Crossdresser Cum Videos (1,926)

Sensual Sissy Worship

Sensual Sissy Worship

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HD 0:30 / 25:44

Solo sensual femboy showers in fishnets huge cumshot

Clips4sale 1 week ago

MY RUBBERDOLL Ch3: CANT HOLD HER CUM-cam2

56% 4K 0:30 / 15:13

MY RUBBERDOLL Ch3: CANT HOLD HER CUM-cam2

Clips4sale 4 months ago

Sissy slut gets fucked by a spider boy

72% 0:30 / 19:27

Sissy slut gets fucked by a spider boy

C4S 10 months ago

Lips in Saliva, Filthy, Verbal Sissy Spitting, Self Facial

HD 0:30 / 22:18

Lips in Saliva, Filthy, Verbal Sissy Spitting, Self Facial

Clips4sale 1 week ago

SAY “I AM A FAGGOT MISTRESS RAVEN”

66% HD 0:10 / 23:45

SAY “I AM A FAGGOT MISTRESS RAVEN”

LoyalFans 2 years ago

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

33% HD 0:18 / 24:11

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 1 year ago

15 days MTF transformation 720p

46% HD 0:26 / 14:09

15 days MTF transformation 720p

Clips4sale 5 months ago

BG pegging - fucking and breeding my locked CD sissy bf

BG pegging - fucking and breeding my locked CD sissy bf

LoyalFans 1 year ago

Tranny has cumshot with vibro toy in public! Full load of sperm in her pants!

58% HD 0:23 / 6:05

Tranny has cumshot with vibro toy in public! Full load of sperm in her pants!

Clips4sale 1 year ago

BBC Bull Pounds Sissy Bussy Mp4

54% 0:06 / 3:11

BBC Bull Pounds Sissy Bussy Mp4

Clips4sale 1 month ago

Queer Fucking Xummer Apollo

63% 0:23 / 13:41

Queer Fucking Xummer Apollo

Clips4sale 3 years ago

Taking your Anal Virginity

44% HD 0:24 / 9:35

Taking your Anal Virginity

Clips4sale 2 years ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

65% HD 0:30 / 28:42

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

Clips4sale 1 year ago

SISSY CUM SPLASHING

SISSY CUM SPLASHING

Clips4sale 2 weeks ago

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

66% HD 0:29 / 35:43

ABH054 Sweet girl in chastity riding dildo and play vibrator until cum

Clips4sale 4 years ago

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

46% 0:30 / 17:59

First Time Crossdressing: Lingerie Shopping to Hotel Room JOI CEI No Humiliation Gentle Femdom Jerk Off Instructions Butt Plug Prostate Play

Clips4sale 7 months ago

Femboy's First Cock Ring (Unboxing)

68% HD 0:15 / 8:56

Femboy's First Cock Ring (Unboxing)

C4S 2 years ago

Double on double - G027

55% HD 0:10 / 25:50

Double on double - G027

Clips4sale 1 year ago

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

65% HD 0:27 / 4:01

Tranny Dom Petplay! Good little puppy can sniff her ass and cum on her boots! POV JOI

Clips4sale 1 month ago

Slutty SISSY CEI

57% HD 0:10 / 7:22

Slutty SISSY CEI

LoyalFans 5 months ago

Dirty Feet JOI

LoyalFans 2 years ago

MY GLORYHOLE CUM SLUT

60% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 2 years ago

LR Blowjob 9 (Jap) - G060

58% 0:30 / 29:17

LR Blowjob 9 (Jap) - G060

Clips4sale 7 months ago

Lola Cum Swallow Series - G052

62% HD 0:10 / 20:59

Lola Cum Swallow Series - G052

Clips4sale 8 months ago

Bisexual Crossdressing Fuck WMV

65% 0:27 / 10:46

Bisexual Crossdressing Fuck WMV

Clips4sale 1 year ago

TRUCK STOP FAGGOT

33% HD 0:10 / 10:45

TRUCK STOP FAGGOT

LoyalFans 2 years ago

Horny For Cock In Satin

73% HD 0:51 / 11:30

Horny For Cock In Satin

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Premium HD 11:00

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Clips4sale 3 years ago

I Caught My Husband Cheating with His Best Friend

I Caught My Husband Cheating with His Best Friend

Clips4sale 1 year ago

Instructional Sissy Slut Training On How To Find and SuckMore Guys

63% 4K 0:27 / 21:54

Instructional Sissy Slut Training On How To Find and SuckMore Guys

Clips4sale 7 months ago

Femboy gets throated - G011

HD 0:23 / 11:55

Femboy gets throated - G011

Clips4sale 8 months ago

Sissygasm CEI Encouragement for Sissy Sluts

60% HD 0:26 / 7:51

Sissygasm CEI Encouragement for Sissy Sluts

Clips4sale 1 year ago

2 brats, 3 cocks! Threesome fucking! Hot trannys and guy!

