Submissive Sissy (20,080)

The best and newest submissive sissy videos

Faggot Training: Obsessed With My Man

Faggot Training: Obsessed With My Man

IWantClips 1 month ago

The Irish Bull

XHamster 9 months ago

Jhanne Cherry Private Show

60% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Emmalee Jones Plays with Herself with Fuzzy Socks on

Emmalee Jones Plays with Herself with Fuzzy Socks on

Flirt4Free 1 year ago

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

XHamster 1 year ago

Muscle slut bound and used for being disobedient. Painal is now his life. Female led relationship

Muscle slut bound and used for being disobedient. Painal is now his life. Female led relationship

Pornfact 1 week ago

Adara Smith & Elver Rodriguez Private Show

69% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 2 years ago

Abril Newton Private Show

62% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 10 months ago

April Benson Private Show

62% HD 2:00 / 12:03

April Benson Private Show

Camster 1 year ago

Emmalee Jones Gets Naught

55% 4K 2:00 / 4:26

Emmalee Jones Gets Naught

Flirt4Free 9 months ago

Therapeutic Submission: Unleashing Your Inner Sissy

Therapeutic Submission: Unleashing Your Inner Sissy

XHamster 8 months ago

The Irish Bull

54% HD 1:01 / 11:32

FapHouse 9 months ago

Jasmine Flowers Pegging Training, femdom Goddess

64% 1:01 / 17:29

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 1 week ago

Jhanne Cherry Private Show

57% HD 2:00 / 40:31

Jhanne Cherry Private Show

Camster 10 months ago

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

XHamster 3 months ago

Jhanne Cherry Private Show

55% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 10 months ago

She rides me amazon till I pump cum inside her

She rides me amazon till I pump cum inside her

XHamster 2 years ago

Jhanne Cherry Private Show

54% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Latex Mistress And With Sissy Slave

Latex Mistress And With Sissy Slave

BDSMX 2 years ago

Bi Domination: Not Entirely Straight

58% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 3 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Sissy Academy Part 5 - Sissy's Anal Adventure

HD 0:39 / 26:58

Sissy Academy Part 5 - Sissy's Anal Adventure

FapHouse 1 month ago

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 10 months ago

... - Part 3

58% 4K 2:00 / 4:53

Camster 1 month ago

Emily & Stesha Private Show

55% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 7 months ago

Novice Sissy Ass Wrecked Pegged into Gushing Bitch Submission

Novice Sissy Ass Wrecked Pegged into Gushing Bitch Submission

DarkFetishTube 3 months ago

Alpha he is now my submissive sissy

Alpha he is now my submissive sissy

XHamster 2 years ago

pt4 Double Dildo Pegging Sex anal pleasure for both woman fucks man as lesbian

pt4 Double Dildo Pegging Sex anal pleasure for both woman fucks man as lesbian

XHamster 1 month ago

The Irish Bull

54% HD 0:39 / 11:32

FapHouse 9 months ago

Femdom POV Sissy Training Pleasure Him

46% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

XHamster 2 months ago

Jasmine Flowers Pegging Training, femdom Goddess

Jasmine Flowers Pegging Training, femdom Goddess

FapHouse 1 week ago

Miss Brit Slave Training of Sofie Marie

Miss Brit Slave Training of Sofie Marie

XHamster 4 months ago

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Pornfact 3 months ago

You will cum when she wants! - Bisexual desire of this sissy boy!

You will cum when she wants! - Bisexual desire of this sissy boy!

XHamster 2 years ago

Asian Hotwife Turns Husband Into a Cum-eating Cuck

Asian Hotwife Turns Husband Into a Cum-eating Cuck

XHamster 3 months ago

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

Extreme Pegging & Fisting Compilation - Femdom fucks male sub anal whore with Huge cock

XHamster 1 year ago

Amber Fletcher Private Show

58% HD 2:00 / 5:11

Amber Fletcher Private Show

Camster 1 year ago

Sissy Hubby Licks Clean the Pussy Of His Slutty Big-booty Wife, Gangbanged And Creampied By Many Men

Sissy Hubby Licks Clean the Pussy Of His Slutty Big-booty Wife, Gangbanged And Creampied By Many Men

AnySex 2 years ago

Emily & Stesha Private Show

52% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 7 months ago

Femdom POV Sissy Training Pleasure Him

52% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

XHamster 2 months ago

First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.

First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.

