Crossdressing Videos - Trans (9,501)

the cutest sissy in the world

the cutest sissy in the world

Clips4sale 2 years ago

Femboys Like My Pink Panties - WMV

Femboys Like My Pink Panties - WMV

Clips4sale 1 year ago

Borgia's Sissy Tasks: Stop Hiding Your True Sissy Nature (720p)

Borgia's Sissy Tasks: Stop Hiding Your True Sissy Nature (720p)

Clips4sale 1 year ago

Hot Holly Smoking - SFL 139

Hot Holly Smoking - SFL 139

Clips4sale 1 year ago

Sissy Clit Milked

Sissy Clit Milked

Clips4sale 1 year ago

PVC Domme Ana Corvida Strapped Up and Hitachi'ed

66% 0:26 / 8:02

PVC Domme Ana Corvida Strapped Up and Hitachi'ed

Clips4sale 1 year ago

smoking leather mistress 2

Premium HD 11:24

smoking leather mistress 2

Clips4sale 1 year ago

Slut Up

HD 0:26 / 10:41

Clips4sale 1 year ago

YOU'RE NOT A REAL MAN

YOU'RE NOT A REAL MAN

Clips4sale 1 year ago

SMOKING trans slut Wanks BIG cock while smoking

SMOKING trans slut Wanks BIG cock while smoking

Clips4sale 1 year ago

Sexy smoking bitch VS120s - SFL293

Sexy smoking bitch VS120s - SFL293

Clips4sale 1 year ago

SLUTTY BRITISH trans, strips after gym and teases with TIGHT ASS and BIG COCK

SLUTTY BRITISH trans, strips after gym and teases with TIGHT ASS and BIG COCK

Clips4sale 1 year ago

Workplace Sissification - Bella Trixxx's Crossdressing Fantasy Audio Erotica

Workplace Sissification - Bella Trixxx's Crossdressing Fantasy Audio Erotica

Clips4sale 1 year ago

S1 EP7 WEBCAMSHOW RIMMING DEEPTHROAT FUCKING BONDAGE CROSSDRESSER BEEN USED BY FETISHTRANSEXUAL

HD 0:21 / 10:06

S1 EP7 WEBCAMSHOW RIMMING DEEPTHROAT FUCKING BONDAGE CROSSDRESSER BEEN USED BY FETISHTRANSEXUAL

Clips4sale 2 years ago

Cuckolding My Sissy

HD 0:10 / 22:42

Cuckolding My Sissy

LoyalFans 1 year ago

I Caught My Husband Cheating with His Best Friend

I Caught My Husband Cheating with His Best Friend

Clips4sale 1 year ago

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe WMV 1080p

HD 0:10 / 11:20

Dress Up and Makeup Tutorial For Sissies - Mari Merlowe WMV 1080p

Clips4sale 2 years ago

completely submitted and feminized

completely submitted and feminized

Clips4sale 1 year ago

Femboy Dildo Fucking Squirting & Bussy Cumming!

Femboy Dildo Fucking Squirting & Bussy Cumming!

