Sissy Instructions (29,561)

The best and newest sissy instructions videos

Jhanne Cherry Private Show

60% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Emmalee Jones Plays with Herself with Fuzzy Socks on

Emmalee Jones Plays with Herself with Fuzzy Socks on

Flirt4Free 1 year ago

Adara Smith & Elver Rodriguez Private Show

69% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 2 years ago

Abril Newton Private Show

62% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 10 months ago

April Benson Private Show

62% HD 2:00 / 12:03

April Benson Private Show

Camster 1 year ago

Emmalee Jones Gets Naught

55% 4K 2:00 / 4:26

Emmalee Jones Gets Naught

Flirt4Free 9 months ago

Jhanne Cherry Private Show

57% HD 2:00 / 40:31

Jhanne Cherry Private Show

Camster 10 months ago

POV JOI vol 3

XHamster 2 years ago

Jhanne Cherry Private Show

55% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Andi James MILF Black Balling With Cuckold

Andi James MILF Black Balling With Cuckold

XHamster 5 months ago

Bi Domination: Not Entirely Straight

58% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 3 months ago

Size Queen Sissy Boy Training with CEI

HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

... - Part 3

58% 4K 2:00 / 4:53

Camster 1 month ago

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

XHamster 1 year ago

Sissy Cum in Chastity - Suspended by Hook

60% HD 1:01 / 7:21

Sissy Cum in Chastity - Suspended by Hook

FapHouse 1 month ago

Emily & Stesha Private Show

55% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 7 months ago

Femdom POV Sissy Training Pleasure Him

46% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Holly Michaels Wants a Lazy with a Hard Cock but Not Her Cuckold's Tiny Penis Is Not What She Had in Mind

Holly Michaels Wants a Lazy with a Hard Cock but Not Her Cuckold's Tiny Penis Is Not What She Had in Mind

XHamster 4 months ago

Amber Fletcher Private Show

58% HD 2:00 / 5:11

Amber Fletcher Private Show

Camster 1 year ago

Emily & Stesha Private Show

52% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 7 months ago

Size Queen Sissy Male Training with CEI

Size Queen Sissy Male Training with CEI

BigTitsLust 1 week ago

Femdom POV Sissy Training Pleasure Him

52% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

67% HD 1:01 / 10:37

989 Perverted Stepdaddy, Panty Sniffer Turned Into Sissy Slut - CEI, Ruined Orgasm, Step-daughter in a College Outfit

FapHouse 1 year ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 1 month ago

Don't Play This Video, if You're Into Vanilla or Velvet BDSM

Don't Play This Video, if You're Into Vanilla or Velvet BDSM

XHamster 3 weeks ago

Audrey Royal Creampie Cuckold

63% HD 0:39 / 30:52

Audrey Royal Creampie Cuckold

FapHouse 1 year ago

Vicki Vale Private Show

69% 4K 2:00 / 8:46

Vicki Vale Private Show

Camster 6 days ago

Charlotte Texas Private Show

HD 2:00 / 13:28

Charlotte Texas Private Show

Flirt4Free 3 years ago

Kamiila & Dimitry Rolex Private Show - Part 4

63% 4K 2:00 / 4:29

Kamiila & Dimitry Rolex Private Show - Part 4

Flirt4Free 2 days ago

Jhanne Cherry Private Show

60% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Holly Michaels Wants a Lazy with a Hard Cock but Not Her Cuckold's Tiny Penis Is Not What She Had in Mind

HD 1:01 / 44:07

Holly Michaels Wants a Lazy with a Hard Cock but Not Her Cuckold's Tiny Penis Is Not What She Had in Mind

FapHouse 4 months ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 weeks ago

JOI for Anal CEI Ashley Sinclair

53% HD 1:01 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 3 months ago

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 7 months ago

Abril Newton Private Show

62% 4K 2:00 / 11:48

Abril Newton Private Show

Camster 1 year ago

Chelsea Roset Private Show

56% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 2 years ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 9 months ago

Angelica Swiss Party on Jul 4, 2026

65% HD 2:00 / 1:44:09

Angelica Swiss Party on Jul 4, 2026

Camster 3 weeks ago

Anal Training, Learning

HD 0:39 / 19:30

Anal Training, Learning

FapHouse 7 months ago

Be a good little sissy whore for Me! Rub your clit while fingering your pussy!

HD 1:01 / 10:51

Be a good little sissy whore for Me! Rub your clit while fingering your pussy!

