Crossdressing Videos - Trans (179,665)

Maick Tom & Stiven Castillo Private Show

61% HD 2:00 / 7:38

Maick Tom & Stiven Castillo Private Show

Flirt4Free 7 years ago

Sissy Slut Training: Lord Goddess Maria does humiliating gender transformation on sissy slut to reach his feminization goals

Sissy Slut Training: Lord Goddess Maria does humiliating gender transformation on sissy slut to reach his feminization goals

Clips4sale 11 months ago

Rina Nomaly Private Show

61% HD 2:00 / 7:57

Rina Nomaly Private Show

Flirt4Free 1 month ago

Mesmeriza

57% HD 1:01 / 32:06

FapHouse 1 year ago

The Story About Black Dildo Carabiner Milking and Gush Cum

47% HD 1:01 / 16:20

The Story About Black Dildo Carabiner Milking and Gush Cum

FapHouse 2 years ago

Ladyboy Jerking off #99 POV

46% HD 0:39 / 1:06:52

Ladyboy Jerking off #99 POV

FapHouse 1 year ago

Gorgeous Big Dick Blonde Glam Girl Solo Cushot

63% HD 1:01 / 26:39

Gorgeous Big Dick Blonde Glam Girl Solo Cushot

FapHouse 3 months ago

Alejandra Fox Private Show

HD 2:00 / 10:40

Alejandra Fox Private Show

Flirt4Free 3 years ago

Femboy Fucking Trans Becki Bottomz

55% HD 0:10 / 32:55

Femboy Fucking Trans Becki Bottomz

LoyalFans 2 months ago

Blonde Teen Bathroom Masturbation Femboy

55% 0:39 / 5:05

Blonde Teen Bathroom Masturbation Femboy

FapHouse 1 year ago

Self Pee Playing with Dress and Pantyhose

50% HD 0:39 / 13:25

Self Pee Playing with Dress and Pantyhose

FapHouse 2 years ago

Ladyboy Trans Blowjob Training!

62% HD 0:39 / 6:29

Ladyboy Trans Blowjob Training!

FapHouse 4 months ago

Uncle s tool shed - pegging crossdressing anal strapon

Uncle s tool shed - pegging crossdressing anal strapon

Clips4sale 10 months ago

I Pissed Inside the Shemale's Ass Using the Speculum

58% HD 1:01 / 6:11

I Pissed Inside the Shemale's Ass Using the Speculum

FapHouse 1 year ago

Nylon fisting sissy

Nylon fisting sissy

Clips4sale 1 week ago

Sissy training task July 25

Sissy training task July 25

Clips4sale 1 year ago

Sissi Stacy Walks in the Last Days of Summer

Sissi Stacy Walks in the Last Days of Summer

FapHouse 1 year ago

CV Burping and masturbating my big cock

70% 0:29 / 10:02

CV Burping and masturbating my big cock

Clips4sale 3 years ago

Satin Sissy Creampie

Satin Sissy Creampie

Clips4sale 2 years ago

Sissy Wife Blowjob Practice - Clara Dee JOI

66% HD 0:39 / 15:05

Sissy Wife Blowjob Practice - Clara Dee JOI

FapHouse 3 years ago

Viral Video Boy Sex Video Sexy on Sexbook

52% HD 0:39 / 5:12

Viral Video Boy Sex Video Sexy on Sexbook

FapHouse 1 year ago

Sissy Hubby Worships Domina High Heel Mules & Black Stockings Nylon Feet - Dame Olga 1080p (003B)

Sissy Hubby Worships Domina High Heel Mules & Black Stockings Nylon Feet - Dame Olga 1080p (003B)

LoyalFans 5 months ago

Sissy lather pants hard cock and huge sissygasm cumshot in 4K

75% 4K 0:19 / 3:39

Sissy lather pants hard cock and huge sissygasm cumshot in 4K

Clips4sale 4 years ago

Classy MILF Loves Crossdresser Cock

Classy MILF Loves Crossdresser Cock

LoyalFans 1 week ago

The Sissy Crossdresser Bareback!