Clips4sale 2 years ago

SHORT VERSION MESSAGE TO OLDER MEN 50 PLUS READY TO BE SERVED BY CROSSDRESSER WANNA BE DADDYS GIRL ROLE PLAY

SHORT VERSION MESSAGE TO OLDER MEN 50 PLUS READY TO BE SERVED BY CROSSDRESSER WANNA BE DADDYS GIRL ROLE PLAY

Clips4sale 2 years ago

The cross dresser is punished

56% 0:11 / 2:13

The cross dresser is punished

Clips4sale 1 year ago

Playful secretary

65% 4K 0:11 / 6:36

Playful secretary

Clips4sale 1 year ago

Cameras, Lipstick, And Precum

Cameras, Lipstick, And Precum

Clips4sale 1 year ago

Cross Dressing

4K 0:30 / 11:40

Clips4sale 1 year ago

The Sissy Suckretary Part Two Erotic Short Story

The Sissy Suckretary Part Two Erotic Short Story

Clips4sale 1 year ago

Sad Sissy Virgin Life

HD 0:10 / 10:18

Sad Sissy Virgin Life

LoyalFans 1 year ago

Panties every day Feminization for sissy boy

Panties every day Feminization for sissy boy

Clips4sale 1 year ago

I love watching you Crossdress and then tying you up HD

65% HD 0:30 / 6:01

I love watching you Crossdress and then tying you up HD

Clips4sale 1 year ago

Owllete pops Ariel themed beach ball part 2

Owllete pops Ariel themed beach ball part 2

Clips4sale 1 year ago

GODDESS CONTROLS YOUR ORGASM Lola Minaj Trans Orgasm Denial JOI

GODDESS CONTROLS YOUR ORGASM Lola Minaj Trans Orgasm Denial JOI

Clips4sale 2 years ago

Sissy Solo CD Compilation

Sissy Solo CD Compilation

Clips4sale 2 years ago

Black Gloved Stroke NO MUSIC Lola Minaj Trans Masturbate WMVSD

Black Gloved Stroke NO MUSIC Lola Minaj Trans Masturbate WMVSD

Clips4sale 2 years ago

Smoking Fetish Lovers - SFL245

Smoking Fetish Lovers - SFL245

Clips4sale 2 years ago

Spread Your Legs for BBC

Spread Your Legs for BBC

Clips4sale 2 years ago

Nothing Quite Like Cock

Nothing Quite Like Cock

Clips4sale 2 years ago

Homewrecking Harlot No Music Lola Minaj Trans Homewrecking WMV

Homewrecking Harlot No Music Lola Minaj Trans Homewrecking WMV

Clips4sale 2 years ago

Sissygasm Truth

Sissygasm Truth

Clips4sale 2 years ago

Nurse Vicky Tries on New Clothing and Shoes Part 1 MV4

Nurse Vicky Tries on New Clothing and Shoes Part 1 MV4

Clips4sale 2 years ago

Chastity Sissy Marissa Nicole Gets a New Mentor

Chastity Sissy Marissa Nicole Gets a New Mentor

Clips4sale 2 years ago

Josie Jo Worships My Feet (STANDARD WMV)

Josie Jo Worships My Feet (STANDARD WMV)

Clips4sale 2 years ago

Dandy's New Doll - BBW mistress Princess Dandy pegs crossdresser Bailey Wilde on dungeon sex swing

Dandy's New Doll - BBW mistress Princess Dandy pegs crossdresser Bailey Wilde on dungeon sex swing

Clips4sale 2 years ago

THE 4 STEPS TO A SISSYGASM

43% 4K 0:25 / 8:06

THE 4 STEPS TO A SISSYGASM

Clips4sale 1 year ago

gender play smoking fetish trip

gender play smoking fetish trip

Clips4sale 1 year ago

Step-Nephew to Step-Niece - Sissy Transformation

64% 0:30 / 11:59

Step-Nephew to Step-Niece - Sissy Transformation

Clips4sale 1 year ago

The Feminized Husband: An FLR Tale 2

52% HD 0:30 / 36:55

The Feminized Husband: An FLR Tale 2

Clips4sale 1 year ago

Submitted into a Good Gurl

Submitted into a Good Gurl

Clips4sale 1 year 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 1 year ago

I'll Stroke It For You

I'll Stroke It For You

Clips4sale 1 year ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Clips4sale 1 year ago

