Crossdressing Videos - Trans (9,451)

Sissy Lauren Makeover completes (Part 3) @sissy_manor

57% HD 0:10 / 7:36

Sissy Lauren Makeover completes (Part 3) @sissy_manor

LoyalFans 2 months ago

Dressed Up And Bullied

48% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

Fun with 2 Latex Sissy Sluts

HD 0:10 / 39:10

Fun with 2 Latex Sissy Sluts

LoyalFans 3 days ago

Castrate the Sissy

60% HD 0:10 / 9:24

Castrate the Sissy

LoyalFans 10 months ago

Turning my boyfriend into my girlfriend

HD 0:10 / 14:54

Turning my boyfriend into my girlfriend

LoyalFans 3 weeks ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

58% 4K 0:10 / 5:00

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

LoyalFans 5 months ago

Sweaty Lesbian Smotherbang: Part IV

HD 0:10 / 11:11

Sweaty Lesbian Smotherbang: Part IV

LoyalFans 1 week ago

Better When Bound: Part I

HD 0:10 / 14:34

Better When Bound: Part I

LoyalFans 9 months ago

Outtakes And Not Used Scenes 10 - Pantyhose Nylon Encasement Fetish (FHD)

HD 0:12 / 20:47

Outtakes And Not Used Scenes 10 - Pantyhose Nylon Encasement Fetish (FHD)

Clips4sale 3 months ago

Nylon Femdom 217-wmv

HD 0:30 / 59:13

Nylon Femdom 217-wmv

Clips4sale 2 days ago

Empty Your Balls with Me JOI

Empty Your Balls with Me JOI

Clips4sale 2 years ago

Dani T Leather Strictly Gagged in Her Knee-High Boots

53% 0:38 / 17:26

Dani T Leather Strictly Gagged in Her Knee-High Boots

Clips4sale 2 years ago

Sissy's Used Gash

61% HD 0:10 / 12:14

Sissy's Used Gash

LoyalFans 1 year ago

Become My Femme Bestie Fill-In To Date Me

Become My Femme Bestie Fill-In To Date Me

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

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

56% 0:30 / 17:49

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

Clips4sale 1 year ago

Sissification And Rope Bondage For Nosey Step-Brother (low res mp4)

56% HD 0:32 / 26:57

Sissification And Rope Bondage For Nosey Step-Brother (low res mp4)

Clips4sale 2 years ago

Cuck Boyfriend crossdressing - You'll NEVER fuck me

Cuck Boyfriend crossdressing - You'll NEVER fuck me

Clips4sale 2 years ago

Fucking Crossdressers is GAY!

57% HD 0:25 / 11:36

Fucking Crossdressers is GAY!

Clips4sale 2 years ago

Bella's Femboy Confession (Big Cumshot)

59% HD 0:10 / 8:55

Bella's Femboy Confession (Big Cumshot)

Clips4sale 4 years ago

Humiliating Maid Duty (Extended Cut)

62% HD 0:10 / 10:34

Humiliating Maid Duty (Extended Cut)

LoyalFans 2 months ago

[ASMR] Positive Sissy Reinforcement - Audio Only

HD 0:10 / 12:03

[ASMR] Positive Sissy Reinforcement - Audio Only

LoyalFans 1 year ago

IT’S NOT MY FAULT

50% HD 0:10 / 14:08

IT’S NOT MY FAULT

LoyalFans 2 years ago

Saturday Night Solo

HD 0:10 / 21:56

Saturday Night Solo

LoyalFans 1 month ago

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

59% HD 0:10 / 8:27

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

LoyalFans 1 year ago

Step-Daddy Kyaa's Dick

57% HD 0:10 / 10:58

Step-Daddy Kyaa's Dick

LoyalFans 2 years ago

TS Karabella Dominating Her Boy Toy

HD 0:10 / 22:40

TS Karabella Dominating Her Boy Toy

LoyalFans 1 month ago

YOU’RE NOT GAY - YOU JUST LOVE DICK

YOU’RE NOT GAY - YOU JUST LOVE DICK

LoyalFans 3 years ago

STROKE FOR DICK FAGGOT

56% HD 0:10 / 8:55

STROKE FOR DICK FAGGOT

LoyalFans 3 years ago

Bicuckold video 🔥🌈🥰

57% HD 0:10 / 43:49

Bicuckold video 🔥🌈🥰

LoyalFans 1 year ago

Riding ONLY (Anal Masturbation Instructional)

HD 0:10 / 19:18

Riding ONLY (Anal Masturbation Instructional)

LoyalFans 2 weeks ago

CreamPie Lovers

63% HD 0:10 / 31:39

CreamPie Lovers

LoyalFans 1 month ago

Remote e-stim on Tranny girl cock! Painful teasing in public!

