Sissy Training (81,024)

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PROSTATE EXPLOSION big compilation

xHamster 2 years ago

Bi Humiliation & Cum Clean up with a Female Audience

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Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 11 months ago

Sissy Whore Training POV

56% HD 1:01 / 6:21

Sissy Whore Training POV

FapHouse 1 year ago

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51% 4K 1:01 / 12:28

Femdom Cottage Bisexual Blowjob with Encouragement From the Ladies in Charge

FapHouse 11 months ago

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51% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 3 months ago

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Gentle Bi Encouragement - Will You Suck Cock For Me?

xHamster 1 year ago

I Milked His Cock, He Fucked My Throat - I Swallowed a Lot of Cum - Female POV

I Milked His Cock, He Fucked My Throat - I Swallowed a Lot of Cum - Female POV

xHamster 1 year ago

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Genitalia haircut & edging for chastity slave

xHamster 1 year ago

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12 FEMDOM TIPS for COCK

XGroovy 3 years ago

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Julie and Liza's Latex Doll

LoyalFans 2 weeks ago

Wear These for Step-mommy!

Wear These for Step-mommy!

xHamster 1 year ago

Viky & Mateo Private Show

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Viky & Mateo Private Show

Flirt4Free 1 month ago

Shaving and balls busting part 2

Shaving and balls busting part 2

xHamster 6 months ago

Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

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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

PROPER SISSY MASTURBATION by Jenna Chaste

PROPER SISSY MASTURBATION by Jenna Chaste

Eporner 6 years ago

Best of Harmony Rose volume 4

Best of Harmony Rose volume 4

xHamster 9 months ago

2 Asian Domintrixes vs 1 White Sissy

2 Asian Domintrixes vs 1 White Sissy

xHamster 3 years ago

Panty Craving

Amateur8 1 year ago

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

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Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

FapHouse 4 months ago

Sissy Step 7

51% HD 0:10 / 21:22

LoyalFans 1 year ago

Sissy Academy Part 1

Sissy Academy Part 1

xHamster 4 months ago

Bisexual husband gets fucked by three strapons

Bisexual husband gets fucked by three strapons

xHamster 1 year ago

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

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

xHamster 8 months ago

Evening Discipline for the Sissy Maid

HD 0:10 / 19:34

Evening Discipline for the Sissy Maid

LoyalFans 1 month ago

Sissy Atonement

Sissy Atonement

FreePorn8 1 month ago

Sissy Goals

SortPorn 3 years ago

PROSTATE ORGASM COMPILATION SISSY

PROSTATE ORGASM COMPILATION SISSY

xHamster 3 years ago

Rimming and Taking Control While Fucking His Ass with My Strap-on so Good

59% 0:39 / 16:16

Rimming and Taking Control While Fucking His Ass with My Strap-on so Good

FapHouse 2 months ago

Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

Pornicom 4 years 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

1st Sissy Experience With Miss Shell

57% HD 0:10 / 23:00

1st Sissy Experience With Miss Shell

LoyalFans 2 years ago

Sissy Series #10 - Imagine U're the Beauty When U See Porn

Sissy Series #10 - Imagine U're the Beauty When U See Porn

Amateur8 4 months ago

Do You Like Double Penetration?

52% HD 2:00 / 12:31

Do You Like Double Penetration?

Flirt4Free 2 years ago

Cornelia Adams Private Show

Cornelia Adams Private Show

Flirt4Free 1 week ago

Viky & Mateo Private Show

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Viky & Mateo Private Show

Flirt4Free 1 month ago

Suck His Dick Loser

Suck His Dick Loser

xHamster 7 months ago

Kinky Carmen In Sissy Bitch Training By

Kinky Carmen In Sissy Bitch Training By

AbXXX 3 years ago

Your Mind is Weak, Sissy

Your Mind is Weak, Sissy

SortPorn 3 years ago

Slut Training 101: Using Your Mouth - Blowjob Instruction, Slut Training, Femdom POV - Miss Faith Rae

Slut Training 101: Using Your Mouth - Blowjob Instruction, Slut Training, Femdom POV - Miss Faith Rae

xHamster 9 months 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

Femdom Mastix Femdom-goddess V humiliates & fully feminizes chastity cuckold sissy sub serf w/ sph 1/three

Femdom Mastix Femdom-goddess V humiliates & fully feminizes chastity cuckold sissy sub serf w/ sph 1/three

BigTitsLust 1 year ago

Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

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Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

