Amateur Crossdresser Videos (1,014)

Smoking and Stroking

Smoking and Stroking

Clips4sale 3 years ago

UK Amateur Transvestite 6

59% HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

living the barbie life

49% 0:11 / 14:56

living the barbie life

Clips4sale 1 year ago

princess loves cock

princess loves cock

Clips4sale 2 months ago

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

4K 0:25 / 16:22

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

Clips4sale 2 months ago

The Sissy Crossdresser Bareback 5!

The Sissy Crossdresser Bareback 5!

Clips4sale 3 years ago

thick bubble butt slut

69% 0:30 / 24:18

thick bubble butt slut

Clips4sale 7 months ago

P4 WEBCAM SHOW SUB XDRESSER FEISH CLOTHING FAKE BIG TITS DEEPTHROAT MY SEX BITCH DOLL

4K 0:21 / 10:24

P4 WEBCAM SHOW SUB XDRESSER FEISH CLOTHING FAKE BIG TITS DEEPTHROAT MY SEX BITCH DOLL

Clips4sale 2 months ago

The Evil Transgendor Trans Lola Minaj Aliens WMVSD

The Evil Transgendor Trans Lola Minaj Aliens WMVSD

Clips4sale 2 years ago

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - Humiliation Conversations with a Slut, Amateur Couple Home Video, Bisexual Encouragement, Close Female Naked Male, Femdom, Gentle Discipline

4K 0:23 / 11:38

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - Humiliation Conversations with a Slut, Amateur Couple Home Video, Bisexual Encouragement, Close Female Naked Male, Femdom, Gentle Discipline

Clips4sale 2 months ago

his secret sissy life

his secret sissy life

Clips4sale 1 year ago

specific type of maid

58% 0:30 / 25:44

specific type of maid

Clips4sale 5 months ago

Femboy getting fun with a big dildo on the garden view

Femboy getting fun with a big dildo on the garden view

Mistress in Black Latex Gloves riding a Cuckold - Jerk big Hairy Dick, HandJobs to the last drop, Ending Games, Men made to Cum, Rubs Big Cock, Tease & Denial

4K 0:25 / 12:25

Mistress in Black Latex Gloves riding a Cuckold - Jerk big Hairy Dick, HandJobs to the last drop, Ending Games, Men made to Cum, Rubs Big Cock, Tease & Denial

Clips4sale 1 month ago

sexy femboi gets an injection of Americana

66% 0:30 / 23:08

sexy femboi gets an injection of Americana

Clips4sale 5 months ago

STRAPON and PISS ENEMA for DIAPERED SISSY husband

HD 0:29 / 13:13

STRAPON and PISS ENEMA for DIAPERED SISSY husband

Clips4sale 1 year 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 2 weeks ago

Feliz Cumpleanos

65% 0:30 / 26:00

Feliz Cumpleanos

Clips4sale 1 year ago

Piss Enema Release and Fisting for Sissy Slut

HD 0:32 / 17:11

Piss Enema Release and Fisting for Sissy Slut

Clips4sale 1 month ago

super sexy femboi is a wild person in bed

66% 0:30 / 14:56

super sexy femboi is a wild person in bed

Clips4sale 3 months ago

UK Amateur Transvestite 5

62% HD 0:30 / 2:10:00

UK Amateur Transvestite 5

AEBN 13 years ago

UK Amateur Transvestite 6

47% HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

UK Amateur Transvestite 6

69% HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

UK Amateur Transvestite 5

49% HD 0:30 / 2:10:00

UK Amateur Transvestite 5

AEBN 13 years ago

SISSIFICATION MY EX BOYFRIEND FOR THE FISRT TIME

SISSIFICATION MY EX BOYFRIEND FOR THE FISRT TIME

Clips4sale 4 days ago

trained and turned into a sexy sissy

54% 0:11 / 26:49

trained and turned into a sexy sissy

Clips4sale 1 year ago

Putting on Female Suit and Getting Intimate

56% HD 0:11 / 19:01

Putting on Female Suit and Getting Intimate

Clips4sale 3 years ago

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

4K 0:28 / 27:55

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in Pantyhose, Close Female Naked Male, Mistress in Bra and Panties, Femdom Sex

