Sissy Training (153.213)

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Step Mother Step Son Roleplay Hucow Video Custom for Superfan Beardypirate

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Submissive Sluts volume 4

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Bi Humiliation & Cum Clean up with a Female Audience

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Bi Encouragement Training - Take 2 Of My Mans Cumshots

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Electra Joness Party on Jul 27, 2026 - Part 11

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Electra Joness Party on Jul 27, 2026 - Part 11

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Miss Sally Pegs Her Good Little Sissy

HD 1:01 / 18:22

Miss Sally Pegs Her Good Little Sissy

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Junior & Brittney Private Show

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Cuckold Fantasies Volume 20

Cuckold Fantasies Volume 20

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Jhanne Cherry Private Show

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Sex Doll Has Arrived

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Edging and Sounding by Dominafire

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Edging and Sounding by Dominafire

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Genitalia haircut & edging for chastity slave

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

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

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Viky & Mateo Private Show

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Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

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Sissy Dress-up Encouragement

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Sissy Dress-up Encouragement

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

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Cuckold 2 (lick My Toilet Clean!)

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Elizabeth Whiler Private Show

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Elizabeth Whiler Private Show

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Gentle Bi Encouragement - Will You Suck Cock For Me?

Gentle Bi Encouragement - Will You Suck Cock For Me?

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Pussy Eating Sissy (with CEI)

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Pussy Eating Sissy (with CEI)

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Give up Your Life to Serve Me

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Give up Your Life to Serve Me

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"Ultimate co- erced Bi BBC sissy cuck humiliation training" [18.49 minutes]

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"Ultimate co- erced Bi BBC sissy cuck humiliation training" [18.49 minutes]

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Sissy Kendall Anal Training & Slave Affirmations

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Sissy Kendall Anal Training & Slave Affirmations

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PROSTATE EXPLOSION big compilation

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Big-dicked sissy takes it up the ass and swallows his own cum

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Elizabeth Whiler Private Show

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Be a Real Nylon Slut for Me! - Femdom POV with Strapon, Slut Training, Pantyhose Domination, Jerk off and Cum Eating Instruction

63% HD 1:01 / 17:40

Be a Real Nylon Slut for Me! - Femdom POV with Strapon, Slut Training, Pantyhose Domination, Jerk off and Cum Eating Instruction

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Asian Mistress Pegging White Chastity Slave

62% 1:01 / 10:28

Asian Mistress Pegging White Chastity Slave

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Alpha Couple Teaches How to Suck Cock

60% HD 0:39 / 11:53

Alpha Couple Teaches How to Suck Cock

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Your New Life as My Free Use Sissy

45% HD 0:39 / 16:13

Your New Life as My Free Use Sissy

FapHouse Hace 6 meses

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

Mistress gives Sissy a Ruined Orgasm in Chastity Cage - Massive Load of Cum Rubbed on Mask and Fed to Her

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Sissy Academy Part 6 - Sissy's Taste of Heaven

53% HD 0:39 / 5:55

Sissy Academy Part 6 - Sissy's Taste of Heaven

FapHouse Hace 2 meses

Not for Boring Couples - Vol 2

Not for Boring Couples - Vol 2

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Emily & Stesha Private Show

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Emily & Stesha Private Show

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Emily & Stesha Private Show

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Emily & Stesha Private Show

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Group Bi Training with My Three Girlfriends

HD 1:01 / 22:44

Group Bi Training with My Three Girlfriends

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Sunday Humiliation for Sissy husband Full

Sunday Humiliation for Sissy husband Full

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Sissy Kendall Anal Training & Slave Affirmations

53% HD 0:39 / 10:20

Sissy Kendall Anal Training & Slave Affirmations

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Blonde Sex Slave Inseminated in Steel Shackles

Blonde Sex Slave Inseminated in Steel Shackles

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BEST EXTREME ANAL INSERTIONS. GIRL PEGGING BOYS ASS. FEMDOM ANAL TRAINING AMATEUR.

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Sheer Hace 3 años

Pegging Sissy Slut

HD 1:01 / 15:04

Pegging Sissy Slut

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Double Sissy Discipline

63% HD 0:39 / 12:34

Double Sissy Discipline

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Kitchen Session with Katharine

64% HD 2:00 / 1:34:09

Kitchen Session with Katharine

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Femdom Pegging Sissy Training, Strap on Anal for the New Recruit

66% HD 1:01 / 20:49

Femdom Pegging Sissy Training, Strap on Anal for the New Recruit

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Today we practice tying silk scarves

Today we practice tying silk scarves

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Anal Training and First Time Fisting

HD 0:39 / 10:19

Anal Training and First Time Fisting

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Husband Turned Girlfriend Pt 5

60% HD 0:15 / 20:29

Husband Turned Girlfriend Pt 5

IWantClips Hace 3 años

Playing with My Husband's Asshole

Playing with My Husband's Asshole

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52% HD 1:01 / 11:41

Brand New World Order

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Sissy Training - Teaching My Friend How to Give a Blowjob

60% HD 0:39 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

FapHouse Hace 2 años

Step-mommy's Forever 2

64% 1:01 / 34:34

Step-mommy's Forever 2

FapHouse Hace 2 semanas

Dressed up in Gloss to Suck My Cock

HD 0:39 / 10:34

Dressed up in Gloss to Suck My Cock

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Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

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Sissy Training in Chastity

69% HD 1:01 / 9:54

Sissy Training in Chastity

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Brittney & Elvis Private Show

