Bdsm Sissy (24,781)

The best and newest bdsm sissy videos

Isadora Dunkan Private Show

4K 2:00 / 13:39

Isadora Dunkan Private Show

Camster 2 weeks ago

Naughty dominatrix milf screws her lover's butt hole

Naughty dominatrix milf screws her lover's butt hole

FapHouse 7 years ago

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 2 years ago

Jhanne Cherry Private Show

59% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Sissy Slut - Outdoor Domination

Sissy Slut - Outdoor Domination

XHamster 3 years ago

Sissy Cuck Watches as BBC Stretches My Cunt Out

Sissy Cuck Watches as BBC Stretches My Cunt Out

XHamster 1 month ago

Angelica Swiss Party on Jul 4, 2026 - Part 3

65% HD 2:00 / 29:10

Angelica Swiss Party on Jul 4, 2026 - Part 3

Flirt4Free 5 days ago

MILF Francesca Le Dominates Fucks Sissy Slut Bottom Slave Makes Him Eat His Own Cum

MILF Francesca Le Dominates Fucks Sissy Slut Bottom Slave Makes Him Eat His Own Cum

XHamster 5 months ago

Wild German Milf Mistress April punishes with gynecologist exam

Wild German Milf Mistress April punishes with gynecologist exam

ExtremeWhores 1 year ago

Latex Mistress And With Sissy Slave

Latex Mistress And With Sissy Slave

BDSMX 1 year ago

Jhanne Cherry Private Show

51% 4K 2:00 / 5:43

Jhanne Cherry Private Show

Flirt4Free 11 months ago

CBT I Fuck His Dick in Close up

CBT I Fuck His Dick in Close up

XHamster 1 year ago

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Piss Enema Release and Fisting for Sissy Slut

54% HD 1:01 / 17:17

Piss Enema Release and Fisting for Sissy Slut

FapHouse 8 months ago

Wear These for Step-mommy!

Wear These for Step-mommy!

XHamster 1 year ago

MILF Francesca Le Dominates Fucks Sissy Slut Bottom Slave Makes Him Eat His Own Cum

MILF Francesca Le Dominates Fucks Sissy Slut Bottom Slave Makes Him Eat His Own Cum

XHamster 4 months ago

Latex, boots, glasses, and creampie

Latex, boots, glasses, and creampie

Some.Porn 1 year ago

Jhanne Cherry Private Show

55% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Worship My Pussy and Ass

Worship My Pussy and Ass

XHamster 4 years ago

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

PornoXO 1 year ago

House of Sinn - Sissy Chastity Bondage And Humiliation,

House of Sinn - Sissy Chastity Bondage And Humiliation,

Nuvid 1 month ago

2 Hole Maid

65% HD 0:39 / 15:34

FapHouse 4 days ago

Summer fuck compilation with a horny Czech wife dominating sissy hubby

Summer fuck compilation with a horny Czech wife dominating sissy hubby

AnySex 1 year ago

Hawt wife cuckold anal creampie and cunt creampie eating who bangs her lover during the time that her cuck spouse watches her during the time that locked in chastity and eats cum from her cunt and butt

Hawt wife cuckold anal creampie and cunt creampie eating who bangs her lover during the time that her cuck spouse watches her during the time that locked in chastity and eats cum from her cunt and butt

FreePorn8 11 months ago

Sissy Academy Part 1

Sissy Academy Part 1

XHamster 9 months ago

... - Part 3

55% 4K 2:00 / 4:53

Camster 2 weeks ago

Lesbian Ass licking 10

Lesbian Ass licking 10

XHamster 2 years ago

Delivery Guy Becomes a Sissy

65% HD 0:39 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 5 months 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 1 week ago

Pissing goddess strapon fucking rimming sub in his asshole

Pissing goddess strapon fucking rimming sub in his asshole

Katestube 3 years ago

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

XHamster 10 months ago

You Stay Locked up and Cum in Chastity! - Cum in Chastity with Tease and Denial and Pantyhose Domination with Miss Adrastea

63% HD 1:01 / 15:47

You Stay Locked up and Cum in Chastity! - Cum in Chastity with Tease and Denial and Pantyhose Domination with Miss Adrastea

FapHouse 2 weeks ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

XHamster 1 year ago

Olga Barz - anal sex with strap-on

Olga Barz - anal sex with strap-on

XHamster 4 years ago

Mistress Amanda - Sissy Fucked Strapon

Mistress Amanda - Sissy Fucked Strapon

IcePorn 3 weeks ago

Delivery Guy Becomes a Sissy

50% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 5 months ago

Goddess Sabrina - 2 of 6

62% HD 1:01 / 10:17

Goddess Sabrina - 2 of 6

FapHouse 1 year ago

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

65% HD 1:01 / 15:43

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

FapHouse 2 years ago

Emily & Stesha Private Show

52% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 6 months ago

Cuckold Husband and His Ass and Lips Kellyaerick

60% HD 0:39 / 2:39

Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse 2 years ago

Encouraged Bi Inverted Sissy Suspension

Encouraged Bi Inverted Sissy Suspension

IcePorn 2 years ago

Nigerian Femdom Mistress Humiliating Her Slave

62% HD 1:01 / 7:17

Nigerian Femdom Mistress Humiliating Her Slave

FapHouse 3 months ago

Sexy wife in POV cuckold creampie sex and oral sex and CBT butt worship face sitting feminization and cunt eating headmistress

