Ass Play Instruction Videos (147)

Foot Fetish CumStepping

Foot Fetish CumStepping

Clips4sale 11 months ago

futa gym owner shows off her huge cock and super strong ass - HD

57% HD 0:30 / 10:03

futa gym owner shows off her huge cock and super strong ass - HD

Clips4sale 4 years ago

Cuck, His BBC makes my Tummy Bulge - HD

59% HD 0:27 / 15:44

Cuck, His BBC makes my Tummy Bulge - HD

Clips4sale 1 year ago

Creampie Water: TS jerks off and cums in the Ocean (Underwater 4k)

59% 4K 0:23 / 16:14

Creampie Water: TS jerks off and cums in the Ocean (Underwater 4k)

Clips4sale 1 year ago

Why Are You Addicted to TS Cock

66% HD 0:11 / 7:42

Why Are You Addicted to TS Cock

Clips4sale 4 years ago

Smelly Butthole Slave Session HD

45% HD 0:23 / 21:07

Smelly Butthole Slave Session HD

Clips4sale 3 years ago

Erica Campbell Mean Cruel Belittlement JOI Role Playing with Girl Real Life Instructions! Leotard & Black Wolford Pantyhose! Love Doll Encouragement! “You are such a fucking loser!”

Erica Campbell Mean Cruel Belittlement JOI Role Playing with Girl Real Life Instructions! Leotard & Black Wolford Pantyhose! Love Doll Encouragement! “You are such a fucking loser!”

Clips4sale 2 months ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

55% HD 0:10 / 9:16

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

LoyalFans 1 year ago

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

49% HD 0:10 / 13:03

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

LoyalFans 5 months ago

Cuck, His BBC makes my Tummy Bulge - 4K

55% 4K 0:27 / 15:44

Cuck, His BBC makes my Tummy Bulge - 4K

Clips4sale 1 year ago

Futanari Office Boardroom Denial and JOI - Ft Imilia Audley

HD 0:31 / 20:12

Futanari Office Boardroom Denial and JOI - Ft Imilia Audley

Clips4sale 1 year ago

Sissy CEI off Dildo

63% HD 0:10 / 9:30

Sissy CEI off Dildo

LoyalFans 2 years ago

Bombshell Domino Presley Guides Your Hand in POV Jerk Off

Bombshell Domino Presley Guides Your Hand in POV Jerk Off

Clips 2 months ago

I see that you want my cock-Futanari JOI

I see that you want my cock-Futanari JOI

Clips4sale 5 years ago

Busty German Dominatrix Blondie Bombshell fucks her boytoy till he cums on her feet

55% 0:31 / 19:53

Busty German Dominatrix Blondie Bombshell fucks her boytoy till he cums on her feet

Clips4sale 2 years ago

The Weakness of a Sissy (mobile)

HD 0:18 / 13:31

The Weakness of a Sissy (mobile)

Clips4sale 3 years ago

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

63% HD 0:18 / 13:34

Sissygasm Precum CEI Sissy Slut Task 2 Feminization Sissification Training Blonde Femdom Mistress Emily Marilyn Encouraged Fem

Clips4sale 1 year ago

Your first Sissygasm

46% 0:15 / 9:04

Your first Sissygasm

Clips4sale 3 years ago

Guided Masturbation: Fuck My Trans Ass

Guided Masturbation: Fuck My Trans Ass

Clips4sale 2 years ago

Sissy Wife Eats My Bull's Cum Out of My Panties

HD 0:10 / 11:29

Sissy Wife Eats My Bull's Cum Out of My Panties

LoyalFans 3 months ago

Finish Quick, Sissy

HD 0:11 / 10:06

Finish Quick, Sissy

Clips4sale 4 years ago

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

47% 0:30 / 17:59

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

Clips4sale 1 year ago

Sissy CEI off Dildo

56% HD 0:27 / 9:29

Sissy CEI off Dildo

Clips4sale 2 years ago

Sissy Slut Spit Roast Practice – Pegging Anal Training JOI Feminization Masturbation Instructions by Goddess Nikki Kit

63% HD 0:10 / 10:14

Sissy Slut Spit Roast Practice – Pegging Anal Training JOI Feminization Masturbation Instructions by Goddess Nikki Kit