Weekly BABY DICK Humiliation Day 5: Small Baby Dick = Sissy Boy

Weekly BABY DICK Humiliation Day 5: Small Baby Dick = Sissy Boy

Clips4sale 1 year ago

dressed up and dicked down

dressed up and dicked down

Clips4sale 1 year ago

Sissy Window Peg 1 MOV

Sissy Window Peg 1 MOV

Clips4sale 1 year ago

summertime sissy maid

summertime sissy maid

Clips4sale 1 year ago

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

HD 0:29 / 10:36

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

Clips4sale 1 year ago

smoking in latex mistress suit

HD 0:30 / 16:49

smoking in latex mistress suit

Clips4sale 1 year ago

CROSSDRESSER TRAINING - FIRST PEGGING

CROSSDRESSER TRAINING - FIRST PEGGING

Clips4sale 1 year ago

Bbc Pounds Out Sexy Naked Sissie Ass

61% 0:08 / 4:33

Bbc Pounds Out Sexy Naked Sissie Ass

Clips4sale 1 year ago

Tucked sissy transformation to whore and dildo blowjob

71% HD 0:30 / 20:39

Tucked sissy transformation to whore and dildo blowjob

Clips4sale 1 year ago

Sissy Training

56% HD 0:10 / 8:03

LoyalFans 1 year ago

Day 39 Sissy Training Programme: Tips for the young crossdresser

HD 0:10 / 14:05

Day 39 Sissy Training Programme: Tips for the young crossdresser

LoyalFans 1 year ago

Sasha Tengus French class

Sasha Tengus French class

Clips4sale 1 year ago

Day 40 Sissy training programme: Tips for the older crossdresser

HD 0:10 / 14:30

Day 40 Sissy training programme: Tips for the older crossdresser

LoyalFans 1 year ago

Puzziboi's "Dat Azz was So Good!!" MOV

66% 0:10 / 19:04

Puzziboi's "Dat Azz was So Good!!" MOV

Clips4sale 1 year ago

Sissy Prom '25 Audio

Sissy Prom '25 Audio

Clips4sale 1 year ago

P3 MORE FETISH LATEX SHEMALE X SHEMALE CROSSDRESSER DEEPTHROAT FUCKING BAREBACK TOYS

65% HD 0:11 / 4:59

P3 MORE FETISH LATEX SHEMALE X SHEMALE CROSSDRESSER DEEPTHROAT FUCKING BAREBACK TOYS

Clips4sale 1 year ago

My SISSY slave PEES for me!

HD 0:21 / 11:26

My SISSY slave PEES for me!

Clips4sale 1 year ago

Feminization: Becoming Slut-erella

HD 0:15 / 18:07

Feminization: Becoming Slut-erella

Clips4sale 1 year ago

Mistress Lady Renee - Used condoms for sissy to clean - mp4

63% 0:15 / 9:31

Mistress Lady Renee - Used condoms for sissy to clean - mp4

Clips4sale 1 year ago

FUCKED THAT TIGHT SISSY ASS

FUCKED THAT TIGHT SISSY ASS

Clips4sale 1 year ago

Permanent Cuckold Programming BETA - Erotic Audio Mind Fuck

Permanent Cuckold Programming BETA - Erotic Audio Mind Fuck

Clips4sale 1 year ago

Cutie Naked in Designer Heels

60% 0:30 / 14:10

Cutie Naked in Designer Heels

Clips4sale 1 year ago

Hex accepts his fate to become a slutty sissy maid (1080p)

56% HD 0:31 / 18:45

Hex accepts his fate to become a slutty sissy maid (1080p)

Clips4sale 1 year ago

Day 68 Sissy Training Programme: Sissies who love fabrics

Day 68 Sissy Training Programme: Sissies who love fabrics

Clips4sale 1 year ago

Gorgeous Sissy Crossdresser Moaning Masturbation in High Heels & Stockings Ass Masturbation #1

Gorgeous Sissy Crossdresser Moaning Masturbation in High Heels & Stockings Ass Masturbation #1

Clips4sale 1 year ago

Black Heels Completely Stuck

Black Heels Completely Stuck

Clips4sale 1 year ago

Sissy Wants Her Man Back Audio

Sissy Wants Her Man Back Audio

Clips4sale 1 year ago

Fishnet Mind Fuck PMV

Fishnet Mind Fuck PMV

Clips4sale 2 years ago

Dick Worship and Crossdressing Encouragement Mind Fuck

Dick Worship and Crossdressing Encouragement Mind Fuck

Clips4sale 2 years ago

Sissy Slut Makeover: Feminization & Humiliation

HD 0:10 / 14:25

Sissy Slut Makeover: Feminization & Humiliation

LoyalFans 10 months ago

Chairtied Crossdresser Struggles for Freedom 1080p

Chairtied Crossdresser Struggles for Freedom 1080p

Clips4sale 9 months ago

Naughty crossdresser gets a taste of the snake whip!

Naughty crossdresser gets a taste of the snake whip!

LoyalFans 9 months ago

Smoking domina in nice red dress

56% 0:30 / 7:16

Smoking domina in nice red dress

Clips4sale 9 months ago

Ladysilva showing off her hot ass in sexy panties on the beach

Ladysilva showing off her hot ass in sexy panties on the beach

Clips4sale 8 months ago

Temptress Mango & Princess Cherri Double Domme Peg Hoodman Dressed As Nuns PT 1

51% 0:30 / 13:39

Temptress Mango & Princess Cherri Double Domme Peg Hoodman Dressed As Nuns PT 1

Clips4sale 11 months ago

TRANSGENDER COACHING (wmv) PART 2

TRANSGENDER COACHING (wmv) PART 2

Clips4sale 11 months ago

[Recorded Livestream]

[Recorded Livestream]

Clips4sale 11 months ago

Pinky Tries To Earn His Release Thru CBT (720p)

68% HD 0:30 / 12:48

Pinky Tries To Earn His Release Thru CBT (720p)

