking between horny hotties Sissy and Moyanne on the bed

Lesbo Lylyta having fun while fingering Sissy's dripping cunt

11 months ago

6:54

BravoTube

Lesbo Lylyta having fun while fingering Sissy's dripping cunt

Jerk Off Challenge: Melody vs Sissy... Who will make Shane cum?

1 year ago

11:30

XXXDan

Jerk Off Challenge: Melody vs Sissy... Who will make Shane cum?

Cute British Sissy Fucks Dildo Til She Cums In New Outfit

2 years ago

3:01

HClips

Cute British Sissy Fucks Dildo Til She Cums In New Outfit

Cuckold sissy husband lets BBC fuck his wife ass really good

6 years ago

15:00

xHamster

Cuckold sissy husband lets BBC fuck his wife ass really good

Teen Hollie seduces her new sissy Piper to have lesbian fun

2 years ago

5:31

SunPorno

Teen Hollie seduces her new sissy Piper to have lesbian fun

Hot Sissy Crossdresser Femby Pmb In A Shapewear And Crop Top

2 years ago

3:06

HClips

Hot Sissy Crossdresser Femby Pmb In A Shapewear And Crop Top

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

11 months ago

15:05

xHamster

Cuckold Archive Sissy drinks BBs jizz after his wife had sex

Amateur Sissy Cd Nancy Bella Teases Clitty and Feet in Stockings

1 year ago

2:39

xHamster

Amateur Sissy Cd Nancy Bella Teases Clitty and Feet in Stockings

Shemale sissy Rileydix Dirty Talks you into Fucking her Faggot Pussy

8 months ago

12:53

xHamster

Shemale sissy Rileydix Dirty Talks you into Fucking her Faggot Pussy

you are going to suck cock like a real sissy tonight

6 years ago

12:07

XXXDan

you are going to suck cock like a real sissy tonight

Sasha Earth teen sissy slut fucks ass anal fox tail toy

1 year ago

1:03

xHamster

Sasha Earth teen sissy slut fucks ass anal fox tail toy

Sissy In Stockings Rides Anal Dildo Dick E Stim Until U

2 years ago

10:51

Txxx

Sissy In Stockings Rides Anal Dildo Dick E Stim Until U

Asian Mistress Turns White Boyfriend Into Sexy Sissy With Demon Cock!

10 months ago

20:50

UPornia

Asian Mistress Turns White Boyfriend Into Sexy Sissy With Demon Cock!

Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut

42 days ago

16:39

XXXDan

Sissy Butt Tiffany Ciskiss fucking in Xxxl Seamonster Dildo Special Cut

Period Training For Sissy Bitches By German Mistress With Lady Julina

1 year ago

17:15

UPornia

Period Training For Sissy Bitches By German Mistress With Lady Julina

I have a hot new sissy game for us to play

2 years ago

8:44

xHamster

I have a hot new sissy game for us to play

Horny mature Sissy gets her trimmed pussy licked and fucked good

1 year ago

6:59

AnyPorn

Horny mature Sissy gets her trimmed pussy licked and fucked good

Sissy Cross Dresser XL Anal Machine Fuck Big Cock Tiffany Ciskiss

2 years ago

15:28

xHamster

Sissy Cross Dresser XL Anal Machine Fuck Big Cock Tiffany Ciskiss

I am going to dress you up like a sissy boy

5 years ago

8:15

xHamster

I am going to dress you up like a sissy boy

Babe gets dominated by a horny cross-dressing sissy and pegs

4 years ago

3:34

BDSMTubeOne

Babe gets dominated by a horny cross-dressing sissy and pegs

You are going to look so good as a sissy slut

2 years ago

9:37

xHamster

You are going to look so good as a sissy slut

Babe Face Cute Pretty Booty Crossdresser Model Cosplayer Amateur Sissy Femboy

9 months ago

15:58

xHamster

Babe Face Cute Pretty Booty Crossdresser Model Cosplayer Amateur Sissy Femboy

Man Gets Ass Fucked Hard By Three Mistress Pegging Sissy Pegg

2 years ago

6:03

UPornia

Man Gets Ass Fucked Hard By Three Mistress Pegging Sissy Pegg

Take this big toy up the ass like a good sissy

2 years ago

7:00

xHamster

Take this big toy up the ass like a good sissy

switch curious dude tries a sissy app with ends up poun

2 months ago

8:43

PornoXO

switch curious dude tries a sissy app with ends up poun

Harley King In Red Lingerie Cuckolds Sissy With Two Big Blac

7 months ago

6:14

PornLib

Harley King In Red Lingerie Cuckolds Sissy With Two Big Blac

Older chick gets pleasured by a younger hottie - Sissy and Moyanne

1 year ago

6:59

Sex3

Older chick gets pleasured by a younger hottie - Sissy and Moyanne

Think you have what it takes to be a sissy boy?

9 years ago

7:26

xHamster

Think you have what it takes to be a sissy boy?