Clips4sale 2 months ago

getting closer and closer

57% 0:30 / 15:24

getting closer and closer

Clips4sale 3 months ago

Sucking Satin Sissy

77% HD 0:40 / 9:38

Sucking Satin Sissy

Valentine's handjob 2024

60% 0:11 / 10:32

Valentine's handjob 2024

Clips4sale 1 year ago

You Want to Be a Sissy Cocksucker

72% 0:30 / 10:41

You Want to Be a Sissy Cocksucker

Clips4sale 2 years ago

I'm so good he cums twice

78% HD 0:43 / 6:24

I'm so good he cums twice

Clips4sale 8 months ago

CROSSDRESSER HUSBAND SURPRISES ME

CROSSDRESSER HUSBAND SURPRISES ME

Clips4sale 1 month ago

submissive sissy loves being ordered around

72% 0:30 / 25:42

submissive sissy loves being ordered around

Clips4sale 1 year ago

Philipp and Brett where both dominated by sexy brazilian trans Roberta Cortes

46% 0:11 / 1:32:57

Philipp and Brett where both dominated by sexy brazilian trans Roberta Cortes

C4S 2 years ago

Finnish sissy delights in some tourist cock

50% 0:11 / 14:36

Finnish sissy delights in some tourist cock

Clips4sale 1 year ago

Stepmother black Lingerie in Latex Gloves Humiliates Slave with 3-x Multiple Ruined Orgasms - Close Female Naked Male, Amateur Couple Perverted Fantasy, Humiliation by Slapping Cock, Female Domination Pov, Orgasmic Destruction looser

57% 4K 0:25 / 17:54

Stepmother black Lingerie in Latex Gloves Humiliates Slave with 3-x Multiple Ruined Orgasms - Close Female Naked Male, Amateur Couple Perverted Fantasy, Humiliation by Slapping Cock, Female Domination Pov, Orgasmic Destruction looser

Clips4sale 3 weeks ago

sissy maid is not done with her chores

sissy maid is not done with her chores

Clips4sale 2 years ago

Heteroflexible K crossdressing 104: slender fit older hung transvestite skirt and cockring masturbation

55% 0:11 / 18:24

Heteroflexible K crossdressing 104: slender fit older hung transvestite skirt and cockring masturbation

Clips4sale 3 years ago

Milking my sissy Katja shortly after cock shaving

65% HD 0:11 / 14:20

Milking my sissy Katja shortly after cock shaving

Clips4sale 3 years ago

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

84% HD 0:22 / 10:19

LATEX BONDAGE SHEMALE DEEPTHROAT SUB CROSSDRESSER IN RED HAIR P1

Clips4sale 1 year ago

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

66% 4K 0:26 / 16:16

Mistress in Lingerie HandJobs Submissive Crossdresser with Cock until the Last drop of Cum - Encouraging Bisexuals to Cum, Sissy Stocking Wearing Perversion, Jerking off Clitoris Sissy, Female Domination, Dick Slapping 4k

Clips4sale 1 month ago

Heteroflexible K solo V186: thin slim fit muscular vascular hung older shoelace as cock ring masturbation

Heteroflexible K solo V186: thin slim fit muscular vascular hung older shoelace as cock ring masturbation

Clips4sale 3 years ago

Hotwife &amp; Sissy Husband In Satin

Hotwife &amp; Sissy Husband In Satin

PART 1 FRENCH MAID CROSSDRESSER SLUT SEXSLAVE SCHOOL LESSON 1 DEEPTHROAT BY FETISHTRANSEXUAL

HD 0:20 / 10:14

PART 1 FRENCH MAID CROSSDRESSER SLUT SEXSLAVE SCHOOL LESSON 1 DEEPTHROAT BY FETISHTRANSEXUAL

Clips4sale 1 month ago

crossdressing perfection

crossdressing perfection

Clips4sale 3 months ago

HBC x Domina R; Double Mistress Whip Torment!

56% HD 0:11 / 40:34

HBC x Domina R; Double Mistress Whip Torment!

Clips4sale 4 years ago

Taking your Anal Virginity

44% HD 0:24 / 9:35

Taking your Anal Virginity

Clips4sale 2 years ago

Self Stroke 2 With Cum on Ass - G055

HD 0:10 / 24:15

Self Stroke 2 With Cum on Ass - G055

Clips4sale 1 year ago

blonde sissy gets fucked in her onesie

blonde sissy gets fucked in her onesie

Clips4sale 1 year ago

she wants to be filled with cum

she wants to be filled with cum

Clips4sale 3 months ago

Heteroflexible K crossdressing 42: slender fit older hung twunk transvestite panties

Heteroflexible K crossdressing 42: slender fit older hung twunk transvestite panties

Clips4sale 3 years ago

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

68% 4K 0:28 / 27:55

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

Clips4sale 2 months ago

SFX PMV Crossdressing Sissy

SFX PMV Crossdressing Sissy

Clips4sale 2 years ago

Heteroflexible K solo V64: thin fit muscular hung older twunk blanket fucker

Heteroflexible K solo V64: thin fit muscular hung older twunk blanket fucker

Clips4sale 3 years ago

The Sissy Crossdresser Bareback 3

53% HD 0:11 / 44:41

The Sissy Crossdresser Bareback 3

Clips4sale 3 years ago

Pretty Gurl

Clips4sale 9 months ago

his diary knows all his secrets

his diary knows all his secrets

Clips4sale 1 year ago

Denim Fetish! Shibari Anal Play & Handjob!

