Sissy Instructions (101,749)

The best and newest sissy instructions videos

Bi Humiliation & Cum Clean up with a Female Audience

51% 1:01 / 8:42

Bi Humiliation & Cum Clean up with a Female Audience

FapHouse 1 year ago

Katharine Cane Party on Jul 6, 2026 - Part 2

46% 4K 2:00 / 6:32

Katharine Cane Party on Jul 6, 2026 - Part 2

Flirt4Free 2 months ago

Natalie Monroe's Cuckold Faces the Small Sad Truth

Natalie Monroe's Cuckold Faces the Small Sad Truth

XHamster 1 month ago

Jack off Encouragement Session 2

Jack off Encouragement Session 2

XHamster 3 months ago

Gina Valentina's Cuckold Brings Home a Famous Artist and She Wants to Fuck Him While Her Cuckold Watches

Gina Valentina's Cuckold Brings Home a Famous Artist and She Wants to Fuck Him While Her Cuckold Watches

XHamster 4 months ago

Amber Sweeett Private Show

HD 2:00 / 17:11

Amber Sweeett Private Show

Flirt4Free 6 days ago

Elizabeth Whiler Private Show

47% HD 2:00 / 6:55

Elizabeth Whiler Private Show

Camster 3 years ago

POV JOI vol 3

XHamster 2 years ago

Monroe Fox Begs Her New Bull to Fuck Her Better Than Her Cuckold Ever Did

Monroe Fox Begs Her New Bull to Fuck Her Better Than Her Cuckold Ever Did

XHamster 10 months ago

CBT and Sissy Humiliation with Goddess Tangent and Lady Electra

CBT and Sissy Humiliation with Goddess Tangent and Lady Electra

Clips4sale 2 years ago

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

XXXShake 3 years ago

Cumslut Humiliation CEI

Cumslut Humiliation CEI

Eporner 8 months ago

Bella Brookz Private Show

55% HD 2:00 / 5:11

Bella Brookz Private Show

Flirt4Free 2 years ago

Viky & Mateo Private Show

50% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 8 months ago

Bella Brookz Private Show

52% HD 2:00 / 7:57

Bella Brookz Private Show

Flirt4Free 3 years ago

Eden Adams Has a Cuckold That Is Broke, so Now He Has to Pay in a Different Way

63% HD 1:01 / 27:43

Eden Adams Has a Cuckold That Is Broke, so Now He Has to Pay in a Different Way

FapHouse 6 months ago

Bella Brookz Private Show

62% HD 2:00 / 14:02

Bella Brookz Private Show

Camster 3 years ago

NEW - Training You to Suck Cock So I Can Whore You Out, Phillip

69% HD 0:10 / 9:20

NEW - Training You to Suck Cock So I Can Whore You Out, Phillip

LoyalFans 2 weeks ago

Cum Like A Girl

51% HD 0:21 / 14:07

Cum Like A Girl

IWantClips 3 years ago

Bella Brookz Private Show

45% HD 2:00 / 14:02

Bella Brookz Private Show

Flirt4Free 3 years ago

CBT Anal Slut HD

66% HD 0:25 / 13:07

CBT Anal Slut HD

Clips4sale 3 years 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

Jhanne Cherry Private Show

61% HD 2:00 / 19:58

Jhanne Cherry Private Show

Camster 11 months ago

Bella Brookz Private Show

52% HD 2:00 / 11:32

Bella Brookz Private Show

Flirt4Free 3 years ago

When Gia married white she married not dick size

When Gia married white she married not dick size

XHamster 4 weeks ago

Red Lips Tease and Pussyplay

61% 4K 2:00 / 10:06

Red Lips Tease and Pussyplay

Flirt4Free 3 years ago

Sissy Slut School Lesson 4 of 4: Anal Fisting in Chastity & Cum Eating Bimbofication with Mistress Stellina Obscura

Premium HD 18:47

Sissy Slut School Lesson 4 of 4: Anal Fisting in Chastity & Cum Eating Bimbofication with Mistress Stellina Obscura

