Encouragement Videos - Trans (7,701)

YOU LOVE TRANS PENIS - Jessica Dynamic

52% HD 0:28 / 6:55

YOU LOVE TRANS PENIS - Jessica Dynamic

Clips4sale 2 years ago

TWOFOLD: September SPH Bundle - Ft Imilia Audley

HD 0:30 / 42:31

TWOFOLD: September SPH Bundle - Ft Imilia Audley

Clips4sale 10 months ago

Straight men don't do things like you!

45% 0:11 / 8:42

Straight men don't do things like you!

Clips4sale 5 years ago

GOON FOR SHEMALES

45% HD 0:10 / 9:14

GOON FOR SHEMALES

LoyalFans 1 year ago

Scream for Cream

Scream for Cream

Some.Porn 1 year ago

Coaxed Bi Cock WMV

56% 0:49 / 12:11

Coaxed Bi Cock WMV

Clips4sale 1 year ago

METENDO NO PELO COM O MACHO TATUADO

Premium HD 18:16

METENDO NO PELO COM O MACHO TATUADO

XVideosRed 11 months ago

Rent's Due

55% HD 0:10 / 17:06

LoyalFans 2 years ago

Busty Trans Showing Her Shecock and Big Boobs

Busty Trans Showing Her Shecock and Big Boobs

Katestube 2 years ago

FTMMen: Wet Jesse Diamond giving head for Diamond big balls

FTMMen: Wet Jesse Diamond giving head for Diamond big balls

GayJaVu 2 weeks ago

Conversion Mistress

71% 0:29 / 15:02

Conversion Mistress

Clips4sale 3 years ago

Have I Caught You Again

Have I Caught You Again

Some.Porn 1 year ago

Shemale Goddess Fapping Her Huge Dick

Shemale Goddess Fapping Her Huge Dick

Eporner 1 year ago

Be Wendy Summers's Cockslut

69% 0:11 / 12:54

Be Wendy Summers's Cockslut

Clips4sale 2 years ago

Latex Bella Cums Hard

HD 0:11 / 11:16

Latex Bella Cums Hard

Clips4sale 4 years ago

Busty Trans Showing Her Shecock and Big Boobs

Busty Trans Showing Her Shecock and Big Boobs

FetishShrine 2 years ago

Leona Loba: She-wolf XLGirls

Leona Loba: She-wolf XLGirls

Some.Porn 1 year ago

Sissy Training Encouragement Crossdresser BBC Anal Fiona Fortune

Sissy Training Encouragement Crossdresser BBC Anal Fiona Fortune

AShemaleTube 9 months ago

What You Like is Sucking Trans Cock

66% 0:11 / 12:10

What You Like is Sucking Trans Cock

Clips4sale 2 years ago

Cumming Over You With An Uncut Strapon In Blue PJs

Cumming Over You With An Uncut Strapon In Blue PJs

IWantClips 1 month ago

YOU’RE GAY & THAT’S OK

55% 4K 0:25 / 7:56

YOU’RE GAY & THAT’S OK

Clips4sale 3 years ago

Fluff Friday: Loving Cock

66% 0:11 / 8:49

Fluff Friday: Loving Cock

Clips4sale 2 years ago

Bury Your Face in My Ass

Bury Your Face in My Ass

Clips4sale 4 years ago

It’s Just Curiosity, Right? IF IT FEELS GOOD, WHY FIGHT IT?

It’s Just Curiosity, Right? IF IT FEELS GOOD, WHY FIGHT IT?

Clips4sale 6 months ago

Plumber adventure

Plumber adventure

TwinksNHunks 1 year ago

Bikini Sissy Club Juggsy

Bikini Sissy Club Juggsy

XHamster 3 weeks ago

Pantyhose Hotel Humiliation

Pantyhose Hotel Humiliation

LoyalFans 3 years ago

ADMIT YOUR TRANS-GRESSIONS

53% HD 0:10 / 6:29

ADMIT YOUR TRANS-GRESSIONS

LoyalFans 1 year ago

STROKE FOR DICK FAGGOT

52% HD 0:10 / 8:55

STROKE FOR DICK FAGGOT

LoyalFans 3 years ago

Sybil and Victoria's Hogtied Audition - Two TGirls Tied!

45% 0:36 / 11:27

Sybil and Victoria's Hogtied Audition - Two TGirls Tied!

