Crossdressing Videos - Trans (118,407)

Sissy Andrea Milking Herself

Sissy Andrea Milking Herself

FapHouse 4 days ago

Tranny Used as Cleaning and Blow Slave

62% HD 0:39 / 15:35

Tranny Used as Cleaning and Blow Slave

FapHouse 4 months ago

sexy crossdresser vistiendo malla roja, negra y blanca, mamando una gigantesca vergota de un semental moreno con 25 cm de gruesa polla

59% HD 1:00 / 11:26

sexy crossdresser vistiendo malla roja, negra y blanca, mamando una gigantesca vergota de un semental moreno con 25 cm de gruesa polla

AnalVids 1 month ago

Sissification Appointment

55% 0:39 / 28:39

Sissification Appointment

FapHouse 2 weeks ago

Her Stepmother's Husband Finds Out His Femboy Is a Slut and Fills Her Ass with Milk and Leaves It Draining

60% HD 0:39 / 12:48

Her Stepmother's Husband Finds Out His Femboy Is a Slut and Fills Her Ass with Milk and Leaves It Draining

FapHouse 1 month ago

Sexy guy loves big dick in ass in mouth

57% HD 0:39 / 17:42

Sexy guy loves big dick in ass in mouth

FapHouse 3 years ago

Crossdresser Dirk - I Suck a Big Dick and Swallow All

62% 0:39 / 10:39

Crossdresser Dirk - I Suck a Big Dick and Swallow All

FapHouse 1 month ago

Cum in the Ass All the Way! Stepdaddy Rough Fucks Sissy Ass on the Wild Cruise Shore

56% HD 0:39 / 12:05

Cum in the Ass All the Way! Stepdaddy Rough Fucks Sissy Ass on the Wild Cruise Shore

FapHouse 7 months ago

I Love Fucking Tight Holes Hard

53% HD 0:39 / 4:44

I Love Fucking Tight Holes Hard

FapHouse 4 months ago

Immersed with a Sissy Who Sucks Dicks One After Another in a Swingers Club

56% HD 0:39 / 25:34

Immersed with a Sissy Who Sucks Dicks One After Another in a Swingers Club

FapHouse 1 month ago

I Love It When I Get Fucked Just as Gently but Deeply in My Ass. I Can Feel a Man's Cock Deep Inside Me

62% HD 0:39 / 8:37

I Love It When I Get Fucked Just as Gently but Deeply in My Ass. I Can Feel a Man's Cock Deep Inside Me

FapHouse 4 months ago

30 Minutes of Non-stop Hard Sex Part 1

67% HD 0:39 / 15:34

30 Minutes of Non-stop Hard Sex Part 1

FapHouse 5 months ago

Hungry Sissy Boy Takes Stepdad's Dick in His Ass

58% HD 0:39 / 10:48

Hungry Sissy Boy Takes Stepdad's Dick in His Ass

FapHouse 4 months ago

Sissy Dee Sucks and Rides Lady Fee's Big Strapon as Lady Fee Squeezes Sissy Dees Cage and Balls

59% HD 0:39 / 5:56

Sissy Dee Sucks and Rides Lady Fee's Big Strapon as Lady Fee Squeezes Sissy Dees Cage and Balls

