Sissy Mistress (30,495)

The best and newest sissy mistress videos

Baby in paradise part 1

66% HD 0:39 / 9:01

Baby in paradise part 1

FapHouse 4 years ago

A Present for My Sissy Slut

A Present for My Sissy Slut

FapHouse 3 weeks ago

Locked up and Dressed up for Worship

Locked up and Dressed up for Worship

FapHouse 2 weeks ago

Bi Humiliation & Cum Clean up with a Female Audience

50% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

69% HD 1:01 / 11:28

Shivering and Leaking of Lust and Frustration! - Chastity, Sissy Training, Pantyhose and Orgasm Denial with Miss Adrastea

FapHouse 1 month ago

Mistress Anastasia - Sissy Pegging

Mistress Anastasia - Sissy Pegging

DrTuber 3 weeks ago

Pegging

XHamster 3 years ago

Femdom Humiliation - Oops, I've Made You Gay!

45% HD 1:01 / 18:20

Femdom Humiliation - Oops, I've Made You Gay!

FapHouse 3 months ago

Feminization, Crossdressing & Sissification

Feminization, Crossdressing & Sissification

XHamster 6 months ago

Sissy slave transformed into high heel and fashioned nylon slut

Sissy slave transformed into high heel and fashioned nylon slut

MegaTube 9 years ago

PO Cuckold volume 4

PO Cuckold volume 4

XHamster 1 year ago

mistresse jane and her dog (spilt screen version)

mistresse jane and her dog (spilt screen version)

Dafreeporn 1 week ago

Teasing My Toy Thing in Chastity! - Tease and Denial with Pantyhose Domination, Chastity and Orgasm Denial with Miss Adrastea

Teasing My Toy Thing in Chastity! - Tease and Denial with Pantyhose Domination, Chastity and Orgasm Denial with Miss Adrastea

XHamster 1 month ago

Sissy slave ballbusted and face fucked by 2 Mistress

Sissy slave ballbusted and face fucked by 2 Mistress

MegaTube 9 years ago

Glory hole sissy (HD)

4K 0:20 / 17:01

Glory hole sissy (HD)

Clips4sale 3 years ago

Sissy Academy Part 1

Sissy Academy Part 1

XHamster 10 months ago

British femdom mistress guides a porcelain sissy in lace to strapon worship

British femdom mistress guides a porcelain sissy in lace to strapon worship

Yesvids 1 month ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

Eporner 1 year ago

Lift the skirt, suck that cock, milk his cum!

63% 1:01 / 14:07

Lift the skirt, suck that cock, milk his cum!

FapHouse 3 years ago

Mean Double Domination of the Caged Sissy Slut Part 1

Mean Double Domination of the Caged Sissy Slut Part 1

XHamster 5 days ago

Trained To Be My Rubber Sissy Slut (WMV)

71% 0:30 / 12:45

Trained To Be My Rubber Sissy Slut (WMV)

Clips4sale 2 years ago

Office busty femdom pegging her sub before cockjerking

Office busty femdom pegging her sub before cockjerking

Katestube 3 years ago

Sissy Anal JOI

45% HD 1:01 / 7:41

FapHouse 2 years ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING WORSHIP FEET HARDCORE BONDAGE SISSY SUBMISSIVE

Eporner 1 year ago

faggot husband caught with huge sextoy in butt and pegged hardly by mistress

faggot husband caught with huge sextoy in butt and pegged hardly by mistress

Dafreeporn 2 weeks ago

WENCH STEPMOM Makes her Fem Cunt HOUSEBOY Vacuum then turns him into her Footrest

WENCH STEPMOM Makes her Fem Cunt HOUSEBOY Vacuum then turns him into her Footrest

Amateur8 1 week ago

Sissy Cindy pegged by dominatrix

Sissy Cindy pegged by dominatrix

PornoXO 2 months ago

You are not a man! – Destroying the Cuckold Part 2

47% HD 0:10 / 26:27

You are not a man! – Destroying the Cuckold Part 2

LoyalFans 9 months ago

EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM SISSY WORSHIP FEET HARDCORE BDSM BONDAGE

EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM SISSY WORSHIP FEET HARDCORE BDSM BONDAGE

Eporner 9 months ago

Preggo mistresse scares sissy part two!

Preggo mistresse scares sissy part two!