Clips4sale 3 years ago

Sissy Zone Cycle (1080 HD)

57% HD 0:10 / 20:42

Sissy Zone Cycle (1080 HD)

LoyalFans 2 years ago

WITH SUBTITLES: Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

WITH SUBTITLES: Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

Clips4sale 8 months ago

The Shemale Mistress *FULL-HD*

57% HD 0:27 / 17:08

The Shemale Mistress *FULL-HD*

Clips4sale 1 year ago

Ultimate Sissy Transformation Nikki

65% HD 0:20 / 17:24

Ultimate Sissy Transformation Nikki

IWantClips 2 years ago

dando para o arabe

dando para o arabe

AnalVids 3 days ago

Sporty bisexual threeway in the locker room

Sporty bisexual threeway in the locker room

Some.Porn 8 months ago

Feminization Counseling

HD 0:15 / 12:44

Feminization Counseling

IWantClips 6 years ago

Smoking mistress Shelly

Smoking mistress Shelly

XHamster 2 years ago

TS KORRA DEL RIO: FREAKY DILDO GAPING!

TS KORRA DEL RIO: FREAKY DILDO GAPING!

Fapnado 2 years ago

Eat My Ass to Make Me Cum

72% HD 0:11 / 7:13

Eat My Ass to Make Me Cum

Clips4sale 4 years ago

My Slutty Ass is Sexy in White

47% 0:30 / 18:16

My Slutty Ass is Sexy in White

Clips4sale 2 years ago

YOU'RE QUEER NOW: Dual trans dominants make you accept your bisexuality - Jaq Quicksilver and Ishtar Starlight - Bow to your trans betters and jerk to our superior bodies! - ft strapon, mtf, ftm, leather, encouragement, POV - 720p mp4

64% HD 0:30 / 9:46

YOU'RE QUEER NOW: Dual trans dominants make you accept your bisexuality - Jaq Quicksilver and Ishtar Starlight - Bow to your trans betters and jerk to our superior bodies! - ft strapon, mtf, ftm, leather, encouragement, POV - 720p mp4

Clips4sale 1 year ago

Sissy Training - Sissygasm Encouragement Jessica Bloom

Sissy Training - Sissygasm Encouragement Jessica Bloom

XHamster 4 years ago

Flirty Redhead Trans Beauty Oily Jerk-Off Tease

Flirty Redhead Trans Beauty Oily Jerk-Off Tease

Eporner 6 months ago

Cheer Me Up By Sucking My Dick

70% 0:11 / 10:24

Cheer Me Up By Sucking My Dick

Clips4sale 3 years ago

The Year of Sissification 2023 - with Task

The Year of Sissification 2023 - with Task

FapHouse 1 year ago

Want a Peek at My Thick Trans Cock?

Want a Peek at My Thick Trans Cock?

Clips4sale 1 year ago

Seduced into anal and encouraged to clean up her cum load ft Hung TS Aleah Cuban

61% 0:29 / 27:12

Seduced into anal and encouraged to clean up her cum load ft Hung TS Aleah Cuban

Clips4sale 1 year ago

Hot Adult Store Sissy Sex Worker

Hot Adult Store Sissy Sex Worker

XHamster 7 months ago

Lexi Wants You To Come Over

Lexi Wants You To Come Over

Some.Porn 7 months ago

Werewolf JOI - Lily Lou

HD 0:10 / 20:14

Werewolf JOI - Lily Lou

LoyalFans 4 years ago

distinct breast tieup

distinct breast tieup

Some.Porn 1 year ago

Futa Maid Shows A Pindick How To Please A Woman - Ft Imilia Audley

HD 0:26 / 20:05

Futa Maid Shows A Pindick How To Please A Woman - Ft Imilia Audley

Clips4sale 10 months ago

My Curvy Trans Ass Begs for a Fucking

64% 0:30 / 12:55

My Curvy Trans Ass Begs for a Fucking

Clips4sale 1 year ago

MY HUSBAND SUCKING TRANS DOMINATRIX

66% 0:14 / 9:59

MY HUSBAND SUCKING TRANS DOMINATRIX

Clips4sale 2 years ago

Trans Counselor: Own Your Desire for Trans Women

Trans Counselor: Own Your Desire for Trans Women

Clips4sale 2 years ago

biker girl body swap & fucked

biker girl body swap & fucked

Clips4sale 3 months ago

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 541

73% 0:11 / 5:12

Interracial BBC Cum eating cuckold Sissy BBC encouraged bisexual cock sucking creampie eating strapon fucking with sex 541

Clips4sale 4 years ago

Worship Girl Cock

50% HD 0:15 / 11:04

Worship Girl Cock

IWantClips 1 month ago

Let's Suck Each Other's Cocks

66% 0:11 / 12:49

Let's Suck Each Other's Cocks

Clips4sale 2 years ago

Jerk Off With Step-Mommy SPE WMV

50% 0:28 / 10:27

Jerk Off With Step-Mommy SPE WMV

Clips4sale 1 year ago

🍆🤤 GIRLFRIEND SURPRISES YOU WITH YOUR FAVORITE COSPLAY... AND SOMETHING ELSE YOU NEVER KNEW YOU'D ENJOY! 🤤🍆 [SUBS GET 60% OFF!]

