Encouragement Videos - Trans (3,044)

Sissy Mesmerize - kendra james, femdom, joi wmv

57% HD 0:11 / 16:20

Sissy Mesmerize - kendra james, femdom, joi wmv

Clips4sale 2 years ago

Introduction to Crossdressing

60% 0:20 / 13:00

Introduction to Crossdressing

Clips4sale 2 years ago

Seduced into anal and encouraged to clean up her cum load ft Hung TS Aleah Cuban

75% 0:29 / 27:12

Seduced into anal and encouraged to clean up her cum load ft Hung TS Aleah Cuban

Clips4sale 1 month ago

Sloppy Seconds: encouraged bi - POV - JOI - cum eating

54% 4K 0:30 / 15:33

Sloppy Seconds: encouraged bi - POV - JOI - cum eating

Clips4sale 3 years ago

Bi-Curious Boys

67% 0:29 / 18:01

Bi-Curious Boys

Clips4sale 11 months ago

Throatfucked By Dominant Dolly - 1080HD

61% 0:15 / 6:53

Throatfucked By Dominant Dolly - 1080HD

Clips4sale 1 year ago

Cock Curious Roommate Bi Encouragement POV

63% HD 0:26 / 12:14

Cock Curious Roommate Bi Encouragement POV

Clips4sale 2 years ago

Drilled at the Squat Rack by Stronger & Sexy TS Gem Gunn

Drilled at the Squat Rack by Stronger & Sexy TS Gem Gunn

Clips4sale 2 weeks ago

Jerk Off in Tandem with Trans Punk!

63% HD 0:30 / 14:47

Jerk Off in Tandem with Trans Punk!

C4S 2 years ago

Suck an Old Mans Dick: Sissy Ruination

51% 0:35 / 10:07

Suck an Old Mans Dick: Sissy Ruination

Clips4sale 2 years ago

Two doms encourage you to explore your bisexual side by sucking cock - Jaq Quicksilver and Sydney Screams - FtM Jaq and BBW Sydney coach you through your first blowjob while you jerk off - joi, bi, handjob, threesome, dirty talk - 1080p mp4

HD 0:29 / 11:27

Two doms encourage you to explore your bisexual side by sucking cock - Jaq Quicksilver and Sydney Screams - FtM Jaq and BBW Sydney coach you through your first blowjob while you jerk off - joi, bi, handjob, threesome, dirty talk - 1080p mp4

Clips4sale 8 months ago

Suck Me Off While Your GF Showers

67% HD 0:21 / 20:11

Suck Me Off While Your GF Showers

Clips4sale 2 years ago

The Ultimate SheMale Mind Fuck

50% HD 0:28 / 27:17

The Ultimate SheMale Mind Fuck

Clips4sale 10 months ago

[ASMR] Positive Sissy Reinforcement - Audio Only

49% HD 0:30 / 12:03

[ASMR] Positive Sissy Reinforcement - Audio Only

Clips4sale 3 months ago

Become a Cumdrinker for Princess (4k)

57% 4K 0:30 / 13:24

Become a Cumdrinker for Princess (4k)

Clips4sale 3 years ago

SHEMALE FAGGOT WORKOUT

66% HD 0:15 / 13:00

SHEMALE FAGGOT WORKOUT

Clips4sale 1 month ago

Sissy Stretching for Stuffing in Pantyhose

58% 0:30 / 14:10

Sissy Stretching for Stuffing in Pantyhose

Clips4sale 2 years ago

Good Girl Sissy Pegging

62% HD 0:29 / 10:11

Good Girl Sissy Pegging

Clips4sale 3 years ago

Your Gay Affair Training Tasks

66% HD 0:29 / 10:42

Your Gay Affair Training Tasks

Clips4sale 1 month ago

GLORY HOLE WHORE 2 *HD 1080*

73% HD 0:35 / 12:45

GLORY HOLE WHORE 2 *HD 1080*

Clips4sale 2 years ago

Birthday Bi Party - Part Five (Full Video) - HD

71% HD 0:19 / 9:02

Birthday Bi Party - Part Five (Full Video) - HD

Clips4sale 2 years ago

Your first time swallowing cum

62% 0:30 / 11:59

Your first time swallowing cum

Clips4sale 2 years ago

Go Gay For My Girl-Cock (SD MP4)

68% 4K 0:32 / 15:55

Go Gay For My Girl-Cock (SD MP4)