XHamster 1 year ago

Mistress April's training day two: caning drill and enema prep for her slave

Mistress April's training day two: caning drill and enema prep for her slave

Yesvids 1 week ago

Submissive Bunny Fucked and Pissed on by 2 Dominas

HD 1:01 / 13:43

Submissive Bunny Fucked and Pissed on by 2 Dominas

FapHouse 2 weeks ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 1 month ago

Don't Play This Video, if You're Into Vanilla or Velvet BDSM

Don't Play This Video, if You're Into Vanilla or Velvet BDSM

XHamster 3 weeks ago

Vicki Vale Private Show

69% 4K 2:00 / 8:46

Vicki Vale Private Show

Camster 6 days ago

Aiden Starr: Submissive Sissy Sex Slave with a Strapon

Aiden Starr: Submissive Sissy Sex Slave with a Strapon

AbXXX 2 years ago

Charlotte Texas Private Show

HD 2:00 / 13:28

Charlotte Texas Private Show

Flirt4Free 3 years ago

Brunette in latex dominates older guy in BDSM action

Brunette in latex dominates older guy in BDSM action

XHamster 2 years ago

Anal Paradise - Full Movie (pegging, Femdom, Anal)

60% HD 1:01 / 45:10

Anal Paradise - Full Movie (pegging, Femdom, Anal)

FapHouse 2 years ago

Wife pegging husband with strapon

Wife pegging husband with strapon

XHamster 2 years ago

No Pleasure Without Pain

No Pleasure Without Pain

Pornfact 6 days ago

Kamiila & Dimitry Rolex Private Show - Part 4

63% 4K 2:00 / 4:29

Kamiila & Dimitry Rolex Private Show - Part 4

Flirt4Free 2 days ago

My Husbands a Cuckold

My Husbands a Cuckold

XHamster 3 months ago

Jasmine Flowers Pegging Training, femdom Goddess

Jasmine Flowers Pegging Training, femdom Goddess

XHamster 2 weeks ago

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

XHamster 5 months ago

Hard Amazon fuck creampie cum drip

Hard Amazon fuck creampie cum drip

XHamster 2 years ago

Jhanne Cherry Private Show

60% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Female led discipline. 15 minutes of hard, deep verbal humiliating pegging.

Female led discipline. 15 minutes of hard, deep verbal humiliating pegging.

Pornfact 1 week ago

Pegging, Chastity, Teat Ball Clamps, Wax Play, Ball Slapping and ATM - Strict, Dom Mistresses Fulfill Their SADOMASOCHISM W Sissy!

Pegging, Chastity, Teat Ball Clamps, Wax Play, Ball Slapping and ATM - Strict, Dom Mistresses Fulfill Their SADOMASOCHISM W Sissy!

FreePorn8 1 week ago

Sissy Academy Part 6 - Sissy's Taste of Heaven

62% HD 1:01 / 5:55

Sissy Academy Part 6 - Sissy's Taste of Heaven

FapHouse 1 month ago

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 7 months ago

Double Pegging Office Work💦

HD 0:10 / 17:22

Double Pegging Office Work💦

LoyalFans 5 days ago

Sissy Cuck Watches as BBC Stretches My Cunt Out

Sissy Cuck Watches as BBC Stretches My Cunt Out

XHamster 1 month ago

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

48% HD 0:39 / 10:01

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

FapHouse 1 year ago

Abril Newton Private Show

62% 4K 2:00 / 11:48

Abril Newton Private Show

Camster 1 year ago

Ares & Adara Private Show

54% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 9 months ago

What Do You Think of a Slave's Humiliation: Strength in Submission or Submission From Strength

62% HD 1:01 / 8:48

What Do You Think of a Slave's Humiliation: Strength in Submission or Submission From Strength

FapHouse 1 year ago

Pegging, Chastity, Nipple Ball Clamps, Wax Play, Ball Slapping and ATM - Strict, Dominant Mistresses Fulfill Their BDSM W Sissy!

Pegging, Chastity, Nipple Ball Clamps, Wax Play, Ball Slapping and ATM - Strict, Dominant Mistresses Fulfill Their BDSM W Sissy!

XHamster 2 months ago

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

XHamster 3 months ago

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

68% HD 2:00 / 4:53

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

Flirt4Free 1 year ago

Manu Eyngri Private Show

Manu Eyngri Private Show

Camster 1 week ago

My Dirty Little Whore

My Dirty Little Whore

Pornfact 1 week ago

Chelsea Roset Private Show

56% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 2 years ago

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Sensual pegging turns in hard painal that breaks his pussy open. Listen my bitch whine taking dick

