Crossdresser Cum Videos (1,926)

Sissy Playtime

Clips4sale 2 years ago

Stepmom's Panty Sissy

60% 0:11 / 13:28

Stepmom's Panty Sissy

Clips4sale 2 years ago

two sides of the same slutty coin

51% 0:30 / 20:02

two sides of the same slutty coin

Clips4sale 1 year ago

Tranny bounded so she has to cum in her own mouth

Tranny bounded so she has to cum in her own mouth

Clips4sale 2 years ago

Bi Cock Sucking Encouragement

57% HD 0:23 / 6:34

Bi Cock Sucking Encouragement

Clips4sale 2 years ago

Bambi Cums On Xmas

4K 0:20 / 23:38

Bambi Cums On Xmas

Clips4sale 1 year ago

Sissy Riding Dildo and Cumming in Chastity

HD 0:17 / 13:08

Sissy Riding Dildo and Cumming in Chastity

Clips4sale 3 years ago

COCK IN A FROCK #7

HD 0:10 / 15:23

COCK IN A FROCK #7

LoyalFans 6 months ago

BBC CUM FROSTED SISSY

HD 0:10 / 27:53

BBC CUM FROSTED SISSY

LoyalFans 2 years ago

Tranny Domination: Foot licking slave is kept chaste and used as a strap-on pad! SHORT CUT

HD 0:29 / 10:43

Tranny Domination: Foot licking slave is kept chaste and used as a strap-on pad! SHORT CUT

Clips4sale 2 years ago

SO YOU THINK I’M A MAN

SO YOU THINK I’M A MAN

LoyalFans 2 years ago

Cock And Cum Slut For Mel Fire Stage 1 (MP4)

Cock And Cum Slut For Mel Fire Stage 1 (MP4)

Clips4sale 1 month ago

Be Our Cheerleader

55% HD 0:10 / 6:03

Be Our Cheerleader

LoyalFans 4 months ago

GF Latex boots, slow and sensational

GF Latex boots, slow and sensational

C4S 2 years ago

Heteroflexible K crossdressing 62: slender fit older hung transvestite skirt and panties

Heteroflexible K crossdressing 62: slender fit older hung transvestite skirt and panties

Clips4sale 3 years ago

Leather hairdresser Angela and sissy Katja (hair shaving and magic wand orgasm)

Leather hairdresser Angela and sissy Katja (hair shaving and magic wand orgasm)

Clips4sale 2 years ago

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training Mind Fuck

CUM SLUT TRAINING MIND FUCK - Sissy Slut Training Mind Fuck

Clips4sale 1 week ago

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

LoyalFans 4 months ago

Eat My Ass

LoyalFans 2 years ago

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

Clips4sale 3 years ago

Heels, Stockings, Feet, Soft Soles, Toes and My Sweet Juice

HD 0:11 / 19:06

Heels, Stockings, Feet, Soft Soles, Toes and My Sweet Juice

Anal masturbation & Cum 💦

Anal masturbation & Cum 💦

LoyalFans 6 months ago

Cum Eating Instructions with Cum Countdown

Cum Eating Instructions with Cum Countdown

Clips4sale 3 years ago

Heteroflexible K solo V182: thin slim fit muscular vascular hung older in the car before the library opens

Heteroflexible K solo V182: thin slim fit muscular vascular hung older in the car before the library opens

Clips4sale 2 years ago

Sissy Cumming in Chastity JOI CEI

Sissy Cumming in Chastity JOI CEI

LoyalFans 1 year ago

1080P pantyhose addict is caught by sexy woman roommate

1080P pantyhose addict is caught by sexy woman roommate

Clips4sale 1 year ago

Painful constant jerking off after chastity phase! Tranny has 9 (!) ruined orgasms and 5 cumshots !!

48% 0:30 / 12:21

Painful constant jerking off after chastity phase! Tranny has 9 (!) ruined orgasms and 5 cumshots !!