Clips4sale 5 months ago

Step-sister's futa secret with CEI

56% HD 0:30 / 12:45

Step-sister's futa secret with CEI

Clips4sale 2 months ago

The Shemale's Mouth Whore Turned Gay by Shemale Dominance 32 min

46% HD 0:30 / 31:53

The Shemale's Mouth Whore Turned Gay by Shemale Dominance 32 min

Clips4sale 3 months ago

Sexually Confuse Yourself With My Trans Cock

44% 0:59 / 9:35

Sexually Confuse Yourself With My Trans Cock

Clips4sale 6 months ago

Shemale cock worship

68% 4K 0:30 / 17:53

Shemale cock worship

Clips4sale 2 years ago

YOU ARE GAY

70% HD 0:21 / 13:35

Clips4sale 1 year ago

My First Bi Threesome

58% 0:11 / 31:46

My First Bi Threesome

Clips4sale 1 year ago

Trapped by a SheMale

42% HD 0:15 / 7:04

Trapped by a SheMale

Clips4sale 1 year ago

Eat Cum for Me CEI JOI

65% HD 0:27 / 10:33

Eat Cum for Me CEI JOI

Clips4sale 2 years ago

Blow Me POV

HD 0:10 / 10:13

LoyalFans 2 years ago

A Bulging Surprise (MP4-HD 720p)

Premium HD 13:07

A Bulging Surprise (MP4-HD 720p)

Clips4sale 1 year ago

Bizarre Bi Sluts (MP4)

64% 0:30 / 21:40

Bizarre Bi Sluts (MP4)

Clips4sale 1 month ago

Faggot, You're Made to Suck Cock

54% 0:11 / 8:47

Faggot, You're Made to Suck Cock

Clips4sale 4 years ago

You dont want to be Straight anymore

69% 0:37 / 12:06

You dont want to be Straight anymore

Clips4sale 3 months ago

Blow Him For Me

59% 0:11 / 9:26

Blow Him For Me

Clips4sale 2 years ago

I Will Fuck Your Faggot Ass

48% 0:27 / 7:16

I Will Fuck Your Faggot Ass

Clips4sale 2 years ago

ACCEPTING YOU ARE HORNY FOR HOT SHEMALES

53% HD 0:33 / 10:36

ACCEPTING YOU ARE HORNY FOR HOT SHEMALES

Clips4sale 3 years ago

We Like You Better as a Girl

43% HD 0:26 / 10:54

We Like You Better as a Girl

Clips4sale 1 year ago

Secretly In Love With SheMales - The Goddess Of Destruction

61% HD 0:24 / 38:04

Secretly In Love With SheMales - The Goddess Of Destruction

Clips4sale 9 months ago

Its NOT GAY if its SHEMALES

44% HD 0:15 / 32:34

Its NOT GAY if its SHEMALES

Clips4sale 6 months ago

Teaching a cuck bitch how to fuck

66% 0:33 / 24:51

Teaching a cuck bitch how to fuck

Clips4sale 4 years ago

It's not gay if you do it for Me

45% 4K 0:25 / 8:40

It's not gay if you do it for Me

Clips4sale 2 months ago

Fall Deeper Into Trans Worship (And Forget Pussy!)

51% 0:30 / 9:09

Fall Deeper Into Trans Worship (And Forget Pussy!)

Clips4sale 4 months ago

Ruined By SheMales

38% HD 0:15 / 7:58

Ruined By SheMales

Clips4sale 1 year ago

Sissy Encouragement

44% 0:29 / 26:08

Sissy Encouragement

Clips4sale 2 years ago

1000_11 straight boy fucking latino trans big cock and big boob

1000_11 straight boy fucking latino trans big cock and big boob

PornBox 1 year ago

You love my Dirty Cock

52% HD 0:29 / 6:36

You love my Dirty Cock

Clips4sale 9 months ago

Gay Cum Eating Reprogramming CEI

59% 0:29 / 9:32

Gay Cum Eating Reprogramming CEI

Clips4sale 2 years ago

Dressed Up And Bullied

56% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 1 year ago

Sissy Boyfriend Found Out and Pegged

77% 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged

C4S 2 years ago

Conversion Mistress

69% 0:29 / 15:02

Conversion Mistress

Clips4sale 2 years ago

Cupcake Journey

44% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 1 year ago

Sissy Faggot Cocksucker JOI

64% HD 0:25 / 18:16

Sissy Faggot Cocksucker JOI

Clips4sale 1 year ago

You Will Stroke to My Transsexual Cock

62% 0:11 / 10:21

You Will Stroke to My Transsexual Cock

Clips4sale 4 years ago

Tranny Makes You Suck Cock

69% 0:10 / 8:22

Tranny Makes You Suck Cock

Clips4sale 1 month ago

Are you GAY? Or do you just like COCK?

47% 0:11 / 3:07

Are you GAY? Or do you just like COCK?