FapHouse 4 days ago

Trap Cute Boy Femboy Masturbation with Dirty Talking

62% HD 0:39 / 5:21

Trap Cute Boy Femboy Masturbation with Dirty Talking

FapHouse 1 month ago

Trans Blonde and Customer, the Hot Date That Ended at the Motel

63% HD 0:39 / 22:39

Trans Blonde and Customer, the Hot Date That Ended at the Motel

FapHouse 7 months ago

Princess Dandy Dominates Femboy

HD 0:39 / 20:15

Princess Dandy Dominates Femboy

FapHouse 2 weeks ago

Sissy Outdoors Strip and Pee

65% 0:39 / 4:32

Sissy Outdoors Strip and Pee

FapHouse 1 month ago

Sissy Boy Jumps on Stepdad's Huge Cock and Gets Cum in His Hole

66% HD 0:39 / 9:56

Sissy Boy Jumps on Stepdad's Huge Cock and Gets Cum in His Hole

FapHouse 2 weeks ago

She Loves to Be My Favorite Fucktoy in Bareback

59% 0:39 / 5:36

She Loves to Be My Favorite Fucktoy in Bareback

FapHouse 10 months ago

Juniper deep anal dildo

52% HD 0:39 / 24:36

Juniper deep anal dildo

FapHouse 3 years ago

My Sissy Nady Fucks My Pussy and Ass and Makes Me Finish with a Selffacial

66% HD 0:39 / 8:02

My Sissy Nady Fucks My Pussy and Ass and Makes Me Finish with a Selffacial

FapHouse 1 month ago

Wedding Bells

40% HD 0:39 / 5:13

FapHouse 3 weeks ago

Hetero Casado Fucks Trans Bareback and Fills Her with Cum

Hetero Casado Fucks Trans Bareback and Fills Her with Cum

FapHouse 1 day ago

Asian Cute Twink Femboy Double Cumshot

Asian Cute Twink Femboy Double Cumshot

FapHouse 6 days ago

Sissy Whore Loves Being Stretched Out by Big Toys

63% HD 0:39 / 36:30

Sissy Whore Loves Being Stretched Out by Big Toys

FapHouse 2 weeks ago

Part 4- Lanista Bear Introduces Our New Maid Jayne and Test Her Sucking Skills

Part 4- Lanista Bear Introduces Our New Maid Jayne and Test Her Sucking Skills

FapHouse 4 days ago

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

48% HD 0:39 / 4:09

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

FapHouse 3 months ago

Sissy Ken Lets Herself Be Used Like a Slut by the Brunette Xxl Cock Mercilessly

58% HD 0:39 / 2:50

Sissy Ken Lets Herself Be Used Like a Slut by the Brunette Xxl Cock Mercilessly

FapHouse 1 month ago

Humiliating the Boyfriend

77% 0:39 / 24:32

Humiliating the Boyfriend

FapHouse 1 month ago

Luziatv Anal Training

Luziatv Anal Training

FapHouse 1 week ago

Lola Fuck Girl & Suck!!!

53% 0:39 / 5:33

Lola Fuck Girl & Suck!!!

FapHouse 1 month ago

Beautiful Transvestite with Big and Hot Cock - Ai Arte

55% HD 0:39 / 1:26

Beautiful Transvestite with Big and Hot Cock - Ai Arte

FapHouse 2 months ago

Chubby White Boy Struggles Taking BBC

59% HD 0:39 / 11:18

Chubby White Boy Struggles Taking BBC

FapHouse 2 weeks ago

Crossdressing Makeover Transformation

69% 0:39 / 23:35

Crossdressing Makeover Transformation

FapHouse 3 weeks ago

Chinese Horny Sissy Gets Doggystyled in

63% HD 0:39 / 5:48

Chinese Horny Sissy Gets Doggystyled in

FapHouse 5 days ago

Stepdaddy Fucks Erachi's Mouth and Ass

47% HD 0:39 / 5:56

Stepdaddy Fucks Erachi's Mouth and Ass

FapHouse 1 year ago

Panty Dress up Time!

Panty Dress up Time!