Sexy wife in POV cuckold creampie sex and oral sex and CBT butt worship face sitting feminization and cunt eating headmistress

FreePorn8 9 months ago

Miss Brit Slave Training of Sofie Marie

Miss Brit Slave Training of Sofie Marie

XHamster 4 months ago

Bizarre StepMom Mouth Training: Enormous Gagging, ATM, Giant Anal Toys, Sissification, CBT and Golden Shower Finale! Heartless SADOMASOCHISM big beautiful woman Dominatrix-bitch

Bizarre StepMom Mouth Training: Enormous Gagging, ATM, Giant Anal Toys, Sissification, CBT and Golden Shower Finale! Heartless SADOMASOCHISM big beautiful woman Dominatrix-bitch

Amateur8 2 months ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

XHamster 5 months ago

Muscle Mommy Pegs Sissy In Lacy Latex Gape

Muscle Mommy Pegs Sissy In Lacy Latex Gape

AveXXX 1 week ago

Jhanne Cherry Private Show

64% HD 2:00 / 40:31

Jhanne Cherry Private Show

Camster 9 months ago

Hawt wife in cuckold creampie eating locks u in chastity and bangs her lover in front of u and makes u suck out the cum and locks u in chastity

Hawt wife in cuckold creampie eating locks u in chastity and bangs her lover in front of u and makes u suck out the cum and locks u in chastity

Amateur8 4 months ago

Damazonia Feeds Her Sluts What They Crave

Damazonia Feeds Her Sluts What They Crave

XHamster 2 months ago

Femdom Xmas foot fetish session by domina with Santa Claus

Femdom Xmas foot fetish session by domina with Santa Claus

Pornicom 3 years ago

Cuckold creampie eating hot wife fucking big dong lovers while sissy husband watches and eats cum

Cuckold creampie eating hot wife fucking big dong lovers while sissy husband watches and eats cum

Dafreeporn 1 year 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

Sexy wife in cuckold creampie eating locks you in chastity and fucks her lover in front of you and makes you suck out the cum and locks you in chastity

Sexy wife in cuckold creampie eating locks you in chastity and fucks her lover in front of you and makes you suck out the cum and locks you in chastity

Dafreeporn 4 months ago

One Ass to Rule them All

One Ass to Rule them All

XHamster 4 years ago

You Stay Locked up and Cum in Chastity! - Cum in Chastity with Tease and Denial and Pantyhose Domination with Miss Adrastea

56% HD 0:39 / 15:47

You Stay Locked up and Cum in Chastity! - Cum in Chastity with Tease and Denial and Pantyhose Domination with Miss Adrastea

FapHouse 2 weeks ago

Jhanne Cherry Private Show

51% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Latex BDSM CFNM dominant MILF vaccuming sub cock and body

Latex BDSM CFNM dominant MILF vaccuming sub cock and body

Pornicom 3 years ago

Happy Hour with Apologetic Domme - a short chastity love story

Happy Hour with Apologetic Domme - a short chastity love story

XHamster 3 years ago

Sissy Blowjob

XHamster 8 months ago

Lesbian Ass Licking 11

Lesbian Ass Licking 11

XHamster 2 years ago

2 Hole Maid

63% HD 1:01 / 15:34

FapHouse 4 days ago

Pegging and fisting my husband's asshole

Pegging and fisting my husband's asshole

XHamster 2 years ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Lady Valaska - Sucking Sissies

Lady Valaska - Sucking Sissies

BDSMX 3 years ago

Abril Newton Private Show

55% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 10 months ago

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

XHamster 1 year ago

Abril Newton Private Show

57% 4K 2:00 / 11:48

Abril Newton Private Show

Camster 11 months ago

Alpha he is now my submissive sissy

Alpha he is now my submissive sissy

XHamster 2 years ago

Isadora Dunkan Private Show

65% 4K 2:00 / 10:17

Isadora Dunkan Private Show

Camster 6 days ago

Angelica Swiss Party on Jul 4, 2026

HD 2:00 / 1:44:09

Angelica Swiss Party on Jul 4, 2026

Camster 6 days ago

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

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

BDSMX 6 months ago

Ivy Brooks Gets a Hooker - Sweetfemdom

57% HD 1:01 / 23:56

Ivy Brooks Gets a Hooker - Sweetfemdom

FapHouse 1 year ago

Chastity Pegging ends in Self Facial from Wife

Chastity Pegging ends in Self Facial from Wife

BigTitsLust 3 years ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 2 weeks 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 1 week ago

How Sissy Bitches Cum

How Sissy Bitches Cum

XMilf 3 years ago

Jhanne Cherry Private Show

46% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 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