Clips4sale 2 years ago

I_LOVE_ME 38-18 Crossdresser Bondage FM Mouth Toy Blowjob

4K 0:30 / 24:17

I_LOVE_ME 38-18 Crossdresser Bondage FM Mouth Toy Blowjob

Clips4sale 3 years ago

Rubber Female Mask Crossdresser, Egg Laying Play in Gynecology Chair!

52% HD 0:11 / 37:49

Rubber Female Mask Crossdresser, Egg Laying Play in Gynecology Chair!

Clips4sale 3 years ago

BIG ANAL EMOTION WITH CUM

BIG ANAL EMOTION WITH CUM

Clips4sale 2 years ago

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI GERMAN!

52% HD 0:30 / 8:33

We laugh at your mini cock! Fuck a pillow until you come! Loser JOI GERMAN!

Clips4sale 1 year ago

You failed as man now look at you loser sissy white extinction (480SD)

55% 0:28 / 14:59

You failed as man now look at you loser sissy white extinction (480SD)

Clips4sale 3 years ago

SISSYBB EXPOSED AGAIN

61% HD 0:10 / 20:55

SISSYBB EXPOSED AGAIN

LoyalFans 2 years ago

My Encased Crossdresser (Remastered Long Version)

51% HD 0:12 / 19:01

My Encased Crossdresser (Remastered Long Version)

Clips4sale 3 years ago

Barbara tied in black and blue satin

Barbara tied in black and blue satin

Clips4sale 2 years ago

Outdoor blowjob for jeans fan!! Tranny ass full with cum and everyone can see it!

Premium HD 11:04

Outdoor blowjob for jeans fan!! Tranny ass full with cum and everyone can see it!

Clips4sale 1 year ago

12 DAYS OF GAY-MAS! DAY 8

HD 0:10 / 11:09

12 DAYS OF GAY-MAS! DAY 8

LoyalFans 2 years ago

Only a locked sissy slut! Tranny girl with penis cage fucked by guy! He cums on her ass!

HD 0:26 / 10:30

Only a locked sissy slut! Tranny girl with penis cage fucked by guy! He cums on her ass!

Clips4sale 1 year ago

I_LOVE_ME 38-13 Crossdresser Vacuum BJ 3 Vacuuming Cumshot

4K 0:59 / 36:25

I_LOVE_ME 38-13 Crossdresser Vacuum BJ 3 Vacuuming Cumshot

Clips4sale 3 years ago

Cum Countdown Spit Feeding

65% HD 0:11 / 2:09

Cum Countdown Spit Feeding

Clips4sale 3 years ago

Maid to Orgasm

Clips4sale 10 months ago

CUM for Crossdresser Cock JOI

HD 0:10 / 11:29

CUM for Crossdresser Cock JOI

LoyalFans 1 year ago

Crazy fetish trannys! Chastity sex with a live rubber doll!

62% HD 0:29 / 10:41

Crazy fetish trannys! Chastity sex with a live rubber doll!

Clips4sale 8 months ago

Fucking Anniversary, we love it all! - SFL302

HD 0:10 / 22:44

Fucking Anniversary, we love it all! - SFL302

LoyalFans 1 month ago

Halloween: Holly smoking and having fun - SFL072

Halloween: Holly smoking and having fun - SFL072

Clips4sale 3 years ago

Gooning Goblin Eats Their Own

Gooning Goblin Eats Their Own

LoyalFans 2 years ago

Dominant Handjob 211 wmv

Dominant Handjob 211 wmv

Clips4sale 5 months ago

Kinky and pervers pool game! Guy dominated by Tranny girl!

65% HD 0:27 / 14:42

Kinky and pervers pool game! Guy dominated by Tranny girl!

