Sissy Instructions (29,476)

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

Abril Newton Private Show

62% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 10 months ago

Adara Smith & Elver Rodriguez Private Show

69% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 2 years ago

Jhanne Cherry Private Show

47% 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

53% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 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

Andi James MILF Black Balling With Cuckold

Andi James MILF Black Balling With Cuckold

XHamster 5 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

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

Jhanne Cherry Private Show

52% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year 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

Emily & Stesha Private Show

56% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 7 months ago

... - Part 3

58% 4K 2:00 / 4:53

Camster 1 month 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

Femdom POV Sissy Training Pleasure Him

46% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Femdom POV Sissy Training Pleasure Him

52% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 10 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

Emily & Stesha Private Show

53% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 7 months ago

Amber Fletcher Private Show

61% HD 2:00 / 5:11

Amber Fletcher Private Show

Camster 1 year ago

Audrey Royal Creampie Cuckold

63% HD 0:39 / 30:52

Audrey Royal Creampie Cuckold

FapHouse 1 year 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

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 weeks ago

Abril Newton Private Show

61% 4K 2:00 / 11:48

Abril Newton Private Show

Camster 1 year ago

STRAPON JOI: THROATFUCK&P3G‼️‼️‼️5min

STRAPON JOI: THROATFUCK&P3G‼️‼️‼️5min

LoyalFans 2 weeks ago

Jhanne Cherry Private Show

60% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 11 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

Sissy Anal JOI

66% HD 0:39 / 7:41

FapHouse 2 years 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 4 weeks ago

Vends-ta-culotte - Rough jerk off instructions for submissive man by a French dominatrix

Vends-ta-culotte - Rough jerk off instructions for submissive man by a French dominatrix

XHamster 3 days ago

Kate Rhoades Private Show

61% 4K 2:00 / 7:04

Kate Rhoades Private Show

Camster 8 months ago

Emily & Stesha Private Show

72% 4K 2:00 / 8:54

Emily & Stesha Private Show

Flirt4Free 4 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

Vicki Vale Private Show

69% 4K 2:00 / 8:46

Vicki Vale Private Show

Camster 1 week ago

Manu Eyngri Private Show

4K 2:00 / 28:43

Manu Eyngri Private Show

Camster 1 week ago

Kate Rhoades Private Show

53% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 8 months ago

Audrey Royal Creampie Cuckold

65% HD 1:01 / 30:52

Audrey Royal Creampie Cuckold

FapHouse 1 year ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Camster 5 months 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

Camilla Polls Private Show

57% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 1 month ago

Kate Rhoades Private Show

56% 4K 2:00 / 11:18

Kate Rhoades Private Show

Flirt4Free 8 months ago

Ares & Adara Private Show

47% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 1 year ago

Anal Training, Learning

HD 0:39 / 19:30

Anal Training, Learning

FapHouse 7 months ago

Ares & Adara Private Show

54% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 7 months 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

Isadora Dunkan Private Show

4K 2:00 / 16:04

Isadora Dunkan 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

Manu Eyngri Private Show

Manu Eyngri Private Show

Camster 1 week ago

Jhanne Cherry Private Show

61% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Alesia Sin Party on Jul 26, 2026 - Part 3

4K 2:00 / 2:16:29

Alesia Sin Party on Jul 26, 2026 - Part 3

Camster 1 day ago

Samantha Fiire Private Show

HD 2:00 / 23:49

Samantha Fiire Private Show

Camster 3 days ago

Chelsea Roset Private Show

56% HD 2:00 / 26:30

Chelsea Roset Private Show

Flirt4Free 2 years ago

Charlotte Texas Private Show

HD 2:00 / 13:28

Charlotte Texas Private Show

Flirt4Free 3 years ago

Charlotte Flexes Naked

69% HD 2:00 / 3:51

Charlotte Flexes Naked

Flirt4Free 9 years ago

Kamiila & Dimitry Rolex Private Show - Part 4

61% 4K 2:00 / 4:29

Kamiila & Dimitry Rolex Private Show - Part 4

Camster 4 days ago

Kiara Lovee Private Show

Kiara Lovee Private Show

Camster 2 years ago

JOI for Anal CEI Ashley Sinclair

53% HD 1:01 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 3 months ago

Emmalee Jones Sucks and Fucks in Fuzzy Socks

67% 4K 2:00 / 7:29

Emmalee Jones Sucks and Fucks in Fuzzy Socks

Flirt4Free 11 months ago

Pussy Eating Sissy (with CEI)

56% HD 1:01 / 10:01

Pussy Eating Sissy (with CEI)

FapHouse 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

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

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 1 week ago

Mandy Lov Private Show

Mandy Lov Private Show

Camster 6 days ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 1 week ago

Emmalee Jones Takes Bbc

66% 4K 2:00 / 6:28

Emmalee Jones Takes Bbc

Camster 10 months ago

Emily & Stesha Private Show

68% 4K 2:00 / 15:23

Emily & Stesha Private Show

Flirt4Free 5 months ago

Little Sissy

Premium VR 15:04

SexLikeReal 7 months ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year 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 3 months ago

