Crossdressing (7,773)

The Sissy Summer Maid

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The Sissy Summer Maid

LoyalFans 5 months ago

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Clips4sale 1 year ago

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57% HD 0:10 / 8:04

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LoyalFans 1 year ago

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HD 0:15 / 19:30

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Clips4sale 5 years ago

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TransDoe 2 years ago

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Clips4sale 2 months ago

Your Gayboi Secrets Are Getting So Big! Fetish Erotic Audio Crossdressing Humiliation Exposure-fantasy

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Clips4sale 2 years ago

Sissy Body Switch

59% HD 0:10 / 14:55

Sissy Body Switch

LoyalFans 3 years ago

Black Femboy Crossdresser Ezra_kyle25 services Asian Muscle Bear Hunk

Black Femboy Crossdresser Ezra_kyle25 services Asian Muscle Bear Hunk

BoyFriendTV 2 years ago

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4K 0:13 / 18:03

4K - The Femboy Studio - Tongue Cleaner ~Ichigo x Strawberry Festival~

Clips4sale 8 months ago

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Sissy Handjob and Cumshot in Nylons and High Heels

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Strapon Fuck on Web Sission

Strapon Fuck on Web Sission

XHamster 1 year ago

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Clips4sale 4 months ago

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

59% HD 0:10 / 27:42

BBC BJ and Anal Sissy Compilation *EXCLUSIVE*

LoyalFans 3 months ago

Little Pantied Sissy

HD 0:10 / 10:27

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LoyalFans 3 years ago

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Clips4sale 2 years ago

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XHamster 2 years ago

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Fetish221 - FemDom: Sissifying a Billionaire

62% HD 0:30 / 11:36

Fetish221 - FemDom: Sissifying a Billionaire

Clips4sale 2 years ago

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YOU’RE GAY & THAT’S OK

LoyalFans 3 years ago

Puppy Plays With Your Cock

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Clips4sale 5 years ago

Cute Femboy Shoots a Load Using Onahole

Cute Femboy Shoots a Load Using Onahole

XHamster 3 months ago

Disfunctional Dicklette 'Ryan

HD 0:10 / 10:26

Disfunctional Dicklette 'Ryan

LoyalFans 2 years ago

Man Transformed into Woman to go Clubbing

Man Transformed into Woman to go Clubbing

Clips4sale 6 months ago

SISSY SLUT PEGGING MIND MELT - Sissy Slut Lifestyle [Sissy] [Sissy Training] [Sissymaid] [Erotic Mesmerize] [Erotic] [Sensual] [Strap] [Strapon]

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Clips4sale 2 years ago

Supportive Bestie Helps You Go Girly: Feminization Encouragement

HD 0:33 / 11:02

Supportive Bestie Helps You Go Girly: Feminization Encouragement

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TransDoe 2 years ago

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Clips4sale 2 years ago

4K - Huge Cock Bunny Femboy's Thick Cumshot

4K 0:19 / 29:34

4K - Huge Cock Bunny Femboy's Thick Cumshot

Clips4sale 1 year ago

Sissy loves fucking her 2 step-daddies

HD 0:30 / 17:02

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onlyfans - renatinha @renatinhatrans

TransDoe 3 years ago

Worship Mistress Kira boots

Worship Mistress Kira boots

LoyalFans 5 months ago

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LoyalFans 2 years ago

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TransDoe 1 year ago

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SISSY PERMANENT BODY HAIR REMOVAL - Hair Removal For Femboys, Feminization Training Mind Wash

Clips4sale 2 years ago

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

XHamster 1 year ago

K-Pop Sissy Hunters, Part 1: Dressed in Panties

HD 0:36 / 13:15

K-Pop Sissy Hunters, Part 1: Dressed in Panties

Clips4sale 1 year ago

Naughty TGirl Lucy Gets Tied Up and Teased by Mistress Jodie May

Naughty TGirl Lucy Gets Tied Up and Teased by Mistress Jodie May

XHamster 4 years ago

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BG pegging - fucking and breeding my locked CD sissy bf - full video on Veggiebabyy Manyvids