63% HD 0:30 / 10:41

2 brats, 3 cocks! Threesome fucking! Hot trannys and guy!

Clips4sale 5 months ago

Sweet Ass Crossdresser Gets Her Booty Covered With Cum

Sweet Ass Crossdresser Gets Her Booty Covered With Cum

Clips4sale 1 year ago

CockLoving Sissy Girl Craves Passionate Gay Sex

42% 0:30 / 25:47

CockLoving Sissy Girl Craves Passionate Gay Sex

Clips4sale 10 months ago

SISSYGASM ENCOURAGEMENT

SISSYGASM ENCOURAGEMENT

Clips4sale 1 year ago

Self Bondage Scare

Self Bondage Scare

Clips4sale 2 months ago

The Sissy Crossdresser Bareback 4

46% 0:11 / 34:00

The Sissy Crossdresser Bareback 4

Clips4sale 3 years ago

Caught My Boyfriend Cheating With A Tranny Part 2

50% HD 0:25 / 12:11

Caught My Boyfriend Cheating With A Tranny Part 2

Clips4sale 2 years 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 1 year ago

Cum to Gay Porn JOI

70% HD 0:30 / 11:53

Cum to Gay Porn JOI

Clips4sale 2 years ago

Cute tranny walking public with butt plug! Hard cock stroked til cumshot!

HD 0:29 / 14:48

Cute tranny walking public with butt plug! Hard cock stroked til cumshot!

Clips4sale 2 weeks ago

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

64% HD 0:25 / 8:27

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

Clips4sale 6 months ago

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

64% HD 0:30 / 19:59

Cleaning slave working hard for cute tranny girl! Spitting! Assfuck! Mouthfuck! Deepthroat! Cum in mouth!

Clips4sale 3 weeks ago

SKINNY SUBMISSIVE LADYBOY ANAL FISTING AND CUM

68% HD 0:29 / 5:32

SKINNY SUBMISSIVE LADYBOY ANAL FISTING AND CUM

Clips4sale 4 months ago

LR Feetjob 5 and Facial - F024

68% HD 0:10 / 12:00

LR Feetjob 5 and Facial - F024

Clips4sale 10 months ago

Daddy Gives Head to His Beautiful Sissy Step Daughter

54% HD 0:30 / 15:07

Daddy Gives Head to His Beautiful Sissy Step Daughter

Clips4sale 1 month ago

CUM for Crossdresser Cock JOI

64% HD 0:25 / 11:28

CUM for Crossdresser Cock JOI

Clips4sale 1 year ago

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

58% 0:30 / 17:49

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

Clips4sale 8 months ago

I'm so good he cums twice

77% HD 0:43 / 6:24

I'm so good he cums twice

Clips4sale 5 months ago

THE GAY AWAKENING 2 PODCAST: EPISODE #17

4K 0:25 / 24:17

THE GAY AWAKENING 2 PODCAST: EPISODE #17

Clips4sale 2 years ago

The Sissy Crossdresser Bareback 2

67% HD 0:11 / 47:25

The Sissy Crossdresser Bareback 2

Clips4sale 3 years ago

Tifa Condom Slurp - G051

65% 0:10 / 19:58

Tifa Condom Slurp - G051

Clips4sale 7 months ago

New Job For You Sissy (720 HD)

New Job For You Sissy (720 HD)

Clips4sale 4 years ago

Sissy Ride Time

HD 0:27 / 14:29

Sissy Ride Time

Clips4sale 3 years ago

Gay Boy Counseling

Gay Boy Counseling

Clips4sale 3 years ago

WRAP YOUR LIPS AROUND COCK

69% HD 0:10 / 16:17

WRAP YOUR LIPS AROUND COCK

LoyalFans 2 years ago

Cross Dressing Lingerie Lesson -Mov

46% 0:03 / 17:09

Cross Dressing Lingerie Lesson -Mov

Clips4sale 3 months ago

USE YOUR MOUTH TO CLEAN MY BUTT PLUG - PART 2

USE YOUR MOUTH TO CLEAN MY BUTT PLUG - PART 2

Clips4sale 2 years ago

Mesmerized For Doll Cock

HD 0:30 / 14:03

Mesmerized For Doll Cock

Clips4sale 1 year ago

Sissyslut in Dirndl goes to the folk festival! Stroking, blowjob and cumshot on her tits!

67% HD 0:30 / 16:22

Sissyslut in Dirndl goes to the folk festival! Stroking, blowjob and cumshot on her tits!

