Sissy Bdsm (25,211)

The best and newest sissy bdsm videos

Adara Smith & Elver Rodriguez Private Show

65% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 3 years ago

Jhanne Cherry Private Show

61% HD 2:00 / 5:01

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Reven Mayers Private Show

Reven Mayers Private Show

Flirt4Free 1 week ago

Kendra in Control - Part 4 of 7

61% HD 1:01 / 9:06

Kendra in Control - Part 4 of 7

FapHouse 1 month ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

XHamster 3 days ago

PO Cuckold volume 4

PO Cuckold volume 4

XHamster 1 year ago

Medical domination session turns intense with cock torture and sissy plastic wrap treatment

Medical domination session turns intense with cock torture and sissy plastic wrap treatment

Yesvids 2 weeks ago

Sissy Academy Part 1

Sissy Academy Part 1

XHamster 11 months ago

2 Hole Maid

58% HD 0:39 / 15:34

FapHouse 2 months ago

Gianna Michaels in femdom facesitting tit worship domination and harmony rose twat licking

Gianna Michaels in femdom facesitting tit worship domination and harmony rose twat licking

FreePorn8 1 year ago

POV Cuckold vol 60 of sexy wife giving u a POV Blow job and wang slapping u until u assent to letting her screw other dudes then that babe screws u and makes u admit u wanna watch her screw her lover then locks u chastity and eat cum from her

POV Cuckold vol 60 of sexy wife giving u a POV Blow job and wang slapping u until u assent to letting her screw other dudes then that babe screws u and makes u admit u wanna watch her screw her lover then locks u chastity and eat cum from her

FreePorn8 3 weeks ago

Dominatrix Strap-On Dildo Sissy

Dominatrix Strap-On Dildo Sissy

XHamster 2 years ago

Pissing goddess strapon fucking rimming sub in his asshole

Pissing goddess strapon fucking rimming sub in his asshole

Katestube 3 years ago

Katryn Anal Training n. 3 with Lady Sofia

Katryn Anal Training n. 3 with Lady Sofia

XHamster 3 weeks ago

Pegging and fisting my husband's asshole

Pegging and fisting my husband's asshole

XHamster 2 years ago

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

63% HD 0:39 / 8:32

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

FapHouse 2 weeks 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 11 months ago

Two dominant blondes train their collared sissy in foot worship and submission

Two dominant blondes train their collared sissy in foot worship and submission

Yesvids 1 month ago

Latex Mistress And With Sissy Slave

Latex Mistress And With Sissy Slave

BDSMX 2 years ago

Pantyhose Facesitting & Wand Milking

Pantyhose Facesitting & Wand Milking

XHamster 1 month 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 6 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 2 months ago

Lesbian Ass Licking 11

Lesbian Ass Licking 11

XHamster 2 years ago

One Ass to Rule them All

One Ass to Rule them All

XHamster 4 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

Jhanne Cherry Private Show

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Group Bi Training with My Three Girlfriends

HD 0:39 / 22:44

Group Bi Training with My Three Girlfriends

FapHouse 1 week ago

Jhanne Cherry Private Show

49% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Emily & Stesha Private Show

51% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 8 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 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 6 months ago

Purity Chastity Cage

60% 0:39 / 15:53

Purity Chastity Cage

FapHouse 4 weeks 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

Jhanne Cherry Private Show

55% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

60% 4K 2:00 / 9:09

Jhanne Cherry Private Show

Flirt4Free 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 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 6 months ago

Emily & Stesha Private Show

58% 4K 2:00 / 29:40

Emily & Stesha Private Show

Camster 8 months ago

Jhanne Cherry Private Show

57% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Kate Rhoades Private Show

53% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 9 months ago

Nobody's Gonna Save You - Anal Bondage with a Dominant Mistress and Submissive Slave

Nobody's Gonna Save You - Anal Bondage with a Dominant Mistress and Submissive Slave

JuicyVid 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

Purity Chastity Cage

62% 1:01 / 15:53

Purity Chastity Cage

FapHouse 4 weeks ago

Worship My Pussy and Ass

Worship My Pussy and Ass

XHamster 4 years ago

Miss Sally Pegs Her Good Little Sissy

HD 0:39 / 18:22

Miss Sally Pegs Her Good Little Sissy

FapHouse 2 days ago

Sissy Slut Fuck Doll humiliated in hardcore femdom anal fisting

Sissy Slut Fuck Doll humiliated in hardcore femdom anal fisting

BigBigTits 1 year ago

Jhanne Cherry Private Show

55% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

65% HD 1:01 / 8:32

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

FapHouse 2 weeks ago

Jhanne Cherry Private Show

60% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 11 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