44% 0:11 / 18:43

Denim Fetish! Shibari Anal Play & Handjob!

Clips4sale 2 years ago

he used to be an alpha male

67% 0:30 / 22:09

he used to be an alpha male

Clips4sale 7 months ago

turned into a slutty femcow

turned into a slutty femcow

Clips4sale 3 months ago

socks! 9 - sock fetish "fuck off" socks

socks! 9 - sock fetish "fuck off" socks

Clips4sale 3 years ago

Heteroflexible K solo V58: thin fit muscular hung older twunk pillow fucker

63% 0:11 / 9:58

Heteroflexible K solo V58: thin fit muscular hung older twunk pillow fucker

Clips4sale 3 years ago

Silver Pumps Lola Minaj Trans Feet Pumps WMVSD

Silver Pumps Lola Minaj Trans Feet Pumps WMVSD

Clips4sale 2 years ago

Sissy slut drilled hard by cop friend

Sissy slut drilled hard by cop friend

dressed and confident

dressed and confident

Clips4sale 7 months ago

socks! 6 - sock fetish

socks! 6 - sock fetish

Clips4sale 3 years ago

Sissy slut gets fucked by a spider boy

73% 0:30 / 19:27

Sissy slut gets fucked by a spider boy

adopted into the sissy lifestyle

adopted into the sissy lifestyle

Clips4sale 2 months ago

Cute femboy get deeply fucked by masked man

63% 0:30 / 20:35

Cute femboy get deeply fucked by masked man

waiting for her chance to shine

waiting for her chance to shine

Clips4sale 1 year ago

UK Amateur Transvestite 6

HD 0:30 / 2:13:00

UK Amateur Transvestite 6

AEBN 14 years ago

HIDDEN CROSSDRESSING #66

65% 4K 0:10 / 12:51

HIDDEN CROSSDRESSING #66

Clips4sale 9 months ago

Clothes Swap Edging - Femdom Handjob with Orgasm Denial by Mistress Carmela Parannanza

Clothes Swap Edging - Femdom Handjob with Orgasm Denial by Mistress Carmela Parannanza

Sucking Sissy In Pantyhose

66% HD 0:21 / 5:58

Sucking Sissy In Pantyhose

Clips4sale 3 months ago

from mechanic to sissy

from mechanic to sissy

Clips4sale 7 months ago

Female Stepmom in Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in black Nylon Stockings - Control a Whore Orgasm, Humiliation of Guy Dignity, Close Female Naked Male, Amateur Couple Perverted Fantasy, Post Cum Play

57% 4K 0:26 / 16:16

Female Stepmom in Latex Multiple Ruined Orgasms of Sissy Slut Big Cock in black Nylon Stockings - Control a Whore Orgasm, Humiliation of Guy Dignity, Close Female Naked Male, Amateur Couple Perverted Fantasy, Post Cum Play

Clips4sale 1 month ago

Horny For Cock In Satin

74% HD 0:51 / 11:30

Horny For Cock In Satin

Femboy Fun

74% HD 0:44 / 7:57

Clips4sale 1 year ago

Heteroflexible K solo V124: thin fit muscular vascular hung older improvised g-string cockring combo

Heteroflexible K solo V124: thin fit muscular vascular hung older improvised g-string cockring combo

Clips4sale 3 years ago

Satin Sissy Solo Cumshot

Satin Sissy Solo Cumshot

Clips4sale 1 year ago

sissy bride in chastity

70% 0:30 / 13:58

sissy bride in chastity

Clips4sale 1 year ago

Dark Energy CD Mind Fuck PMV

55% 0:18 / 6:28

Dark Energy CD Mind Fuck PMV

Clips4sale 1 year ago

LR Anal 1 - G022

43% 0:10 / 13:42

LR Anal 1 - G022

Self Stroke 1 - S028

Self Stroke 1 - S028

Clips4sale 1 year ago

UK Amateur Transvestite Dominas

HD 0:30 / 1:25:00

UK Amateur Transvestite Dominas

AEBN 14 years ago

Sissy slut femboy get ass bonked by tattooed man

72% 0:30 / 23:13

Sissy slut femboy get ass bonked by tattooed man

tall blonde and submissive

tall blonde and submissive

Clips4sale 7 months ago

Heteroflexible K crossdressing 93: slender fit older hung transvestite teen party dress

64% 0:11 / 14:13

Heteroflexible K crossdressing 93: slender fit older hung transvestite teen party dress

Clips4sale 3 years ago

Naughty patient Katja (diaper pee, milking and cumshot)

68% HD 0:11 / 25:59

Naughty patient Katja (diaper pee, milking and cumshot)