49% HD 0:11 / 23:16

The Sissy Crossdresser Bareback!

Clips4sale 4 years ago

Compilation of Femboy Getting Fucked by Straight Male in Secret

Compilation of Femboy Getting Fucked by Straight Male in Secret

FapHouse 1 month ago

on a great white sandy beach angelika and lucy fuck one lucky man

HD 0:52 / 18:41

on a great white sandy beach angelika and lucy fuck one lucky man

PornBox 13 years ago

Nyxon & Elis Prep School Brat's Imposed Feminization 1080p

Nyxon & Elis Prep School Brat's Imposed Feminization 1080p

Clips4sale 1 year ago

Alexin Foster Private Show

65% 4K 2:00 / 9:21

Alexin Foster Private Show

Flirt4Free 1 month ago

Jhordy & Maxx Private Show

58% HD 2:00 / 6:59

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

An Arab transvestite takes obedience from mistress

54% 0:30 / 11:25

An Arab transvestite takes obedience from mistress

Clips4sale 1 year ago

Mouth Full of Tgirl Cock

Mouth Full of Tgirl Cock

FapHouse 1 week ago

Degraded By Wearing Pretty Girly Panties

Degraded By Wearing Pretty Girly Panties

Clips4sale 2 years ago

Alejandra Fox Private Show

63% HD 2:00 / 12:25

Alejandra Fox Private Show

Flirt4Free 4 years ago

Teasing Step Daddy Until Give Him Double Cum with Vibrator

HD 1:01 / 40:46

Teasing Step Daddy Until Give Him Double Cum with Vibrator

FapHouse 2 years ago

Nun Punishes Sissy Slut With CUM

70% 0:30 / 8:05

Nun Punishes Sissy Slut With CUM

Clips4sale 1 year ago

BBC Destroyed Ebony Lagos Amazon Prostitute Ass

43% HD 0:39 / 4:09

BBC Destroyed Ebony Lagos Amazon Prostitute Ass

FapHouse 1 year ago

Femboy 5 Hour Edge Cums to Climax

Femboy 5 Hour Edge Cums to Climax

FapHouse 11 months ago

Sissy Training From The Best (wmv)

Sissy Training From The Best (wmv)

Clips4sale 4 years ago

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

54% 0:26 / 12:44

TS Natalie Carnot's Self Bondage with the Irish Eight Handcuffs!

Clips4sale 1 year ago

Mistress Teases Cross-dressing Masochist with Cane and Hot Wax and Uses Nipple Clips to Enlarge and Train His Nipples

55% HD 1:01 / 26:04

Mistress Teases Cross-dressing Masochist with Cane and Hot Wax and Uses Nipple Clips to Enlarge and Train His Nipples

FapHouse 7 months ago

Body Swapping: Step-Sister's Body, Step-Mommy's Dildo

66% 4K 1:00 / 30:04

Body Swapping: Step-Sister's Body, Step-Mommy's Dildo

Clips4sale 2 years ago

Sissy Baby Step Son Part 3 Diaper Pansy Torment

71% 0:11 / 13:50

Sissy Baby Step Son Part 3 Diaper Pansy Torment

Clips4sale 3 years ago

Hot Trans Mastrubate

Hot Trans Mastrubate

Flirt4Free 8 years ago

Fucked In A Cage

Fucked In A Cage

Clips4sale 1 year ago

The Slave Huntress (MP4)

55% 0:30 / 56:54

The Slave Huntress (MP4)

Clips4sale 5 months ago

Sissy Maid To Cum - 1080HD

Sissy Maid To Cum - 1080HD

Clips4sale 2 years ago

Sissy Gangbag

63% HD 0:10 / 9:07

LoyalFans 2 years ago

Double dom with Lady Valeska: Sissy begs for cum

Double dom with Lady Valeska: Sissy begs for cum

Clips4sale 1 year ago

Crossdresser Ride Show

Crossdresser Ride Show

FapHouse 1 week ago

My First Didlo Ride On Camera

Premium HD 11:33

My First Didlo Ride On Camera

LET'S PLAY A GAME

LET'S PLAY A GAME

Clips4sale 4 years ago

Sex couple and beautifull shemale

Sex couple and beautifull shemale

FapHouse 5 years ago

Lenny Fire Private Show

HD 2:00 / 13:40

Lenny Fire Private Show

Flirt4Free 4 days ago

TS Natalie Carnot All Taped Up in Her Polka Dot Dress

TS Natalie Carnot All Taped Up in Her Polka Dot Dress

Clips4sale 1 month ago

Is this the BEST Bondage model EVER?! This is Unbelievable Charlie and Mila left speechless