FapHouse 1 week ago

Cross Nylon 3

HD 0:39 / 12:47

FapHouse 4 days ago

Sissy Slut in Chastity Rides Big BBC in Locked Room on a Mirror

Sissy Slut in Chastity Rides Big BBC in Locked Room on a Mirror

FapHouse 6 days ago

Deep Throat, Sucking Balls

Deep Throat, Sucking Balls

FapHouse 1 day ago

Prince Lihan Cute Femboy Rides on Top of a Colombian Brunette

63% HD 0:39 / 10:26

Prince Lihan Cute Femboy Rides on Top of a Colombian Brunette

FapHouse 2 months ago

Femboy Fuck Fest

Femboy Fuck Fest

FapHouse 6 days ago

Big Ass Ryan Gets Fucked

57% HD 0:39 / 23:46

Big Ass Ryan Gets Fucked

FapHouse 2 years ago

Crossdresser Sissy Chastity Sex

Crossdresser Sissy Chastity Sex

FapHouse 1 day ago

Femboy Tries on an Outfit so His Stepdad Can Fuck Him

50% HD 0:39 / 11:46

Femboy Tries on an Outfit so His Stepdad Can Fuck Him

FapHouse 2 months ago

Couple Trans Fuck Wife

67% 0:39 / 11:46

Couple Trans Fuck Wife

FapHouse 2 weeks ago

Dick Riding Crossdresser

Dick Riding Crossdresser

FapHouse 1 week ago

Post Orgasam T

57% HD 0:10 / 18:26

LoyalFans 1 week ago

Holly's Garden Nude: Your Slim Neighbor Greets You Naked

Holly's Garden Nude: Your Slim Neighbor Greets You Naked

Ourdream.ai 1 month ago

New Party Sweet Femboy Gigi

43% HD 0:39 / 3:21

New Party Sweet Femboy Gigi

FapHouse 2 months ago

Bride Cums on Black Cock

64% HD 0:39 / 3:42

Bride Cums on Black Cock

FapHouse 2 weeks ago

30 Minutes of Non-stop Hard Sex Part 2

68% HD 0:39 / 14:40

30 Minutes of Non-stop Hard Sex Part 2

FapHouse 4 months ago

Charlie Moans Riding Rough in the Park at Night

Charlie Moans Riding Rough in the Park at Night

Ourdream.ai 1 month ago

Wedding Bells 2

66% HD 0:39 / 5:23

Wedding Bells 2

FapHouse 3 weeks ago

Swallowing Huge Cock Until I Drown

59% 0:39 / 24:56

Swallowing Huge Cock Until I Drown

FapHouse 3 months ago

Piss Pump Evolution 07 Laboratory Edition.

61% 0:39 / 33:21

Piss Pump Evolution 07 Laboratory Edition.

FapHouse 2 months ago

Sweaty Lesbian Smotherbang: Part IV

HD 0:10 / 11:11

Sweaty Lesbian Smotherbang: Part IV

LoyalFans 3 weeks ago

Sexy T-girl Daphne Cumming on Herself Compilation

Sexy T-girl Daphne Cumming on Herself Compilation

FapHouse 3 weeks ago

Sissy Lauren Makeover completes (Part 3) @sissy_manor

57% HD 0:10 / 7:36

Sissy Lauren Makeover completes (Part 3) @sissy_manor

LoyalFans 3 months ago

Misty Under The Full Moon Wants Your Attention Tonight

Misty Under The Full Moon Wants Your Attention Tonight

Ourdream.ai 1 month ago

Femboy Fucked

57% 0:39 / 11:33

FapHouse 3 weeks ago

Staxus: Friends with Benefits

60% HD 0:39 / 24:59

Staxus: Friends with Benefits

FapHouse 1 month ago

Amber's Allure: Candlelit Nude In The Living Room

Amber's Allure: Candlelit Nude In The Living Room

Ourdream.ai 1 month ago

Bad Babysitter Gets Busted by a Naughty Nanny Cam

57% 4K 0:39 / 7:18

Bad Babysitter Gets Busted by a Naughty Nanny Cam

FapHouse 3 months ago

A Sissy in Pantyhose Is Fucked by a Big Penis Standing up

A Sissy in Pantyhose Is Fucked by a Big Penis Standing up

FapHouse 4 days ago

Gay Joy CEI

46% HD 0:39 / 17:00

FapHouse 2 weeks ago

Hunk Man Fuck Femboy Ass Cum

46% HD 0:39 / 3:03

Hunk Man Fuck Femboy Ass Cum

FapHouse 2 months ago

Determined to Be in the Feminization Academy

59% 0:39 / 23:37

Determined to Be in the Feminization Academy

FapHouse 5 months ago

Fun with 2 Latex Sissy Sluts

HD 0:10 / 39:10

Fun with 2 Latex Sissy Sluts

LoyalFans 2 weeks ago

You Think You're in Control of the Situation... Until the Rhythm Changes - Deepthroat

42% 0:39 / 13:23

You Think You're in Control of the Situation... Until the Rhythm Changes - Deepthroat

FapHouse 1 month ago

Sophia Loreen Party on Sep 30, 2025 - Part 2

54% 4K 2:00 / 23:42

Sophia Loreen Party on Sep 30, 2025 - Part 2

Flirt4Free 7 months ago

Just Relaxing

57% HD 0:39 / 5:15

FapHouse 1 year ago

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

49% HD 0:39 / 15:47

Maid for Shame: a Cuckold Sissy's Humiliating Chores - CEI, Foot Worship

FapHouse 1 year ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

49% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 7 months ago

Kinky Bitch - Recaptured Part Ten

4K 0:43 / 13:33

Kinky Bitch - Recaptured Part Ten

Clips4sale 4 days ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 1 week ago

Do You Know How My Soles and Toes Feel?