Clips4sale 3 months ago

Sweet & Daaniel Private Show

63% HD 2:00 / 14:05

Sweet & Daaniel Private Show

Camster 2 months ago

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Mommy Enouragement CEI

Mommy Enouragement CEI

Eporner 8 months ago

Bella Brookz Private Show

49% HD 2:00 / 9:32

Bella Brookz Private Show

Flirt4Free 3 years 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 6 months ago

Emily & Stesha Private Show

57% 4K 2:00 / 7:33

Emily & Stesha Private Show

Camster 7 months ago

Alison Rey Needs Her Cuckold to Let Her Have a Fucking Good Time

Alison Rey Needs Her Cuckold to Let Her Have a Fucking Good Time

XHamster 6 months ago

Fufu Clip Task

59% HD 0:10 / 10:56

LoyalFans 2 years ago

Hailey Roses Private Show

57% HD 2:00 / 5:25

Hailey Roses Private Show

Flirt4Free 3 years ago

JOI for Anal CEI Ashley Sinclair

55% HD 0:39 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 4 months ago

Jen Holly Private Show

50% HD 2:00 / 8:35

Jen Holly Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

52% HD 2:00 / 4:44

Jhanne Cherry Private Show

Camster 11 months ago

Sissy Anal JOI

64% HD 0:39 / 7:41

FapHouse 2 years ago

Jen Holly Private Show

Jen Holly Private Show

Camster 1 year ago

Brittney & Elvis Private Show

58% HD 2:00 / 6:22

Brittney & Elvis Private Show

Flirt4Free 3 years ago

Nazanin Hunter Private Show

58% HD 2:00 / 8:38

Nazanin Hunter Private Show

Flirt4Free 3 years ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year ago

Lilly Wayne Private Show

Lilly Wayne Private Show

Camster 2 years ago

Helena Red Private Show

64% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

Cuckold saw his lovely wife gagging on a humongous black dick

Cuckold saw his lovely wife gagging on a humongous black dick

XHamster 3 weeks ago

$let\'s get naughty - Part 2$ 4K 2:00 / 4:52

let\'s get naughty - Part 2

Flirt4Free 1 month ago

Jen Holly Private Show

61% HD 2:00 / 7:30

Jen Holly Private Show

Camster 1 year ago

Jen Holly Private Show

72% HD 2:00 / 8:16

Jen Holly Private Show

Camster 1 year ago

Elizabeth Whiler Private Show

55% HD 2:00 / 13:42

Elizabeth Whiler Private Show

Camster 3 years ago

Kandi More & Jamer Private Show

57% HD 2:00 / 5:32

Kandi More & Jamer Private Show

Flirt4Free 3 years ago

10 Depraved Tasks No Limits - Femom POV

42% HD 1:01 / 14:02

10 Depraved Tasks No Limits - Femom POV

FapHouse 4 months ago

Jhanne Cherry Private Show

67% 4K 2:00 / 5:29

Jhanne Cherry Private Show

Camster 1 year ago

Jen Holly Private Show

66% HD 2:00 / 5:45

Jen Holly Private Show

Camster 1 year ago

Allison & Philipe Private Show

Allison & Philipe Private Show

Camster 3 years ago

Felicity Fantasy Private Show

HD 2:00 / 1:26:27

Felicity Fantasy Private Show

Camster 5 years ago

Reena Sky Brings a Black Stud Home for Her Cuckold to See

62% HD 1:01 / 33:15

Reena Sky Brings a Black Stud Home for Her Cuckold to See

FapHouse 1 month ago

Amber Fletcher Private Show

56% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Adara Smith & Elver Rodriguez Private Show

65% HD 2:00 / 8:21

Adara Smith & Elver Rodriguez Private Show

Camster 3 years ago

Angelica Swiss Party on Jul 4, 2026

69% HD 2:00 / 1:44:09

Angelica Swiss Party on Jul 4, 2026

Camster 2 months ago

Jhanne Cherry Private Show

66% 4K 2:00 / 10:08

Jhanne Cherry Private Show

Camster 1 year ago

Callie Cobra's Cuckold Never Has What It Takes to Go the Distance

Callie Cobra's Cuckold Never Has What It Takes to Go the Distance

XHamster 8 months ago

Elizabeth Whiler Private Show

37% HD 2:00 / 6:55

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Jada Doll Received a Meaty Black Dick and Then She Spit All the Cum in Her Cuckold's Mouth