Lesbian8 1 week ago

From Male Slave to Pretty Sissy Angelas First Day

54% 0:39 / 9:31

From Male Slave to Pretty Sissy Angelas First Day

FapHouse 4 months ago

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

Eporner 1 year ago

Facesitting Ass

Facesitting Ass

XHamster 7 months ago

Pegging for the Cruise Ship

64% HD 1:01 / 6:59

Pegging for the Cruise Ship

FapHouse 4 months ago

1st Sissy Experience With Miss Shell

54% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

LoyalFans 4 months ago

He's been asking for so long. I saw for the first time what a male anal orgasm is.

He's been asking for so long. I saw for the first time what a male anal orgasm is.

XHamster 4 years ago

Nurse strips then ballbusts her sissy patient raw

Nurse strips then ballbusts her sissy patient raw

AveXXX 3 weeks ago

Sissy In a Chastity Cage Gets Pegged By His Hot Slim Brunette GF, Then Eats Her Pussy Out

Sissy In a Chastity Cage Gets Pegged By His Hot Slim Brunette GF, Then Eats Her Pussy Out

XGroovy 1 month ago

Cuckold Fantasies volume 23

Cuckold Fantasies volume 23

XHamster 1 year ago

Whore hole with mistress tangent - part 3 of 5

Whore hole with mistress tangent - part 3 of 5

FapHouse 7 years ago

Akira Sissifies Jessica (HD WMV)

52% HD 0:26 / 13:00

Akira Sissifies Jessica (HD WMV)

Clips4sale 11 months ago

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

61% HD 1:01 / 5:10

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

FapHouse 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

Fetishpapa 2 months ago

Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

XHamster 1 year ago

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

FEMDOM PEGGING DENIAL EDGING STRAPON DOMINATION MISTRESS SISSY SISSIFICATION TRAINER BNWO ANAL FEMBOY COMPILATION HUMILIATION FACESITTING

Eporner 1 year ago

Horny Sissy Locked In Chastity Tries To Fuck His Mistress

Horny Sissy Locked In Chastity Tries To Fuck His Mistress

AbBDSM 3 months ago

Tied Sissy Gets Penis Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

Tied Sissy Gets Penis Milked Then Fed Her Own Load of Cum - Jessica Bloom and Polieana

FreePorn8 11 months ago

Anal Lesson

66% HD 0:39 / 26:45

FapHouse 2 weeks ago

Double Sissy Discipline

67% HD 0:39 / 12:34

Double Sissy Discipline

FapHouse 9 months 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 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS SISSY PEGGING BDSM HARDCORE

Fetishpapa 3 days ago

NEW - Witch Reads Your Mind and Discovers You're a Secret Sissy

61% HD 0:10 / 8:56

NEW - Witch Reads Your Mind and Discovers You're a Secret Sissy

LoyalFans 3 months ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

Eporner 1 year ago

Hot Pegging Cum

68% HD 1:01 / 10:47

Hot Pegging Cum

FapHouse 1 month ago

sissy joyce - goddess annie i love their helpless porn video

sissy joyce - goddess annie i love their helpless porn video

BDSMShip 1 year ago

Naughty mistress humiliates sissy outside and strap-on fucks him

Naughty mistress humiliates sissy outside and strap-on fucks him

MomVids 3 years ago

Dress like Mommy

57% HD 0:10 / 6:29

Dress like Mommy

LoyalFans 2 months ago

Chastity, Locked! (absolute Power 2)

70% HD 1:01 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 1 year ago

عقاب الفلقة لعدم الاطاعة

Premium HD 5:09

عقاب الفلقة لعدم الاطاعة

XVideosRed 1 year ago

Pissing goddess strapon fucking rimming sub in his asshole

Pissing goddess strapon fucking rimming sub in his asshole

Katestube 3 years ago

Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

XHamster 1 year ago

Good boys eat cum

Good boys eat cum

XHamster 1 year ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

Eporner 1 year ago

The Weekend Starts Here Strapon Doggystyle on the Bed

The Weekend Starts Here Strapon Doggystyle on the Bed

XHamster 1 month ago

Jerk off Encouragement Session two

Jerk off Encouragement Session two

FreePorn8 3 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

CT BT spanking dominatrix

CT BT spanking dominatrix

Some.Porn 1 year ago

Latex Sissy Anal Chastity Discipline by Mistresse Mercer

Latex Sissy Anal Chastity Discipline by Mistresse Mercer

Amateur8 7 months ago

Dominatrix Mara Transforms Her Sissy Into A Pink Barbie [feminization Kink / Bdsm Pov]