Remote e-stim on Tranny girl cock! Painful teasing in public!

Clips4sale 1 week ago

Turned Out Sissy Interactive Toy Experience - Jessica Dynamic

66% HD 0:26 / 17:47

Turned Out Sissy Interactive Toy Experience - Jessica Dynamic

Clips4sale 2 years ago

Off The Deep End Feminization Mind Fuck

HD 0:10 / 15:05

Off The Deep End Feminization Mind Fuck

LoyalFans 3 years ago

Teased and tormented by the rubber couple edit MP4 Full HD (1080p) starring Karen Chessman and Maitre Francis

HD 0:30 / 13:29

Teased and tormented by the rubber couple edit MP4 Full HD (1080p) starring Karen Chessman and Maitre Francis

Clips4sale 3 months ago

Slut makeover and anal training 720p

48% HD 0:24 / 9:27

Slut makeover and anal training 720p

Clips4sale 1 year ago

hands free orgasm with help of vibrating anal beads

hands free orgasm with help of vibrating anal beads

Clips4sale 3 years ago

Sissy Challenge

58% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

BUY THIS and learn Fool nation - HIV isn’t herpes and Covid isn’t HIV.

HD 0:10 / 25:55

BUY THIS and learn Fool nation - HIV isn’t herpes and Covid isn’t HIV.

LoyalFans 4 years ago

Bi friendly Cuckold 💦😍🌈

52% HD 0:10 / 36:18

Bi friendly Cuckold 💦😍🌈

LoyalFans 1 year ago

Rubber Fuck doll - Extreme bondage

HD 0:10 / 14:29

Rubber Fuck doll - Extreme bondage

LoyalFans 2 weeks ago

Sissy Boyfriend Found Out and Pegged

Sissy Boyfriend Found Out and Pegged

Clips4sale 3 years ago

SAY “I AM A FAGGOT MISTRESS RAVEN”

68% HD 0:10 / 23:45

SAY “I AM A FAGGOT MISTRESS RAVEN”

LoyalFans 3 years ago

SKINNY SUBMISSIVE LADYBOY ANAL FISTING AND CUM

71% HD 0:29 / 5:32

SKINNY SUBMISSIVE LADYBOY ANAL FISTING AND CUM

Clips4sale 11 months ago

Sissy For Alphas

58% HD 0:11 / 5:17

Sissy For Alphas

Clips4sale 1 year ago

Feminizing and Face Fucking a Sissy

61% HD 0:10 / 23:48

Feminizing and Face Fucking a Sissy

LoyalFans 3 weeks ago

Pantyhose Encased Jenny Enjoys Watching Porn While Her Bondage Slave Lies Under Her Legs (MP4 FULL HD)

54% HD 0:11 / 13:12

Pantyhose Encased Jenny Enjoys Watching Porn While Her Bondage Slave Lies Under Her Legs (MP4 FULL HD)

Clips4sale 2 years ago

Feminized into surgeons bimbo sex slave - PART 1

46% HD 0:11 / 6:15

Feminized into surgeons bimbo sex slave - PART 1

Clips4sale 2 years ago

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

54% HD 0:10 / 13:03

Plapping Sissy in Chastity Ass Play Fuck Machine JOI CBT Anal Masturbation for Goddess Nikki Kit

LoyalFans 3 weeks ago

Totally Emasculated

4K 0:26 / 14:04

Totally Emasculated

Clips4sale 9 months ago

Cheerleaders Chump

55% HD 0:10 / 9:36

Cheerleaders Chump

LoyalFans 8 months ago

Virgin Beta Sissy Training – Crossdressing and Ass Worship - virgin humiliation pov - chastity cage - tease and denial - faggot training - sissy slut

HD 0:10 / 10:32

Virgin Beta Sissy Training – Crossdressing and Ass Worship - virgin humiliation pov - chastity cage - tease and denial - faggot training - sissy slut

LoyalFans 1 month ago

Degraded By Wearing Pretty Girly Panties

Degraded By Wearing Pretty Girly Panties

Clips4sale 2 years ago

Humiliated For Your Date!

Humiliated For Your Date!

