Sissy Instructions - Sex Videos (102,925)

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

The bed squeaks cuckold

The bed squeaks cuckold

XHamster 2 weeks ago

Cuckold saw his lovely wife gagging on a humongous black dick

Cuckold saw his lovely wife gagging on a humongous black dick

XHamster 1 month ago

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

51% HD 0:39 / 27:43

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

FapHouse 7 months ago

Natalie Monroe's Cuckold Faces the Small Sad Truth

Natalie Monroe's Cuckold Faces the Small Sad Truth

XHamster 2 months 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 9 months ago

The bed squeaks cuckold

The bed squeaks cuckold

XHamster 1 month ago

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

XHamster 3 days 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 11 months ago

Angelica Swiss Party on Oct 21, 2025

61% 4K 2:00 / 2:03:16

Angelica Swiss Party on Oct 21, 2025

Flirt4Free 11 months ago

Anissa Kate teaches us cuckolds always share

56% HD 1:01 / 24:57

Anissa Kate teaches us cuckolds always share

FapHouse 4 years ago

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

52% HD 1:01 / 33:15

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

FapHouse 2 months ago

Sissy Cumslut for Asian Homewrecker CEI

53% HD 0:29 / 19:57

Sissy Cumslut for Asian Homewrecker CEI

IWantClips 1 year ago

Jhanne Cherry Private Show

52% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Viky & Mateo Private Show

55% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 8 months ago

Allie Haze Tells Her Cuckold to Lick That Dick

Allie Haze Tells Her Cuckold to Lick That Dick

XHamster 3 days ago

Tia Cyrus Has a Cuckold That Just Wants to Watch

Tia Cyrus Has a Cuckold That Just Wants to Watch

XHamster 10 months ago

TASTE TEST - JOI CEI

TASTE TEST - JOI CEI

XHamster 2 years ago

Elizabeth Whiler Private Show

52% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 4 years ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 3 months ago

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

63% HD 0:39 / 34:05

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

FapHouse 4 years ago

Avery Cristy's cuckold surprise

Avery Cristy's cuckold surprise

XHamster 2 months ago

Kacey Villainess Gets Fucked by a Black Bull While Her Cuckold Jerks off in the Corner

Kacey Villainess Gets Fucked by a Black Bull While Her Cuckold Jerks off in the Corner

XHamster 3 weeks ago

Fallon West Gives Her Cuckold a Snowball He Will Not Forget

Fallon West Gives Her Cuckold a Snowball He Will Not Forget

XHamster 1 month ago

Nicole Ferrera's Cuckold Takes Her to Dinner but Soon He Realizes Cock Is on His Menu

60% HD 0:39 / 21:09

Nicole Ferrera's Cuckold Takes Her to Dinner but Soon He Realizes Cock Is on His Menu

FapHouse 5 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 2 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 2 months ago

Tara Lynn Foxx buys a home and her cuckold pays the interest

Tara Lynn Foxx buys a home and her cuckold pays the interest

XHamster 2 weeks ago

Diamond Monrow's Cuckold Has a College Friend That Came to Visit

Diamond Monrow's Cuckold Has a College Friend That Came to Visit

XHamster 6 months ago

Tiny Blonde Rubbing Her Clit Hard and Fast

48% HD 2:00 / 4:07

Tiny Blonde Rubbing Her Clit Hard and Fast

Flirt4Free 9 years ago

$Katharine Kane\'s Handcuffed Blowjob$ 64% HD 2:00 / 19:35

Katharine Kane\'s Handcuffed Blowjob

Flirt4Free 9 years ago

Scarlett Fay's Cuckold Knows She Will Always Come Home

67% 1:01 / 26:43

Scarlett Fay's Cuckold Knows She Will Always Come Home

FapHouse 7 months ago

Sexy Asian Mistress Dominates You

66% 0:39 / 11:30

Sexy Asian Mistress Dominates You

FapHouse 3 months ago

Natalie Monroe's Cuckold Faces the Small Sad Truth

Natalie Monroe's Cuckold Faces the Small Sad Truth

XHamster 5 months ago

Jhanne Cherry Private Show

47% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Kate England Hot Wife Cuckolding and Gives Husband a Snowball

Kate England Hot Wife Cuckolding and Gives Husband a Snowball

XHamster 1 week ago

Jhanne Cherry Private Show

55% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

52% HD 2:00 / 8:21

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Aiden Aspen Has a Cuckold That Whines Like a Little Puppy

Aiden Aspen Has a Cuckold That Whines Like a Little Puppy

XHamster 2 months ago

Emily & Stesha Private Show

47% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 9 months ago

Emily & Stesha Private Show

4K 2:00 / 12:14

Emily & Stesha Private Show

Flirt4Free 5 months 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 2 months 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

Phoenix Askani Shows Her Cuckold the Best Part of Chugging a Cock

Phoenix Askani Shows Her Cuckold the Best Part of Chugging a Cock

XHamster 3 weeks ago

Jhanne Cherry Private Show

58% 4K 2:00 / 21:44

Jhanne Cherry Private Show

Flirt4Free 1 year 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 6 months ago

