Sissy Training (154 461)

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Electra Joness Party on Apr 13, 2026 - Part 3

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Blonde Sex Slave Inseminated in Steel Shackles

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57% 1:01 / 20:13

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Cuckold Fantasies Volume 20

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Peg Curious - Sharing My Man W Roommate

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Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

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

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Sunday Humiliation for Sissy husband Full

XHamster il y a 1 an

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64% HD 0:39 / 47:50

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

FapHouse il y a 2 semaines

How to be properly trained by Ms. Amanda

How to be properly trained by Ms. Amanda

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BBC Sissy Training

65% HD 1:01 / 8:42

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Wife Makes Husband Suck Her Lovers Cock Whilst She Masturbates

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69% 1:01 / 34:34

Step-mommy's Forever 2

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Edging and Sounding by Dominafire

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We Love Spreading and Playing with Our Big Asses.

We Love Spreading and Playing with Our Big Asses.

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Mistress Susi - the Straight Slaves First Sissy Blowjob

Mistress Susi - the Straight Slaves First Sissy Blowjob

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

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60% 4K 2:00 / 6:27

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Playing with My Husband's Asshole

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

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Give up Your Life to Serve Me

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Sissy Gets to Cum on Two Faces at Once

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Sissy Gets to Cum on Two Faces at Once

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Jen Holly Private Show

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Jen Holly Private Show

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Vivienne L'amour - Transforming You Into My Perfect Sissy Slut

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Suck Cock and Swallow Hot Cum - Obey Your Mistress

Suck Cock and Swallow Hot Cum - Obey Your Mistress

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Gape For Goddess 2

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Gape For Goddess 2

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Hotwife Date from the Cuckolds Point of View

Hotwife Date from the Cuckolds Point of View

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

69% HD 1:01 / 11:28

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55% 4K 2:00 / 30:59

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Camster il y a 4 semaines

Sandra Angell Private Show - Part 3

47% HD 2:00 / 43:27

Sandra Angell Private Show - Part 3

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Flirt4Free il y a 11 mois

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

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Stepmommy's Slut Training

Stepmommy's Slut Training

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Miss Sally Pegs Her Good Little Sissy

63% HD 1:01 / 18:22

Miss Sally Pegs Her Good Little Sissy

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Gentle, Deep and Rough Pegging Video

63% HD 1:01 / 16:56

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Domina Dark and Seladon Hex Pegging Slave

69% HD 0:39 / 20:33

Domina Dark and Seladon Hex Pegging Slave

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Stepmommy's Slut Training

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Stepmommy's Slut Training

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Be My Fucking Slut

Be My Fucking Slut

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PROSTATE EXPLOSION big compilation

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Ayanna Joy Private Show

Ayanna Joy Private Show

Camster il y a 1 an

Group Bi Training with My Three Girlfriends

66% HD 1:01 / 22:44

Group Bi Training with My Three Girlfriends

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sissy training at work

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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

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Kate Rhoades Private Show

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Kate Rhoades Private Show

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Hardcore Up Close Femdom Bi Encouragement Oral-Sex and CEI

Hardcore Up Close Femdom Bi Encouragement Oral-Sex and CEI

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Teaching My Cuckold - SNOWBALLING & HUMILIATION

49% 0:39 / 20:17

Teaching My Cuckold - SNOWBALLING & HUMILIATION

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She FISTS him with His Own CUM!!!

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Sissy Training From Step-sister

Sissy Training From Step-sister

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Viky & Mateo Private Show

51% HD 2:00 / 4:35

Viky & Mateo Private Show

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Francesca Grayy Party on Sep 7, 2026 - Part 2

4K 2:00 / 18:39

Francesca Grayy Party on Sep 7, 2026 - Part 2

Flirt4Free il y a 1 semaine

The Mastix makes the tightly tied sissy cum in her own throat.

The Mastix makes the tightly tied sissy cum in her own throat.

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First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.

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Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

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Pegging and fisting my husband's asshole

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

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

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Blonde Sex Slave Inseminated in Steel Shackles

65% HD 0:39 / 7:16

Blonde Sex Slave Inseminated in Steel Shackles

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Premium HD 0:45

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Leena Sky Private Show

Leena Sky Private Show

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Guided JOI Session With Femdom Mistress

Guided JOI Session With Femdom Mistress

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Latex-clad dominatrix trains her sissy in strapon techniques and cum swallowing

Latex-clad dominatrix trains her sissy in strapon techniques and cum swallowing

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Elizabeth Whiler Private Show

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Cum Eating instruction CEI #1 By Bestsissycaptions

Cum Eating instruction CEI #1 By Bestsissycaptions

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Elizabeth Whiler Private Show

48% HD 2:00 / 13:22

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Group Bi Training with My Three Girlfriends

67% HD 0:39 / 22:44

Group Bi Training with My Three Girlfriends

FapHouse il y a 3 semaines

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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Lets turn you into a sissy slut

Premium HD 15:24

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Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

52% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse il y a 10 mois

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Alessia Lacroix Private Show

68% HD 2:00 / 17:14

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Kitchen Session with Katharine

61% HD 2:00 / 1:34:09

Kitchen Session with Katharine

Camster il y a 8 ans

Peg Curious - Sharing My Man W Roommate

Peg Curious - Sharing My Man W Roommate

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Viky & Mateo Private Show

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Asian Girl with Latex Hard Sex in the Dungeon

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Step-mommy's Forever 2

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Step-mommy's Forever 2

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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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Latex Dominatrix Plays with Her Anal Sissy

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Latex Dominatrix Plays with Her Anal Sissy

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Domina Dark - Dizzy Miss Sissy In Training

Domina Dark - Dizzy Miss Sissy In Training

Nuvid il y a 1 an

My owner becomes my SIssy

My owner becomes my SIssy

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Your Slutty Sissy Fantasy 2

HD 0:15 / 20:12

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Sissy training with Femdom Mistress Tangent

Sissy training with Femdom Mistress Tangent

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Sissy Slut BEGS for cock all night - Hardcore Femdom Pegging with Mistress Stellina Obscura

Sissy Slut BEGS for cock all night - Hardcore Femdom Pegging with Mistress Stellina Obscura

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Elizabeth Whiler Private Show

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Elizabeth Whiler Private Show

Camster il y a 3 ans

Deep Throating Face Fucked Whore Encouragement with Miss Katie

Deep Throating Face Fucked Whore Encouragement with Miss Katie

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Double Stuffed Sissy (full scene 4k)

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63% HD 0:31 / 13:41

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StiefMutter il y a 2 jours

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54% 4K 0:30 / 42:01

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IWantClips il y a 2 ans

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XHamster il y a 2 ans

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HD 0:39 / 19:20

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FapHouse il y a 2 semaines

Hot Blonde Dominates Her Boyfriends Ass.

Hot Blonde Dominates Her Boyfriends Ass.

XHamster il y a 9 mois

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You Will Beg Me To Link You To This Video. Big Compilation.

XHamster il y a 3 ans

Cassie Flexen Private Show

66% HD 2:00 / 21:56

Cassie Flexen Private Show

Camster il y a 6 mois

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Fantastic pulsating ruined orgasm with spikes chastity on big dick. Amateur femdom handjob

XHamster il y a 1 an

Depth Training My Boytoy's Ass With A 46 Inch Depth Trainer Dildo

Depth Training My Boytoy's Ass With A 46 Inch Depth Trainer Dildo

XHamster il y a 4 ans

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