Humiliation Sissy Videos (58,329)

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

46% HD 0:39 / 14:11

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

FapHouse 1 year ago

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

Sissy in shiny bodystocking Using Fuck Machine - R..a..c..h..a..e..l B..e..l..l..e

PornoXO 8 months ago

DESTRUINDO O CU E AS BOLAS DO FEMBOY USANDO GAIOLA

Premium HD 8:41

DESTRUINDO O CU E AS BOLAS DO FEMBOY USANDO GAIOLA

XVideosRed 1 year ago

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

76% HD 1:01 / 35:33

Cuck Confessions - the Sissy Cuck: She Needed a Real Man

FapHouse 7 months ago

Femdom Humiliate Asian Sissy

56% HD 0:39 / 7:23

Femdom Humiliate Asian Sissy

FapHouse 4 months ago

I tied up and creampied a sissy sub

I tied up and creampied a sissy sub

XHamster 1 week ago

Femboy with Dva Cosplay and BDSM Nosehook Giving a Blowjob, Eating Cum and Deepthroat to Big Dildo

Femboy with Dva Cosplay and BDSM Nosehook Giving a Blowjob, Eating Cum and Deepthroat to Big Dildo

XHamster 5 days ago

Chastity Slave Washes Himself.

56% HD 0:39 / 5:26

Chastity Slave Washes Himself.

FapHouse 6 months ago

Prison Boy Destroyed Slut Asshole in a String (slow Motion) - Starring Dj Buttpussy

70% HD 0:39 / 32:35

Prison Boy Destroyed Slut Asshole in a String (slow Motion) - Starring Dj Buttpussy

FapHouse 3 months ago

HOT ORGASM &amp_ CUMSHOTS COMPILATION 2

Premium HD 10:43

HOT ORGASM &amp_ CUMSHOTS COMPILATION 2

XNXXGold 1 year ago

Lika Kai Party on Jul 16, 2026 - Part 2

4K 2:00 / 15:57

Lika Kai Party on Jul 16, 2026 - Part 2

Camster 1 week ago

Slim Femboy Raven Inflation, Belly Expansion Fetish, Cumshot and Lactation with Milking Machine

HD 1:01 / 25:30

Slim Femboy Raven Inflation, Belly Expansion Fetish, Cumshot and Lactation with Milking Machine

FapHouse 1 month ago

Your Tgirl Boss Show Me Your Devotion

Your Tgirl Boss Show Me Your Devotion

XHamster 1 year ago

nikita bellucci & amel anoga double anal orgy with 3 guys sz924

60% 0:54 / 46:41

nikita bellucci & amel anoga double anal orgy with 3 guys sz924

PornBox 11 years ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 week ago

Stick Your Tongue in There! - Ass JOI

Stick Your Tongue in There! - Ass JOI

FapHouse 22 hours ago

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

Sniff My Latex Arse & Pussy Ball Kicking CBT, Scent Fetish & Human Furniture Degradation