XMilf 8 months ago

Fisting in Surgical Gloves-a Perverted Nurse and Her Assistant Stretch the Patient's Anus as He Moans

Fisting in Surgical Gloves-a Perverted Nurse and Her Assistant Stretch the Patient's Anus as He Moans

XHamster 1 month ago

Camilla Polls Private Show

46% 4K 2:00 / 6:56

Camilla Polls Private Show

Camster 2 weeks ago

Three Mistresses Fuck Their Sissy Slaves With Strapons

Three Mistresses Fuck Their Sissy Slaves With Strapons

AbXXX 2 years ago

I Make a New Slave From My Bodyguard

I Make a New Slave From My Bodyguard

FapHouse 1 week ago

Mistress Tatjana - Sissy Jenna Fooled and Orgasm Denied

Mistress Tatjana - Sissy Jenna Fooled and Orgasm Denied

TubeOn 10 months ago

Latex Sissy Pegged by Filipina Dominatrix

62% HD 1:01 / 9:15

Latex Sissy Pegged by Filipina Dominatrix

FapHouse 4 years ago

Amber Fletcher Private Show

61% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Emily & Stesha Private Show

51% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 6 months ago

Sissy Sounding by 2 Asian Mistress

59% HD 0:07 / 0:40

Sissy Sounding by 2 Asian Mistress

FapHouse 4 months ago

Femdom Joi For Newbiw Sissy Slut! Spanking In The Forest Wearing Latex!

Femdom Joi For Newbiw Sissy Slut! Spanking In The Forest Wearing Latex!

BDSMX 9 months ago

Jeans fetish

63% HD 0:05 / 7:29

Skyprivate 2 months ago

Amazing Porn Movie Homosexual Toys Hottest Ever Seen

Amazing Porn Movie Homosexual Toys Hottest Ever Seen

BDSMX 1 week ago

Abril Newton Private Show

58% HD 2:00 / 16:26

Abril Newton Private Show

Flirt4Free 11 months ago

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

Hot MILF Femdom Wife Exposes Her Husband as ANAL SISSY SLUT Featuring Mistress Stellina Obscura

XHamster 1 year ago

Dominatrix Strap-On Dildo Sissy

Dominatrix Strap-On Dildo Sissy

XHamster 2 years ago

Kate Rhoades Private Show

63% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 8 months ago

Busts Out of His Cock Cage, Fucking Her Pussy Full of Cum, Then Flips to Get His Ass Pegged

Busts Out of His Cock Cage, Fucking Her Pussy Full of Cum, Then Flips to Get His Ass Pegged

Jizzberry 2 months ago

Anal Training, Learning

HD 0:39 / 19:30

Anal Training, Learning

FapHouse 6 months ago

Emily & Stesha Private Show

75% 4K 2:00 / 8:54

Emily & Stesha Private Show

Flirt4Free 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

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 3 months ago

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

HD 0:10 / 16:00

Mistress Baton’s Sissy Finishing School Part 3 - Spitroasting

LoyalFans 1 week ago

... - Part 3

55% 4K 2:00 / 4:53

Flirt4Free 2 weeks ago

Squirting on the sissy slave

Squirting on the sissy slave

XHamster 4 months ago

All about collars (from a Femdom perspective)

All about collars (from a Femdom perspective)

MatureTubeHere 4 years ago

I Make a New Slave From My Bodyguard

53% HD 0:39 / 7:30

I Make a New Slave From My Bodyguard

FapHouse 1 week ago

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Amateur8 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

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

XHamster 1 year ago

Spanking punishment from a nun

Spanking punishment from a nun

XHamster 2 years ago

Cuckold Dreams vol nineteen - Anal Creampie eating mother I'd like to fuck screws during the time that cuckold sissy spouse watches locked in chastity and that babe gets pounded and ridicules his tiny knob locked away

Cuckold Dreams vol nineteen - Anal Creampie eating mother I'd like to fuck screws during the time that cuckold sissy spouse watches locked in chastity and that babe gets pounded and ridicules his tiny knob locked away

FreePorn8 5 years ago

Emily & Stesha Private Show

58% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 6 months ago

reprogrammed sissy doll

reprogrammed sissy doll

IcePorn 3 years ago

Sidonia Von Bork in Sissy Dollification

Sidonia Von Bork in Sissy Dollification

AbXXX 5 years ago

Femdom nurse pegs and rides sissy in kinky infirmary

Femdom nurse pegs and rides sissy in kinky infirmary

Some.Porn 1 year ago

Facesitters in Heat volume 36

Facesitters in Heat volume 36

XHamster 4 years ago

PO Cuckold volume 4

PO Cuckold volume 4

XHamster 1 year ago

Betty Watkins Private Show

60% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 6 months ago

One Booty to Rule 'em All

One Booty to Rule 'em All

BigTitsLust 4 years ago

Muslim Hijabi mistress tied up sissy slave hands and mouth then pegged his ass to moan

Muslim Hijabi mistress tied up sissy slave hands and mouth then pegged his ass to moan

XHamster 6 months ago

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