XVideos 2 years ago

Sissy Awakening: Feminine Submission Training

Sissy Awakening: Feminine Submission Training

Clips4sale 9 months ago

5 must-have sex toys for sissies - Femdom sissy feminization

HD 0:27 / 15:34

5 must-have sex toys for sissies - Femdom sissy feminization

Clips4sale 11 months ago

Femboy Fucking Redhead Trans Woman Raw - Compilation 3

Femboy Fucking Redhead Trans Woman Raw - Compilation 3

APClips 5 months ago

Youre Not A Man - Youre A Sissy Fuck Toy

Premium HD 23:34

Youre Not A Man - Youre A Sissy Fuck Toy

Clips4sale 2 years ago

Girls Night Out

HD 0:19 / 20:24

Girls Night Out

Clips4sale 2 months ago

Double Locked Sissy - Star Nine Mobile

35% 0:13 / 21:59

Double Locked Sissy - Star Nine Mobile

Clips4sale 3 years ago

Trans Kala Moon Saved & Fucked in Brussels, Belgium *EXCLUSIVE*

HD 0:10 / 12:46

Trans Kala Moon Saved & Fucked in Brussels, Belgium *EXCLUSIVE*

LoyalFans 4 months ago

TURNING SISSY SLUT INTO MY PET

65% 4K 0:27 / 18:01

TURNING SISSY SLUT INTO MY PET

Clips4sale 2 years ago

Losing Bets Til Ur Cucked

Losing Bets Til Ur Cucked

Clips4sale 1 month ago

DIAPER AS BONDAGE - Diaper And Bondage, ABDL Sissy Mind Fuck

57% 0:30 / 30:33

DIAPER AS BONDAGE - Diaper And Bondage, ABDL Sissy Mind Fuck

Clips4sale 2 years ago

Dress Up Dildo Studio WMV720

HD 0:11 / 11:04

Dress Up Dildo Studio WMV720

Clips4sale 4 years ago

HIDDEN CROSSDRESSING #66

65% 4K 0:10 / 12:51

HIDDEN CROSSDRESSING #66

Clips4sale 1 year ago

Submissive Training III

Submissive Training III

Clips4sale 1 year ago

RawLoaders Australian Trainer's debut as a kinky, hung, and creampied hd pornstar

RawLoaders Australian Trainer's debut as a kinky, hung, and creampied hd pornstar

TrannyMovs 6 months ago

Sissy Slumber Party

HD 0:10 / 13:41

Sissy Slumber Party

LoyalFans 8 months ago

Trans Cassandra LoveLox Getting Fucked Hard

57% HD 0:10 / 29:57

Trans Cassandra LoveLox Getting Fucked Hard

LoyalFans 4 months ago

T-Lady Edging Failed

T-Lady Edging Failed

TrannyGem 3 years ago

4K - Femcock vs Vibrator Round 4

56% 4K 0:20 / 16:02

4K - Femcock vs Vibrator Round 4

Clips4sale 1 year ago

Princess Fagboi For Alpha Audio Feminization Domination Humiliation Sissification Short Story

Princess Fagboi For Alpha Audio Feminization Domination Humiliation Sissification Short Story

Clips4sale 2 years ago

[Erotic Audio] Soft Sissy Seduction

[Erotic Audio] Soft Sissy Seduction

Clips4sale 1 year ago

Trans Cassandra LoveLox BJ and Anal

HD 0:10 / 17:52

Trans Cassandra LoveLox BJ and Anal

LoyalFans 4 months ago

Foot Worship 354 wmv

Foot Worship 354 wmv

Clips4sale 3 years ago

Discovering My Sissy Step-Nephew 4K

63% 4K 0:30 / 11:33

Discovering My Sissy Step-Nephew 4K

Clips4sale 1 year ago

Bambi Blowjob Training Session #1

HD 0:17 / 10:07

Bambi Blowjob Training Session #1

Clips4sale 2 years ago

1-Sincerest Form of Flattery- Gender Transformation Feminization Sissy Makeover Crossdressing

1-Sincerest Form of Flattery- Gender Transformation Feminization Sissy Makeover Crossdressing