FapHouse 5 years ago

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

68% HD 2:00 / 4:53

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

Flirt4Free 1 year ago

Manu Eyngri Private Show

Manu Eyngri Private Show

Camster 1 week ago

Angelica Swiss Party on Oct 21, 2025

63% 4K 2:00 / 2:03:16

Angelica Swiss Party on Oct 21, 2025

Flirt4Free 9 months ago

Sissy Anal JOI

66% HD 0:39 / 7:41

FapHouse 2 years ago

Lady Sara Borgia's Sissy School: Introduction and Instruction (4K)

4K 0:16 / 11:44

Lady Sara Borgia's Sissy School: Introduction and Instruction (4K)

Clips4sale 1 week ago

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu 4K

60% 4K 0:10 / 12:03

Step Mommy's Little Panty Boy: Teaching My Sissy Boy - Sissification & Panty Fetish Domina Andrea Rosu 4K

LoyalFans 1 year ago

Kate Rhoades Private Show

59% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 8 months ago

Mandy Lov Private Show

Mandy Lov Private Show

Camster 4 days ago

Samantha Fiire Private Show

HD 2:00 / 23:49

Samantha Fiire Private Show

Camster 1 day ago

... - Part 3

56% 4K 2:00 / 4:53

Flirt4Free 1 month ago

Kate Rhoades Private Show

61% 4K 2:00 / 7:04

Kate Rhoades Private Show

Camster 8 months ago

STRAPON JOI: THROATFUCK&P3G‼️‼️‼️5min

STRAPON JOI: THROATFUCK&P3G‼️‼️‼️5min

LoyalFans 2 weeks ago

Kate Rhoades Private Show

56% 4K 2:00 / 11:18

Kate Rhoades Private Show

Flirt4Free 8 months ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 5 days ago

Emmalee Jones Takes Bbc

Emmalee Jones Takes Bbc

Camster 9 months ago

Charlotte Flexes Naked

69% HD 2:00 / 3:51

Charlotte Flexes Naked

Flirt4Free 9 years ago

The Honey Pot Part 2

The Honey Pot Part 2

LoyalFans 5 months ago

Ares & Adara Private Show

54% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Satin Scarf Lover and Cumming on a Shiny Satin Scarf, Lady Victoria Valente

HD 0:39 / 10:35

Satin Scarf Lover and Cumming on a Shiny Satin Scarf, Lady Victoria Valente

FapHouse 3 months ago

Andi James MILF Black Balling With Cuckold

68% HD 1:01 / 25:52

Andi James MILF Black Balling With Cuckold

FapHouse 3 years ago

POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream

POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream

XHamster 8 months ago

Little Sissy

Premium VR 15:04

SexLikeReal 7 months ago

Sissy Feminization, Taping and Tucking Instruction.

Sissy Feminization, Taping and Tucking Instruction.

VivaTube 3 years ago

Emmalee Jones Party on Apr 13, 2026 - Part 3

66% 4K 2:00 / 34:14

Emmalee Jones Party on Apr 13, 2026 - Part 3

Flirt4Free 3 months ago

Femdom Sissy Anal Training: Cum in Your Cage CEI

47% HD 1:01 / 11:10

Femdom Sissy Anal Training: Cum in Your Cage CEI

FapHouse 3 months ago

Emily & Stesha Private Show

72% 4K 2:00 / 8:54

Emily & Stesha Private Show

Flirt4Free 4 months ago

Camilla Polls Private Show

64% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 1 month ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Camster 5 months ago

Helena Red Private Show

64% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

Vends-ta-culotte - Gorgeous luscious French brunette gives you a good lesson of anal training

Vends-ta-culotte - Gorgeous luscious French brunette gives you a good lesson of anal training

