Sissy Mistress (33,356)

The best and newest sissy mistress videos

Fuck His Ass Until He Cums - All Views in One

56% HD 0:39 / 1:05:00

Fuck His Ass Until He Cums - All Views in One

FapHouse 2 years ago

Whore hole with mistress tangent - part 1 of 5

Whore hole with mistress tangent - part 1 of 5

FapHouse 7 years ago

Our Sissy Is Sucking Our Cocks

66% HD 1:01 / 16:55

Our Sissy Is Sucking Our Cocks

FapHouse 1 month ago

Amazing Handjob for Sissy and Amazing Funny Cumming

55% 0:39 / 12:11

Amazing Handjob for Sissy and Amazing Funny Cumming

FapHouse 2 years ago

His domina making a perfect whore out of him spanking and pegging him so hard

His domina making a perfect whore out of him spanking and pegging him so hard

XGroovy 6 months ago

Bi Humiliation & Cum Clean up with a Female Audience

51% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

Cuckold Fantasies volume 23

Cuckold Fantasies volume 23

XHamster 2 years ago

Slave training in heat

Slave training in heat

XHamster 1 year 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 3 months ago

Ballbusting CFNM domina in leather torments balls of her sub

Ballbusting CFNM domina in leather torments balls of her sub

Pornicom 2 years ago

Sissy Scrubber (WL1077)

HD 0:10 / 21:54

Sissy Scrubber (WL1077)

LoyalFans 1 month 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

i made my little sissy have a chastity orgasm

i made my little sissy have a chastity orgasm

XHamster 8 months ago

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

FILIPINA DOMINATRIX PEGGING WHITE CHASTITY SLAVE

XHamster 4 years ago

Peg My Submissive Boy in Gasmask and Milk Him on His Own Face!

Peg My Submissive Boy in Gasmask and Milk Him on His Own Face!

XHamster 4 months ago

Miami Tennis Star Sneaks Back & Betrays His Wife for My Strap-on

Miami Tennis Star Sneaks Back & Betrays His Wife for My Strap-on

XHamster 5 months ago

Sissy Gets Butt Fucked!

69% HD 1:01 / 10:34

Sissy Gets Butt Fucked!

FapHouse 11 months ago

Rosie and Robin Oral Fun Pt 2

62% HD 0:39 / 9:32

Rosie and Robin Oral Fun Pt 2

FapHouse 1 year ago

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

45% HD 1:01 / 18:20

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

FapHouse 5 months ago

Programmed to be my rubber slut doll

65% 4K 0:11 / 27:28

Programmed to be my rubber slut doll

Clips4sale 2 years ago

precum challenge

precum challenge

XHamster 4 months ago

Feminization, Crossdressing & Sissification

Feminization, Crossdressing & Sissification

XHamster 8 months ago

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

58% HD 1:01 / 8:38

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

FapHouse 5 months ago

Pegging and fisting my husband's asshole

Pegging and fisting my husband's asshole

XHamster 2 years ago

Bossy gal pegs her lover into real orgasm - Amateur Femdom

Bossy gal pegs her lover into real orgasm - Amateur Femdom

AnySex 3 years ago

Mistress Susi - the Straight Slaves First Sissy Blowjob

Mistress Susi - the Straight Slaves First Sissy Blowjob

XHamster 3 weeks ago

Guy and trannies use a slut

Guy and trannies use a slut

Fetishpapa 2 weeks ago

That guy Loved His Fresh Toy!! Valentines Pegging!

That guy Loved His Fresh Toy!! Valentines Pegging!

Amateur8 1 year ago

Strap On Training From Your Nurse

HD 0:18 / 11:49

Strap On Training From Your Nurse

Clips4sale 3 years ago

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Mature mistress Femdom Strapon Humiliation young sissy slave boy