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

PornoXO 1 year ago

Nigerian Femdom Mistress Humiliating Her Slave

70% HD 0:39 / 7:17

Nigerian Femdom Mistress Humiliating Her Slave

FapHouse 5 months ago

Pussy Poser's Punishment

HD 0:39 / 15:34

Pussy Poser's Punishment

FapHouse 5 days ago

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

54% 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

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 8 months ago

Officer Pink Foxx Sissy Arrest

65% HD 0:39 / 14:43

Officer Pink Foxx Sissy Arrest

FapHouse 1 week ago

Emily & Stesha Private Show

57% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 8 months ago

Jhanne Cherry Private Show

48% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Camster 1 year ago

Viuda Nagra Private Show

70% HD 2:00 / 9:57

Viuda Nagra Private Show

Camster 4 years ago

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

HD 0:39 / 54:59

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

FapHouse 1 week ago

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 2 years ago

Miss Sally Pegs Her Good Little Sissy

62% HD 1:01 / 18:22

Miss Sally Pegs Her Good Little Sissy

FapHouse 2 days ago

Ares & Adara Private Show

62% HD 2:00 / 20:07

Ares & Adara Private Show

Camster 1 year ago

Anal training n. three - Miss Katryn dominated and pegged by Lady Sofia femdom headmistress

Anal training n. three - Miss Katryn dominated and pegged by Lady Sofia femdom headmistress

SortPorn 1 week ago

Latex-clad dominatrix commands humiliation rituals in a secluded woodland torture den

Latex-clad dominatrix commands humiliation rituals in a secluded woodland torture den

Yesvids 2 weeks ago

Group Bi Training with My Three Girlfriends

HD 1:01 / 22:44

Group Bi Training with My Three Girlfriends

FapHouse 1 week ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

66% HD 2:00 / 10:57

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Ava Maddison Private Show

59% 4K 2:00 / 29:24

Ava Maddison Private Show

Flirt4Free 6 months ago

Hawt wife cuckolds u and gives u a pov oral pleasure and seduces u into watching her bang other lads whilst u see and puts u in chastity whilst this babe humiliates u with your jock in chastity creampie eating facesitting

Hawt wife cuckolds u and gives u a pov oral pleasure and seduces u into watching her bang other lads whilst u see and puts u in chastity whilst this babe humiliates u with your jock in chastity creampie eating facesitting

FreePorn8 2 weeks ago

Emily & Stesha Private Show

57% 4K 2:00 / 29:40

Emily & Stesha Private Show

Flirt4Free 8 months ago

Lady Julina enforces strict feminization and latex discipline on her submissive

Lady Julina enforces strict feminization and latex discipline on her submissive

Yesvids 1 week ago

Jhanne Cherry Private Show

65% HD 2:00 / 19:58

Jhanne Cherry Private Show

Camster 11 months ago

Delivery Guy Becomes a Sissy

50% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 7 months ago

Viuda Nagra Private Show

48% HD 2:00 / 9:57

Viuda Nagra Private Show

Flirt4Free 4 years ago

Abril Newton Private Show

53% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 1 year ago

Emily & Stesha Private Show

54% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 8 months ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

XHamster 7 months ago

Femdom Fantasy - AI Animated Slideshow for Adults

Femdom Fantasy - AI Animated Slideshow for Adults

XHamster 1 year ago

Hot wife cuckolds you and gives you a pov oral sex-job and seduces you into watching her screw other guys during the time that you watch and puts you in chastity while she humiliates you with your schlong in chastity creampie eating facesitting

Hot wife cuckolds you and gives you a pov oral sex-job and seduces you into watching her screw other guys during the time that you watch and puts you in chastity while she humiliates you with your schlong in chastity creampie eating facesitting

Dafreeporn 2 weeks ago

Delivery Guy Becomes a Sissy

65% HD 0:39 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 7 months ago

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

Sissy Secretary Pegging, Fisting, and Insane Milking Part 3 of 3 (1080p)

XHamster 1 week ago

Jhanne Cherry Private Show

65% 4K 2:00 / 4:59

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Damazonia Feeds Her Sluts What They Crave