Clips4sale 11 months ago

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

49% HD 0:25 / 33:11

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

Clips4sale 3 years ago

Tranny get's Facial after blowjob in car! Public presentation proudly in the city!! POV

68% HD 0:29 / 12:06

Tranny get's Facial after blowjob in car! Public presentation proudly in the city!! POV

Clips4sale 1 year ago

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

HD 0:10 / 19:59

33 Minutes Of DENIAL Goddess Of Destruction Chastity Anal JOI

LoyalFans 4 months ago

Ts Mistress Cum Feeding Cumshot

51% 0:30 / 7:17

Ts Mistress Cum Feeding Cumshot

Clips4sale 2 years ago

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

62% HD 0:29 / 13:12

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

Clips4sale 4 months ago

Milking The Maid

70% HD 0:10 / 39:52

Milking The Maid

LoyalFans 8 months ago

CD slut gives blowjob after the club

71% 0:26 / 13:42

CD slut gives blowjob after the club

Clips4sale 2 weeks ago

The shemale tail

80% 4K 0:27 / 28:02

The shemale tail

Clips4sale 4 years ago

Caged Sissy Cums From Intense CBT

51% HD 0:21 / 12:52

Caged Sissy Cums From Intense CBT

Clips4sale 3 years ago

Playing with my LatexToy pt 4 of 4 1080p

80% HD 0:20 / 13:08

Playing with my LatexToy pt 4 of 4 1080p

Clips4sale 7 months ago

Quit Trying To Be A Man - You Are A Girl

60% HD 0:15 / 7:13

Quit Trying To Be A Man - You Are A Girl

Clips4sale 1 year ago

Tranny Girl gets horny while walking through the city!! Then I cum in my pants! Great public action!

60% 0:26 / 7:02

Tranny Girl gets horny while walking through the city!! Then I cum in my pants! Great public action!

Clips4sale 1 year ago

Femboy Fun

73% HD 0:44 / 7:57

Clips4sale 1 year ago

The Sissy Crossdresser Bareback!

46% HD 0:11 / 23:16

The Sissy Crossdresser Bareback!

Clips4sale 3 years ago

My submissive makes Step-Daddy happy! Cigar Smoking!

59% HD 0:11 / 32:59

My submissive makes Step-Daddy happy! Cigar Smoking!

Clips4sale 3 years ago

Sissy Faggot Cocksucker JOI

51% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 1 year ago

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

48% 0:11 / 1:32:57

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

C4S 2 years ago

Sucking Satin Sissy

77% HD 0:40 / 9:38

Sucking Satin Sissy

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

61% 0:30 / 32:33

YOU ARE THE GIRL MIND FUCK - Becoming The Girl, Sissy Training, YOU ARE BECOMING A GIRL

Clips4sale 1 week ago

YOU LOOK BETTER WITH A DICK IN YOUR MOUTH

73% 4K 0:25 / 14:14

YOU LOOK BETTER WITH A DICK IN YOUR MOUTH

Clips4sale 2 years ago

Viper Fierce Insane 70 Cumshot Complication

49% HD 0:30 / 13:08

Viper Fierce Insane 70 Cumshot Complication

Clips4sale 1 week ago

Reward for my leather sissy Katja (handjob and cumshot)

72% 0:11 / 7:04

Reward for my leather sissy Katja (handjob and cumshot)

Clips4sale 3 years ago

Good Girl Sissy Pegging SD

Good Girl Sissy Pegging SD

Clips4sale 3 years ago

Sissy Girl Jessica Kat Handjob While Mummified!

59% 0:33 / 25:44

Sissy Girl Jessica Kat Handjob While Mummified!

Clips4sale 1 month ago

Sissy CEI off Dildo

59% HD 0:27 / 9:29

Sissy CEI off Dildo

Clips4sale 1 year ago

Stripped Bare Doll to Male Transformation

66% 4K 0:24 / 16:34

Stripped Bare Doll to Male Transformation

Clips4sale 2 years ago

thick bubble butt slut

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Clips4sale 4 months ago

Cum in Panties - CEI JOI

59% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 11 months ago

Asian Crossdresser cumshot on acrylic and eating 2 - S005

70% 0:21 / 7:06

Asian Crossdresser cumshot on acrylic and eating 2 - S005

Nothing Better Than a Deepthroat Blowjob While Smoking

HD 0:30 / 15:43

Nothing Better Than a Deepthroat Blowjob While Smoking

Clips4sale 1 month ago

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

46% HD 0:25 / 14:05

Panties CEI - Masturbation Instructions Wearing Panties, Pre-Cum Licking & Self-Facial - Loser Position Cum Eating Instruction - White Lingerie, Stockings & Garter Belt - A Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 2 years ago

Cum Staining My Pantyhose

62% HD 0:10 / 16:26

Cum Staining My Pantyhose

Clips4sale 3 years ago

Losing Her Anal Virginity- Sophie Bee 1080HD

57% 4K 0:29 / 24:19

Losing Her Anal Virginity- Sophie Bee 1080HD

Clips4sale 9 months ago

Slut Milking (1080p)

49% HD 0:12 / 15:15

Slut Milking (1080p)

Clips4sale 10 months ago

Blowbang with four greedy cocks! Cute tranny girl gets four facials!!