FapHouse 2 weeks ago

Sissy Caption Compilation #three

Sissy Caption Compilation #three

BigTitsLust 1 year ago

Lucie Arztin - Sissy Training

Lucie Arztin - Sissy Training

IcePorn 1 year ago

wife makes stranger cum and then her husband licks it up

wife makes stranger cum and then her husband licks it up

xHamster 9 months ago

She rimmed him so she could pegging him later

She rimmed him so she could pegging him later

xHamster 5 months ago

Viky & Mateo Private Show

56% HD 2:00 / 11:05

Viky & Mateo Private Show

Flirt4Free 3 weeks ago

Jhanne Cherry Private Show

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Jhanne Cherry Private Show

Flirt4Free 5 months ago

HumiliationPOV - Goddess Sahrye - Sissy Porn Star Training

HumiliationPOV - Goddess Sahrye - Sissy Porn Star Training

DrTuber 2 years ago

Delivery Guy Becomes a Sissy

52% HD 1:01 / 13:05

Delivery Guy Becomes a Sissy

FapHouse 1 month ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Flirt4Free 1 week ago

BBC Sissy FPOV Fellatio Mindwash - Femdom - Dominatrix-Bitch Alexa and Father Jay

BBC Sissy FPOV Fellatio Mindwash - Femdom - Dominatrix-Bitch Alexa and Father Jay

SortPorn 3 years ago

My husband has a new cock

My husband has a new cock

xHamster 1 year ago

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

xHamster 1 year ago

[F4A] Doll's Don't Move ~ Cruel Femdom Dollification and Hyper Feminization Audio Roleplay

[F4A] Doll's Don't Move ~ Cruel Femdom Dollification and Hyper Feminization Audio Roleplay

Lesbian8 7 months ago

Anal Training: Part 10

Anal Training: Part 10

xHamster 9 months ago

Sissy Step 5

49% HD 0:10 / 17:04

LoyalFans 1 year ago

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Femdom Mistress Goddess V humiliates & fully feminizes chastity cuckold sissy sub slave w/ sph 1/3

Dafreeporn 1 year ago

Stuffed Woman. the Hole Overflows as It Is Full to the Top

Stuffed Woman. the Hole Overflows as It Is Full to the Top

FapHouse 4 weeks ago

sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

xHamster 2 years ago

Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

xHamster 4 years ago

Mistresse destroys sub's booty

Mistresse destroys sub's booty

FreePorn8 4 years ago

Slutty Sissy Caption Story – Quarantined With Ebony Ally!

Slutty Sissy Caption Story – Quarantined With Ebony Ally!

BigTitsLust 2 years ago

Amber Fletcher Private Show - Part 3

62% HD 2:00 / 21:25

Amber Fletcher Private Show - Part 3

Flirt4Free 1 year ago

Aching For Penis

Aching For Penis

SortPorn 10 months ago

Muslim Hijab Mistress Pegging Her Sissy Slave Husband While He Was in Chastity Cage and Whipping His Ass

Muslim Hijab Mistress Pegging Her Sissy Slave Husband While He Was in Chastity Cage and Whipping His Ass

xHamster 1 month ago

You can be his slut, suck his cock in this female POV

You can be his slut, suck his cock in this female POV

xHamster 1 year 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

Alpha Couple Teaches How to Suck Cock

59% HD 1:01 / 11:53

Alpha Couple Teaches How to Suck Cock

FapHouse 1 year ago

Katharine Cane Private Show

HD 2:00 / 39:53

Katharine Cane Private Show

Flirt4Free 1 year ago

Harmoni Kalifornia's Sissy Husband Mr. Bruce Experiences Anal Training from Sean

Harmoni Kalifornia's Sissy Husband Mr. Bruce Experiences Anal Training from Sean

Xfeed 5 months ago

Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

Amateur8 1 year ago

Top 10 Chastity Ideas Vol.2

Top 10 Chastity Ideas Vol.2

xHamster 2 months ago

Viky & Mateo Private Show

69% HD 2:00 / 19:22

Viky & Mateo Private Show

Flirt4Free 1 month ago

Emily & Stesha Private Show

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Emily & Stesha Private Show

Flirt4Free 2 months ago

Amateur videos Amazon Pegging and double dildo

Amateur videos Amazon Pegging and double dildo

xHamster 1 year ago

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

51% HD 1:01 / 9:48

Guys, for the First Time I Got Myself Fucked by the Pantry Boy in a Moving Train, He Fucked Me Hard and Tore My Pussy