Damazonia Feeds Her Sluts What They Crave

XHamster 4 months ago

Femdom Republic Sissy Training And Feminisation a Feminine

Femdom Republic Sissy Training And Feminisation a Feminine

DrTuber 1 month ago

Emily & Stesha Private Show

53% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 7 months ago

Feminized Cuckold Reality

Feminized Cuckold Reality

Fetishpapa 1 month ago

Jeans fetish

67% HD 0:05 / 7:29

Skyprivate 4 months ago

Maid to Suck

57% HD 0:07 / 0:40

FapHouse 1 month ago

Jhanne Cherry Private Show

61% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Stepson Straps Himself on in Cowgirl Position While Riding a Curvy MILF

Stepson Straps Himself on in Cowgirl Position While Riding a Curvy MILF

XHamster 1 week ago

Jessie Evans Private Show

62% 4K 2:00 / 7:48

Jessie Evans Private Show

Camster 4 weeks ago

Wear These for Step-mommy!

Wear These for Step-mommy!

XHamster 1 year ago

Emily & Stesha Private Show

57% 4K 2:00 / 7:00

Emily & Stesha Private Show

Camster 7 months ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 2 months ago

Amber Fletcher Private Show

56% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Camilla Polls Private Show

61% 4K 2:00 / 5:27

Camilla Polls Private Show

Camster 3 months 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

Goddess Sabrina - 2 of 6

67% HD 0:39 / 10:17

Goddess Sabrina - 2 of 6

FapHouse 1 year ago

Mistress April enforces sissy training with pegging and punishment on her male submissive

Mistress April enforces sissy training with pegging and punishment on her male submissive

Yesvids 3 weeks ago

Blonde German Reporter Having BDSM Fun in the Woods

56% 0:39 / 28:18

Blonde German Reporter Having BDSM Fun in the Woods

FapHouse 1 year ago

Purity Chastity Cage

Purity Chastity Cage

XHamster 4 weeks ago

Miss Brit Slave Training of Sofie Marie

Miss Brit Slave Training of Sofie Marie

XHamster 6 months ago

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

FEMDOM SISSY PEGGING ANAL CUM EATING BIG TITS STRAPON CUMSHOT

XHamster 7 months ago

Betty Sandra Private Show

55% HD 2:00 / 7:26

Betty Sandra Private Show

Flirt4Free 3 years ago

Sissy Gamer Gurl: Feminization & Throat Fucking Part 1 of 3 (1080p)

HD 0:39 / 17:26

Sissy Gamer Gurl: Feminization & Throat Fucking Part 1 of 3 (1080p)

FapHouse 5 days ago

Lesbian Ass licking 10

Lesbian Ass licking 10

XHamster 2 years ago

Emily & Stesha Private Show

52% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 7 months ago

Fucking a Good Slave in the Ass Utill He Comes

HD 1:01 / 13:14

Fucking a Good Slave in the Ass Utill He Comes

FapHouse 1 week ago

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

XHamster 1 year ago

Junior & Brittney Private Show

64% HD 2:00 / 4:02

Junior & Brittney Private Show

Flirt4Free 2 years ago

Fucking a Good Slave in the Ass Utill He Comes

69% HD 0:39 / 13:14

Fucking a Good Slave in the Ass Utill He Comes

FapHouse 1 week ago

Sissy Club Slut Huge Strap-on and Deep Fisting Full Length 50 Minutes (1080p)

64% HD 1:01 / 53:41

Sissy Club Slut Huge Strap-on and Deep Fisting Full Length 50 Minutes (1080p)

FapHouse 1 week ago

Stepson Straps Himself on in Cowgirl Position While Riding a Curvy MILF

Stepson Straps Himself on in Cowgirl Position While Riding a Curvy MILF

XHamster 1 week ago

Isadora Dunkan Private Show

4K 2:00 / 17:04

Isadora Dunkan Private Show

Flirt4Free 2 weeks ago

April Benson Private Show

55% HD 2:00 / 14:52

April Benson Private Show

Flirt4Free 2 years ago

Pee Humiliation Femdom Strap-on, Mistress Blowjob, Ordering To Sissy To Eat Cum. Arya Grander

Pee Humiliation Femdom Strap-on, Mistress Blowjob, Ordering To Sissy To Eat Cum. Arya Grander

XMilf 2 years ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 2 months ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year ago

Kate Rhoades Private Show

61% 4K 2:00 / 4:20

Kate Rhoades Private Show

Flirt4Free 9 months ago

1 2 3 4 5

25,211 results found

Related searches

Categories Pornstars

Parents

Xxxmilfs.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Xxxmilfs.com. All rights reserved.

© 2026 Xxxmilfs.com. All rights reserved.