XHamster 1 week ago

round rump on fat virgin sissy pig

round rump on fat virgin sissy pig

XHamster 5 months ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

63% 0:39 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 8 months ago

Mandatory Pee

58% HD 0:39 / 2:28

FapHouse 2 months ago

Sissy Slut Toy Training

HD 0:20 / 11:22

Sissy Slut Toy Training

IWantClips 1 month ago

Slave Drone Tickling Session Silicone Suit, Socks & Merciless Sole Play

65% HD 0:39 / 10:47

Slave Drone Tickling Session Silicone Suit, Socks & Merciless Sole Play

FapHouse 4 days ago

Trans Valorie Valentina Fucked by Jake Grand

66% HD 0:10 / 22:07

Trans Valorie Valentina Fucked by Jake Grand

LoyalFans 3 weeks ago

Hardcore Sex with Muscular BBC - He Cummed in My Face

Hardcore Sex with Muscular BBC - He Cummed in My Face

XHamster 4 months ago

15 days MTF transformation

41% 4K 0:26 / 14:09

15 days MTF transformation

Clips4sale 1 year ago

Sissy slut training

Sissy slut training

XHamster 1 month ago

old Freak Plays With His obedient slave In The Dungeon

old Freak Plays With His obedient slave In The Dungeon

GayJack 1 year ago

Hardcore doggy BBC anal fuck for a hot tranny babe

Hardcore doggy BBC anal fuck for a hot tranny babe

XGroovy 9 months ago

WRAP YOUR LIPS AROUND COCK

68% HD 0:10 / 16:17

WRAP YOUR LIPS AROUND COCK

LoyalFans 3 years ago

Renounce Your Gods

Renounce Your Gods

XHamster 2 months ago

Faggot smokes and edging his little dicklette

Faggot smokes and edging his little dicklette

XHamster 1 week ago

Checking Locked Dick and Strapon

Checking Locked Dick and Strapon

XHamster 2 years ago

IT’S NOT MY FAULT

52% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 3 years ago

POV Cuckold vol 23

POV Cuckold vol 23

XHamster 10 months ago

Doctor Brutus Exams You and Takes Your Sperm in Latex Gloves

49% HD 2:00 / 5:34

Doctor Brutus Exams You and Takes Your Sperm in Latex Gloves

Flirt4Free 7 years ago

Sophia Loreen Party on Jun 4, 2026 - Part 3

HD 2:00 / 1:00:20

Sophia Loreen Party on Jun 4, 2026 - Part 3

Camster 1 month ago

Mandatory Pee

XHamster 1 month ago

An overdue throat fuck for faggot and alpha

An overdue throat fuck for faggot and alpha

XHamster 4 years ago

The Mistress Plays with the Crossdresser as if He Were a Human Toy

The Mistress Plays with the Crossdresser as if He Were a Human Toy

XHamster 9 months ago

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

XHamster 10 months ago

POV interracial anal fuck with chubby redhead tranny babe in white socks

POV interracial anal fuck with chubby redhead tranny babe in white socks

XGroovy 9 months ago

Lika Kai Private Show

57% 4K 2:00 / 5:34

Lika Kai Private Show

Camster 2 weeks ago

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

AShemaleTube 9 months ago

Miss Eve Harper - Application Compulsory Sissy part 2

Miss Eve Harper - Application Compulsory Sissy part 2

AShemaleTube 3 years ago

Hercules & Matt & Lance Private Show

HD 2:00 / 1:12:58

Hercules & Matt & Lance Private Show

Flirt4Free 3 years ago

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

56% HD 1:01 / 5:38

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

FapHouse 7 months ago

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

Sissy Humiliation Cum Eating Instructions Give It up You Are Gay

XHamster 1 week ago

Nightmare Nurse: Ella Hollywood Fucks Nurse Cherie Deville

Nightmare Nurse: Ella Hollywood Fucks Nurse Cherie Deville

XHamster 7 months ago

Richii Smiith Private Show

Richii Smiith Private Show

Flirt4Free 5 months ago

Patric & Simon & Frederick Private Show

61% HD 2:00 / 5:08

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Sasha De Sade goes wild with her toys in a hot webcam session

Sasha De Sade goes wild with her toys in a hot webcam session

TrannyMovs 4 months ago

Jacob Malik Private Show

66% HD 2:00 / 7:02

Jacob Malik Private Show

Flirt4Free 5 months ago

Luna Florez Private Show

63% 4K 2:00 / 5:20

Luna Florez Private Show

Camster 3 weeks ago

Jhordy & Maxx Private Show

50% HD 2:00 / 1:02:13

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Alizzz Storm Private Show

66% HD 2:00 / 6:40

Alizzz Storm Private Show

Camster 1 year ago

Sissy gasm time

Sissy gasm time

XHamster 5 months ago

Useless tiny cocked sissy gets humiliated whilst her tight ass fucked

Useless tiny cocked sissy gets humiliated whilst her tight ass fucked

XHamster 9 months ago

Jhordy & Maxx Private Show

54% HD 2:00 / 24:38

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Sissy Boy Humiliation POV

52% HD 1:01 / 15:23

Sissy Boy Humiliation POV

FapHouse 3 months ago

big sissy training compilation!

HD 0:30 / 52:36

big sissy training compilation!