Clips4sale 1 year ago

Heteroflexible K crossdressing 100: slender fit older hung transvestite spiderweb stockings tease and masturbation

Heteroflexible K crossdressing 100: slender fit older hung transvestite spiderweb stockings tease and masturbation

Clips4sale 3 years ago

Sperm on Her Beautiful Ass

HD 0:10 / 16:15

Sperm on Her Beautiful Ass

Clips4sale 3 years ago

Guy fucks tranny in her yoga shorts! Full of sperm she walks through the holiday hotel!

Guy fucks tranny in her yoga shorts! Full of sperm she walks through the holiday hotel!

Clips4sale 1 year ago

Sissy Cum Eater

56% HD 0:10 / 10:52

Sissy Cum Eater

LoyalFans 3 years ago

Salty Bitch Lola Minaj Trans CEI JOI GOONING MESMERIZE AUDIO ONLY

Salty Bitch Lola Minaj Trans CEI JOI GOONING MESMERIZE AUDIO ONLY

Clips4sale 2 years ago

SLOPPY BJ Face Fuck Ends With Creampie!

HD 0:27 / 33:29

SLOPPY BJ Face Fuck Ends With Creampie!

Clips4sale 9 months ago

Blowjob LR 2 - G026

HD 0:10 / 10:39

Blowjob LR 2 - G026

FULL CLIP!! Great army fuck Tranny and Guy! Every pipe is fired!

65% HD 0:29 / 21:20

FULL CLIP!! Great army fuck Tranny and Guy! Every pipe is fired!

Clips4sale 7 months ago

Crossdresser Blowjobs 3

HD 0:30 / 2:39:00

Crossdresser Blowjobs 3

AEBN 4 years ago

BBC MAKING WHITE BOIS EXTINCT

59% 4K 0:25 / 7:08

BBC MAKING WHITE BOIS EXTINCT

Clips4sale 2 years ago

Door Dominator 2

Door Dominator 2

The Sissy Crossdresser Bareback 5!

The Sissy Crossdresser Bareback 5!

Clips4sale 3 years ago

Crossdresser Blowjobs

HD 0:30 / 2:14:00

Crossdresser Blowjobs

AEBN 5 years ago

How long would you last? Anal edging

HD 0:10 / 22:25

How long would you last? Anal edging

LoyalFans 1 year ago

Tasks From Us Cuckolding

HD 0:25 / 11:23

Tasks From Us Cuckolding

Clips4sale 3 years ago

THE WOOLBONDAGE FOOTJOB COACH

THE WOOLBONDAGE FOOTJOB COACH

Clips4sale 1 year ago

EP 12 live cam Self footjob

EP 12 live cam Self footjob

Clips4sale 2 years ago

SISSY SLUT BIMBO MESMERIZE

HD 0:10 / 13:20

SISSY SLUT BIMBO MESMERIZE

LoyalFans 1 year ago

Locked, Gagged, and Ball Slapped to Orgasm

HD 0:10 / 22:18

Locked, Gagged, and Ball Slapped to Orgasm

Clips4sale 3 years ago

Hot threesome with two bi boys! Everyone with everyone! FULL CLIP

HD 0:29 / 16:39

Hot threesome with two bi boys! Everyone with everyone! FULL CLIP

Clips4sale 1 year ago

Collection Cum - SFL063

43% HD 0:10 / 1:01:28

Collection Cum - SFL063

LoyalFans 2 years ago

Tranny brat wants big cocks! Your tiny cock is only good for pussy! JOI SPH German

55% HD 0:30 / 8:25

Tranny brat wants big cocks! Your tiny cock is only good for pussy! JOI SPH German