Dominatrix Mara Transforms Her Sissy Into A Pink Barbie [feminization Kink / Bdsm Pov]

AbBDSM 11 months ago

Sissy Anal Training by Domina Fire

Sissy Anal Training by Domina Fire

XHamster 6 months ago

Sex Change Clinic

52% HD 0:25 / 44:57

Sex Change Clinic

IWantClips 1 year ago

Sniff My Breeches - a Noble Deal with Stepsis

53% HD 1:01 / 6:45

Sniff My Breeches - a Noble Deal with Stepsis

FapHouse 10 months ago

Cum Like A Girl

50% HD 0:21 / 14:07

Cum Like A Girl

IWantClips 3 years ago

Feminization Reprogramming - Miss Ivy Ophelia Femdom Sissy Bimbo Training - Mesmerizing MindFuck - Good Girl Conditioning JOI

Feminization Reprogramming - Miss Ivy Ophelia Femdom Sissy Bimbo Training - Mesmerizing MindFuck - Good Girl Conditioning JOI

XHamster 1 year ago

DOMINAFIRE Pegging Compilation

DOMINAFIRE Pegging Compilation

XHamster 2 years ago

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

Body Slammed, Pile Drived and Fucked by Female Bodybuilder

XHamster 2 months ago

Mistress playing with his ass until he cums on her face

Mistress playing with his ass until he cums on her face

PornoXO 1 year ago

Wear These for Step-mommy!

Wear These for Step-mommy!

XHamster 1 year ago

Training My Sissy Into Taking REAL COCK

HD 0:10 / 30:28

Training My Sissy Into Taking REAL COCK

LoyalFans 1 year ago

Double double penetration pegging virginity - Mag Numb Ciren Verde Hungbiswitch

Double double penetration pegging virginity - Mag Numb Ciren Verde Hungbiswitch

Amateur8 3 weeks ago

German mistress pisses in her slave's mouth and lets him cum in her pussy

German mistress pisses in her slave's mouth and lets him cum in her pussy

AnySex 2 years ago

I serve as ball-emptyers for my Domme

I serve as ball-emptyers for my Domme

XHamster 6 months ago

Diaper Sissy Transformation - Mistress Celene

59% HD 0:10 / 6:14

Diaper Sissy Transformation - Mistress Celene

LoyalFans 9 months ago

Dressing up Sissy

58% HD 0:39 / 10:15

Dressing up Sissy

FapHouse 1 year ago

Spitroasted Sissy Whore - 2 Pegging Femdoms

Spitroasted Sissy Whore - 2 Pegging Femdoms

XHamster 2 months ago

Amazing Handjob for Sissy and Amazing Funny Cumming

56% 0:39 / 12:11

Amazing Handjob for Sissy and Amazing Funny Cumming

FapHouse 2 years ago

DOMINATRIX CHRONICALS -Barcelona-

76% 0:55 / 1:30:27

DOMINATRIX CHRONICALS -Barcelona-

Clips4sale 1 year ago

Woman Playing With Husband's Ass #478 PT1 Pegging And Rimming

Woman Playing With Husband's Ass #478 PT1 Pegging And Rimming

XHamster 1 week ago

Russian Mistress dominates her sissy boy with a strapon in intense pegging session

Russian Mistress dominates her sissy boy with a strapon in intense pegging session

Yesvids 3 weeks ago

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

EXTREME CBT FEMDOM BALLBUSTING DOMINATRIX MISTRESS PEGGING BDSM FACESITTING CUCK CUCKOLD HARDCORE BONDAGE SISSY WIFE

Eporner 1 year ago

Mistress Luna and sissy Faith - huge strapon fucking before toilet play

61% HD 0:10 / 18:04

Mistress Luna and sissy Faith - huge strapon fucking before toilet play

LoyalFans 9 months ago

High Class Sissy Trained - Mistress T

High Class Sissy Trained - Mistress T

AbXXX 4 years ago

Denied Diaper Sissy Worships Pussy

76% HD 0:41 / 10:13

Denied Diaper Sissy Worships Pussy

Clips4sale 4 months ago

Flexing on the Sissy Fuck Mat!!