67% HD 0:10 / 10:18

🍆🤤 GIRLFRIEND SURPRISES YOU WITH YOUR FAVORITE COSPLAY... AND SOMETHING ELSE YOU NEVER KNEW YOU'D ENJOY! 🤤🍆 [SUBS GET 60% OFF!]

LoyalFans 7 months ago

Supergurl

63% 0:30 / 34:32

Clips4sale 1 year ago

”Monika Smith Teases To Wank Your Hard Cock While Working Out”

”Monika Smith Teases To Wank Your Hard Cock While Working Out”

TransHero 7 months ago

PANTYHOSE WEARING SISSY SLUT TRANCE

63% 4K 0:25 / 20:47

PANTYHOSE WEARING SISSY SLUT TRANCE

Clips4sale 3 years ago

I'm Not a Cock Tease, I Will Please

66% 0:11 / 7:14

I'm Not a Cock Tease, I Will Please

Clips4sale 5 years ago

How to become a slutty Sissy Bitch *HD*

How to become a slutty Sissy Bitch *HD*

Clips4sale 1 year ago

Dusti Cums From Getting Fucked by BBC

Dusti Cums From Getting Fucked by BBC

XHamster 1 year ago

Summer Swap and Smash

Summer Swap and Smash

Some.Porn 2 years ago

Let's Stay Inside & Suck Cock

Let's Stay Inside & Suck Cock

Clips4sale 2 years ago

Evil SheMale Makes You Cum

45% HD 0:15 / 5:12

Evil SheMale Makes You Cum

Clips4sale 2 years ago

I Love When You Stroke With Me

I Love When You Stroke With Me

Clips4sale 4 years ago

Seduced By Silk - Star Nine Mobile

59% 0:17 / 13:40

Seduced By Silk - Star Nine Mobile

Clips4sale 2 years ago

My Femdom Wife 10: Sub hubby's reward

HD 0:20 / 13:56

My Femdom Wife 10: Sub hubby's reward

Clips4sale 8 months ago

Taking Your Ass fucking Viginity ft Trans Femdominance

Taking Your Ass fucking Viginity ft Trans Femdominance

TransTube.tv 1 year ago

”Excited FTM Jaq Quicksilver Teases A Huge Strap On Meat”

”Excited FTM Jaq Quicksilver Teases A Huge Strap On Meat”

ThePornstar 6 months ago

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

HD 0:30 / 39:17

She Caught You Jerking to Cock – Now Her New Man Is Coming to Break You Forever

Clips4sale 6 months ago

Be My Sissy Valentine and Suck My Cock

66% 0:30 / 8:51

Be My Sissy Valentine and Suck My Cock

Clips4sale 1 year ago

Eat Wendy Summers's Ass to Fuck Her

Eat Wendy Summers's Ass to Fuck Her

Clips4sale 2 years ago

Dusti Cums From Getting Fucked by BBC

Premium HD 24:18

Dusti Cums From Getting Fucked by BBC

Sheer 1 year ago

Hot for teacher fantasy Annalise

Hot for teacher fantasy Annalise

XHamster 5 months ago

Why Aren't You in Bed With Me

64% 0:11 / 7:32

Why Aren't You in Bed With Me

Clips4sale 4 years ago

Suck My Shemale Friend’s Cock ft Ram Ichinose [ part1 ]

HD 0:18 / 15:33

Suck My Shemale Friend’s Cock ft Ram Ichinose [ part1 ]

Clips4sale 1 week ago

I Took My Sissy To The Gloryhole

71% HD 0:26 / 16:07

I Took My Sissy To The Gloryhole

Clips4sale 4 years ago

Buxom Blonde Tranny In Spandex Black Outfit Pumps the Anus Of Her Tied Up Sissy BF With Cum

Buxom Blonde Tranny In Spandex Black Outfit Pumps the Anus Of Her Tied Up Sissy BF With Cum

Tranny.one 2 years ago

Triple Play

Some.Porn 1 year ago

Your Pleasing Trans Girlfriend Missed U So Much Private GFE JOI Edging and Cum Kiss Cum With me Baby

Your Pleasing Trans Girlfriend Missed U So Much Private GFE JOI Edging and Cum Kiss Cum With me Baby

Lesbian8 3 months ago

Watch Me Witness U in Uncensored POV Action: Intimate POV Onanism with a Big-Dick Tranny

Watch Me Witness U in Uncensored POV Action: Intimate POV Onanism with a Big-Dick Tranny

TrannyMovs 1 month ago

the trans icy fucked raw by aaron and romantilk

67% 0:30 / 22:19

the trans icy fucked raw by aaron and romantilk

PornBox 10 months ago

Hot Blonde hiding a 10 inch BBC under her skirt lures a hot guy into getting pegged on a balcony