AnalVids 1 year ago

Maximo Ston Members-Only Show

Maximo Ston Members-Only Show

Flirt4Free 1 year ago

Being a Hotty is Greater amount Enjoyment! Sissy Feminization T-Gal Training POV Femdom by Bitch goddess Kyaa

Being a Hotty is Greater amount Enjoyment! Sissy Feminization T-Gal Training POV Femdom by Bitch goddess Kyaa

BigTitsLust 4 months ago

Pegging and Spandex Mitten Handballing Trampy V-Card Sissy with Xxl Black Faux-Cock by Domina Mercer

Pegging and Spandex Mitten Handballing Trampy V-Card Sissy with Xxl Black Faux-Cock by Domina Mercer

TrannyGem 3 years ago

Archie Blossom Private Show

58% HD 2:00 / 26:57

Archie Blossom Private Show

Flirt4Free 5 months ago

Submit to my dick

HD 0:17 / 11:17

Submit to my dick

Clips4sale 1 month ago

I greeted the pizza boy in pantyhose (no panties)

I greeted the pizza boy in pantyhose (no panties)

XHamster 11 months ago

Putting big dick in flat chastity cage with penis plug

Putting big dick in flat chastity cage with penis plug

XHamster 1 month ago

FOOT SLAVE IS A SISSY

FOOT SLAVE IS A SISSY

Clips4sale 11 months ago

fat horny Canadian sissy bitch shakes obese ass and fucks it

fat horny Canadian sissy bitch shakes obese ass and fucks it

XHamster 4 months ago

I've been putting estrogen in your coffee: loving feminization and futa fucking

HD 0:31 / 14:31

I've been putting estrogen in your coffee: loving feminization and futa fucking

IWantClips 2 years ago

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

49% 4K 0:49 / 21:02

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

Clips4sale 1 year ago

Trans domina pissing and humilates her sissy bf

Trans domina pissing and humilates her sissy bf

Sheshaft 1 year ago

Trampy TRANSSEXUAL Sasha De Sade Abjecting herself on Web Cam

Trampy TRANSSEXUAL Sasha De Sade Abjecting herself on Web Cam

TrannyGem 5 years ago

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

Wife's Imposed Feminization: Hormones, Ball Removal, Permanent Makeup, Penis Reduction & More!

XHamster 7 months ago

Paulo & Jose & Sander Private Show

61% HD 2:00 / 6:39

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Amilia Onyx Cuckold Cleaning Bitch Creampie

Amilia Onyx Cuckold Cleaning Bitch Creampie

XHamster 6 months ago

Sissi Training - You will be transformed into a feminine slave by me and finally feminized

Sissi Training - You will be transformed into a feminine slave by me and finally feminized

XHamster 9 months ago

chubby crossdressing sissy does double dildo action

chubby crossdressing sissy does double dildo action

XHamster 3 weeks ago

Sissy Wife Licks Bull's Creampie Out Of My Panties

Sissy Wife Licks Bull's Creampie Out Of My Panties

XHamster 2 years ago

Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!

Your Trans BFF Wants to Make You Her Boyfriend's Mall Slut!