Sissy Training 3 - Taking a Huge Cock and Massive Anal Beads

8 months ago

1:08

xHamster

Sissy Training 3 - Taking a Huge Cock and Massive Anal Beads

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

Brunette Sissy with natural tits gets fucked by a younger dude

2 years ago

6:59

BravoTeens

Brunette Sissy with natural tits gets fucked by a younger dude

this strapon is going all the way up your sissy ass

4 years ago

7:15

XXXDan

this strapon is going all the way up your sissy ass

I am going to make you into my little sissy slave

2 years ago

6:48

xHamster

I am going to make you into my little sissy slave

Sissy Doll Risky Anal Masturbation in Pubilc Restroom with 3 Dildos

10 days ago

12:18

xHamster

Sissy Doll Risky Anal Masturbation in Pubilc Restroom with 3 Dildos

Horny sissy cums in TGirls face after fucking her tight ass

8 years ago

7:31

xHamster

Horny sissy cums in TGirls face after fucking her tight ass

Group dicking on the sofa with naughty woman - Celeste & Sissy

1 year ago

6:56

BravoTube

Group dicking on the sofa with naughty woman - Celeste & Sissy

Sissy squirts its goo in chastity to loser,faggot humiliation porn

3 years ago

4:12

PornHub

Sissy squirts its goo in chastity to loser,faggot humiliation porn

Puts Under Chastity Sissy Spell With Lance Hart And Fabiana Fox

5 months ago

5:18

HDZog

Puts Under Chastity Sissy Spell With Lance Hart And Fabiana Fox

Young Sissy Femboy Destroying Butt In Multiple Posisitons And Cumming Big

1 year ago

4:34

HClips

Young Sissy Femboy Destroying Butt In Multiple Posisitons And Cumming Big

Anal Toys - Big Booty Sissy Tries A New Toy P.2

31 days ago

8:00

UPornia

Anal Toys - Big Booty Sissy Tries A New Toy P.2

Deep Dildo Daddy Dirty Talk Sissy Crossdresser Anal Slut Part One

4 months ago

12:46

JizzBunker

Deep Dildo Daddy Dirty Talk Sissy Crossdresser Anal Slut Part One

Soapy Belly Fingering! Belching Sissy, Soaked Panties in the Shower! Bulge

5 years ago

1:53

PornHub

Soapy Belly Fingering! Belching Sissy, Soaked Panties in the Shower! Bulge

Bimbo sissy slut shows off on a busy road gets seen

4 months ago

21:21

JizzBunker

Bimbo sissy slut shows off on a busy road gets seen

Leya Falcon balls busts then pegs Sissy Jessica in her 1st

2 years ago

9:19

SunPorno

Leya Falcon balls busts then pegs Sissy Jessica in her 1st

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

Pornbabe Tyra And My Dirty Hobby In Erziehung Zur Sissy - Mac

1 year ago

10:22

HClips

Pornbabe Tyra And My Dirty Hobby In Erziehung Zur Sissy - Mac

Sissy boys like you should know how to swallow cum CEI

1 year ago

8:40

xHamster

Sissy boys like you should know how to swallow cum CEI

Sissy slut loves to fuck her dildo in cute new outfit

29 days ago

20:20

XXXDan

Sissy slut loves to fuck her dildo in cute new outfit

Q.O.S. Sissy CD Slut Amber Sucking BBC and Balls

2 years ago

11:00

PornoXO

Q.O.S. Sissy CD Slut Amber Sucking BBC and Balls

Im a sissy who just wants delicious anal, I need it

29 days ago

2:08

JizzBunker

Im a sissy who just wants delicious anal, I need it

Interracial cuckold creampie eating sissy watches hot wife katie kox fuck

4 years ago

5:29

PornHub

Interracial cuckold creampie eating sissy watches hot wife katie kox fuck

Vends-ta-culotte - French babe turns you into a naughty sissy

1 year ago

11:03

XXXDan

Vends-ta-culotte - French babe turns you into a naughty sissy

Nude male shower gay sex and free sissy boy masturbation Dre

8 years ago

7:27

DrTuber

Nude male shower gay sex and free sissy boy masturbation Dre

Gangbang Sissy Crossdresser Slut Spent 5hours In Theater And Needs More

50 days ago

34:32

HClips

Gangbang Sissy Crossdresser Slut Spent 5hours In Theater And Needs More

Trans Sissy Exposes Herself On Cam For Strangers Enjoyment 5 Min

1 year ago

4:48

HClips

Trans Sissy Exposes Herself On Cam For Strangers Enjoyment 5 Min

ItsZoeStarr - Sissy Bimbo has Sissygasm & Cums Twice from Lush 2

4 years ago

2:44

PornHub

ItsZoeStarr - Sissy Bimbo has Sissygasm & Cums Twice from Lush 2

Chastity Sissy Games: Pegging And Pleasure In Cage Mistress Julia Femdom

47 days ago

3:03

HClips

Chastity Sissy Games: Pegging And Pleasure In Cage Mistress Julia Femdom

I Feel Like a Hot Sissy Who Really Wants to Enjoy.

48 days ago

7:29

xHamster

I Feel Like a Hot Sissy Who Really Wants to Enjoy.

Friends

Tubes

Tags

Sissy: 2052 Videos

Complete list of tubes

1-24

25-48

49-72

73-96

97-120