Chastity Sissy (50,611)

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Clips4sale 1 year ago

Naughty Rapunzel Private Show

Naughty Rapunzel Private Show

Camster 3 years ago

Viky & Mateo Private Show

55% HD 2:00 / 32:44

Viky & Mateo Private Show

Camster 7 months ago

Halloween Custome, Pennywise

60% HD 2:00 / 7:33

Halloween Custome, Pennywise

Flirt4Free 3 years ago

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

64% HD 1:01 / 11:28

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FapHouse 2 months ago

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FapHouse 7 years ago

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FapHouse 7 months ago

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66% 0:39 / 25:50

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FapHouse 7 months ago

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Camster 3 years ago

Cuckold 1 Prep Me for My Date!

58% HD 1:01 / 6:34

Cuckold 1 Prep Me for My Date!

FapHouse 1 year ago

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FapHouse 2 years ago

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FapHouse 3 weeks ago

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FapHouse 3 weeks ago

Sissy Husband Becomes Cocksucking Cuckold

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Sissy Husband Becomes Cocksucking Cuckold

LoyalFans 5 months ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

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Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 9 months ago

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65% HD 1:01 / 25:28

FapHouse 6 years ago

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FapHouse 3 years ago

Chastity, Locked! (absolute Power 2)

65% HD 1:01 / 9:10

Chastity, Locked! (absolute Power 2)

FapHouse 1 year ago

Girls Night In: Dressing My Sissy Up & Talking About Boys

70% HD 0:29 / 6:13

Girls Night In: Dressing My Sissy Up & Talking About Boys

IWantClips 2 months ago

Viky & Mateo Private Show

55% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 7 months ago

Grisha Mochka Private Show

56% 4K 2:00 / 19:56

Grisha Mochka Private Show

Camster 2 months ago

Milking the Sissy

52% HD 0:39 / 11:14

Milking the Sissy

FapHouse 5 months ago

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59% HD 1:01 / 13:47

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FapHouse 3 years ago

HD 0:39 / 11:41

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FapHouse 1 week ago

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HD 0:39 / 22:44

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FapHouse 5 days ago

Sissy Training in Chastity

57% HD 0:39 / 9:54

Sissy Training in Chastity

FapHouse 1 year ago

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

75% HD 1:01 / 13:19

Episode 2: Part 1: a Transformed Life: New Sissy Sexuality - Maitresse Julia

FapHouse 1 year ago

Katharine Cane Party on Aug 8, 2026 - Part 3

65% 4K 2:00 / 8:46

Katharine Cane Party on Aug 8, 2026 - Part 3

Camster 4 weeks ago

Viuda Nagra Private Show

73% HD 2:00 / 9:57

Viuda Nagra Private Show

Camster 4 years ago

Fun Feminization

52% HD 0:10 / 5:34

Fun Feminization

LoyalFans 1 year ago

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PissVids 3 years ago

Pegging Time

75% HD 1:01 / 10:13

FapHouse 1 month ago

Making of Sissy Sasha

45% HD 0:25 / 33:34

Making of Sissy Sasha

IWantClips 2 months ago

Amelia Sweety Private Show

65% HD 2:00 / 4:47

Amelia Sweety Private Show

Flirt4Free 10 months ago

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

64% 1:01 / 17:18

Sissy Gets Milked with a Plug in Her Ass and Has to Swallow Cum

FapHouse 3 weeks ago

Chaste Sissy Slut One Bar Prison Tease

68% HD 0:10 / 13:25

Chaste Sissy Slut One Bar Prison Tease

LoyalFans 3 years ago

Ava Maddison Private Show

61% 4K 2:00 / 29:24

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Flirt4Free 6 months ago

Rubber Sissy: Anal & Oral Training

55% HD 1:01 / 13:53

Rubber Sissy: Anal & Oral Training

FapHouse 2 weeks ago

Sissy College Lesson 2 Chastity

55% HD 0:08 / 0:40

Sissy College Lesson 2 Chastity

FapHouse 10 months ago

52% HD 1:01 / 11:41

Brand New World Order

FapHouse 1 week ago

Sissy Extreme Chastity Tease

52% HD 0:10 / 9:23

Sissy Extreme Chastity Tease

LoyalFans 5 months ago

The Milked Fleshlight Sissy Whore

55% 1:01 / 11:13

The Milked Fleshlight Sissy Whore

FapHouse 3 months ago

Katharine Cane Party on Jul 6, 2026 - Part 2

56% 4K 2:00 / 6:32

Katharine Cane Party on Jul 6, 2026 - Part 2

Flirt4Free 1 month ago

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Seduced 1 year ago

Goddess Worship in Bed!

63% HD 1:01 / 18:27

Goddess Worship in Bed!

FapHouse 3 months ago

Home From the Wedding, Foot Cuck!

72% HD 1:01 / 16:14

Home From the Wedding, Foot Cuck!