Is this the BEST Bondage model EVER?! This is Unbelievable Charlie and Mila left speechless

Clips4sale 2 years ago

Funny Version in VR 46

Funny Version in VR 46

FapHouse 1 year ago

Sissy Transformation With Goddess Luna Law

Premium HD 10:24

Sissy Transformation With Goddess Luna Law

Clips4sale 2 weeks ago

Luis Activo 19cm

HD 1:01 / 15:21

Luis Activo 19cm

FapHouse 8 months ago

Naughty List: Mom's Sissy Slut for Santa

67% HD 0:10 / 20:00

Naughty List: Mom's Sissy Slut for Santa

LoyalFans 4 years ago

deep anal endurance challenge: sissy holding thickest dildo to the limit (fetish / slow stretch): slow & intense anal accommodation: sissy stretching boypussy with heavy toy

deep anal endurance challenge: sissy holding thickest dildo to the limit (fetish / slow stretch): slow & intense anal accommodation: sissy stretching boypussy with heavy toy

PornBox 1 week ago

parent teacher conference with a twist

55% 0:11 / 24:53

parent teacher conference with a twist

Clips4sale 2 years ago

Bratty Satin Office Girl Jessica Kat Learns a Lesson

72% 0:25 / 17:35

Bratty Satin Office Girl Jessica Kat Learns a Lesson

Clips4sale 1 year ago

Crossdresser Son asks StepDad for a DDLG Relationship

Crossdresser Son asks StepDad for a DDLG Relationship

Clips4sale 9 months ago

Sissy Loser Maid Service

Sissy Loser Maid Service

Clips4sale 2 years ago

Hot Crossdresser Smokes and Rides Dildo

67% HD 0:39 / 3:05

Hot Crossdresser Smokes and Rides Dildo

FapHouse 5 months ago

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

56% HD 0:10 / 10:25

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

LoyalFans 2 years ago

Elise Gives Me a Seductive Lok in Coffee Bar

Elise Gives Me a Seductive Lok in Coffee Bar

FapHouse 2 weeks ago

A Twink 22-year-old Man Enjoys Tight Ropes and Being Used to T...nt of Exhaustion.

63% HD 1:01 / 8:21

A Twink 22-year-old Man Enjoys Tight Ropes and Being Used to T...nt of Exhaustion.

FapHouse 3 weeks ago

Self Cum Eating for Sexy Femboy

Self Cum Eating for Sexy Femboy

FapHouse 2 years ago

Latex-clad Lady Valeska puts Her sissy maid in a predicament before having Her feet massaged

Latex-clad Lady Valeska puts Her sissy maid in a predicament before having Her feet massaged

Clips4sale 3 years ago

Adele & Eccatelina Private Show

53% HD 2:00 / 9:30

Adele & Eccatelina Private Show

Flirt4Free 3 years ago

Full Clip: Caught Playing Dress-Up Jasmin Jai Torments Sissy Tiffany with Vibrators, Bondage and Handjob Edging

HD 0:22 / 30:17

Full Clip: Caught Playing Dress-Up Jasmin Jai Torments Sissy Tiffany with Vibrators, Bondage and Handjob Edging

Clips4sale 1 month ago

femme sandy under queen elena’s decree: caned, flogged, & spanked

HD 0:30 / 10:36

femme sandy under queen elena’s decree: caned, flogged, & spanked

PornBox 1 week ago

Tranny Domination: Foot Licking Slave Is Kept Chaste and Used as a Strap-on Pad! Full Clip

45% HD 0:39 / 19:35

Tranny Domination: Foot Licking Slave Is Kept Chaste and Used as a Strap-on Pad! Full Clip

FapHouse 8 months ago

Bullied Beta

Clips4sale 2 years ago

A Sissy Training Day

Premium HD 22:22

A Sissy Training Day

mindless submissive crossdresser

mindless submissive crossdresser

Clips4sale 7 months ago

Tranny public in the city full in latex! Public masturbation! Blowjob! Titfuck! Cum on Ass!