Clips4sale 5 months ago

The Twink Crossdresser Bareback

55% 0:11 / 33:15

The Twink Crossdresser Bareback

Clips4sale 3 years ago

Pegged Shemale & Cumdump *4K*

56% 4K 0:10 / 9:04

Pegged Shemale & Cumdump *4K*

LoyalFans 2 months ago

Dripping Sissy Slut

43% 0:24 / 16:20

Dripping Sissy Slut

Clips4sale 3 years ago

YOU’RE GAY & THAT’S OK

60% 4K 0:25 / 7:56

YOU’RE GAY & THAT’S OK

Clips4sale 2 years ago

My First Time As Bambi Mesmerized Sissy

My First Time As Bambi Mesmerized Sissy

Clips4sale 2 years ago

SISSY-SUCK-A-LONG - Level: Dark Shame! (JOI Game)

SISSY-SUCK-A-LONG - Level: Dark Shame! (JOI Game)

Clips4sale 4 months ago

Threesome with tranny girl and two real bi boys! Every hole is filled!

65% HD 0:29 / 10:24

Threesome with tranny girl and two real bi boys! Every hole is filled!

Clips4sale 10 months ago

Tranny femdom cam session with loser slave! He has to cum on his own face!

Tranny femdom cam session with loser slave! He has to cum on his own face!

Clips4sale 1 month ago

Beautiful Day

Clips4sale 1 month ago

Sensual Sissification

62% HD 0:10 / 10:58

Sensual Sissification

LoyalFans 1 year ago

Tranny Nylon Footjob (MP4)

67% 0:13 / 15:28

Tranny Nylon Footjob (MP4)

Clips4sale 4 years ago

Black Sissy Humiliation pov1

65% 0:10 / 7:24

Black Sissy Humiliation pov1

Clips4sale 3 months ago

Giantess Dominant Handjob 210

Giantess Dominant Handjob 210

Clips4sale 2 months ago

Sophie Bee Receives the Tranny Penis

55% HD 0:10 / 22:14

Sophie Bee Receives the Tranny Penis

LoyalFans 7 months ago

Full Story of Gamer Boy Sissified Transformed and Corrupted

41% HD 0:30 / 1:17:55

Full Story of Gamer Boy Sissified Transformed and Corrupted

Clips4sale 1 year ago

Indian sissy crossdresser Cumming in traditional indian dress and eating own cum

Indian sissy crossdresser Cumming in traditional indian dress and eating own cum

C4S 1 month ago

Bisexual Crossdresser Eats Cum

Bisexual Crossdresser Eats Cum

Clips4sale 3 months ago

Asian Crossdresser Cums on Acrylic and eats it - S003

Asian Crossdresser Cums on Acrylic and eats it - S003

I_LOVE_ME 37-23 Crossdresser Anal Bondage Cum Shot Swallow

I_LOVE_ME 37-23 Crossdresser Anal Bondage Cum Shot Swallow

Clips4sale 3 years ago

Crossdresser Vibed and made to Cum

Crossdresser Vibed and made to Cum

Clips4sale 3 weeks ago

Sissy crossdresser nylon foot & heels fetish with huge cum in pants

HD 0:30 / 20:58

Sissy crossdresser nylon foot & heels fetish with huge cum in pants

Clips4sale 11 months ago

Crossdresser Cumshots

Crossdresser Cumshots

Clips4sale 8 months ago

Cum milking 5

Clips4sale 2 years ago

Milking Cum 4

Clips4sale 2 years ago

Milking Cum 3

Clips4sale 2 years ago

Cum Milking 1

Clips4sale 2 years ago

Cum Milking 2

Clips4sale 2 years ago

Crossdresser vibed and made to cum 720p

HD 0:22 / 11:25

Crossdresser vibed and made to cum 720p

Clips4sale 3 weeks ago

I_LOVE_ME 37-20 Crossdresser FM Anal Dildo Fuck & Bondage

I_LOVE_ME 37-20 Crossdresser FM Anal Dildo Fuck & Bondage

Clips4sale 3 years ago

Hot Crossdresser Shoots Big Cumshot

Hot Crossdresser Shoots Big Cumshot

Clips4sale 2 years ago

Shemale Trans Crossdresser Wearing Cock Ring Moaning and Talking DirtyJacking Off Cums Twice!