Eporner 2 years ago

Lotus waits a shy partner with a strapon dildo : Director's cut

Lotus waits a shy partner with a strapon dildo : Director's cut

XHamster 2 months ago

Dressing up Sissy

55% HD 0:39 / 10:15

Dressing up Sissy

FapHouse 1 year ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

XHamster 4 years ago

Spouse taking wife's ding-dong, mistresse pegging her sissy

Spouse taking wife's ding-dong, mistresse pegging her sissy

BigTitsLust 5 years ago

Latex Sissy Anal Chastity Discipline by Mistresse Mercer

Latex Sissy Anal Chastity Discipline by Mistresse Mercer

Amateur8 9 months ago

All tiny dongs belong locked up in chastity - sph, size comparison

All tiny dongs belong locked up in chastity - sph, size comparison

Lesbian8 2 weeks ago

Wicked mistress dominates her sissy thrall

Wicked mistress dominates her sissy thrall

AbXXX 2 years ago

Creating A New Feminized Doll (WMV)

71% 0:13 / 59:30

Creating A New Feminized Doll (WMV)

Clips4sale 1 year ago

Turned into a Prissy Sissy Dolly Bird! (1080p)

59% HD 0:30 / 9:44

Turned into a Prissy Sissy Dolly Bird! (1080p)

Clips4sale 2 years ago

Sissy Slut - Left In The Park As Fucktoy

Sissy Slut - Left In The Park As Fucktoy

BDSMX 9 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

Take It Like a Slutty Whore! - Femdom POV with Strap-on, Slut Training, Masturbation with Miss Adrastea

53% HD 0:39 / 15:49

Take It Like a Slutty Whore! - Femdom POV with Strap-on, Slut Training, Masturbation with Miss Adrastea

FapHouse 3 weeks ago

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Bizarre Sissy Bad Dragon Gaping and FemDom Aperture Destruction with Speculum Show Off by Mastix Mercer

Amateur8 10 months ago

Sissy Jenna First Lesson

HD 0:39 / 17:38

Sissy Jenna First Lesson

FapHouse 3 years ago

Mistress training sissies to play together

Mistress training sissies to play together

AbXXX 7 years ago

DOMINATRIX CHRONICALS -Barcelona-

76% 0:55 / 1:30:27

DOMINATRIX CHRONICALS -Barcelona-

Clips4sale 1 year ago

Ball Busting! Who's Your Master? (foot Cruelty Plus Tnt Streamers)

66% HD 0:39 / 11:37

Ball Busting! Who's Your Master? (foot Cruelty Plus Tnt Streamers)

FapHouse 2 months 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

Jack off Encouragement Session 2

Jack off Encouragement Session 2

XHamster 4 months ago

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

XHamster 10 months ago

Chastity tutorial - how to wear a chastity cage - part 1

Chastity tutorial - how to wear a chastity cage - part 1

XHamster 8 months ago

Mistress Damazonia - Strapon Sissy Threesome

Mistress Damazonia - Strapon Sissy Threesome

YepTube 2 months ago

Scene 2: Academy For Sissies Lesson 1: Make-Up & Wigs

Scene 2: Academy For Sissies Lesson 1: Make-Up & Wigs

SevereSexFilms 2 years ago

The Girl Fucked the Guy in the Fat Ass with a Big Strap-on!

48% HD 1:01 / 21:51

The Girl Fucked the Guy in the Fat Ass with a Big Strap-on!

FapHouse 4 months ago

Playing with My Husband's Asshole

Playing with My Husband's Asshole

XHamster 2 years ago

Wana Be Sissy Slut Gets Pegged In Chasity By Goddess Sydnie

Wana Be Sissy Slut Gets Pegged In Chasity By Goddess Sydnie

Keporn 9 months ago

Sex Change Clinic

50% HD 0:25 / 44:57

Sex Change Clinic

IWantClips 1 year ago

Cum Like A Girl

54% HD 0:21 / 14:07

Cum Like A Girl

IWantClips 3 years ago

Shiny Sissy Caught Slacking and Strapped on the Swing

HD 0:10 / 16:42

Shiny Sissy Caught Slacking and Strapped on the Swing

LoyalFans 5 months ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

XHamster 4 weeks ago

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

XHamster 1 year ago

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

62% HD 0:30 / 23:13

Mistress Luna and sissy Faith erotic strapon fucking in pantyhose

Clips4sale 2 years ago

ANAL training for my DIAPER slave

ANAL training for my DIAPER slave

XHamster 2 years ago

hottie blonde trains smooth boyfriend in hotel room

hottie blonde trains smooth boyfriend in hotel room

XHamster 3 years ago

CBT Anal Slut SD

HD 0:25 / 13:07

CBT Anal Slut SD

Clips4sale 3 years ago

english mansion - mistress karina dominatrix pegging her sissy slave in wedding dress porn video

english mansion - mistress karina dominatrix pegging her sissy slave in wedding dress porn video