LoyalFans 7 months ago

Strap On GF and CEI Punishment

57% HD 0:11 / 11:59

Strap On GF and CEI Punishment

Clips4sale 4 years ago

Jerk Off at Work For Me

55% 0:30 / 16:57

Jerk Off at Work For Me

Clips4sale 1 year ago

Bi-Curious Boys

68% 0:29 / 18:01

Bi-Curious Boys

Clips4sale 2 years ago

Horny jerk off with masturbator

65% 0:30 / 11:06

Horny jerk off with masturbator

Clips4sale 1 year ago

Magically Changing Your Gender

Magically Changing Your Gender

Clips4sale 4 years ago

Lick My Futa Cum Feet

59% HD 0:11 / 6:56

Lick My Futa Cum Feet

Clips4sale 4 years ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

46% HD 0:10 / 9:40

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

LoyalFans 1 year ago

Ass Hooked and Face Fucked

Ass Hooked and Face Fucked

Clips4sale 8 months ago

Eddy and Coach Mike - educational, pussy eating, bareback

63% 0:30 / 45:05

Eddy and Coach Mike - educational, pussy eating, bareback

Clips4sale 1 year ago

Crossdresser Caught by Best Friend KINK FETISH

52% HD 0:28 / 19:09

Crossdresser Caught by Best Friend KINK FETISH

Clips4sale 4 years ago

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

41% HD 0:25 / 14:05

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 3 years ago

How To Dress (and Act) Like a Bimbo JOI

47% 0:59 / 8:56

How To Dress (and Act) Like a Bimbo JOI

Clips4sale 1 year ago

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

60% HD 0:27 / 4:01

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

Clips4sale 1 year ago

Evil SheMale Makes You Cum

45% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

CALL ME STEP-DADDY - PART 1

43% 0:30 / 9:59

CALL ME STEP-DADDY - PART 1

Clips4sale 2 years ago

Do You Want Suck Her Charmful Cock?

Do You Want Suck Her Charmful Cock?

Clips4sale 1 year ago

ENJOY BEING A SISSY

ENJOY BEING A SISSY

Clips4sale 1 year ago

Ella Nova's Pet (Subtitles)

41% 4K 0:43 / 46:13

Ella Nova's Pet (Subtitles)

Clips4sale 1 year ago

Futanari Pegging BJ Food Humiliation HD

51% HD 0:20 / 18:34

Futanari Pegging BJ Food Humiliation HD

Clips4sale 4 years ago

You Bet Your Ass (FULL HD)

48% HD 0:43 / 29:22

You Bet Your Ass (FULL HD)

Clips4sale 1 year ago

Submissive Training III

50% HD 0:10 / 10:29

Submissive Training III

LoyalFans 1 year ago

Futa Step Sister Was Caught and Cum Countdown!

64% 0:22 / 8:08

Futa Step Sister Was Caught and Cum Countdown!

Clips4sale 2 years ago

Extreme Futa Face Fuck and Pegging

HD 0:16 / 27:14

Extreme Futa Face Fuck and Pegging

Clips4sale 4 years ago

CONVERTING CURIOUS BOYS

CONVERTING CURIOUS BOYS

Clips4sale 2 years ago

Mira VS my cock in stroker (cumshots only)

Mira VS my cock in stroker (cumshots only)

Clips4sale 1 year ago

Dripping Sissy Slut

43% 0:24 / 16:20

Dripping Sissy Slut

Clips4sale 4 years ago

Submissive Training III

Submissive Training III

Clips4sale 1 year ago

You're My Sissy Wife Now - Clara Dee JOI

You're My Sissy Wife Now - Clara Dee JOI

Clips4sale 3 years ago

Slave To Futanari

HD 0:22 / 19:40

Slave To Futanari

Clips4sale 3 years ago

Sexy Young Trans Step Sister Takes a Break From Studying To Make You Cum JOI

4K 0:30 / 14:32

Sexy Young Trans Step Sister Takes a Break From Studying To Make You Cum JOI

Clips4sale 1 year ago

Trans Mistress Blowjob

HD 0:10 / 13:16

Trans Mistress Blowjob

LoyalFans 4 years ago

Futa Nurse Mutual JOI & Injection- MKV

Futa Nurse Mutual JOI & Injection- MKV

Clips4sale 2 years ago

Sissy Spitroast with Strap-On and Girldick

62% HD 0:30 / 15:02

Sissy Spitroast with Strap-On and Girldick

Clips4sale 4 years ago

Sissy play time - Part 2 – Wheelbarrow Spanking, Cock Caressing and Fingering copy

Sissy play time - Part 2 – Wheelbarrow Spanking, Cock Caressing and Fingering copy

Clips4sale 1 year ago

TS JOI Cum Control Bundle, Slut Training, Ass Tease & Cum Play (28 mins!)

TS JOI Cum Control Bundle, Slut Training, Ass Tease & Cum Play (28 mins!)