Shemale Trans Crossdresser Wearing Cock Ring Moaning and Talking DirtyJacking Off Cums Twice!

Clips4sale 3 months ago

Sexy Crossdresser Gets a Pounding Of A Lifetime

Sexy Crossdresser Gets a Pounding Of A Lifetime

Clips4sale 1 year ago

Crossdresser Danny Alexander Scarlet fills his shoes with sperm - HD

HD 0:11 / 27:00

Crossdresser Danny Alexander Scarlet fills his shoes with sperm - HD

Clips4sale 4 years ago

Cum slut sucking a crossdresser cock - SFL230

Cum slut sucking a crossdresser cock - SFL230

Clips4sale 2 years ago

38-17 Crossdresser FM Fucking Machine Anal Dildo Cum on Ass

4K 0:29 / 44:53

38-17 Crossdresser FM Fucking Machine Anal Dildo Cum on Ass

Clips4sale 2 years ago

Sissy Crossdresser Riding Dildo & Moaning in High Heels & Stockings Cumming Multiple Sissygasms #3

Sissy Crossdresser Riding Dildo & Moaning in High Heels & Stockings Cumming Multiple Sissygasms #3

Clips4sale 5 months ago

Crossdresser Danny Alexander Scarlet fills his shoes with sperm - Full HD

HD 0:11 / 27:00

Crossdresser Danny Alexander Scarlet fills his shoes with sperm - Full HD

Clips4sale 4 years ago

P5 FETISH NON STOP BAREBACK SHEMALE X CROSSDRESSER WITH SISSY CUM SHOT

P5 FETISH NON STOP BAREBACK SHEMALE X CROSSDRESSER WITH SISSY CUM SHOT

Clips4sale 5 months ago

Crossdresser huge cumshot on high heels

Crossdresser huge cumshot on high heels

Clips4sale 3 years ago

Heteroflexible K crossdressing 101: slender fit older hung transvestite cum on black dinner dress custom

Heteroflexible K crossdressing 101: slender fit older hung transvestite cum on black dinner dress custom

Clips4sale 3 years ago

CUMEATING CROSSDRESSER

40% 0:30 / 7:47

CUMEATING CROSSDRESSER

Clips4sale 5 months ago

Sex with a Crossdresser

66% 0:18 / 7:44

Sex with a Crossdresser

Clips4sale 2 years ago

Cum Eating Instructions JOI

Cum Eating Instructions JOI

Clips4sale 3 years ago

I_LOVE_ME 37-24 Crossdresser Dildo Suck Swallow Fucking Machine Anal & ATM

4K 1:00 / 38:26

I_LOVE_ME 37-24 Crossdresser Dildo Suck Swallow Fucking Machine Anal & ATM

Clips4sale 3 years ago

P5 MILF CROSSDRESSER EATS CUM AFTER A LONG BLOWJOB AND CUM ON HER OWN DRESS

HD 0:18 / 10:07

P5 MILF CROSSDRESSER EATS CUM AFTER A LONG BLOWJOB AND CUM ON HER OWN DRESS

Clips4sale 2 years ago

Crossdresser Sissy Eats Her Own Cum After Anal Masturbating, Moaning, & Talking Dirty in Sexy High Heels

Crossdresser Sissy Eats Her Own Cum After Anal Masturbating, Moaning, & Talking Dirty in Sexy High Heels

Clips4sale 5 months ago

Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 7 months ago

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Cum eating Crossdresser Eating Alpha Cum, Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 7 months ago

Crossdresser riding toy POV and cum milking with dildo in the ass

Crossdresser riding toy POV and cum milking with dildo in the ass

Clips4sale 3 years ago

Charlie Monaco in: Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Charlie Monaco in: Cum eating Crossdresser Eating Alpha Cum Crossdressing and made to do humiliating tasks for her pleasure!

Clips4sale 1 month ago

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