XHamster 2 years ago

Deepthroat and Obedience Feet Test Pt.2

Deepthroat and Obedience Feet Test Pt.2

XHamster 5 months ago

Small Penis Surprise With two beautiful trans women

Small Penis Surprise With two beautiful trans women

XHamster 3 weeks ago

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5

Rachael Belle Exposed Chastity Sissy Slut Humiliation 5

AShemaleTube 1 year ago

Celeste & Liz Private Show

63% HD 2:00 / 4:37

Celeste & Liz Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

53% HD 2:00 / 9:58

Sophia Loreen Private Show

Camster 1 month ago

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

AShemaleTube 6 months ago

1 Hour Special: Huge Ass Femboy Samus Wedgie, Spanks, Creampie and Anal Fucking with Multiple Dildos

1 Hour Special: Huge Ass Femboy Samus Wedgie, Spanks, Creampie and Anal Fucking with Multiple Dildos

XHamster 4 months ago

Squeeze My Boobs Closeup

Squeeze My Boobs Closeup

Flirt4Free 1 year ago

Brunette mistress teaches cuckold sissy slave to dick sucking nice cock

Brunette mistress teaches cuckold sissy slave to dick sucking nice cock

Tranny.one 4 years ago

Corrine Dittmann Private Show

Corrine Dittmann Private Show

Camster 1 month ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

XHamster 3 years ago

Chastity Caged Trans Slut Sammi Smith Begs for BBC Creampie & Backshots

Chastity Caged Trans Slut Sammi Smith Begs for BBC Creampie & Backshots

XXXShake 8 months ago

Truly Warm Ash-blonde Femboy Jacking with Ginger-haired Trans Gal

Truly Warm Ash-blonde Femboy Jacking with Ginger-haired Trans Gal

TrannyGem 1 week ago

Sissy Wife Competition - Sasha de Sade and Jenny Flowers

Sissy Wife Competition - Sasha de Sade and Jenny Flowers

Tranny.one 4 years ago

Alejandra Fox Private Show

HD 2:00 / 12:30

Alejandra Fox Private Show

Camster 1 week ago

Sophia Loreen Private Show

55% HD 2:00 / 4:11

Sophia Loreen Private Show

Flirt4Free 1 year ago

Archie Blossom Private Show

44% HD 2:00 / 16:54

Archie Blossom Private Show

Flirt4Free 4 months ago

Dahlia Sin's Cross Dressing Cuckold Gets It with a Strap on

57% HD 1:01 / 27:04

Dahlia Sin's Cross Dressing Cuckold Gets It with a Strap on

FapHouse 7 months ago

Part three Hotwife makes enjoyment of sissy Crossdresser spouse in underware nylons high heels humiliates her

Part three Hotwife makes enjoyment of sissy Crossdresser spouse in underware nylons high heels humiliates her

Lesbian8 2 weeks ago

Goth trans woman humiliates you in a JOI

Goth trans woman humiliates you in a JOI

AShemaleTube 2 months ago

Chastity Loser teased on Livecam by Transsexual Master! Released for ruined climax!

Chastity Loser teased on Livecam by Transsexual Master! Released for ruined climax!

BigTitsLust 4 days ago

Opening Pinky Hole, Riding and Fucking

62% HD 2:00 / 9:20

Opening Pinky Hole, Riding and Fucking

Flirt4Free 3 months ago

Amy Eden Private Show

Amy Eden Private Show

Flirt4Free 2 years ago

A military soldier humiliates a sissy faggot slut in all holes and lets her lick her feet !

A military soldier humiliates a sissy faggot slut in all holes and lets her lick her feet !

XHamster 2 years ago

Jhordy & Maxx Private Show

42% HD 2:00 / 33:20

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Sexy Striptease Became into Hot Sex

67% 4K 2:00 / 35:09

Sexy Striptease Became into Hot Sex

Flirt4Free 5 months ago

Sissy trainer - Give your ass

Sissy trainer - Give your ass

DeegX 3 years ago

Pathetic Sissy Slut Vlada Is Humiliated And Stretched - Bottle Comes In Completely

Pathetic Sissy Slut Vlada Is Humiliated And Stretched - Bottle Comes In Completely

XHamster 6 days ago

Tgirl slave anal punishment

Tgirl slave anal punishment

Fetishpapa 8 years ago

Step Mom Sissification JOI CEI for Panty

55% HD 0:39 / 15:45

Step Mom Sissification JOI CEI for Panty

FapHouse 1 year ago

Aron & Master & Elvis Private Show

65% HD 2:00 / 4:58

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Sissy Bi Training POV: Me or Cock?

61% HD 0:39 / 16:31

Sissy Bi Training POV: Me or Cock?

FapHouse 2 months ago

Feminine Sissy Has Fun With 2 Hot Girls

Feminine Sissy Has Fun With 2 Hot Girls

Eporner 7 years ago

Horny Sissy Waiting for BBC She Enjoy My Cock Again

Horny Sissy Waiting for BBC She Enjoy My Cock Again

XHamster 1 year ago

Play Ass Holes

65% HD 2:00 / 15:28

Flirt4Free 1 year ago

Bad transvestites sex orgy

Bad transvestites sex orgy

Fetishpapa 3 days ago

beta loser boy gets pegging assfuck by german mistress. Hardcore Anal Orgasm.sissygasm

beta loser boy gets pegging assfuck by german mistress. Hardcore Anal Orgasm.sissygasm

XHamster 4 months ago

Baywatch tranny jerk porn with super huge cumshot

Baywatch tranny jerk porn with super huge cumshot

Sheer 4 years ago

Slut Femboy Hardcore Sex Humiliation

63% HD 1:01 / 31:05

Slut Femboy Hardcore Sex Humiliation

FapHouse 1 year ago

European Model Brutus Shows Off in a Jockstrap

HD 2:00 / 24:28

European Model Brutus Shows Off in a Jockstrap

Flirt4Free 9 years ago

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