Ela Darling Is in Total Control of Her Cuckold Husband

67% HD 1:01 / 23:08

Ela Darling Is in Total Control of Her Cuckold Husband

FapHouse 4 months ago

Electra Joness Party on Apr 13, 2026 - Part 3

57% 4K 2:00 / 1:00:15

Electra Joness Party on Apr 13, 2026 - Part 3

Flirt4Free 5 months ago

Jhanne Cherry Private Show

51% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year 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 9 months ago

Ela Darling Is in Total Control of Her Cuckold Husband

Ela Darling Is in Total Control of Her Cuckold Husband

XHamster 2 months ago

Jen Holly Private Show

54% HD 2:00 / 8:35

Jen Holly Private Show

Flirt4Free 1 year ago

Creamy Nut Bar

XHamster 1 month ago

Ruth Oliver Private Show

67% 4K 2:00 / 18:06

Ruth Oliver Private Show

Flirt4Free 4 months ago

Zoey Evans Private Show

HD 2:00 / 13:29

Zoey Evans Private Show

Flirt4Free 1 week ago

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

60% HD 0:39 / 33:15

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

FapHouse 2 months ago

Mommy Enouragement CEI

Mommy Enouragement CEI

Eporner 9 months ago

POV JOI vol 3

XHamster 2 years ago

Viuda Nagra Private Show

52% HD 2:00 / 52:49

Viuda Nagra Private Show

Flirt4Free 5 years ago

Emily & Stesha Private Show

53% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 8 months ago

Avery Cristy's cuckold surprise

61% HD 1:01 / 31:10

Avery Cristy's cuckold surprise

FapHouse 4 years ago

Iris Rose Has a Cuckold and Big Black Bull

Iris Rose Has a Cuckold and Big Black Bull

XHamster 4 days ago

Camilla Polls Private Show

55% 4K 2:00 / 5:37

Camilla Polls Private Show

Flirt4Free 1 year ago

The Sissy Cum Eating Whore Game

The Sissy Cum Eating Whore Game

XHamster 4 months ago

JOI stepdaughter rubs wet pussy in stepdaddy fantasy

JOI stepdaughter rubs wet pussy in stepdaddy fantasy

Some.Porn 2 years ago

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

68% HD 0:10 / 9:20

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

LoyalFans 1 month ago

Amelia Sweety Private Show

HD 2:00 / 11:32

Amelia Sweety Private Show

Flirt4Free 6 days ago

Torri Texass Private Show

4K 2:00 / 33:44

Torri Texass Private Show

Flirt4Free 1 year ago

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

Hazel Moore Decides She Likes Black Dick Better Than Her White Cuckold Husband's

XHamster 5 months ago

ANAL INSTRUCTING ASSGASM

ANAL INSTRUCTING ASSGASM

Amateur8 2 years ago

Your Fresh Life as a Serf - first Instructions, Chastity & Boot Worship - Headmistress Julia

Your Fresh Life as a Serf - first Instructions, Chastity & Boot Worship - Headmistress Julia

PornFreeNow 3 days ago

Cock-Sucking Contract

51% HD 0:10 / 16:53

Cock-Sucking Contract

LoyalFans 10 months ago

Jade Nile Is a Love Doctor but Her Cuckold Still Can't Fuck Her Good

Jade Nile Is a Love Doctor but Her Cuckold Still Can't Fuck Her Good

XHamster 1 month ago

Ares & Adara Private Show

48% HD 2:00 / 20:07

Ares & Adara Private Show

Flirt4Free 2 years ago

Reven Mayers Private Show

Reven Mayers Private Show

Flirt4Free 3 days ago

Alison Rey taking big black cock

Alison Rey taking big black cock

XHamster 2 months ago

Angelina Chung Caught Her Cuckold Jerking off

Angelina Chung Caught Her Cuckold Jerking off

XHamster 1 month ago

Chloe Cherry and black cock cuckolding

Chloe Cherry and black cock cuckolding

XHamster 8 months ago

Chloe Riveiro Private Show

Chloe Riveiro Private Show

Flirt4Free 3 days ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Helena Red Private Show

64% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 4 years ago

April Benson Private Show

53% HD 2:00 / 14:52

April Benson Private Show

Flirt4Free 2 years ago

Zoey Evans Private Show

64% HD 2:00 / 48:47

Zoey Evans Private Show

Flirt4Free 2 years ago

Abril Newton Private Show

46% 4K 2:00 / 6:08

Abril Newton Private Show

Flirt4Free 1 year ago

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

64% HD 1:01 / 27:43

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

FapHouse 7 months ago

Reven Mayers Private Show

Reven Mayers Private Show

Flirt4Free 6 days ago

Ashley Ness Private Show

Ashley Ness Private Show

Flirt4Free 2 months ago

VIII. Triangulation or Cuckolded Husband Blindfolded Must Suck Dick and Must Eat the Others Cum Extreme Female Domination MALE SUBMISSIVE MALE CUM SWALLOWERS HUMILIATION BISEXUAL ENCOURAGEMENT MALE DEEP THROAT THREESOMES I. STELLAR MILF POV 720p HD