FapHouse 4 months ago

Training Gimp Part 3: Total Sensory Overload

66% HD 0:10 / 13:35

Training Gimp Part 3: Total Sensory Overload

LoyalFans 4 weeks ago

My Big Squeaky Sow

My Big Squeaky Sow

xHamster 2 weeks ago

BBC Takes My Tight Pussy Deeper Than Ever - Ali Uchiha Senju

BBC Takes My Tight Pussy Deeper Than Ever - Ali Uchiha Senju

XXXShake 3 years ago

Jhanne Cherry Private Show

56% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 5 months ago

How to make a cuckold out of a guy? Licking cum off a black dick

How to make a cuckold out of a guy? Licking cum off a black dick

xHamster 5 years ago

Best of Harmony Rose Volume 1

Best of Harmony Rose Volume 1

xHamster 4 years ago

Fun Feminization

49% HD 0:10 / 5:34

Fun Feminization

LoyalFans 7 months ago

Dominafire Training Her Chastity Sissy

Dominafire Training Her Chastity Sissy

FapHouse 2 years ago

Jhanne Cherry Private Show

66% 4K 2:00 / 14:24

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Ares & Adara Private Show

42% HD 2:00 / 4:54

Ares & Adara Private Show

Flirt4Free 1 year ago

Elizabeth Whiler Private Show

38% HD 2:00 / 9:05

Elizabeth Whiler Private Show

Flirt4Free 2 years ago

Dominafire in Latex Anal Fisting Sissy

Dominafire in Latex Anal Fisting Sissy

xHamster 1 month ago

Sissy cum eating compilation and blonde solo first time Analmal Training

Sissy cum eating compilation and blonde solo first time Analmal Training

Eporner 7 years ago

Abril Newton Private Show

59% HD 2:00 / 16:26

Abril Newton Private Show

Flirt4Free 6 months ago

Facesitters in Heat vol 18

Facesitters in Heat vol 18

xHamster 4 months ago

Sweet Femdom - Trained and Broken by Charlotte Sins - Sissy

Sweet Femdom - Trained and Broken by Charlotte Sins - Sissy

IcePorn 1 week ago

The Sissygasm

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FapHouse 8 months ago

Kinsley Karter Private Show

Kinsley Karter Private Show

Flirt4Free 2 years ago

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My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

xHamster 1 year ago

Cage of chastity equals arousal in women

Cage of chastity equals arousal in women

xHamster 1 year ago

Elizabeth Whiler Private Show

51% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

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Femdom pegging with 8 inch strapon

xHamster 3 months ago

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

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

xHamster 4 months ago

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

54% 1:01 / 25:09

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

FapHouse 4 months ago

Katharine Cane Party on Feb 15, 2026 - Part 2

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Katharine Cane Party on Feb 15, 2026 - Part 2

Flirt4Free 1 week ago

My owner becomes my SIssy

My owner becomes my SIssy

xHamster 2 years 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

xHamster 7 months ago

Viky & Mateo Private Show

63% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 1 month ago

Viky & Mateo Private Show

64% HD 2:00 / 33:44

Viky & Mateo Private Show

Flirt4Free 1 month ago

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Matriarch Ezada Sinn fucks him up the arse and makes him eat his own cum from Her strap-on

LoyalFans 1 year ago

Gym workout gone wrong for asian teen and turned into sex

Gym workout gone wrong for asian teen and turned into sex

XGroovy 1 year ago

Easter Anal Game with Krubera

Easter Anal Game with Krubera

xHamster 3 years ago

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elf femboy in chastity belt gets tight ass stretched by bbc cock and fuck machine until cum

Lesbian8 1 year ago

Dominant Play And Sissy Training With Badninax

Dominant Play And Sissy Training With Badninax

DrTuber 1 month ago

Female POV - feel like a girl

Female POV - feel like a girl

xHamster 2 years ago

Red Lips Tease and Pussyplay

59% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 2 years ago

Let me taste your cum like a slut

Let me taste your cum like a slut

xHamster 4 years ago

Femdom Dominant-Bitch Worship

Femdom Dominant-Bitch Worship

FreePorn8 2 years ago

Total Transformation - HD

39% HD 0:10 / 5:28

Total Transformation - HD

LoyalFans 7 months ago

JOI Echo With My Big Black Dick - Luna Doll

JOI Echo With My Big Black Dick - Luna Doll

xHamster 4 months ago

Her femboy stands and flows like a whore

Her femboy stands and flows like a whore

xHamster 2 years ago

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