Clips4sale 3 years ago

Satin Sissy Training

Premium HD 14:24

Satin Sissy Training

Clips4sale 1 year ago

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Feminization of the Straight Man, Sissy Slut Doggystyle with Hairy Ass, Mistress Tease Horny Dick, Home Barbershop 4k

4K 0:23 / 11:38

Stepmom in latex Gloves Shaving Hairy Cock of Submissive Sissy Slut in nylon Stockings - Feminization of the Straight Man, Sissy Slut Doggystyle with Hairy Ass, Mistress Tease Horny Dick, Home Barbershop 4k

Clips4sale 2 months ago

much sexier than most women

66% 0:11 / 28:51

much sexier than most women

Clips4sale 1 year ago

The Sissy Crossdresser Bareback 4

44% 0:11 / 34:00

The Sissy Crossdresser Bareback 4

Clips4sale 3 years ago

Amateur Transvestite Three-Some 4

HD 0:30 / 1:30:00

Amateur Transvestite Three-Some 4

AEBN 12 years ago

trained to be completely subservient to him

trained to be completely subservient to him

Clips4sale 1 year ago

My submissive makes Step-Daddy happy! Cigar Smoking!

61% HD 0:11 / 32:59

My submissive makes Step-Daddy happy! Cigar Smoking!

Clips4sale 4 years ago

Full Sissy Play - G041

52% HD 0:10 / 27:40

Full Sissy Play - G041

Clips4sale 1 year ago

he used to be the boss but not anymore

79% 0:11 / 28:48

he used to be the boss but not anymore

Clips4sale 1 year ago

the penalty for theft

55% 0:30 / 24:05

the penalty for theft

Clips4sale 7 months ago

amateur femboi hits the big time

65% 0:11 / 26:16

amateur femboi hits the big time

Clips4sale 1 year ago

she loves dick

55% 0:11 / 17:49

Clips4sale 1 year ago

Amateur crossdresser fucking with a young shy boy

69% 0:26 / 16:30

Amateur crossdresser fucking with a young shy boy

The Sissy Crossdresser Bareback!

49% HD 0:11 / 23:16

The Sissy Crossdresser Bareback!

Clips4sale 3 years ago

The Sissy Crossdresser Bareback 2

67% HD 0:11 / 47:25

The Sissy Crossdresser Bareback 2

Clips4sale 3 years ago

Femboy Pop music PMV

Femboy Pop music PMV

Clips4sale 2 years ago

Captioned Anal & CD Encouragement

Captioned Anal & CD Encouragement

Clips4sale 2 years ago

Lots of Shiny Slick Oil! Getting Shiny and Sweaty with Rubber Pussy Mask

58% HD 0:30 / 18:59

Lots of Shiny Slick Oil! Getting Shiny and Sweaty with Rubber Pussy Mask

Clips4sale 2 years ago

Katja again in my hairdressing studio, part: "Milking with red latex gloves"

Katja again in my hairdressing studio, part: "Milking with red latex gloves"

Clips4sale 4 years ago

3some Mature Crossdresser Roxy and bisexual Boi rimming deepthroat fucking Amateur

64% HD 0:20 / 9:05

3some Mature Crossdresser Roxy and bisexual Boi rimming deepthroat fucking Amateur

Clips4sale 8 months ago

Perfect Cuckold for Trans Wife Lola Minaj Trans Cuckold Dominatrix Femdom WMVHD

Perfect Cuckold for Trans Wife Lola Minaj Trans Cuckold Dominatrix Femdom WMVHD

Clips4sale 2 years ago

Sissy femboy fucked hard by grindr guy

74% 0:30 / 12:52

Sissy femboy fucked hard by grindr guy

discovering the perfect Asian sissy

57% 0:30 / 27:15

discovering the perfect Asian sissy

Clips4sale 11 months ago

new bubble butt sissy maid

new bubble butt sissy maid

Clips4sale 2 years ago

Heteroflexible K crossdressing 113: slender fit older hung transvestite black fetish party dress

63% 0:11 / 13:05

Heteroflexible K crossdressing 113: slender fit older hung transvestite black fetish party dress

Clips4sale 3 years ago

femboi pet

Clips4sale 7 months ago

3SOME BLOWJOB ONLY CROSSDRESSER / DADDY/ FETISHTRANSEXUAL P1

63% HD 0:11 / 10:20

3SOME BLOWJOB ONLY CROSSDRESSER / DADDY/ FETISHTRANSEXUAL P1

Clips4sale 2 years ago

Lola Crossdresser shows BBC Deepthroating Love 4 - G007

43% HD 0:25 / 28:50

Lola Crossdresser shows BBC Deepthroating Love 4 - G007

Clips4sale 1 year ago

Sissy Fetish Fishnet CD PMV

Sissy Fetish Fishnet CD PMV

Clips4sale 1 year ago

1 2 3 4 5

1,014 results found

Related searches

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

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.

© 2025 Pornmd.com. All rights reserved.