Jada Doll Received a Meaty Black Dick and Then She Spit All the Cum in Her Cuckold's Mouth

XHamster 8 months ago

Avery Cristy's cuckold surprise

Avery Cristy's cuckold surprise

XHamster 1 month ago

Jen Holly Private Show

52% HD 2:00 / 4:27

Jen Holly Private Show

Camster 1 year ago

Jen Holly Private Show

67% HD 2:00 / 5:34

Jen Holly Private Show

Camster 1 year ago

Abril Newton Private Show

59% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 11 months ago

Wimps Can't Cum Without Humiliation (4KUHD MP4)

HD 0:30 / 17:17

Wimps Can't Cum Without Humiliation (4KUHD MP4)

Clips4sale 2 years ago

Cornelia Adams Private Show

69% HD 2:00 / 4:51

Cornelia Adams Private Show

Flirt4Free 7 months ago

Hayden Night Is Craving Black Dick After Yoga and Her Cuckold Cleans up Large Cum Load

Hayden Night Is Craving Black Dick After Yoga and Her Cuckold Cleans up Large Cum Load

XHamster 1 month ago

Viky & Mateo Private Show

55% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 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

Elizabeth Whiler Private Show

48% HD 2:00 / 9:53

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Junior & Brittney Private Show

58% HD 2:00 / 4:02

Junior & Brittney Private Show

Flirt4Free 2 years ago

Elizabeth Whiler Private Show

57% HD 2:00 / 6:03

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Femdom Makes Sissy Slut Cum with Facials

Femdom Makes Sissy Slut Cum with Facials

XXXShake 3 years ago

Viky & Mateo Private Show

60% HD 2:00 / 4:48

Viky & Mateo Private Show

Camster 8 months ago

Junior & Brittney Private Show

Junior & Brittney Private Show

Camster 2 years ago

DOMMY STEP-MOMMY

DOMMY STEP-MOMMY

Clips4sale 1 month ago

Viky & Mateo Private Show

57% HD 2:00 / 11:13

Viky & Mateo Private Show

Camster 8 months ago

Ares & Adara Private Show

61% HD 2:00 / 15:45

Ares & Adara Private Show

Camster 1 year ago

Cornelia Adams Private Show

51% HD 2:00 / 10:01

Cornelia Adams Private Show

Flirt4Free 3 months ago

Piggy smothered in cum - Miss Cherry - MP4 SD

Piggy smothered in cum - Miss Cherry - MP4 SD

Clips4sale 8 months ago

Diva Belle Private Show

64% HD 2:00 / 4:27

Diva Belle Private Show

Camster 2 months ago

Ares & Adara Private Show

54% HD 2:00 / 9:20

Ares & Adara Private Show

Flirt4Free 1 year ago

Your roomate makes you her slut (Femdom anal joi, assplay,ass fingering, feminization) - Sammy altham

Your roomate makes you her slut (Femdom anal joi, assplay,ass fingering, feminization) - Sammy altham

XHamster 1 month ago

Wet, Mess & Cum in Your Diaper, Sissy! POV

66% HD 0:43 / 14:32

Wet, Mess & Cum in Your Diaper, Sissy! POV

Clips4sale 1 year ago

Riley Nixon black cock creampie with her cuckold

Riley Nixon black cock creampie with her cuckold

XHamster 6 months ago

Hailey Roses Private Show

49% HD 2:00 / 13:45

Hailey Roses Private Show

Flirt4Free 2 years ago

Elizabeth Whiler Private Show

51% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Sandra Angell Private Show - Part 3

