Sissy Bdsm (11,951)

The best and newest sissy bdsm videos

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

Mature Mistress Femdom Strapon Humiliation Young Sissy Slave Boy

PornoXO 1 year 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

Watch Mistress Esmeralda dominate her submissive with massive strapons and toys

Watch Mistress Esmeralda dominate her submissive with massive strapons and toys

MoanTube 5 months ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

48% HD 1:01 / 12:49

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

FapHouse 2 months ago

Angelica Swiss Party on Feb 8, 2026 - Part 4

HD 2:00 / 33:23

Angelica Swiss Party on Feb 8, 2026 - Part 4

Flirt4Free 1 week ago

Therapeutic Submission: Unleashing Your Inner Sissy

Therapeutic Submission: Unleashing Your Inner Sissy

PornoXO 2 months ago

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 4 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 1 week ago

The beginning of control begins, the control I have over you, over your seed, over the COMING

The beginning of control begins, the control I have over you, over your seed, over the COMING

xHamster 1 month ago

Jhanne Cherry Private Show

53% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Cougars And Cuckolds 5 Kick Ass Pictures (2021) Andi James

Cougars And Cuckolds 5 Kick Ass Pictures (2021) Andi James

Eporner 9 months ago

Latex BDSM femdoms fucks sissy in CFNM threesome orgy with strapons

Latex BDSM femdoms fucks sissy in CFNM threesome orgy with strapons

Analdin 10 months ago

Domineering Milf destroys guy's ass with strapon fuck

Domineering Milf destroys guy's ass with strapon fuck

XGroovy 2 years ago

Put On Chastity Sissy Spell On - Lance Hart And Fabiana Fox

Put On Chastity Sissy Spell On - Lance Hart And Fabiana Fox

PornUse 2 weeks ago

Ruined Orgasm for Chastity Slave

HD 0:39 / 10:01

Ruined Orgasm for Chastity Slave

FapHouse 1 year ago

Junior & Brittney Private Show

63% HD 2:00 / 5:13

Junior & Brittney Private Show

Flirt4Free 1 year ago

Angelica Swiss Party on Feb 8, 2026 - Part 4

HD 2:00 / 28:42

Angelica Swiss Party on Feb 8, 2026 - Part 4

Flirt4Free 1 week ago

Jhanne Cherry Private Show

44% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 6 months ago

Dominatrix Mistress April - Rose Garden Part one

Dominatrix Mistress April - Rose Garden Part one

xHamster 4 years ago

Abril Newton Private Show

63% HD 2:00 / 1:41:59

Abril Newton Private Show

Flirt4Free 6 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 1 month ago

Chastity Sissy Whore Prepared

Chastity Sissy Whore Prepared

BDSMX 3 years ago

Sofi Saenz Private Show

66% HD 2:00 / 8:23

Sofi Saenz Private Show

Flirt4Free 5 months ago

Nefertiti & Demian Private Show

57% HD 2:00 / 9:43

Nefertiti & Demian Private Show

Flirt4Free 2 years ago

MILF Helena Locke Dominates Pierce with CBT Ass Fucking and Sissy Training in Latex Outfit

MILF Helena Locke Dominates Pierce with CBT Ass Fucking and Sissy Training in Latex Outfit

Eporner 2 months ago

white sweet married couple latin queenshot fucking live ( & (18 25) (1819) 3d 3some 4k 69 a adorable africa african africans af

white sweet married couple latin queenshot fucking live ( & (18 25) (1819) 3d 3some 4k 69 a adorable africa african africans af

PornOne 5 years ago

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 1 year ago

Happy Hour with Apologetic Domme - a short chastity love story

Happy Hour with Apologetic Domme - a short chastity love story

xHamster 2 years 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 7 months ago

My husband has a new cock

My husband has a new cock

xHamster 1 year ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

xHamster 3 weeks ago

Jhanne Cherry Private Show

50% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Goddess Sabrina - 2 of 6

66% HD 1:01 / 10:17

Goddess Sabrina - 2 of 6

FapHouse 10 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

Lesbian Ass Licking 11

Lesbian Ass Licking 11

xHamster 2 years ago

Worship My Pussy and Ass

Worship My Pussy and Ass

xHamster 4 years ago

Gorgeous MILFs femdom orgy horny scene

Gorgeous MILFs femdom orgy horny scene

XHand 11 months ago

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

xHamster 5 months ago

Delivery Guy Becomes a Sissy

52% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 1 month 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 1 week ago