FapHouse 1 year ago

Viky & Mateo Private Show

62% HD 2:00 / 19:22

Viky & Mateo Private Show

Flirt4Free 7 months ago

My Bull Called, He Wants Us Both to Prepare Our Asses

53% HD 1:01 / 19:18

My Bull Called, He Wants Us Both to Prepare Our Asses

FapHouse 8 months ago

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

54% HD 1:01 / 15:43

Part 1 Locked and Conditioned for This Sissy After 6 Months with No News - Maitresse Julia

FapHouse 2 years ago

Viuda Nagra Private Show

47% HD 2:00 / 9:57

Viuda Nagra Private Show

Flirt4Free 4 years ago

Part 2 My Husband Sissified: a Female Latex Slave Doll Pegged - Mistress Julia

75% HD 1:01 / 7:52

Part 2 My Husband Sissified: a Female Latex Slave Doll Pegged - Mistress Julia

FapHouse 11 months ago

Edging and Sounding by Dominafire

60% 0:39 / 24:43

Edging and Sounding by Dominafire

FapHouse 2 years ago

Viky & Mateo Private Show

59% HD 2:00 / 4:48

Viky & Mateo Private Show

Camster 7 months ago

Pussy Eating Sissy (with CEI)

55% HD 1:01 / 10:01

Pussy Eating Sissy (with CEI)

FapHouse 1 year ago

Asian Mistress Dominafire Trains Her White Submissive Slave with Pegging

Asian Mistress Dominafire Trains Her White Submissive Slave with Pegging

FapHouse 5 days ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 1 month ago

Merciless pantyhose tease

62% HD 1:01 / 8:52

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FapHouse 6 years ago

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

59% HD 0:39 / 16:47

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FapHouse 2 months ago

Boy to Girl - Permanent Transformation

46% HD 1:01 / 8:47

Boy to Girl - Permanent Transformation

FapHouse 2 years ago

FEMINIZED- Encouraged Feminization Play POV- Slut Training with Chastity Lock Up

56% HD 0:33 / 16:20

FEMINIZED- Encouraged Feminization Play POV- Slut Training with Chastity Lock Up

IWantClips 2 years ago

Sissy Cum in Chastity - Suspended by Hook

Sissy Cum in Chastity - Suspended by Hook

XHamster 2 months ago

Kitchen Session with Katharine

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

Kitchen Session with Katharine

Camster 8 years ago

Sissy Gets Caught

66% HD 0:10 / 9:26

Sissy Gets Caught

LoyalFans 8 months ago

Femdom POV Sissy Training Pleasure Him

48% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

Sissy humiliation by two Asian Dominatrix

HD 1:01 / 10:50

Sissy humiliation by two Asian Dominatrix

FapHouse 3 years ago

Femdom POV Sissy Training Pleasure Him

46% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

Lady Annabelle - Endless Cum for Whore Jasmine

57% 1:01 / 7:50

Lady Annabelle - Endless Cum for Whore Jasmine

FapHouse 2 weeks ago

Total Transformation - HD

41% HD 0:10 / 5:28

Total Transformation - HD

LoyalFans 1 year ago

Red Lips Tease and Pussyplay

52% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Camster 3 years ago

Sissy Training in Chastity

69% HD 1:01 / 9:54

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FapHouse 1 year ago

Cucked and Fucked: Chastity Sissy Training

57% HD 0:39 / 8:13

Cucked and Fucked: Chastity Sissy Training

FapHouse 4 months ago

Making You My Sissy Fem Boi! (1080p)

56% HD 0:11 / 11:19

Making You My Sissy Fem Boi! (1080p)

Clips4sale 2 years ago

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

FapHouse 3 days ago

Girls Night In: Dressing My Sissy Up & Talking About Boys

51% HD 0:10 / 6:13

Girls Night In: Dressing My Sissy Up & Talking About Boys

LoyalFans 3 months ago

Ashley Sinn Private Show

56% 4K 2:00 / 7:22

Ashley Sinn Private Show

Camster 11 months ago

Boyfriend to Girlfriend Pt. 2: Sissified

56% HD 1:01 / 13:47

Boyfriend to Girlfriend Pt. 2: Sissified

FapHouse 4 years ago

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PornBox 1 week ago

Made Over and Fucked Like a Dirty Whore

76% 0:25 / 13:47

Made Over and Fucked Like a Dirty Whore

Clips4sale 3 years ago

Pussy Eating Sissy (with CEI)

63% HD 0:39 / 10:01

Pussy Eating Sissy (with CEI)

FapHouse 1 year ago

Maid to Suck

57% HD 0:07 / 0:40

FapHouse 1 month ago

Cuckold 1 Prep Me for My Date!

48% HD 0:39 / 6:34

Cuckold 1 Prep Me for My Date!