48% HD 2:00 / 43:27

Sandra Angell Private Show - Part 3

Flirt4Free 3 years ago

Reena Sky Brings a Black Stud Home for Her Cuckold to See

Reena Sky Brings a Black Stud Home for Her Cuckold to See

XHamster 1 month ago

Strip + Instructing you to CUM all over my Boobs😮‍💨🇮🇳

46% HD 0:10 / 5:16

Strip + Instructing you to CUM all over my Boobs😮‍💨🇮🇳

LoyalFans 1 year ago

Jen Holly Private Show

52% HD 2:00 / 4:45

Jen Holly Private Show

Flirt4Free 1 year ago

Hailey Roses Private Show

51% HD 2:00 / 24:20

Hailey Roses Private Show

Flirt4Free 3 years ago

Time out: Diapered and Tormented 720

52% HD 0:22 / 15:03

Time out: Diapered and Tormented 720

Clips4sale 3 years ago

Amelia Sweety Private Show

60% HD 2:00 / 4:47

Amelia Sweety Private Show

Flirt4Free 10 months ago

Andi James MILF Black Balling With Cuckold

Andi James MILF Black Balling With Cuckold

XHamster 7 months ago

Emily & Stesha Private Show

63% 4K 2:00 / 17:18

Emily & Stesha Private Show

Camster 4 months ago

I'll fuckin' help you become the sissy mega-slut you were meant to be, you fuckin' pixie! I'll guide you thru your fuckin' transformation and make you my lil' sissy bi-atch, you fuckin' faggot! (FEMINIZATION ROLEPLAY - AI GENER

I'll fuckin' help you become the sissy mega-slut you were meant to be, you fuckin' pixie! I'll guide you thru your fuckin' transformation and make you my lil' sissy bi-atch, you fuckin' faggot! (FEMINIZATION ROLEPLAY - AI GENER

HentaiGem 1 year ago

Jhanne Cherry Private Show

48% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Psychologic Rewiring her Raw Ride Clit Play JOI

Psychologic Rewiring her Raw Ride Clit Play JOI

AveXXX 2 months ago

Alexa Grace Has a Cuckold That Is Curious, but When He Starts to Complain She Puts That Black Cock Right in His Mouth

53% HD 1:01 / 25:56

Alexa Grace Has a Cuckold That Is Curious, but When He Starts to Complain She Puts That Black Cock Right in His Mouth

FapHouse 7 months ago

Iris Rose Has a Cuckold and Big Black Bull

66% HD 0:39 / 23:42

Iris Rose Has a Cuckold and Big Black Bull

FapHouse 6 days ago

Tia Cyrus Has a Cuckold That Just Wants to Watch

53% HD 1:01 / 30:02

Tia Cyrus Has a Cuckold That Just Wants to Watch

FapHouse 9 months ago

Brittney Banxxx, Only Wants to Hear, "as You Wish", From Her Cuckold

Brittney Banxxx, Only Wants to Hear, "as You Wish", From Her Cuckold

XHamster 5 months ago

Tia Cyrus Has a Cuckold That Just Wants to Watch

Tia Cyrus Has a Cuckold That Just Wants to Watch

XHamster 8 months ago

Nadia Nash Gives Her Cuckold a Dark Chocolate Treat

Nadia Nash Gives Her Cuckold a Dark Chocolate Treat

XHamster 1 week ago

Alison Rey taking big black cock

Alison Rey taking big black cock

XHamster 1 month ago

Valentina Nappi has a cuckold husband

51% 1:01 / 22:33

Valentina Nappi has a cuckold husband

FapHouse 4 years ago

Roommate transformed you in a sissy and fucked your virgin ass with a strap on (FEMINIZATION

Roommate transformed you in a sissy and fucked your virgin ass with a strap on (FEMINIZATION

PornoXO 1 year ago

Chloe Riveiro Private Show

4K 2:00 / 12:12

Chloe Riveiro Private Show

Flirt4Free 1 week ago

Gina Valentina's Cuckold Brings Home a Famous Artist and She Wants to Fuck Him While Her Cuckold Watches

Gina Valentina's Cuckold Brings Home a Famous Artist and She Wants to Fuck Him While Her Cuckold Watches

XHamster 1 month ago

Lets Have a Beverage and Explore the Silky Satin Fetish with Sissy Bruce

Lets Have a Beverage and Explore the Silky Satin Fetish with Sissy Bruce

XHamster 2 months ago

Kate England Hot Wife Cuckolding and Gives Husband a Snowball

Kate England Hot Wife Cuckolding and Gives Husband a Snowball

XHamster 3 weeks ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

XHamster 1 year ago

Ares & Adara Private Show

59% HD 2:00 / 4:42

Ares & Adara Private Show

Camster 1 year ago

$let\'s cum together - Part 5$ 63% 4K 2:00 / 4:52

let\'s cum together - Part 5

Camster 1 month ago

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