HD 0:39 / 18:40

VIII. Triangulation or Cuckolded Husband Blindfolded Must Suck Dick and Must Eat the Others Cum Extreme Female Domination MALE SUBMISSIVE MALE CUM SWALLOWERS HUMILIATION BISEXUAL ENCOURAGEMENT MALE DEEP THROAT THREESOMES I. STELLAR MILF POV 720p HD

Clips4sale 1 week ago

Humiliating Tasks for Diaper Sissies! POV Instructions

76% HD 0:51 / 16:14

Humiliating Tasks for Diaper Sissies! POV Instructions

Clips4sale 10 months ago

Fierce Femdom BJ & Anal Training for Submissive Sissy

Fierce Femdom BJ & Anal Training for Submissive Sissy

Jizzberry 5 years ago

Knockin Da Boots All Night Long

52% 4K 2:00 / 22:35

Knockin Da Boots All Night Long

Flirt4Free 4 months ago

Cuckold Sucks Bimbos BBC with CEI

4K 0:09 / 10:25

Cuckold Sucks Bimbos BBC with CEI

Clips4sale 3 years ago

ANAL INSTRUCTING ASSGASM

ANAL INSTRUCTING ASSGASM

BigTitsLust 2 years ago

Femdom Asshole Instruction JOI - Taste Your Own Arse - Goddess Alexa

Femdom Asshole Instruction JOI - Taste Your Own Arse - Goddess Alexa

KAMS 1 year ago

Sissy Feminization, Taping and Tucking Instruction.

Sissy Feminization, Taping and Tucking Instruction.

VivaTube 4 years ago

Andi James MILF Black Balling With Cuckold

Andi James MILF Black Balling With Cuckold

XHamster 8 months ago

Sissy Wench, are U ready to be Fucked by your Female-taskmaster Girlfriend? JOI & CEI POV

Sissy Wench, are U ready to be Fucked by your Female-taskmaster Girlfriend? JOI & CEI POV

Dafreeporn 5 months ago

Scarlett Fay's Cuckold Knows She Will Always Come Home

Scarlett Fay's Cuckold Knows She Will Always Come Home

XHamster 5 months ago

Long Distance Anal Virgin GFE Part 2

HD 0:27 / 10:35

Long Distance Anal Virgin GFE Part 2

Clips4sale 1 year ago

Sissy Cum in Chastity - Suspended by Hook

Sissy Cum in Chastity - Suspended by Hook

XHamster 3 months ago

MISTRESS MOROZOV - Sissy Slave's Last Ever Orgasm

Premium HD 18:30

MISTRESS MOROZOV - Sissy Slave's Last Ever Orgasm

Clips4sale 1 week ago

Jen Holly Private Show

52% HD 2:00 / 15:33

Jen Holly Private Show

Flirt4Free 1 year ago

Sissy Slut Instruction (compilation, Pegging, Self Sucking, Cum Eating)

Sissy Slut Instruction (compilation, Pegging, Self Sucking, Cum Eating)

AbXXX 1 month ago

The Biggest Sissy Load and Snowball

52% HD 0:15 / 13:49

The Biggest Sissy Load and Snowball

IWantClips 2 years ago

Bella Brookz Private Show

52% HD 2:00 / 11:32

Bella Brookz Private Show

Flirt4Free 3 years ago

you'll do anything for Me! remastered: A POV with Matriarch Ezada Sinn

68% HD 0:11 / 14:57

you'll do anything for Me! remastered: A POV with Matriarch Ezada Sinn

Clips4sale 1 year ago

Mafe Flex & Sebastiaan Private Show

57% 4K 2:00 / 42:35

Mafe Flex & Sebastiaan Private Show

Flirt4Free 9 months ago

Bondage Show

54% HD 2:00 / 36:00

Flirt4Free 2 years ago

Emily & Stesha Private Show

52% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 8 months ago

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

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

XHamster 3 weeks ago

Mistress Sissy Training Humiliation JOI

Mistress Sissy Training Humiliation JOI

Eporner 3 years ago

Making StepBro My Step-Sissy: StepMom Finds Out Pt 2 Feat Aria Nicole 4K

4K 0:18 / 10:02

Making StepBro My Step-Sissy: StepMom Finds Out Pt 2 Feat Aria Nicole 4K

Clips4sale 8 months ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

XHamster 1 year ago

Katharine Cane Party on Sep 28, 2026 - Part 2

4K 2:00 / 31:29

Katharine Cane Party on Sep 28, 2026 - Part 2

Camster 1 week ago

Elizabeth Whiler Private Show

48% HD 2:00 / 8:57

Elizabeth Whiler Private Show

Flirt4Free 3 years 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 10 months ago

Emily & Stesha Private Show

49% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 8 months ago

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

Sissy feminization, anal training, CEI cum eating instruction (Arya Grander) - FemDom

XHamster 2 weeks ago

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

52% HD 1:01 / 19:18

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

FapHouse 9 months ago

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