Clips4sale 3 years ago

Pantyhose Aerobics Class For Sissies

HD 0:06 / 15:12

Pantyhose Aerobics Class For Sissies

IWantClips 1 year ago

Toru Hagakure Strips & Masturbates

Toru Hagakure Strips & Masturbates

XHamster 5 years ago

Cross Dressing Slutty Leyla Session With Empress Gaia In Her Dungeon Part 1

HD 0:10 / 42:27

Cross Dressing Slutty Leyla Session With Empress Gaia In Her Dungeon Part 1

LoyalFans 2 years ago

Frilly Prissy Sissy Maid Shelby Alternate Trailer

Frilly Prissy Sissy Maid Shelby Alternate Trailer

XHamster 10 months ago

Crossdresser sissy femboy trans t-girl spunks in Belle Delphine costume play

Crossdresser sissy femboy trans t-girl spunks in Belle Delphine costume play

TrannyGem 4 years ago

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

54% 4K 0:16 / 13:24

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

Clips4sale 2 years ago

4K - Strawberry Rabbit Femboy Huge Cock Teasing And Creaming ~Ichigo x Strawberry Festival~

64% 4K 0:16 / 23:48

4K - Strawberry Rabbit Femboy Huge Cock Teasing And Creaming ~Ichigo x Strawberry Festival~

Clips4sale 9 months ago

[ASMR] Milked in Chastity | Audio | 3Dio (720p)

HD 0:20 / 24:50

[ASMR] Milked in Chastity | Audio | 3Dio (720p)

Clips4sale 3 years ago

Taunting Sissy Wardrobe

HD 0:10 / 11:09

Taunting Sissy Wardrobe

LoyalFans 3 years ago

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66% 0:11 / 28:51

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Clips4sale 2 years ago

Stricttoxxx

HD 0:25 / 26:18

Clips4sale 5 months ago

Humiliated Party Whore

Humiliated Party Whore

Clips4sale 1 month ago

Your New Dresses

HD 0:20 / 13:33

Your New Dresses

IWantClips 2 years ago

Destroyed Entertainment

62% HD 0:15 / 8:10

Destroyed Entertainment

Clips4sale 3 years ago

Captured and Milked By A Prostate Obsessed Alien

4K 0:29 / 21:11

Captured and Milked By A Prostate Obsessed Alien

Clips4sale 1 year ago

POV: A Visit From the Panty Fairy - previously unreleased!

POV: A Visit From the Panty Fairy - previously unreleased!

Clips4sale 9 months ago

Heavy Bondage and Crossdressing with Stella Liberty- Heavy is chained and cuffed to Miss Stella's bondage cage while crossdressed - HD MP4

HD 0:30 / 30:21

Heavy Bondage and Crossdressing with Stella Liberty- Heavy is chained and cuffed to Miss Stella's bondage cage while crossdressed - HD MP4

Clips4sale 1 year ago

Fucking fetish boots and latex leggins

Fucking fetish boots and latex leggins

Clips4sale 1 year ago

Nipple Slut Get Tied To The Cross While Empress Gaia Has Her Way His Slut Body

HD 0:10 / 1:08:11

Nipple Slut Get Tied To The Cross While Empress Gaia Has Her Way His Slut Body

LoyalFans 2 years ago

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62% 0:11 / 13:05

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Clips4sale 4 years ago

Crossdressing makeover fantasy POV

4K 0:10 / 15:04

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Clips4sale 4 years ago

Dress Up Group Breeding

61% HD 0:27 / 17:53

Dress Up Group Breeding

Clips4sale 1 year ago

Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt

Heteroflexible K crossdressing 98: slender fit older hung transvestite boots and skirt

Clips4sale 4 years ago

You never stood a chance… 💋

You never stood a chance… 💋

LoyalFans 2 weeks ago

Pegging Reward For Public Bisexual Display: POV Strap-on, Praising Dirty Talk And Cum Encouragement

Pegging Reward For Public Bisexual Display: POV Strap-on, Praising Dirty Talk And Cum Encouragement

Clips4sale 2 years ago

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Sissy limp little clitty dick shake in slow motion