45% HD 0:29 / 7:59

Tranny public in the city full in latex! Public masturbation! Blowjob! Titfuck! Cum on Ass!

Clips4sale 2 years ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 7

HD 0:10 / 20:18

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 7

LoyalFans 2 months ago

Sandy Lee Private Show

Sandy Lee Private Show

Flirt4Free 11 years ago

Obey my Mistress

Obey my Mistress

Clips4sale 11 months ago

Hung Desi Hunk Tim Deen Strokes His Thick Cock

61% HD 0:39 / 5:08

Hung Desi Hunk Tim Deen Strokes His Thick Cock

FapHouse 6 months ago

Mike Swift & David Golden Private Show

60% HD 2:00 / 7:43

Mike Swift & David Golden Private Show

Flirt4Free 2 months ago

Maick Tom & Stiven Castillo Private Show

HD 2:00 / 34:47

Maick Tom & Stiven Castillo Private Show

Flirt4Free 7 years ago

Lena Kelly & Ryder Monroe

56% 1:01 / 26:22

Lena Kelly & Ryder Monroe

FapHouse 2 months ago

Asian Ladyboy Shemale Muton's Daily 17

HD 0:39 / 10:40

Asian Ladyboy Shemale Muton's Daily 17

FapHouse 2 weeks ago

Eating the Tight Little Assholes of My Iowa Farm-boy Twink Friends. Yaoia Hentai Animation.

59% HD 0:39 / 6:17

Eating the Tight Little Assholes of My Iowa Farm-boy Twink Friends. Yaoia Hentai Animation.

FapHouse 3 months ago

Handjob with Red Long Nails

HD 0:25 / 13:03

Handjob with Red Long Nails

Jammy Salsalita Private Show

Jammy Salsalita Private Show

Flirt4Free 2 days ago

Locked Up and Dressed Up for Worship

Locked Up and Dressed Up for Worship

Clips4sale 1 year ago

Little Sissy Lingerie, Stockings and Heels Show

60% HD 1:01 / 58:57

Little Sissy Lingerie, Stockings and Heels Show

FapHouse 2 years ago

Alice Hower Private Show

HD 2:00 / 11:19

Alice Hower Private Show

Flirt4Free 2 years ago

High Heels Love Tongue Worship (1080p)

High Heels Love Tongue Worship (1080p)

Clips4sale 2 months ago

Mistress Sophia Sahara Bi Training

50% 0:26 / 17:03

Mistress Sophia Sahara Bi Training

Clips4sale 4 years ago

Day 2 - Wear My Panties In Hopes Of Sniffing Them - Red Full Back

Day 2 - Wear My Panties In Hopes Of Sniffing Them - Red Full Back

Clips4sale 5 years ago

фембой шлюха hattabi4ik золотой дождь на лицо в рот оргазм удовольствие

фембой шлюха hattabi4ik золотой дождь на лицо в рот оргазм удовольствие

PornBox 1 year ago

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

66% HD 0:23 / 17:21

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

Clips4sale 1 year ago

stellatravy - sempre dura e porca

stellatravy - sempre dura e porca

PornBox 2 days ago

Transformation Feminized Build-A-Bitch My Fuckhole!

HD 0:25 / 12:27

Transformation Feminized Build-A-Bitch My Fuckhole!

Clips4sale 1 month ago

Break in Tights on the Bike Ride 1

55% 0:39 / 4:49

Break in Tights on the Bike Ride 1

FapHouse 2 years ago

After the Oktoberfest, horny tranny girl gives great blowjob! He cums on her tits!