BDSMShip 2 years ago

Enter The Facesitter

Enter The Facesitter

XHamster 4 years ago

Femdom and fetish lessons by Melody Pleasure for Crystal Smith

Femdom and fetish lessons by Melody Pleasure for Crystal Smith

XHamster 2 years 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

Tight Sissy Pegged While Gagged in Cuffs - 4k

70% 4K 0:24 / 16:11

Tight Sissy Pegged While Gagged in Cuffs - 4k

Clips4sale 3 years ago

Sissy Pegged and stroked to climax

Sissy Pegged and stroked to climax

Eporner 3 years ago

Kandy's Flogged Ass Eating sissy

65% 0:59 / 5:44

Kandy's Flogged Ass Eating sissy

Clips4sale 11 months ago

(4K) Sissy Club Slut: Huge Strap-on and Deep Fisting Full Length 50 Minutes (4K)

65% 4K 0:30 / 53:35

(4K) Sissy Club Slut: Huge Strap-on and Deep Fisting Full Length 50 Minutes (4K)

Clips4sale 2 years ago

Satan Wants to Fill in Your Holes Everyday

Satan Wants to Fill in Your Holes Everyday

FapHouse 1 year ago

Cucked and sucking dick

60% HD 0:10 / 10:56

Cucked and sucking dick

LoyalFans 3 years ago

PEGGING FEMDOM SISSY DOMINATION MISTRESS DOMINATRIX ANAL STRAPON

PEGGING FEMDOM SISSY DOMINATION MISTRESS DOMINATRIX ANAL STRAPON

Eporner 10 months ago

Spanking and pegging dominas give BDSM lesson in 3some

Spanking and pegging dominas give BDSM lesson in 3some

Some.Porn 2 years ago

Big Tits Mistress Worships Your Face and Makes You a Sissy Sloppy Slut

Big Tits Mistress Worships Your Face and Makes You a Sissy Sloppy Slut

AveXXX 3 months ago

Mistress wants make slave a sissy bitch

Mistress wants make slave a sissy bitch

Fapcat 9 months ago

Peg Curious - Sharing My Man W Roommate

70% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse 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 2 years 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

Berlin femdom mommy chokes роре уоur throat raw

Berlin femdom mommy chokes роре уоur throat raw

AveXXX 3 months ago

Making of Sissy Sasha

46% HD 0:25 / 33:34

Making of Sissy Sasha

IWantClips 3 months ago

Avery Cristy's cuckold surprise

Avery Cristy's cuckold surprise

XHamster 2 months ago

Captured Sissy for Mistress (1080p)

69% HD 0:19 / 19:49

Captured Sissy for Mistress (1080p)

Clips4sale 2 months ago

Double Dom with Lady Valeska: Bi-sissies Are Entertaining Us in 69 Cock Sucking While Being Pegged

63% HD 1:01 / 9:06

Double Dom with Lady Valeska: Bi-sissies Are Entertaining Us in 69 Cock Sucking While Being Pegged

FapHouse 1 year ago

1st Sissy Experience With Miss Shell

66% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

LoyalFans 2 years ago

Genitalia haircut & edging for chastity slave

Genitalia haircut & edging for chastity slave

XHamster 1 year ago

Sissy Training From Step-sister

Sissy Training From Step-sister

Amateur8 4 months ago

a Diapered Bitchsuit Weekend 4K

67% 4K 0:41 / 9:56

a Diapered Bitchsuit Weekend 4K

Clips4sale 1 year ago

Sissy training with Femdom Headmistress Tangent

Sissy training with Femdom Headmistress Tangent

BigTitsLust 1 month ago

Weak for Satin Sissy Dresses

Weak for Satin Sissy Dresses

Clips4sale 4 years ago

Sissy slut training pet shows how to suck and swallow huge loads

Sissy slut training pet shows how to suck and swallow huge loads

Wankado 2 months ago

Brunette and Chastity slave having some fun

Brunette and Chastity slave having some fun

XHamster 1 year ago

Femdom nurse pegs and rides sissy in kinky infirmary

Femdom nurse pegs and rides sissy in kinky infirmary

Some.Porn 2 years ago

CFNM strapon femina pegging sissy with her big toy

CFNM strapon femina pegging sissy with her big toy

Some.Porn 1 year ago

Punished Sissy Husband Part 4 of 4: Anal Fisting & Cum Eating with Mistress Stellina Obscura