Clips4sale 1 year ago

Hex accepts his fate to become a slutty sissy maid (1080p)

56% HD 0:31 / 18:45

Hex accepts his fate to become a slutty sissy maid (1080p)

Clips4sale 1 year ago

CALL ME STEP-DADDY - PART 2

55% HD 0:10 / 12:15

CALL ME STEP-DADDY - PART 2

LoyalFans 2 years ago

Fire elf giving a oily footjob

HD 0:30 / 17:13

Fire elf giving a oily footjob

Clips4sale 2 years ago

Tied Clitty Ruined. Dildo-Stuffed. Agony Nipples

Tied Clitty Ruined. Dildo-Stuffed. Agony Nipples

Clips4sale 7 months ago

SNIFFING FUTA GOON SPIRAL

HD 0:10 / 19:44

SNIFFING FUTA GOON SPIRAL

LoyalFans 4 months ago

40cm Dildo Anal, Deepthroat, Ass to Mouth, Cum Eating (Shemale,Trans)

4K 0:18 / 18:55

40cm Dildo Anal, Deepthroat, Ass to Mouth, Cum Eating (Shemale,Trans)

Clips4sale 4 years ago

futa gym owner shows off her huge cock and super strong ass - SD - wmv

61% 0:30 / 10:03

futa gym owner shows off her huge cock and super strong ass - SD - wmv

Clips4sale 4 years ago

Futa Nurse Mutual JOI & Injection

Futa Nurse Mutual JOI & Injection

Clips4sale 2 years ago

The Interview Part 1 (WMV HD)

The Interview Part 1 (WMV HD)

Clips4sale 5 years ago

Beetlejuice pt 3

Beetlejuice pt 3

Clips4sale 1 year ago

Milking The Maid

70% HD 0:10 / 39:52

Milking The Maid

LoyalFans 1 year ago

Futanari Office Boardroom Denial and JOI - Ft Imilia Audley

HD 0:31 / 20:12

Futanari Office Boardroom Denial and JOI - Ft Imilia Audley

Clips4sale 1 year ago

Sissies Please Men ONLY

HD 0:29 / 11:17

Sissies Please Men ONLY

Clips4sale 2 months ago

Nurse Harlo Salem makes you stroke your cock, Joi cei Cum countdown

Nurse Harlo Salem makes you stroke your cock, Joi cei Cum countdown

Clips4sale 3 years ago

Sensual Massage and Fingering Trans Lesbian 4K

56% 4K 0:22 / 14:23

Sensual Massage and Fingering Trans Lesbian 4K

Clips4sale 4 years ago

TS Sissy Jenny follows the instructions of a video of her Master Full_Video

TS Sissy Jenny follows the instructions of a video of her Master Full_Video

Clips4sale 4 years ago

Sloppy Seconds: encouraged bi - POV - JOI - cum eating

51% 4K 0:30 / 15:33

Sloppy Seconds: encouraged bi - POV - JOI - cum eating

Clips4sale 4 years ago

Your Trans Date Will Fuck You in the Restaurant Restroom

47% 0:30 / 12:36

Your Trans Date Will Fuck You in the Restaurant Restroom

Clips4sale 1 year ago

Training his ass for the first time

Training his ass for the first time

Clips4sale 1 year ago

switchy sissy futa pegging and anal fuck CEI - SD

switchy sissy futa pegging and anal fuck CEI - SD

Clips4sale 3 years ago

switchy sissy futa pegging and anal fuck CEI - HD wmv

HD 0:25 / 13:19

switchy sissy futa pegging and anal fuck CEI - HD wmv

Clips4sale 3 years ago

The Weakness of a Sissy 720p wmv

68% HD 0:18 / 13:31

The Weakness of a Sissy 720p wmv

Clips4sale 3 years ago

Sissygasm instruction

55% HD 0:11 / 8:10

Sissygasm instruction

Clips4sale 3 years ago

Your Sissy Destiny - Sissification Encouragement Affirmation SD

Your Sissy Destiny - Sissification Encouragement Affirmation SD

Clips4sale 1 year ago

BBW Step-mom Finds You In Her Bedroom (JOI)

BBW Step-mom Finds You In Her Bedroom (JOI)