XHamster 4 months ago

NEW BISEXUAL CUM CHALLENGE WITH METRONOME BEAT

NEW BISEXUAL CUM CHALLENGE WITH METRONOME BEAT

Pornzona 4 days ago

Angelica Swiss Party on Jul 4, 2026 - Part 3

HD 2:00 / 29:10

Angelica Swiss Party on Jul 4, 2026 - Part 3

Camster 3 weeks ago

Real Tutorial on How to Eat a Pussy with Alpha Instructions

Real Tutorial on How to Eat a Pussy with Alpha Instructions

XHamster 1 month ago

Sissy Wife's First Anal JOI - Clara Dee JOI

Sissy Wife's First Anal JOI - Clara Dee JOI

XHamster 2 years ago

Mommy Enouragement CEI

Mommy Enouragement CEI

Eporner 6 months ago

Jhanne Cherry Private Show

47% 4K 2:00 / 5:43

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Isadora Dunkan Private Show

67% 4K 2:00 / 14:47

Isadora Dunkan Private Show

Flirt4Free 1 month ago

Emily & Stesha Private Show

55% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 5 months ago

Emily & Stesha Private Show

60% 4K 2:00 / 13:27

Emily & Stesha Private Show

Flirt4Free 6 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 9:06

Emily & Stesha Private Show

Camster 3 months ago

Reven Mayers Private Show

HD 2:00 / 25:58

Reven Mayers Private Show

Camster 1 week ago

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

Camster 1 year ago

Isadora Dunkan Private Show

61% 4K 2:00 / 9:26

Isadora Dunkan Private Show

Camster 1 week ago

Kandi More & Jamer Private Show

56% HD 2:00 / 5:32

Kandi More & Jamer Private Show

Flirt4Free 3 years ago

Emily & Stesha Private Show

54% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 7 months ago

Mandy Lov Private Show

Mandy Lov Private Show

Camster 2 weeks ago

Manu Eyngri Private Show

HD 2:00 / 27:08

Manu Eyngri Private Show

Camster 2 weeks ago

Mia Califa Private Show

Mia Califa Private Show

Camster 1 week ago

Mandy Lov Private Show

Mandy Lov Private Show

Camster 2 days ago

Abril Newton Private Show

58% HD 2:00 / 16:26

Abril Newton Private Show

Flirt4Free 11 months ago

Clitty Dick Man Pussy Transformation SPH JOI

Clitty Dick Man Pussy Transformation SPH JOI

Pornfact 2 weeks ago

Bombshell Nikki Private Show

Bombshell Nikki Private Show

Camster 12 years ago

Jhanne Cherry Private Show

67% 4K 2:00 / 7:01

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Isadora Dunkan Private Show

4K 2:00 / 16:04

Isadora Dunkan Private Show

Flirt4Free 6 days ago

Emily & Stesha Private Show

53% 4K 2:00 / 9:06

Emily & Stesha Private Show

Flirt4Free 3 months ago

Cataleya Kirk Private Show

4K 2:00 / 24:58

Cataleya Kirk Private Show

Camster 1 week ago

Isadora Dunkan Private Show

4K 2:00 / 16:04

Isadora Dunkan Private Show

Camster 6 days ago

U'll Be Her Faggot Bitch

U'll Be Her Faggot Bitch

FreePorn8 1 year ago

Kate Rhoades Private Show

54% 4K 2:00 / 8:20

Kate Rhoades Private Show

Flirt4Free 8 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 21:30

Emily & Stesha Private Show

Camster 3 months ago

Vicki Vale Private Show

4K 2:00 / 29:40

Vicki Vale Private Show

Camster 4 days ago

Audrey Royal Creampie Cuckold

Audrey Royal Creampie Cuckold

XHamster 1 year ago

Abril Newton Private Show

55% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 11 months ago

Lily Johanson Private Show

63% HD 2:00 / 6:20

Lily Johanson Private Show

Camster 1 week ago

Amber Fletcher Private Show

61% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Camila Prieto Private Show

Camila Prieto Private Show

Camster 11 months ago

Sandra Kim Private Show

Sandra Kim Private Show

Camster 5 years ago

Sheela Sinner the Jerkoff Humiliation Cum Eating Instructions

Sheela Sinner the Jerkoff Humiliation Cum Eating Instructions

XHamster 4 months ago

Angelica Swiss Party on Jul 9, 2026 - Part 2

HD 2:00 / 2:28:39

Angelica Swiss Party on Jul 9, 2026 - Part 2

Flirt4Free 2 weeks ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 1 week ago

Manu Eyngri Private Show

4K 2:00 / 28:43

Manu Eyngri Private Show

Camster 1 week ago

April Benson Private Show

53% HD 2:00 / 14:52

April Benson Private Show

Flirt4Free 2 years ago

Mandy Lov Private Show

4K 2:00 / 15:40

Mandy Lov Private Show

Camster 1 week ago

Emmalee Jones Loves Giving Pov Head and then Getting Fucked

Emmalee Jones Loves Giving Pov Head and then Getting Fucked

Camster 9 months ago

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