61% HD 2:00 / 6:22

Brittney & Elvis Private Show

Camster Hace 3 años

Sissy Chastity Cuckold Humiliation, Hotwife Locks Her Caged Sissy Dildo Dummy

HD 0:39 / 19:20

Sissy Chastity Cuckold Humiliation, Hotwife Locks Her Caged Sissy Dildo Dummy

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Fun Feminization

52% HD 0:10 / 5:34

Fun Feminization

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Cuckoldress Cucks You for Strong Country Boys Beta Bitch Training Humiliation for Cuckold

Cuckoldress Cucks You for Strong Country Boys Beta Bitch Training Humiliation for Cuckold

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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

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Hospitality Whores (full scene 4k)

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Hospitality Whores (full scene 4k)

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Peg Curious - Sharing My Man W Roommate

71% 0:39 / 26:10

Peg Curious - Sharing My Man W Roommate

FapHouse Hace 2 meses

Useless sissy maid given a caning in the garden by Nikki & Aveena WL1772

60% 0:11 / 19:34

Useless sissy maid given a caning in the garden by Nikki & Aveena WL1772

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Sissy Training - Teaching My Friend How to Give a Blowjob

65% HD 1:01 / 29:53

Sissy Training - Teaching My Friend How to Give a Blowjob

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Intense strapon training sessions with dominant women and submissive men

Intense strapon training sessions with dominant women and submissive men

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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 Hace 3 días

Sexy Wife with Big Strapon pegging her Husband with Handjob

Sexy Wife with Big Strapon pegging her Husband with Handjob

XHamster Hace 1 año

Your Slutty Sissy Fantasy 2

HD 0:15 / 20:12

Your Slutty Sissy Fantasy 2

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Peg Curious - Sharing My Man W Roommate

57% 1:01 / 26:10

Peg Curious - Sharing My Man W Roommate

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Huge Horny Tits Volume 3

Huge Horny Tits Volume 3

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Sissy training with Femdom Mistress Tangent

Sissy training with Femdom Mistress Tangent

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Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

70% HD 0:39 / 47:50

Sissy Secretary: Feminization, Pegging, Fisting, & More Full-length (1080p)

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Electra Joness Party on Apr 13, 2026 - Part 3

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Electra Joness Party on Apr 13, 2026 - Part 3

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Abril Newton Private Show

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Abril Newton Private Show

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Labella Slays Dick on Crossdressing Big Dick Sissy

Labella Slays Dick on Crossdressing Big Dick Sissy

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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

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Sissy Spreads Wide

HD 0:17 / 11:57

Sissy Spreads Wide

IWantClips Hace 2 años

Cuckold Husband and His Ass and Lips Kellyaerick

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Cuckold Husband and His Ass and Lips Kellyaerick

FapHouse Hace 2 años

Grooming care for chastity sissy

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Ich ficke deinen Sissy Arsch!

Ich ficke deinen Sissy Arsch!

XHamster Hace 4 años

Best of Harmony Rose Volume 1

Best of Harmony Rose Volume 1

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Confess that you are a sissy to your best friend!

Confess that you are a sissy to your best friend!

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Viuda Nagra Private Show

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Viuda Nagra Private Show

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Sissy training with strap-on pin-up curvy Mistress Arya Grander

Sissy training with strap-on pin-up curvy Mistress Arya Grander

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The Hard Questions: Will I Sissify You? Potential Sissy Training with Rebelle Hart

The Hard Questions: Will I Sissify You? Potential Sissy Training with Rebelle Hart

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

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

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Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander

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Facesitters in Heat vol 18

Facesitters in Heat vol 18

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Mean femdom Flagellation Treatment

Mean femdom Flagellation Treatment

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Butthole training JOI, edging and denial

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Jhanne Cherry Private Show

54% HD 2:00 / 27:22

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Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

XHamster Hace 2 meses

BBW Domina Fists & Pegs the Butthole Of Her Masked Sub, Then Lets the Sissy Man Fist Her Cunt

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POV Cuckold volume 13

POV Cuckold volume 13

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Leena Sky Private Show

Leena Sky Private Show

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Katharine Cane Party on Jul 6, 2026 - Part 2

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Katharine Cane Party on Jul 6, 2026 - Part 2

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Vends-ta-culotte - Anal training with your hot teacher who makes you her little slut

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Elizabeth Whiler Private Show

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Emily & Stesha Private Show

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How Do I Wake up My Slave? by Pegging, of Course - Femdom Maitresse Julia

How Do I Wake up My Slave? by Pegging, of Course - Femdom Maitresse Julia

FapHouse Hace 3 años

Femdom Sissy Slut Pegging and Blowjob Training

Femdom Sissy Slut Pegging and Blowjob Training

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Innocent Boy Seduced Into Becoming a Cum Slut Slave for Life

HD 1:01 / 21:47

Innocent Boy Seduced Into Becoming a Cum Slut Slave for Life

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Bella Brookz Private Show

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Cock Worship For Sissies

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Cock Worship For Sissies

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Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

Blonde femdom trains a sissy in latex and heels inside a sleek German dungeon

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Viky & Mateo Private Show

64% HD 2:00 / 4:46

Viky & Mateo Private Show

Camster Hace 7 meses

You're only good for one thing

You're only good for one thing

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Open your slutty mouth! - Sissy Training with Strap On and Jerk Off Instruction with Miss Adrastea

HD 0:10 / 12:56

Open your slutty mouth! - Sissy Training with Strap On and Jerk Off Instruction with Miss Adrastea

LoyalFans Hace 2 semanas

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