FapHouse 1 year ago

Viky & Mateo Private Show

56% HD 2:00 / 11:13

Viky & Mateo Private Show

Camster 7 months ago

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

HD 0:39 / 54:59

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

FapHouse 4 days ago

Sexy Asian Mistress Dominates You

66% 0:39 / 11:30

Sexy Asian Mistress Dominates You

FapHouse 2 months ago

Cum Collar And Cage Challenge

57% HD 0:10 / 10:54

Cum Collar And Cage Challenge

LoyalFans 10 months ago

Purity Chastity Cage

Purity Chastity Cage

XHamster 3 weeks ago

Bi Domination: Not Entirely Straight

52% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 4 months ago

Size Queen Sissy Boy Training with CEI

60% HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 1 month ago

We made our neighbor our sissy slut | Lady Perse, Evilwoman, Mistress Glamorous

61% HD 0:10 / 12:29

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LoyalFans 2 weeks ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Only your mistress likes your ruined orgasm

HD 1:01 / 10:47

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FapHouse 7 years ago

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PissVids 3 years ago

Kinsley Karter Private Show

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Flirt4Free 2 years ago

Viky & Mateo Private Show

64% HD 2:00 / 4:46

Viky & Mateo Private Show

Camster 7 months ago

Fucking the Sissy We Found in Bed

60% HD 1:01 / 7:21

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FapHouse 1 year ago

2 Lesbians Taunt and Tease a Submissive Tied up and in a Chastity Cage

47% HD 1:01 / 5:15

2 Lesbians Taunt and Tease a Submissive Tied up and in a Chastity Cage

FapHouse 1 month ago

Adara Smith & Elver Rodriguez Private Show

62% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 3 years ago

Cock-Sucking Chastity Sissy Slut

HD 0:10 / 13:05

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LoyalFans 2 weeks ago

NewHouse Sissy Maid Training

56% HD 0:25 / 15:28

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IWantClips 2 months ago

Sabrina Velvet Private Show

54% HD 2:00 / 7:52

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Flirt4Free 4 months ago

Feminizing and Humiliating my Boyfriend

66% HD 0:10 / 22:33

Feminizing and Humiliating my Boyfriend

LoyalFans 2 years ago

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

72% HD 0:08 / 0:40

BBC Vs Clitty! Adreena Winters Mocks This Sissy Into Cock Sucking Submission

FapHouse 8 months ago

Hot Mom Domme is Pegging her Neighbor Boy in Chastity until Ruined Cumshot 💦

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XHamster 2 years ago

Sweet & Daaniel Private Show

61% HD 2:00 / 14:05

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Camster 2 months ago

Chaste Sissy Slut One Bar Prison Tease

64% HD 0:10 / 13:25

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LoyalFans 3 years ago

10 Anal Tasks CEI CBT Femdom Humiliation

64% HD 0:39 / 21:38

10 Anal Tasks CEI CBT Femdom Humiliation

FapHouse 2 months ago

Your Orgasm Belongs to Me!

67% HD 1:01 / 10:00

Your Orgasm Belongs to Me!

FapHouse 2 years ago

Complete Shrink & Hole Discipline Ritual - Full Femdom POV Session

Complete Shrink & Hole Discipline Ritual - Full Femdom POV Session

XHamster 5 months ago

Grisha Mochka Private Show

60% 4K 2:00 / 37:18

Grisha Mochka Private Show

Flirt4Free 1 month ago

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

HD 1:01 / 54:59

Femdom Strict Sissy Training Session: Cock Sucking, CBT, Pegging & Fisting with Mistress Stellina (1080p)

FapHouse 4 days ago

Step-Mommy Punishes You with Sissy Diaper and Spankings

51% HD 0:10 / 16:44

Step-Mommy Punishes You with Sissy Diaper and Spankings

LoyalFans 4 weeks ago

Milking in Sissy Mouth and Pegging Training

60% HD 0:39 / 16:24

Milking in Sissy Mouth and Pegging Training

FapHouse 1 year ago

Sissy Anal Training by Latex Dominatrix

Sissy Anal Training by Latex Dominatrix

XHamster 3 days ago

My Caged Sissy Get Assfucked

69% HD 1:01 / 10:31

My Caged Sissy Get Assfucked

FapHouse 3 years ago

Sissy Husband One Finger Milking and Facesitting, Matriarch Ezada Sinn and Poodle, Matching Pink, Real Sapphic Training

HD 0:31 / 13:41

Sissy Husband One Finger Milking and Facesitting, Matriarch Ezada Sinn and Poodle, Matching Pink, Real Sapphic Training

IWantClips 2 months ago

Petite Ma'am fucking her pink sissy maid in chastity

Petite Ma'am fucking her pink sissy maid in chastity

XHamster 3 years ago

Sissy Slut made ready for Mistress (4K)

4K 0:10 / 12:06

Sissy Slut made ready for Mistress (4K)

LoyalFans 2 months ago

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

57% HD 0:30 / 9:44

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

Clips4sale 2 years ago

Ares & Adara Private Show

60% HD 2:00 / 20:07

Ares & Adara Private Show

Camster 1 year ago

Jessie Evans Private Show

62% 4K 2:00 / 7:48

Jessie Evans Private Show

Camster 3 weeks ago

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