Clips4sale 10 months ago

Don't Pick Up Hitchhikers Written by Victoria Vaughn Narrated by Shayla Aspasia

HD 0:30 / 43:37

Don't Pick Up Hitchhikers Written by Victoria Vaughn Narrated by Shayla Aspasia

Clips4sale 9 months ago

Smoking suckiing ice

55% HD 0:30 / 8:43

Smoking suckiing ice

Clips4sale 8 months ago

Ladysilva in bed doing a striptease on webcam

Ladysilva in bed doing a striptease on webcam

Clips4sale 9 months ago

Feminizing Her Rival The Complete Collection

56% HD 0:30 / 4:00:00+

Feminizing Her Rival The Complete Collection

Clips4sale 9 months ago

Ladysilva hot ass in panties on the beach

Ladysilva hot ass in panties on the beach

Clips4sale 8 months ago

Skirts For A Sissy Secretary

Skirts For A Sissy Secretary

Clips4sale 9 months ago

??X??X??? Halter neck x pleated skirt x stockings

63% 0:30 / 31:52

??X??X??? Halter neck x pleated skirt x stockings

Clips4sale 9 months ago

Crossdresser gets a spanking for dressing in a wedding dress

Crossdresser gets a spanking for dressing in a wedding dress

LoyalFans 9 months ago

Panty Stroker Sissy

55% 4K 0:19 / 10:48

Panty Stroker Sissy

Clips4sale 9 months ago

Latex Relaxing in 2023

Latex Relaxing in 2023

Clips4sale 11 months ago

Sophia Quinn Worships And Gags On Sabrina Valentine's Feet (HD1080 MP4)

Sophia Quinn Worships And Gags On Sabrina Valentine's Feet (HD1080 MP4)

Clips4sale 11 months ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

51% HD 0:20 / 11:09

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

Clips4sale 1 year ago

TRANSGENDER COACHING (wmv) PART 1

TRANSGENDER COACHING (wmv) PART 1

Clips4sale 11 months ago

Im such a horny slutbag i should be a shamed by my self bad sissy slut

HD 0:30 / 16:11

Im such a horny slutbag i should be a shamed by my self bad sissy slut

Clips4sale 10 months ago

Femdom 235mp4

Clips4sale 10 months ago

Sissy Slut Test *Mp4*

Sissy Slut Test *Mp4*

Clips4sale 10 months ago

Chastity Tease Humiliation (WMV HD)

Chastity Tease Humiliation (WMV HD)

Clips4sale 9 months ago

Alexa AI v2

4K 0:12 / 22:23

Clips4sale 10 months ago

Bunny Galore 8

Clips4sale 9 months ago

Sophia Quinn Worships And Gags On Sabrina Valentine's Feet (STANDARD WMV)

Sophia Quinn Worships And Gags On Sabrina Valentine's Feet (STANDARD WMV)

Clips4sale 11 months ago

Pegged Shemale & Cumdump *FULL-HD*

Pegged Shemale & Cumdump *FULL-HD*

LoyalFans 10 months ago

Nothing Better Than a Deepthroat Blowjob While Smoking

64% HD 0:30 / 15:43

Nothing Better Than a Deepthroat Blowjob While Smoking

Clips4sale 9 months ago

Black and White Latex Dress

Black and White Latex Dress

Clips4sale 11 months ago

"Boyfriend Turned Sissy" [FEMDOM + SISSIFICATION]

"Boyfriend Turned Sissy" [FEMDOM + SISSIFICATION]

Clips4sale 10 months ago

Smoking and dressed up after showering

65% HD 0:30 / 7:25

Smoking and dressed up after showering

Clips4sale 11 months ago

Autogynephilia

55% HD 0:20 / 10:35

Clips4sale 1 year ago

Princess Party Feminization

51% 0:18 / 10:59

Princess Party Feminization

Clips4sale 10 months ago

Dani Doll Locked in Chastity Gets All Taped Up

Dani Doll Locked in Chastity Gets All Taped Up

Clips4sale 11 months ago

Sissy Vacuuming in Slutty Outfit

Sissy Vacuuming in Slutty Outfit

Clips4sale 11 months ago

One Piece Bikini Flying Wedgie

One Piece Bikini Flying Wedgie

Clips4sale 10 months ago

Trying a big Knot dildo + Cum Twice

Trying a big Knot dildo + Cum Twice

Clips4sale 10 months ago

Two Slaves Latex Vacuuming

Two Slaves Latex Vacuuming

Clips4sale 9 months ago

Beautiful women and crossdresser 16:Ultimate Imprisonment Lock Girl Meat Goods

Beautiful women and crossdresser 16:Ultimate Imprisonment Lock Girl Meat Goods

Clips4sale 2 months ago

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9,501 results found

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