Clips4sale 1 year ago

Cum Staining My Pantyhose

65% HD 0:10 / 16:26

Cum Staining My Pantyhose

Clips4sale 4 years ago

K-Pop Sissy Hunters, Part 1: Dressed in Panties

HD 0:36 / 13:15

K-Pop Sissy Hunters, Part 1: Dressed in Panties

Clips4sale 6 months ago

Bratty Satin Office Girl Jessica Kat Learns a Lesson

70% 0:25 / 17:35

Bratty Satin Office Girl Jessica Kat Learns a Lesson

Clips4sale 1 year ago

Stroking My Cock #8

Stroking My Cock #8

Clips4sale 1 year ago

Sissy Maid Transformation - You're Prettier Like This

HD 0:10 / 10:12

Sissy Maid Transformation - You're Prettier Like This

LoyalFans 2 weeks ago

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

54% 4K 0:16 / 13:24

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

Clips4sale 1 year ago

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

46% 0:11 / 10:38

Part 1: sissy sleepover and encouraged bi cock sucking humiliation for sissy bitch with Mistress L Hush

Clips4sale 3 years ago

Queer Fucking Xummer Apollo

66% 0:23 / 13:41

Queer Fucking Xummer Apollo

Clips4sale 3 years ago

BE ASHAMED FAGGOT

65% HD 0:10 / 11:26

BE ASHAMED FAGGOT

LoyalFans 3 years ago

Your Roommate Encourages You to Dress Up for Hot Play (FULL HD)

61% HD 0:59 / 23:28

Your Roommate Encourages You to Dress Up for Hot Play (FULL HD)

Clips4sale 11 months ago

Faggot Cum Button

HD 0:10 / 11:56

Faggot Cum Button

LoyalFans 2 years ago

You're My Sissy Slave: Blow Job Training

60% HD 0:10 / 11:34

You're My Sissy Slave: Blow Job Training

LoyalFans 3 years ago

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

64% HD 0:10 / 21:43

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

LoyalFans 10 months ago

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

64% HD 0:10 / 9:01

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

LoyalFans 1 year ago

Sissy CEI off Dildo

59% HD 0:10 / 9:30

Sissy CEI off Dildo

LoyalFans 2 years ago

SISSY TRAINING ON MY BBC

50% 4K 0:28 / 26:26

SISSY TRAINING ON MY BBC

Clips4sale 1 year ago

Sissy Slut Affirmations Cum Eating Countdown Sissification Task 3 Encouraged Feminization by Blonde Femdom FLR Mistress Emily Marilyn

HD 0:20 / 18:39

Sissy Slut Affirmations Cum Eating Countdown Sissification Task 3 Encouraged Feminization by Blonde Femdom FLR Mistress Emily Marilyn

Clips4sale 6 months ago

super sexy femboi is a wild person in bed

68% 0:30 / 14:56

super sexy femboi is a wild person in bed

Clips4sale 7 months ago

Exposed Sissy Challenge

HD 0:10 / 11:03

Exposed Sissy Challenge

LoyalFans 3 years ago

Sissy to the Headmistress' Office 4K

36% 4K 0:26 / 11:06

Sissy to the Headmistress' Office 4K

Clips4sale 2 years ago

THE POWER TO TURN YOU GAY

50% HD 0:10 / 22:51

THE POWER TO TURN YOU GAY

LoyalFans 3 years ago

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

63% HD 0:23 / 17:21

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

Clips4sale 1 year ago

Female Masked Sissy Doll Makeup Routine and Sexy Chat

55% 4K 0:28 / 21:41

Female Masked Sissy Doll Makeup Routine and Sexy Chat

Clips4sale 2 years ago

Sissy Maid Training Stage 1 (WMV)

Sissy Maid Training Stage 1 (WMV)

Clips4sale 2 years ago

Lost Another Cuck Bet

57% HD 0:10 / 9:15

Lost Another Cuck Bet

LoyalFans 4 months ago

Interrogation Pegging Of The Dark Knight's Batcave (1080p)

69% HD 0:29 / 9:55

Interrogation Pegging Of The Dark Knight's Batcave (1080p)

Clips4sale 11 months ago

Exposed sissy - Femdom sissification exposure fantasy

65% HD 0:10 / 10:57

Exposed sissy - Femdom sissification exposure fantasy

LoyalFans 3 months ago

Femdom Genie 2

66% HD 0:10 / 10:54

LoyalFans 8 months ago

Sissy Feeding Time (Part 1)

55% HD 0:10 / 5:16

Sissy Feeding Time (Part 1)