69% HD 0:25 / 12:44

Punished Sissy Husband Part 4 of 4: Anal Fisting & Cum Eating with Mistress Stellina Obscura

Clips4sale 4 weeks ago

Hot MILF gives femdom handjob to her slave with awesome cumshot

Hot MILF gives femdom handjob to her slave with awesome cumshot

XHamster 2 years ago

Sissy bitch Anna gets fucked in nylon!

66% 0:12 / 14:41

Sissy bitch Anna gets fucked in nylon!

Clips4sale 2 years ago

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

38% HD 1:01 / 32:58

Hubby Transformation Into Pink Shoes - Transformation Fantasy, Humiliation

FapHouse 1 month ago

Diaper Thief - MP4

Diaper Thief - MP4

Clips4sale 1 month ago

Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

Some.Porn 1 year ago

Deep Sounding Our Chastity Patient

Deep Sounding Our Chastity Patient

XHamster 1 year ago

Sadistic Diaper Training for Diaper Slaves, Sissies, and Adult Babies with German Mistress Lady Julina

Sadistic Diaper Training for Diaper Slaves, Sissies, and Adult Babies with German Mistress Lady Julina

XHamster 3 years ago

Brat Goddess Punish Fucks Beta

56% HD 0:25 / 9:14

Brat Goddess Punish Fucks Beta

Clips4sale 4 years ago

Lick Me Dry

HD 0:30 / 10:49

Clips4sale 1 year ago

Chubby Mistress bends Him over to grab His balls and gives a rough Handjob

Chubby Mistress bends Him over to grab His balls and gives a rough Handjob

PornFreeNow 1 year ago

Step-sister Ruby's Chastity Exam Bolt Torment & Wand Overload

Step-sister Ruby's Chastity Exam Bolt Torment & Wand Overload

XHamster 4 months ago

SissyJoyce - Mistress Lina Teases Sissy Joyce So Hard She

SissyJoyce - Mistress Lina Teases Sissy Joyce So Hard She

VipTube 7 months ago

PROSTATE EXPLOSION big compilation

PROSTATE EXPLOSION big compilation

XHamster 2 years ago

Humiliated Diaper Sissy Gets Fingered and Made to Mess

67% HD 0:30 / 21:21

Humiliated Diaper Sissy Gets Fingered and Made to Mess

Clips4sale 1 year ago

Gender Transformation Wish Granted Turned into a Woman- MtF - Magic - Fairy - Wish - Male to Female - Tied Up - Gender Bender

63% HD 0:25 / 23:53

Gender Transformation Wish Granted Turned into a Woman- MtF - Magic - Fairy - Wish - Male to Female - Tied Up - Gender Bender

Clips4sale 3 months ago

Sissy gets anus expanded

Sissy gets anus expanded

FapHouse 7 years ago

Miss Alessa Milano Mercyless Whipping Part 3

Miss Alessa Milano Mercyless Whipping Part 3

FapHouse 1 year ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

49% HD 0:39 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 1 year ago

Sissy See - Sissy Do (joi Game with Elle Eros )

Sissy See - Sissy Do (joi Game with Elle Eros )

FapHouse 2 years ago

BEST FUCKING HUGE STRAPON SISSY ANAL. THIS SLUT IS READY TO FUCK. Sissy Fucked In Chastity

Premium HD 11:06

BEST FUCKING HUGE STRAPON SISSY ANAL. THIS SLUT IS READY TO FUCK. Sissy Fucked In Chastity

Sheer 3 years ago

Pegging Makes You Submissive

66% HD 0:39 / 10:42

Pegging Makes You Submissive

FapHouse 1 month ago

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

Mistress Victoria Rey Collars, gags, humiliates, spits on her hot chastity sissy slave husband. SPH loser Chastity Pt 1 of 5

XHamster 1 year ago

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