67% HD 0:28 / 10:43

Blowbang with four greedy cocks! Cute tranny girl gets four facials!!

Clips4sale 1 year ago

Jessica Kat Gets a Handjob During the Tennis Endurance Training

49% 0:30 / 13:28

Jessica Kat Gets a Handjob During the Tennis Endurance Training

Clips4sale 6 months ago

Anal Training For Chastity Caged Sissy Slut

52% HD 0:19 / 17:20

Anal Training For Chastity Caged Sissy Slut

Clips4sale 3 years ago

Sandra Gibbons Heavily Gagged in Self Bondage in Her Fancy Top

65% 0:26 / 20:16

Sandra Gibbons Heavily Gagged in Self Bondage in Her Fancy Top

Clips4sale 1 week ago

Sissy Cum Eater

42% 0:21 / 10:52

Sissy Cum Eater

Clips4sale 3 years ago

Personal Slut fucked with strap-on pegging and feminization Domina Wife Madame Electric

69% 0:23 / 12:22

Personal Slut fucked with strap-on pegging and feminization Domina Wife Madame Electric

Clips4sale 11 months ago

Pleasure withdrawal addiction symptoms of crossdresser (540P)

48% 0:11 / 50:29

Pleasure withdrawal addiction symptoms of crossdresser (540P)

Clips4sale 3 years ago

IT’S NOT MY FAULT

44% 4K 0:25 / 14:07

IT’S NOT MY FAULT

Clips4sale 2 years ago

Caught My Boyfriend Cheating With A Tranny Part 1

56% HD 0:25 / 13:02

Caught My Boyfriend Cheating With A Tranny Part 1

Clips4sale 2 years ago

I KNOW YOURE NOT GAY

47% 4K 0:25 / 17:09

I KNOW YOURE NOT GAY

Clips4sale 2 years ago

The Sissy Crossdresser Bareback 6

41% 0:11 / 53:29

The Sissy Crossdresser Bareback 6

Clips4sale 2 years ago

Fucking Fleshlight and swallow cum - G042

HD 0:10 / 10:32

Fucking Fleshlight and swallow cum - G042

Clips4sale 8 months ago

P3 SLOW MOTION LIVING DOLL FUCKING NON STOP IN PVC LATEX RESTRAINED

64% HD 0:20 / 10:25

P3 SLOW MOTION LIVING DOLL FUCKING NON STOP IN PVC LATEX RESTRAINED

Clips4sale 1 year ago

Fat Ass CD Sissy blows and gets fucked by a Monster BBC Fiona Fortune

54% 0:30 / 16:43

Fat Ass CD Sissy blows and gets fucked by a Monster BBC Fiona Fortune

Clips4sale 4 months ago

Bike tour ends with a big load of sperm! The tour continues with cum-covered cycling shorts!!

63% HD 0:30 / 10:10

Bike tour ends with a big load of sperm! The tour continues with cum-covered cycling shorts!!

Clips4sale 1 month ago

I will fuck your ass you pathetic faggot POV

54% HD 0:30 / 30:56

I will fuck your ass you pathetic faggot POV

Clips4sale 4 months ago

Double Madness Part 2

54% 4K 0:30 / 26:30

Double Madness Part 2

Clips4sale 1 year ago

STROKE FAGGOT

46% 4K 0:25 / 12:07

Clips4sale 2 years ago

Beautiful Asian Teen Femboy Edging His Step Dad

58% HD 0:30 / 16:10

Beautiful Asian Teen Femboy Edging His Step Dad

Clips4sale 3 weeks ago

Female Masked Sissy Doll Makeup Routine and Sexy Chat

61% 4K 0:28 / 21:41

Female Masked Sissy Doll Makeup Routine and Sexy Chat

Clips4sale 1 year ago

PANTYHOSE BONDAGE & FOOTJOB WITH PAULA

61% 0:17 / 19:24

PANTYHOSE BONDAGE & FOOTJOB WITH PAULA

Clips4sale 1 month ago

Six squirt cumshot into my camera lens

Six squirt cumshot into my camera lens

C4S 2 years ago

Cycling in over 30 degrees! Tranny girl rubs her asshole on the bike!

71% HD 0:25 / 10:26

Cycling in over 30 degrees! Tranny girl rubs her asshole on the bike!

Clips4sale 11 months ago

Young Mistress Dominant Handjob 211

Young Mistress Dominant Handjob 211

Clips4sale 2 weeks ago

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