LoyalFans 5 months ago

Sissy Slave Interview

57% HD 0:10 / 9:32

Sissy Slave Interview

LoyalFans 2 years ago

biker girl body swap & fucked

biker girl body swap & fucked

Clips4sale 4 days ago

TRUCK STOP FAGGOT

34% HD 0:10 / 10:45

TRUCK STOP FAGGOT

LoyalFans 3 years ago

Grooming Gays

71% HD 0:29 / 8:46

Clips4sale 2 years ago

Squirt Like a Girl

54% 0:11 / 5:27

Squirt Like a Girl

Clips4sale 2 years ago

STROKE FAGGOT

51% 4K 0:25 / 12:07

Clips4sale 3 years ago

Immersive POV: Feminization and Bisexual Training - Mistress Julia

HD 0:10 / 15:36

Immersive POV: Feminization and Bisexual Training - Mistress Julia

LoyalFans 9 months ago

Sucking Sissy In Pantyhose

66% HD 0:21 / 5:58

Sucking Sissy In Pantyhose

Clips4sale 7 months ago

Squeeze and grind

60% HD 0:10 / 1:26

Squeeze and grind

LoyalFans 1 year ago

Sissy Reminder

HD 0:10 / 10:26

LoyalFans 2 years ago

BBC MAKING WHITE BOYS EXTINCT

53% HD 0:10 / 7:09

BBC MAKING WHITE BOYS EXTINCT

LoyalFans 2 years ago

Matching Pantyhose Dinner Date

49% HD 0:10 / 8:12

Matching Pantyhose Dinner Date

LoyalFans 1 year ago

MY GLORYHOLE CUM SLUT

50% HD 0:10 / 18:32

MY GLORYHOLE CUM SLUT

LoyalFans 3 years ago

Sissies Cum In Their Panties

58% HD 0:10 / 9:50

Sissies Cum In Their Panties

LoyalFans 3 years ago

Bisexual Crossdressing Fuck

53% HD 0:10 / 10:47

Bisexual Crossdressing Fuck

LoyalFans 2 months ago

GLORYHOLE LUNCH BREAK

54% HD 0:10 / 24:59

GLORYHOLE LUNCH BREAK

LoyalFans 3 years ago

Dripping Sissy Slut

45% HD 0:10 / 16:20

Dripping Sissy Slut

LoyalFans 3 years ago

WRAP YOUR LIPS AROUND COCK

70% HD 0:10 / 16:17

WRAP YOUR LIPS AROUND COCK

LoyalFans 3 years ago

STROKE TO BULGES

57% HD 0:10 / 9:50

STROKE TO BULGES

LoyalFans 3 years ago

Cross Dressed Glamour Part 1

65% HD 0:10 / 9:35

Cross Dressed Glamour Part 1

LoyalFans 4 years ago

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

57% HD 0:10 / 8:04

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

LoyalFans 6 months ago

Sissy Sluts Part 1

45% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 4 years ago

Training Stepmommy's Sissy Faggot

Training Stepmommy's Sissy Faggot

LoyalFans 1 year ago

SUCK COCK FOR TIME SISSY

HD 0:10 / 17:19

SUCK COCK FOR TIME SISSY

LoyalFans 3 years ago

FetishKitty Tames a Sissy!

HD 0:10 / 17:14

FetishKitty Tames a Sissy!

LoyalFans 4 months ago

Sissy Cock Sock: GAY Training Mind Fuck

57% HD 0:10 / 9:17

Sissy Cock Sock: GAY Training Mind Fuck

LoyalFans 1 year ago

Cupcake Journey

34% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 2 years ago

Cross Dressing Sissy Dick Rider

53% HD 0:10 / 8:05

Cross Dressing Sissy Dick Rider

LoyalFans 1 year ago

Sissy Sluts finale

50% HD 0:10 / 14:55

Sissy Sluts finale

LoyalFans 4 years ago

Sissy Feeding Time (Part 2)

Sissy Feeding Time (Part 2)

LoyalFans 5 months ago

Sizeable Dilemma1

53% HD 0:10 / 13:13

Sizeable Dilemma1

LoyalFans 4 years ago

CUM for Crossdresser Cock JOI

62% HD 0:10 / 11:29

CUM for Crossdresser Cock JOI

LoyalFans 2 years ago

Sissy Baby Lauren has her nappy changed.

57% HD 0:10 / 5:20

Sissy Baby Lauren has her nappy changed.

LoyalFans 1 month ago

I Caught You Crossdressing and Now I Own You

63% HD 0:10 / 9:38

I Caught You Crossdressing and Now I Own You

LoyalFans 1 month ago

Triggered Piggy!!!!

67% HD 0:10 / 21:16

Triggered Piggy!!!!

LoyalFans 2 weeks ago

Truth Or Dare Dick Slapping

Truth Or Dare Dick Slapping

LoyalFans 6 months ago

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