Sissy Wife's First Anal JOI - Clara Dee JOI

Sissy Wife's First Anal JOI - Clara Dee JOI

XHamster 2 years ago

PROFOUND BUTTHOLE TRAINING FemDom Bi Encouragement Non Humiliation Jerk Away Instruction Mommy Strap Upon POV

PROFOUND BUTTHOLE TRAINING FemDom Bi Encouragement Non Humiliation Jerk Away Instruction Mommy Strap Upon POV

KAMS 1 year 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

Slave Training 106: Milking One Drop Femdom Female-dom-whore Hasmik JOI

Slave Training 106: Milking One Drop Femdom Female-dom-whore Hasmik JOI

PornFreeNow 8 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 21:30

Emily & Stesha Private Show

Camster 3 months ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Camster 7 months ago

Isadora Dunkan Private Show

4K 2:00 / 16:04

Isadora Dunkan Private Show

Flirt4Free 1 week ago

Sissy Wife Gets Facefucked with a Strapon POV

Sissy Wife Gets Facefucked with a Strapon POV

XHamster 2 years 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

Emily & Stesha Private Show

60% 4K 2:00 / 13:27

Emily & Stesha Private Show

Flirt4Free 6 months ago

Kamiila & Dimitry Rolex Private Show - Part 4

63% 4K 2:00 / 4:29

Kamiila & Dimitry Rolex Private Show - Part 4

Flirt4Free 4 days ago

Isadora Dunkan Private Show

67% 4K 2:00 / 14:47

Isadora Dunkan Private Show

Flirt4Free 1 month ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year 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

Ares & Adara Private Show

HD 2:00 / 16:53

Ares & Adara Private Show

Camster 1 year ago

Abril Newton Private Show

58% HD 2:00 / 16:26

Abril Newton Private Show

Flirt4Free 11 months ago

Mommy Enouragement CEI

Mommy Enouragement CEI

Eporner 6 months ago

Jhanne Cherry Private Show

67% 4K 2:00 / 7:01

Jhanne Cherry Private Show

Flirt4Free 1 year ago

... - Part 3

56% 4K 2:00 / 4:53

Flirt4Free 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 1 month ago

Zara Rousse Private Show

4K 2:00 / 30:44

Zara Rousse Private Show

Camster 6 months ago

Wellie Wanker (1080 HD)

69% HD 0:30 / 9:25

Wellie Wanker (1080 HD)

Clips4sale 1 year ago

Isadora Dunkan Private Show

61% 4K 2:00 / 9:26

Isadora Dunkan Private Show

Camster 1 week ago

Kate Rhoades Private Show

54% 4K 2:00 / 8:20

Kate Rhoades Private Show

Flirt4Free 8 months ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 11 months ago

Emily & Stesha Private Show

55% 4K 2:00 / 22:27

Emily & Stesha Private Show

Flirt4Free 3 months ago

Abril Newton Private Show

4K 2:00 / 12:56

Abril Newton Private Show

Camster 10 months ago

Jhanne Cherry Private Show

72% HD 2:00 / 9:20

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jessie Evans Private Show

65% 4K 2:00 / 8:37

Jessie Evans Private Show

Camster 2 days ago

Helena Red Private Show

65% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

Reven Mayers Private Show

Reven Mayers Private Show

Camster 2 days ago

The Bimbofication Serum

64% HD 0:10 / 16:32

The Bimbofication Serum

LoyalFans 3 years ago

Swallow Your Cum, Sperm Slut!

Swallow Your Cum, Sperm Slut!

XHamster 7 months ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year ago

Fucking My Pussy Hard

52% 4K 2:00 / 5:10

Fucking My Pussy Hard

Camster 2 years ago

Satin silk panty jerk off encouragement

72% 0:30 / 7:19

Satin silk panty jerk off encouragement

Clips4sale 1 year ago

Camilla Polls Private Show

64% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 1 month ago

Abril Newton Private Show

55% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 11 months 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

U'll Be Her Faggot Bitch

U'll Be Her Faggot Bitch

FreePorn8 1 year ago

Jhanne Cherry Private Show

55% HD 2:00 / 5:01

Jhanne Cherry Private Show

Camster 10 months ago

Lily Johanson Private Show

Lily Johanson Private Show

Camster 4 days ago

Abril Newton Private Show

54% 4K 2:00 / 11:48

Abril Newton Private Show

Flirt4Free 1 year ago

Do You Like It Better, Fingers in the Ass or a Big Toy?

59% HD 2:00 / 9:58

Do You Like It Better, Fingers in the Ass or a Big Toy?

Flirt4Free 2 years ago

Cataleya Kirk Private Show

4K 2:00 / 24:58

Cataleya Kirk Private Show

Camster 1 week ago

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