dominatrixvera rough pegging my sissy slut

dominatrixvera rough pegging my sissy slut

DrTuber 4 days ago

Femdom Fantasy - AI Animated Slideshow for Adults

Femdom Fantasy - AI Animated Slideshow for Adults

xHamster 6 months ago

The White Room - Humiliation and Milking - Part 1

The White Room - Humiliation and Milking - Part 1

xHamster 2 weeks 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

Jhanne Cherry Private Show

48% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Lesbian Ass licking 10

Lesbian Ass licking 10

xHamster 2 years ago

BDSM Play by Kinky Tattooed Big Boobed BBW Domina

73% HD 0:39 / 13:05

BDSM Play by Kinky Tattooed Big Boobed BBW Domina

FapHouse 1 year 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

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 10 months ago

Emily & Stesha Private Show

53% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

Pissing goddess strapon fucking rimming sub in his asshole

Pissing goddess strapon fucking rimming sub in his asshole

Katestube 2 years ago

Jhanne Cherry Private Show

68% 4K 2:00 / 14:24

Jhanne Cherry Private Show

Flirt4Free 7 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

Angelica Swiss Party on Jan 21, 2026 - Part 2

64% 4K 2:00 / 4:00:00+

Angelica Swiss Party on Jan 21, 2026 - Part 2

Flirt4Free 1 month ago

Ava Maddison Private Show

66% 4K 2:00 / 8:28

Ava Maddison Private Show

Flirt4Free 1 week ago

Latex mistress pegging with huge toys femdom

Latex mistress pegging with huge toys femdom

Pornzona 22 hours ago

Amber Fletcher Private Show - Part 3

65% HD 2:00 / 21:25

Amber Fletcher Private Show - Part 3

Flirt4Free 1 year ago

Dominant wife in lingerie turns sissy husband into a cuckold

Dominant wife in lingerie turns sissy husband into a cuckold

PornLib 2 years ago

Olga Barz - anal sex with strap-on

Olga Barz - anal sex with strap-on

xHamster 3 years ago

two Pathetic Sissies Get to Suck and Screw Each Other

two Pathetic Sissies Get to Suck and Screw Each Other

PornFreeNow 2 months ago

CBT I Fuck His Dick in Close up

CBT I Fuck His Dick in Close up

xHamster 1 year ago

Pleasure By Pain

Pleasure By Pain

its.PORN 6 years ago

Jhanne Cherry Private Show

56% 4K 2:00 / 6:21

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Cuckold creampie eating sexy wife banging large penis lovers whilst sissy spouse watches and eats cum

Cuckold creampie eating sexy wife banging large penis lovers whilst sissy spouse watches and eats cum

Amateur8 10 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

Jhanne Cherry Private Show

58% 4K 2:00 / 6:40

Jhanne Cherry Private Show

Flirt4Free 7 months ago

POV Two Milfs in Bodystocking Strap-On Domination

POV Two Milfs in Bodystocking Strap-On Domination

xHamster 1 year ago

The English Mansion - Spurting Sissy Sucker - Complete

The English Mansion - Spurting Sissy Sucker - Complete

YepTube 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 4 months ago

The evolution of the size of a chastity cage cock

The evolution of the size of a chastity cage cock

xHamster 1 year ago

All about collars (from a Femdom perspective)

All about collars (from a Femdom perspective)

MatureTubeHere 4 years ago

Bound & Caned by 2 Asian Dommes

56% HD 1:01 / 8:05

Bound & Caned by 2 Asian Dommes

FapHouse 1 month ago

Young wife turns you into her cuckold and gives you oral style and fucks you and tells you how hot it would be to fuck other chaps in front of you and watch her fuck lover face sitting you until you eat all the cum in chastity

Young wife turns you into her cuckold and gives you oral style and fucks you and tells you how hot it would be to fuck other chaps in front of you and watch her fuck lover face sitting you until you eat all the cum in chastity

Dafreeporn 1 week ago

Sissi Bare Back Whipping 49231

Sissi Bare Back Whipping 49231

FapHouse 2 weeks ago

Mistress Wife Fucks Sissy Husband And Makes Him Eat His Own Cum

Mistress Wife Fucks Sissy Husband And Makes Him Eat His Own Cum

AbXXX 1 year ago

Jhanne Cherry Private Show

56% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Pegging and fisting my husband's asshole