Clips4sale 3 months ago

Jerk Off With Me to Cum All Over Each Other

Jerk Off With Me to Cum All Over Each Other

Clips4sale 3 months ago

CURRICULUM

Clips4sale 3 months ago

Ultimate Sissy Transformation Nikki

Ultimate Sissy Transformation Nikki

Clips4sale 10 months ago

Your Sissy Destiny - Sissification Encouragement Affirmation SD wmv

Your Sissy Destiny - Sissification Encouragement Affirmation SD wmv

Clips4sale 1 year ago

Mrs Roses Sissy

HD 0:29 / 29:04

Mrs Roses Sissy

Clips4sale 2 years ago

TS Sissy Jenny follows the instructions of a video of her Master Part 2

TS Sissy Jenny follows the instructions of a video of her Master Part 2

Clips4sale 4 years ago

A Date With Jessies Ass Crack For Losers

A Date With Jessies Ass Crack For Losers

Clips4sale 3 years ago

A Date With Hairy Tits For Losers

A Date With Hairy Tits For Losers

Clips4sale 3 years ago

The Futanari Homewrecker Slut

4K 0:36 / 18:32

The Futanari Homewrecker Slut

Clips4sale 5 years ago

Chastity Test Satanic JOI with Cupcake Sinclair MOV

Chastity Test Satanic JOI with Cupcake Sinclair MOV

Clips4sale 4 years ago

Chastity Test Satanic JOI with Cupcake Sinclair WMV

Chastity Test Satanic JOI with Cupcake Sinclair WMV

Clips4sale 4 years ago

Your Sissy Destiny - Sissification Encouragement Affirmation HD

HD 0:30 / 10:10

Your Sissy Destiny - Sissification Encouragement Affirmation HD

Clips4sale 1 year ago

Transsexual cuckolding - Lady Syren - MP4 SD

Transsexual cuckolding - Lady Syren - MP4 SD

Clips4sale 3 years ago

The Right Way to Masturbate

The Right Way to Masturbate

Clips4sale 4 years ago

VIVIENNE L'AMOUR - ENCOURAGING BI BITCHES! HIS FIRST TIME!

HD 0:29 / 21:08

VIVIENNE L'AMOUR - ENCOURAGING BI BITCHES! HIS FIRST TIME!

Clips4sale 4 years ago

TS Anne amateur orgy with Hex sucking cocks and getting facial cumshots (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Blowbang - Trans Gangbang - Trans Cock Sucker

HD 0:29 / 21:29

TS Anne amateur orgy with Hex sucking cocks and getting facial cumshots (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Blowbang - Trans Gangbang - Trans Cock Sucker

Clips4sale 7 months ago

FUTA GOON SPIRAL

HD 0:10 / 27:00

FUTA GOON SPIRAL

LoyalFans 4 months ago

JOI for My Trans Girl Roommate

HD 0:28 / 17:03

JOI for My Trans Girl Roommate

Clips4sale 4 years ago

Slut for Futa Cock (720p)

HD 0:15 / 10:00

Slut for Futa Cock (720p)

Clips4sale 4 years ago

Beautiful Asian tranny and her boyfriend cum in different scenes

Beautiful Asian tranny and her boyfriend cum in different scenes

Clips4sale 2 years ago

switchy sissy futa pegging and anal fuck CEI - SD

switchy sissy futa pegging and anal fuck CEI - SD

Clips4sale 3 years ago

Chastity Test Satanic JOI with Cupcake Sinclair SD

Chastity Test Satanic JOI with Cupcake Sinclair SD

Clips4sale 4 years ago

SISSY'S FIRST HIGH HEELS

SISSY'S FIRST HIGH HEELS

Clips4sale 1 year ago

Pathetic New Hire Sissified by Barbaric Boss! - Full Version

HD 0:30 / 25:47

Pathetic New Hire Sissified by Barbaric Boss! - Full Version

Clips4sale 11 months ago

Trans Counselor: Swallow Her Cum to Please Her

Trans Counselor: Swallow Her Cum to Please Her

Clips4sale 2 years ago

Cream your Sissy Panties

HD 0:11 / 10:16

Cream your Sissy Panties

Clips4sale 4 years ago

Chastity Test Satanic JOI with Cupcake Sinclair

Chastity Test Satanic JOI with Cupcake Sinclair

Clips4sale 4 years ago

Sissy Wife Licks Bull's Creampie Out Of My Panties

Sissy Wife Licks Bull's Creampie Out Of My Panties

Clips4sale 3 years ago

switchy sissy futa pegging and anal fuck CEI - HD

HD 0:25 / 13:19

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Clips4sale 3 years ago

Your Sissy Destiny - Sissification Encouragement Affirmation wmv

Your Sissy Destiny - Sissification Encouragement Affirmation wmv

Clips4sale 1 year ago

8K UNMASKED - Koakuma Femboy Temptation Anus Side

8K UNMASKED - Koakuma Femboy Temptation Anus Side

Clips4sale 1 year ago

Sissy play time - Part 2 – Wheelbarrow Spanking, Cock Caressing and Fingering

Sissy play time - Part 2 – Wheelbarrow Spanking, Cock Caressing and Fingering

Clips4sale 1 year ago

Truth be told (custom)

62% 0:15 / 10:17

Truth be told (custom)

Clips4sale 1 year ago

Cassie Woods: Facesitting JOI

Cassie Woods: Facesitting JOI

Clips4sale 2 years ago

Pathetic New Hire Sissified by Barbaric Boss! - Part 1

HD 0:30 / 12:53

Pathetic New Hire Sissified by Barbaric Boss! - Part 1

Clips4sale 11 months ago

The Weakness of a Sissy 1080p mp4

HD 0:18 / 13:31

The Weakness of a Sissy 1080p mp4

Clips4sale 3 years ago

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