After the Oktoberfest, horny tranny girl gives great blowjob! He cums on her tits!

Clips4sale 1 year ago

Maick Tom & Stiven Castillo Private Show

67% HD 2:00 / 4:01

Maick Tom & Stiven Castillo Private Show

Flirt4Free 7 years ago

Eva Android's The Plug!! MOV

Eva Android's The Plug!! MOV

Clips4sale 2 years ago

Jennifer Venturi Private Show

Jennifer Venturi Private Show

Flirt4Free 3 weeks ago

Bullying her Sissy Balls Part 2: Humiliating Ball Weights

Premium HD 10:43

Bullying her Sissy Balls Part 2: Humiliating Ball Weights

Clips4sale 3 months ago

Matriarch Ezada Sinn and Lady Valeska transform Their stepson into Their stepdaughter

62% HD 0:36 / 8:34

Matriarch Ezada Sinn and Lady Valeska transform Their stepson into Their stepdaughter

Clips4sale 3 years ago

Your Dreams Come True with Rola and Hr’er Shemale

63% HD 0:07 / 0:40

Your Dreams Come True with Rola and Hr’er Shemale

FapHouse 10 months ago

Cigar Domme Lilli: Holly's Bound & Smoked Punishment - SFL320

Cigar Domme Lilli: Holly's Bound & Smoked Punishment - SFL320

Clips4sale 1 year ago

Older Guy Fuck a Small Transgirl Cutie

57% HD 1:01 / 11:22

Older Guy Fuck a Small Transgirl Cutie

FapHouse 10 months ago

Sissy boy encouragement Sissi Viter

Sissy boy encouragement Sissi Viter

Clips4sale 4 years ago

10-02-2026 stream full vod

HD 0:30 / 1:18:15

10-02-2026 stream full vod

PornBox 1 week ago

Suck Step-Mommy's Dick

57% HD 0:10 / 11:37

Suck Step-Mommy's Dick

LoyalFans 4 months ago

Luke Hardy & Cristian Ford Private Show

34% HD 2:00 / 11:36

Luke Hardy & Cristian Ford Private Show

Flirt4Free 2 years ago

Training my Ass, Ridding A Dildo

HD 0:25 / 10:12

Training my Ass, Ridding A Dildo

Sophia Loreen Private Show

HD 2:00 / 10:19

Sophia Loreen Private Show

Flirt4Free 4 years ago

Fucking Ass Yes Baby

63% HD 0:39 / 7:30

Fucking Ass Yes Baby

FapHouse 9 months ago

Abgebunden und Kurz rumgefickt

Abgebunden und Kurz rumgefickt

Clips4sale 1 month ago

The Stepfather Fucked His Effeminate Sissy Stepdaughter's Little Ass

57% HD 0:39 / 3:24

The Stepfather Fucked His Effeminate Sissy Stepdaughter's Little Ass

FapHouse 6 months ago

I Lied to My Friend's Boyfriend That She Was at My Place and When He Got Here I Seduced Him and Then He Fucked Me

54% HD 0:39 / 27:09

I Lied to My Friend's Boyfriend That She Was at My Place and When He Got Here I Seduced Him and Then He Fucked Me

FapHouse 2 months ago

54 55 56 57 58

179,665 results found

Related categories

Transvestite Strap-On Trans Trans Fucks Trans Trans Fucks Girl Trans Domination Trans Fucks Guy Ladyboy Sissy Trans Trans Big Cock Tgirl Hermaphrodite Trans Solo Femboy 18+ Feminization Trans Post-Op Trans Compilation Futanari Trans Threesome Femboy BBC

Narrow your search

crossdressing husband crossdressing compilation crossdressing blowjob crossdressing creampie crossdressing gangbang crossdressing orgy crossdressing bbc caught crossdressing crossdressing mature crossdressing solo crossdressing teen 18+ crossdressing asian crossdressing threesome crossdressing outdoor amateur crossdressing crossdressing webcam

Categories Pornstars

Parents

Pornmd.com uses the “Restricted To Adults” (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.