Pegging and fisting my husband's asshole

xHamster 2 years ago

”STEPMOM dominatrix Penny Barber is pegging a submissive slutty guy”

”STEPMOM dominatrix Penny Barber is pegging a submissive slutty guy”

Trashreality 8 months 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 1 month 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 10 months ago

Abril Newton Private Show

59% 4K 2:00 / 11:48

Abril Newton Private Show

Flirt4Free 6 months ago

Alpha he is now my submissive sissy

Alpha he is now my submissive sissy

xHamster 1 year ago

After leaving the chastity cage, his dick fills her twat with cum, and after orgasm, enchanting pegging

After leaving the chastity cage, his dick fills her twat with cum, and after orgasm, enchanting pegging

PornFreeNow 4 months ago

Sissy Slut - Outdoor Domination

Sissy Slut - Outdoor Domination

xHamster 3 years ago

Wear These for Step-mommy!

Wear These for Step-mommy!

xHamster 1 year ago

Lady Valaska - Sucking Sissies

Lady Valaska - Sucking Sissies

BDSMX 2 years ago

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Femdom MILF vixen dominates sissy boy with strapon toy

Femdom MILF vixen dominates sissy boy with strapon toy

PornLib 2 weeks ago

Emily & Stesha Private Show

54% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 1 month ago

Camilla Polls Private Show

57% 4K 2:00 / 6:05

Camilla Polls Private Show

Flirt4Free 7 months ago

Mistress Kora Teases Chastised Pup with Wand: BDSM Tease & Denial

Mistress Kora Teases Chastised Pup with Wand: BDSM Tease & Denial

xHamster 2 weeks ago

Dominatrix Strap-On Dildo Sissy

Dominatrix Strap-On Dildo Sissy

xHamster 2 years 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 2 years ago

Abril Newton Private Show

55% 4K 2:00 / 6:08

Abril Newton Private Show

Flirt4Free 5 months ago

Sissy Blowjob

xHamster 4 months ago

Abril Newton Private Show

57% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 6 months ago

Ava Maddison Private Show

55% 4K 2:00 / 6:07

Ava Maddison Private Show

Flirt4Free 4 days ago

Stella's Cat Training

Stella's Cat Training

xHamster 1 week ago

She planned it all out..

She planned it all out..

xHamster 5 months ago

Emily & Stesha Private Show

47% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Dominant mistress in black stockings got a new cage for her slave's penis

Dominant mistress in black stockings got a new cage for her slave's penis

XGroovy 6 months ago

Encouraged Bi Inverted Sissy Suspension

Encouraged Bi Inverted Sissy Suspension

IcePorn 2 years ago

Emily & Stesha Private Show

49% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

Angelica Swiss Party on Oct 21, 2025

71% 4K 2:00 / 2:03:16

Angelica Swiss Party on Oct 21, 2025

Flirt4Free 4 months ago

One Booty to Rule 'em All

One Booty to Rule 'em All

BigTitsLust 4 years ago

Facesitters in Heat volume 36

Facesitters in Heat volume 36

xHamster 4 years ago

Jhanne Cherry Private Show

50% 4K 2:00 / 5:28

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Sissy Cuck - Jenna Reid

Sissy Cuck - Jenna Reid

AbXXX 2 years ago

Jhanne Cherry Private Show

58% 4K 2:00 / 21:44

Jhanne Cherry Private Show

Flirt4Free 7 months ago

My Cuckold husband loves humiliation and spitting on him

My Cuckold husband loves humiliation and spitting on him

xHamster 5 months ago

Superlatively Fine of Female Domination Vol 1

Superlatively Fine of Female Domination Vol 1

Dafreeporn 4 years ago

Sofi Saenz Private Show

Sofi Saenz Private Show

Flirt4Free 6 months ago

My husband's penis frozen

My husband's penis frozen

xHamster 3 months ago

Mistress M and Brandy 2

Mistress M and Brandy 2

xHamster 1 month ago

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 4 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 3 months ago

Ruby Onyx - Trixie The Office Sissy

Ruby Onyx - Trixie The Office Sissy

HD21 2 weeks ago

Ava Maddison Private Show

64% 4K 2:00 / 6:12

Ava Maddison Private Show

Flirt4Free 1 week ago

Emily & Stesha Private Show

50% 4K 2:00 / 29:40

Emily & Stesha Private Show

Flirt4Free 1 month ago

1 2 3 4 5

11,951 results found

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

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.