Flexing on the Sissy Fuck Mat!!

XHamster 2 weeks ago

Sissy Husband Becomes Cocksucking Cuckold

55% HD 0:10 / 16:13

Sissy Husband Becomes Cocksucking Cuckold

LoyalFans 4 months ago

Cuckold 2 (lick My Toilet Clean!)

Cuckold 2 (lick My Toilet Clean!)

XHamster 1 month ago

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

72% HD 0:10 / 23:13

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

LoyalFans 1 year ago

Sensual and Rough Pegging I nailed him with my strapon on top of him and he cums too early

Sensual and Rough Pegging I nailed him with my strapon on top of him and he cums too early

XHamster 4 months ago

JOI Echo in Latex with My Big Black Strapon - Luna Doll

58% 0:39 / 25:09

JOI Echo in Latex with My Big Black Strapon - Luna Doll

FapHouse 9 months ago

Bossy gal pegs her lover into real orgasm - Amateur Femdom

Bossy gal pegs her lover into real orgasm - Amateur Femdom

AnySex 2 years ago

MISTRESS un - sissy Golden

MISTRESS un - sissy Golden

VipTube 2 years ago

MILF kept his cock in a cage for a week and now he cums without stopping when she just touches him

MILF kept his cock in a cage for a week and now he cums without stopping when she just touches him

AnySex 3 years ago

Femdom Dominant-Bitch Worship

Femdom Dominant-Bitch Worship

FreePorn8 3 years ago

Impotent lingerie wearer must fuck his mistress with a prosthetic cock!

Impotent lingerie wearer must fuck his mistress with a prosthetic cock!

XHamster 1 year ago

Delivery Guy Becomes a Sissy

52% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 6 months ago

Cucked and sucking dick

59% HD 0:10 / 10:56

Cucked and sucking dick

LoyalFans 3 years ago

My bootyful boyfriend loves when I dominate with strapon compilation video

My bootyful boyfriend loves when I dominate with strapon compilation video

XGroovy 3 years ago

Special Sissy Friends Part I (WL1703)

52% HD 0:10 / 14:53

Special Sissy Friends Part I (WL1703)

LoyalFans 4 months ago

Mistress Lina peggs me and makes me cum

66% HD 0:10 / 20:11

Mistress Lina peggs me and makes me cum

LoyalFans 3 years ago

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

Positive Femdom: Pegging, Fisting to Each Other, Pee. Arya Grander

XHamster 1 year ago

Rosies Sissification

59% HD 1:01 / 11:09

Rosies Sissification

FapHouse 1 year ago

Mistress Damazonia - Strapon Sissy Threesome

Mistress Damazonia - Strapon Sissy Threesome

YepTube 3 weeks ago

Mistress Sophia Sahara Bi Training

50% 0:26 / 17:03

Mistress Sophia Sahara Bi Training

Clips4sale 4 years ago

Lick and Sniff My Nasty Flats (and Lick My Feet!!)

Lick and Sniff My Nasty Flats (and Lick My Feet!!)

XHamster 3 weeks ago

Chaste Sissy Slut One Bar Prison Tease

71% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 3 years ago

Two dominant goddesses teach sissy hotties to suck and swallow

Two dominant goddesses teach sissy hotties to suck and swallow

XHamster 2 years ago

Sissy mummified slave gets ballbusted & jerked off

Sissy mummified slave gets ballbusted & jerked off

MegaTube 9 years ago

Pegging a Famous Tennis Star on the Balcony - Anonymous, Exposed & Completely Mine

57% HD 1:01 / 8:38

Pegging a Famous Tennis Star on the Balcony - Anonymous, Exposed & Completely Mine

FapHouse 4 months ago

Femdom Mastix Dominant-bitch V humiliates & fully feminizes chastity cuckold sissy sub thrall w/ sph 1/three

Femdom Mastix Dominant-bitch V humiliates & fully feminizes chastity cuckold sissy sub thrall w/ sph 1/three

SortPorn 1 year ago

Fuck Slut Is Face Fucked and Humiliated by Nympho Goddess!

Fuck Slut Is Face Fucked and Humiliated by Nympho Goddess!

XHamster 1 month ago

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