66% HD 2:00 / 17:49

Do You Know How My Soles and Toes Feel?

Flirt4Free 3 years ago

Reiko's Neon Gaze: Cyberpunk Beauty Entices You

Reiko's Neon Gaze: Cyberpunk Beauty Entices You

Ourdream.ai 1 month ago

It's so Nice to Ride a Big Black Cock

45% HD 0:39 / 5:52

It's so Nice to Ride a Big Black Cock

FapHouse 5 months ago

Nylon Femdom 217-wmv

HD 0:30 / 59:13

Nylon Femdom 217-wmv

Clips4sale 2 weeks ago

Brunette Sissy Ladyboy with Big Boobs BDSM Bondage Sex

56% HD 0:39 / 12:47

Brunette Sissy Ladyboy with Big Boobs BDSM Bondage Sex

FapHouse 8 months ago

Riding Mistress punishing the lazy student Full HD (1080p) starring Vanessa_Fetish

57% HD 0:30 / 12:26

Riding Mistress punishing the lazy student Full HD (1080p) starring Vanessa_Fetish

Clips4sale 1 year ago

Stretching My Sissy’s Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

HD 0:39 / 25:50

Stretching My Sissy’s Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

FapHouse 7 months ago

Naughty Brunette a sexy hairy Pussy in Panties Milking Dry the big Dick of an Embarrassed Cuckold - Orgasms Destruction looser, Control a Whore Orgasm, Humiliation of Guy Dignity, Flash Jerk off Uncircumcised Cock, Men made to Cum on Body

4K 0:23 / 17:08

Naughty Brunette a sexy hairy Pussy in Panties Milking Dry the big Dick of an Embarrassed Cuckold - Orgasms Destruction looser, Control a Whore Orgasm, Humiliation of Guy Dignity, Flash Jerk off Uncircumcised Cock, Men made to Cum on Body

Clips4sale 5 months ago

Sophia Loreen Party on Oct 31, 2025 - Part 2

51% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 6 months ago

Sissy Ken Begs the Brunette, and Dances Like a Slut to Fill Her Ass with Hot Milk

50% HD 0:39 / 2:24

Sissy Ken Begs the Brunette, and Dances Like a Slut to Fill Her Ass with Hot Milk

FapHouse 1 month ago

Viky & Master Private Show

67% HD 2:00 / 6:55

Viky & Master Private Show

Flirt4Free 4 months ago

Funny VR Video 324

55% VR 0:39 / 12:58

Funny VR Video 324

FapHouse 7 months ago

Jujutsu Kaisen Yaoi - Yuji footjob to Sukuna - Sissy crossdress Japanese Asian Manga Anime Film Game Porn Gay

Premium HD 6:38

Jujutsu Kaisen Yaoi - Yuji footjob to Sukuna - Sissy crossdress Japanese Asian Manga Anime Film Game Porn Gay

XVideosRed 3 years ago

Trans Fucking With Crossdresser

Trans Fucking With Crossdresser

Clips4sale 1 year ago

Instructional Sissy Slut Training On How To Find and SuckMore Guys

64% 4K 0:27 / 21:54

Instructional Sissy Slut Training On How To Find and SuckMore Guys

Clips4sale 1 year ago

Stepdad Fucked Sissy Boy and Came in His Hole

HD 0:39 / 21:46

Stepdad Fucked Sissy Boy and Came in His Hole

FapHouse 1 week ago

Getting Undressed in Public

57% HD 0:39 / 10:44

Getting Undressed in Public

FapHouse 4 weeks ago

Teen boy walks in nature naked for gay Stepdaddy big dick pantyhose, flash Cut pants

60% HD 0:39 / 4:45

Teen boy walks in nature naked for gay Stepdaddy big dick pantyhose, flash Cut pants