XHamster 1 year ago

I love watching you Crossdress and then tying you up HD

65% HD 0:30 / 6:01

I love watching you Crossdress and then tying you up HD

Clips4sale 2 years ago

Bambi Bella Compilation Vol 1

4K 0:22 / 10:18

Bambi Bella Compilation Vol 1

Clips4sale 3 years ago

Crossdressing princess with Magister Ludi

Crossdressing princess with Magister Ludi

Clips4sale 8 months ago

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Clips4sale 4 years ago

Sissy Mya Freya Uses Massager

Sissy Mya Freya Uses Massager

TrannyGem 4 years ago

WIFEY MATERIAL - SISSY HUMILIATION

57% HD 0:10 / 28:30

WIFEY MATERIAL - SISSY HUMILIATION

LoyalFans 7 months ago

Sweet trans girl posing in oversized soft hoodie

Sweet trans girl posing in oversized soft hoodie

XHamster 1 year ago

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

61% HD 0:10 / 20:03

Very Hot Goth Femboy Jade Madison Fucked - Compilation 1

LoyalFans 4 months ago

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Clips4sale 1 year ago

SISSY GETS DRESSED, PERMANENT CHASTITY, AND AN ANAL ORGASM 1080P - ELLIE IDOL

HD 0:29 / 12:22

SISSY GETS DRESSED, PERMANENT CHASTITY, AND AN ANAL ORGASM 1080P - ELLIE IDOL

Clips4sale 1 year ago

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AShemaleTube 10 years ago

Kleed je als een vrouw

Kleed je als een vrouw

Clips4sale 3 years ago

Tifa Condom Slurp - G051

66% 0:10 / 19:58

Tifa Condom Slurp - G051

Clips4sale 1 year ago

Trans Kala Moon BJ *EXCLUSIVE*

HD 0:10 / 17:19

Trans Kala Moon BJ *EXCLUSIVE*

LoyalFans 4 months ago

GENTLE CUCKOLDING: PART SEVEN 1080P - ELLIE IDOL

HD 0:29 / 11:27

GENTLE CUCKOLDING: PART SEVEN 1080P - ELLIE IDOL

APClips 2 months ago

Viper Fierce Insane 70 Cumshot Complication

46% HD 0:30 / 13:08

Viper Fierce Insane 70 Cumshot Complication

Clips4sale 1 year ago

Femboy Sexy Underwear Try-On Haul

59% HD 0:30 / 26:30

Femboy Sexy Underwear Try-On Haul

Clips4sale 3 years ago

Perfectly Feminized: Lace, Lipstick, and Obedience 10 min

Perfectly Feminized: Lace, Lipstick, and Obedience 10 min

Clips4sale 1 year ago

Sissy Secrets Part 2 with MistressVictoria (HUMILIATION) (CROSSDRESSING) (SLAVE TRAINING) (VIRGIN)

Sissy Secrets Part 2 with MistressVictoria (HUMILIATION) (CROSSDRESSING) (SLAVE TRAINING) (VIRGIN)

Clips4sale 3 years ago

Trans Valorie Valentina Fucked by Jake Grand

56% HD 0:10 / 22:07

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LoyalFans 4 months ago

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

46% 0:11 / 10:38

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

Clips4sale 4 years ago

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XHamster 3 years ago

pulling off my wig - The Moment Between Two Mirrors

pulling off my wig - The Moment Between Two Mirrors

Clips4sale 3 months ago

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onlyfans - flora jinora @florajinora ts playing with herself until ejuculation

TransDoe 2 years ago

Charlie Monaco in: Dorothy it ia time for your Psychiatrist session, and where are your Ruby Slippers!

4K 0:22 / 15:57

Charlie Monaco in: Dorothy it ia time for your Psychiatrist session, and where are your Ruby Slippers!

Clips4sale 1 year ago

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SexTubeSpot 2 years ago

Your Slutty Sissy Fantasy

HD 0:21 / 20:05

Your Slutty Sissy Fantasy

Clips4sale 5 months ago

WORSHIP GODDESS. NEW ANAL TRAINING IN THE CHASTITY BELT. LICKING MY SHOES.

Premium HD 15:18

WORSHIP GODDESS. NEW ANAL TRAINING IN THE CHASTITY BELT. LICKING MY SHOES.

Sheer 3 years ago

Intense Gay Orgy at the Home of Digital Influencer Friends.

55% HD 1:01 / 5:28

Intense Gay Orgy at the Home of Digital Influencer Friends.

FapHouse 7 months ago

Wife Comparison & Truth Talk

Wife Comparison & Truth Talk

LoyalFans 3 weeks ago

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