Pornfact 2 weeks ago

Samantha Fiire Private Show

HD 2:00 / 23:49

Samantha Fiire Private Show

Camster 1 day ago

Penny Barber makes him wear women's panties to humiliate him

Penny Barber makes him wear women's panties to humiliate him

XGroovy 3 years ago

... - Part 3

56% 4K 2:00 / 4:53

Flirt4Free 1 month ago

Femdom Fantasy - AI Animated Slideshow for Adults

Femdom Fantasy - AI Animated Slideshow for Adults

XHamster 11 months ago

Strong MILF mistress dominates and humiliates that submissive sissy guy

Strong MILF mistress dominates and humiliates that submissive sissy guy

MomVids 5 years ago

Kate Rhoades Private Show

61% 4K 2:00 / 7:04

Kate Rhoades Private Show

Camster 8 months ago

Mia Adler - My First Threesome With Submissive Sissy An

Mia Adler - My First Threesome With Submissive Sissy An

AbXXX 2 years ago

Kate Rhoades Private Show

59% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 8 months ago

The English Building - Mistresse Sophia - Secret Sissy Bf Pt2 - Conclude Vid Sequence

The English Building - Mistresse Sophia - Secret Sissy Bf Pt2 - Conclude Vid Sequence

BDSMX 6 months ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 6 days ago

Sissy husband gets spit roasted by tattooed milf in lingerie

Sissy husband gets spit roasted by tattooed milf in lingerie

AveXXX 3 weeks ago

Charlotte Flexes Naked

69% HD 2:00 / 3:51

Charlotte Flexes Naked

Flirt4Free 9 years ago

Vends-ta-culotte - Beautiful brunette goddess insults and belittles you like the little slut you are

Vends-ta-culotte - Beautiful brunette goddess insults and belittles you like the little slut you are

XHamster 3 weeks ago

Kate Rhoades Private Show

56% 4K 2:00 / 11:18

Kate Rhoades Private Show

Flirt4Free 8 months ago

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

XHamster 1 year ago

Sissy Academy Part 5 - Sissy's Anal Adventure

63% HD 1:01 / 26:58

Sissy Academy Part 5 - Sissy's Anal Adventure

FapHouse 1 month ago

Sissy Blowjob

XHamster 9 months ago

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk

Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk

BDSMX 9 months ago

Bimbo Magic Spell

55% HD 0:10 / 15:00

Bimbo Magic Spell

LoyalFans 4 months ago

Sissy trained for our monster dildos - fucking bench Zeida and Alexandra

Sissy trained for our monster dildos - fucking bench Zeida and Alexandra

XHamster 1 year ago

POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream

POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream

XHamster 8 months ago

Camilla Polls Private Show

64% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 1 month ago

Flawless Sissy Wench Wife Swallowing Her Silver Dad

Flawless Sissy Wench Wife Swallowing Her Silver Dad

BigTitsLust 2 months ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Sissy Academy Part 6 - Sissy's Taste of Heaven

53% HD 0:39 / 5:55

Sissy Academy Part 6 - Sissy's Taste of Heaven

FapHouse 1 month ago

Femdom: sexual punishment to Sissy slave

65% HD 1:01 / 23:24

Femdom: sexual punishment to Sissy slave

FapHouse 8 years ago

Emmalee Jones Party on Apr 13, 2026 - Part 3

66% 4K 2:00 / 34:14

Emmalee Jones Party on Apr 13, 2026 - Part 3

Flirt4Free 3 months ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Camster 5 months ago

Kamiila & Dimitry Rolex Private Show - Part 4

Kamiila & Dimitry Rolex Private Show - Part 4

Camster 2 days ago

They use him as a horse

They use him as a horse

XHamster 9 months ago

Emily & Stesha Private Show

72% 4K 2:00 / 8:54

Emily & Stesha Private Show

Flirt4Free 4 months ago

Depth Training My Boytoy's Ass With A 46 Inch Depth Trainer Dildo

Depth Training My Boytoy's Ass With A 46 Inch Depth Trainer Dildo

XHamster 4 years ago

My Husbands a Cuckold

65% HD 0:39 / 16:26

My Husbands a Cuckold

FapHouse 4 months ago

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

Sissy Slave Femdom Feminization Humiliation Nails Painted Chastity BDSM Real Homemade Amateur Milf

XHamster 2 years ago

Curvy Milf Giving Intense Pegging and Cock Milking (MP4)

65% 0:19 / 14:26

Curvy Milf Giving Intense Pegging and Cock Milking (MP4)

Clips4sale 1 year ago

Nobody's Gonna Save you

Nobody's Gonna Save you

Pornfact 1 day ago

Vends-ta-culotte - Gorgeous luscious French brunette gives you a good lesson of anal training

Vends-ta-culotte - Gorgeous luscious French brunette gives you a good lesson of anal training

XHamster 4 months ago

Harmony Johnson Private Show

Harmony Johnson Private Show

Camster 1 year ago

Emmalee Jones Takes Bbc

Emmalee Jones Takes Bbc

Camster 9 months ago

Jhanne Cherry Private Show

47% 4K 2:00 / 5:43

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Female-dom Sissy Cuckold S&M Flogging Humiliation POV

Female-dom Sissy Cuckold S&M Flogging Humiliation POV

Amateur8 1 week ago

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