HD 0:31 / 15:27

Hot Blonde hiding a 10 inch BBC under her skirt lures a hot guy into getting pegged on a balcony

Clips4sale 2 years ago

Transgender Surprise Dream Come True

Transgender Surprise Dream Come True

TrannyGem 1 year ago

Sissy Boyfriend Found Out and Pegged

Sissy Boyfriend Found Out and Pegged

Clips4sale 3 years ago

Sissy Devil Doll Possession

HD 0:39 / 14:12

Sissy Devil Doll Possession

FapHouse 5 months ago

HD 0:15 / 16:32

IWantClips 1 month ago

Ts Orgy Ruined by three World Famous Doms wmv

56% HD 0:11 / 23:57

Ts Orgy Ruined by three World Famous Doms wmv

Clips4sale 4 years ago

Witch Steals Your Cock & Impregnates You

HD 1:01 / 17:24

Witch Steals Your Cock & Impregnates You

FapHouse 2 months ago

”T-girls Chelsea Marie & Aubrey Kate having assfucking threeway with Pierce”

”T-girls Chelsea Marie & Aubrey Kate having assfucking threeway with Pierce”

ThePornstar 1 year ago

”GROOBY.CLUB: EMMY ANGELES IS FEELING NAUGHTY!”

”GROOBY.CLUB: EMMY ANGELES IS FEELING NAUGHTY!”

ThePornstar 1 year ago

Good Girl Sissy Pegging

60% HD 0:29 / 10:11

Good Girl Sissy Pegging

Clips4sale 4 years ago

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

57% 0:30 / 19:15

AromaSissification 3: Sissy Serum: Lace and Desire - Dreams of a Cock in Your Mouth

Clips4sale 1 year ago

West Wing Porn - the Dirtiest Business of All - Politics

West Wing Porn - the Dirtiest Business of All - Politics

SortPorn 2 weeks 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 weeks ago

Making ballsy decisions

Making ballsy decisions

Some.Porn 9 months ago

QUICKIE: Small-Dicked Futa Cocksucker - Imilia Audley

QUICKIE: Small-Dicked Futa Cocksucker - Imilia Audley

Clips4sale 10 months ago

TS Counselor: Beta Bitch

TS Counselor: Beta Bitch

Clips4sale 4 years ago

”Pierce Paris Pranks Lily Demure: A NSFW Twist & Unexpected Outcome”

”Pierce Paris Pranks Lily Demure: A NSFW Twist & Unexpected Outcome”

4Wank 2 years ago

Shitcunt Sarah Fuckpig Cumdump slag degraded trannie, poses for her fans to wank over

Shitcunt Sarah Fuckpig Cumdump slag degraded trannie, poses for her fans to wank over

XHamster 4 months ago

Breeding Dream Divyne

53% HD 0:10 / 34:58

Breeding Dream Divyne

LoyalFans 1 year ago

”GROOBY.CLUB: EMMY ANGELES IS FEELING NAUGHTY!”

”GROOBY.CLUB: EMMY ANGELES IS FEELING NAUGHTY!”

TransHero 2 years ago

Bondage Handjob - 720HD

49% HD 0:17 / 8:05

Bondage Handjob - 720HD

Clips4sale 4 years ago

Sexy JOI Message

Sexy JOI Message

Some.Porn 1 year ago

yougn trans girld fucked by ebony boys in orgy

64% 0:30 / 13:34

yougn trans girld fucked by ebony boys in orgy

AnalVids 5 months ago

You Jerk off Your Dick for the Cocks of Muscular Transsexuals Ita

You Jerk off Your Dick for the Cocks of Muscular Transsexuals Ita

XHamster 8 months ago

Sissy Used Bi Santa

50% 0:30 / 10:13

Sissy Used Bi Santa

Clips4sale 1 year ago

Introduction to Crossdressing

58% 0:20 / 13:00

Introduction to Crossdressing

Clips4sale 3 years ago

My Trans Cock is Your Gateway to Gay

My Trans Cock is Your Gateway to Gay

Clips4sale 2 years ago

Promise me all ur loads 2022 Trans JOI

Promise me all ur loads 2022 Trans JOI

ShemaleSin 4 years ago

Hot boyfriend eagerly sucks and licks trans woman's big dick

Hot boyfriend eagerly sucks and licks trans woman's big dick

Fapcat 6 months ago

You Know What This Horny Bitch Wants

HD 0:11 / 14:34

You Know What This Horny Bitch Wants

Clips4sale 4 years ago

TWOFOLD: Taboo Pegging POV - Ft Imilia Audley

68% HD 0:29 / 44:32

TWOFOLD: Taboo Pegging POV - Ft Imilia Audley

Clips4sale 1 year ago

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