FapHouse 1 year ago

(途中で終わってます。いかされたところは撮れてないです。)nemi anal play japanese cross dressing

(途中で終わってます。いかされたところは撮れてないです。)nemi anal play japanese cross dressing

AnalVids 5 days ago

Fvr - 41 - Feminize Him - Last Date - Riley

51% VR 0:08 / 22:36

Fvr - 41 - Feminize Him - Last Date - Riley

FapHouse 2 weeks ago

No. 156 Tamayokan

HD 0:39 / 10:24

No. 156 Tamayokan

FapHouse 2 weeks ago

Dark Kent Fisted by Jona Ortiz His First Fist Top Video

55% HD 0:39 / 19:19

Dark Kent Fisted by Jona Ortiz His First Fist Top Video

FapHouse 1 week ago

Top Salesperson

HD 0:39 / 16:13

Top Salesperson

FapHouse 1 week ago

CD Cross Dresser Man Ass Fuck

63% HD 0:39 / 5:09

CD Cross Dresser Man Ass Fuck

FapHouse 2 weeks ago

I Go to My Neighbor's House Because He Is Alone and He Wants Me to Fuck Him Now

69% HD 0:39 / 5:24

I Go to My Neighbor's House Because He Is Alone and He Wants Me to Fuck Him Now

FapHouse 7 months ago

Lady Fee Tells Sissy Dee to Ride Her Dildo for Her Entertainment

62% HD 0:39 / 5:34

Lady Fee Tells Sissy Dee to Ride Her Dildo for Her Entertainment

FapHouse 3 weeks ago

In women's things with a doll

50% 0:39 / 2:43

In women's things with a doll

FapHouse 4 years ago

Humiliating Maid Duty (Extended Cut)

62% HD 0:10 / 10:34

Humiliating Maid Duty (Extended Cut)

LoyalFans 2 months ago

FULL CLIP: Rough Sex with cute Tranny Girl! Clothes Ripping! CBT! Moutfuck! Facials!

HD 0:30 / 17:29

FULL CLIP: Rough Sex with cute Tranny Girl! Clothes Ripping! CBT! Moutfuck! Facials!

Clips4sale 10 months ago

Passive Man Fucks His Ass While Leaning Out of the Window Almost in Full View of People

66% HD 0:39 / 7:21

Passive Man Fucks His Ass While Leaning Out of the Window Almost in Full View of People

FapHouse 3 months ago

Dianna Campbel Private Show

65% HD 2:00 / 40:43

Dianna Campbel Private Show

Flirt4Free 3 weeks ago

Today you are my little puppy! Nice to rub your tiny cock, loser! JOI by Tranny Girl GERMAN

58% HD 0:30 / 6:42

Today you are my little puppy! Nice to rub your tiny cock, loser! JOI by Tranny Girl GERMAN

Clips4sale 1 year ago

Teen Trap Femme Sissy Gurl Doggy Style on a Dildo

Teen Trap Femme Sissy Gurl Doggy Style on a Dildo

FapHouse 1 day ago

His Royal Majesty with Vicfairy.

80% 0:39 / 20:40

His Royal Majesty with Vicfairy.

FapHouse 9 months ago

Pink Bikini Crossdress Truckstop

Pink Bikini Crossdress Truckstop

FapHouse 2 years ago

Assfucked in Armbinders

HD 0:39 / 16:45

Assfucked in Armbinders

FapHouse 2 weeks ago

Happiness Is Flowing All Over My Face. I'll Enjoy My Happy End _ Gay Couple Cum Facial After Hard Anal Sex

69% HD 0:39 / 8:20

Happiness Is Flowing All Over My Face. I'll Enjoy My Happy End _ Gay Couple Cum Facial After Hard Anal Sex

FapHouse 1 month ago

pathetic caged sissy puppy: barking with a plunger up my ass

pathetic caged sissy puppy: barking with a plunger up my ass

PornBox 1 week ago

Slim Is Fucking so Nice

60% 0:39 / 12:21

Slim Is Fucking so Nice

FapHouse 6 months ago

Crossdresser Big Ass Crown

Crossdresser Big Ass Crown

FapHouse 2 weeks ago

No. 166 Tack's Pussy and a Quiet Moment Under the Cherry Blossoms

No. 166 Tack's Pussy and a Quiet Moment Under the Cherry Blossoms

FapHouse 1 week ago

Horny Porn: Wonderful Transvestite Woods Ass-fuck Play with a Naked Femboy!

Horny Porn: Wonderful Transvestite Woods Ass-fuck Play with a Naked Femboy!

FapHouse 3 weeks ago

classy and slutty at the same time

75% 0:30 / 13:14

classy and slutty at the same time

Clips4sale 1 year ago

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118,407 results found

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