C4S 2 years ago

Futa Step-Mommy Catches You Spying

68% 0:22 / 19:03

Futa Step-Mommy Catches You Spying

Clips4sale 9 months ago

A Friend Indeed

57% 0:30 / 15:30

A Friend Indeed

C4S 7 months ago

Pantyhose Feminization part 1 of 3

Pantyhose Feminization part 1 of 3

Clips4sale 4 weeks ago

Suck It!

60% 0:11 / 14:49

Clips4sale 2 years ago

The Shemale Mistress *FULL-HD*

HD 0:27 / 17:08

The Shemale Mistress *FULL-HD*

Clips4sale 5 months ago

Sissy Oral Fun Pt1

67% HD 0:27 / 10:09

Sissy Oral Fun Pt1

Clips4sale 10 months ago

Sissy Gay Used and Gangbanged By Only the Biggest Cocks

44% HD 0:15 / 15:14

Sissy Gay Used and Gangbanged By Only the Biggest Cocks

Clips4sale 3 years ago

SHEMALE SNAKE INVASION

63% HD 0:10 / 13:25

SHEMALE SNAKE INVASION

LoyalFans 1 month ago

making my bf a femboy nekomaid (gentle femdom) (1080 MP4)

58% HD 0:30 / 8:48

making my bf a femboy nekomaid (gentle femdom) (1080 MP4)

Clips4sale 1 year ago

Suck Man Dick Faggot

69% HD 0:11 / 7:32

Suck Man Dick Faggot

Clips4sale 3 years ago

Faggot Fantasies

44% HD 0:11 / 8:12

Faggot Fantasies

Clips4sale 3 years ago

Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

54% HD 0:29 / 24:43

Futa Step-mommy Stuffs You From Both Ends - Ft Imilia Audley

Clips4sale 1 month ago

Used by the Futa Cosplayer

Used by the Futa Cosplayer

Clips4sale 6 days ago

Convince Us You're a Girl - POV Pegging

57% 0:30 / 18:10

Convince Us You're a Girl - POV Pegging

Clips4sale 4 months ago

The Power of My COCK

63% HD 0:29 / 9:22

The Power of My COCK

Clips4sale 6 months ago

Reverse Psychology - Transform Into Best Sissy Shemale Slut! Step 1

HD 0:30 / 25:06

Reverse Psychology - Transform Into Best Sissy Shemale Slut! Step 1

Clips4sale 7 months ago

GOON FOR SHEMALES

52% HD 0:10 / 9:14

GOON FOR SHEMALES

LoyalFans 4 weeks ago

Sissy CEI off Dildo

53% HD 0:27 / 9:29

Sissy CEI off Dildo

Clips4sale 1 year ago

Part 2 - Ava's Wet Dream Cum True [4K] (Lesbian, Strap On) | Lady Vi, Goddess Lilith and Ava Venom

60% 4K 0:29 / 24:28

Part 2 - Ava's Wet Dream Cum True [4K] (Lesbian, Strap On) | Lady Vi, Goddess Lilith and Ava Venom

Clips4sale 6 months ago

Pillow Humper Pantyhose CEI, JOI

58% 0:29 / 11:49

Pillow Humper Pantyhose CEI, JOI

Clips4sale 2 years ago

GLORYHOLE LUNCH BREAK

47% 4K 0:25 / 24:59

GLORYHOLE LUNCH BREAK

Clips4sale 2 years ago

Affirming Gender Transformation ft Ace Nova

60% 0:30 / 8:59

Affirming Gender Transformation ft Ace Nova

Clips4sale 1 year ago

SheMale Evolution

51% 4K 0:15 / 4:26

SheMale Evolution

Clips4sale 1 year ago

It's Not Gay If It's A Girl

62% HD 0:10 / 12:43

It's Not Gay If It's A Girl

LoyalFans 8 months ago

Dressed Up And Bullied

38% 0:35 / 13:37

Dressed Up And Bullied

Clips4sale 1 year ago

Extreme degradation with a group of cocks arse and spit - Miss Honour May - MP4 SD

47% HD 0:11 / 11:46

Extreme degradation with a group of cocks arse and spit - Miss Honour May - MP4 SD

Clips4sale 3 years ago

Sissy Cum Eater

45% 0:21 / 10:52

Sissy Cum Eater

Clips4sale 2 years ago

Quit Trying To Be A Man - You Are A Girl

69% HD 0:15 / 7:13

Quit Trying To Be A Man - You Are A Girl

Clips4sale 1 year ago

don't worry, it's not gay if it's a shemale

70% 0:17 / 12:11

don't worry, it's not gay if it's a shemale

Clips4sale 2 years ago

TOP Fur Dick Cum into YOUR MOUTH CEI JOI

73% 0:30 / 5:39

TOP Fur Dick Cum into YOUR MOUTH CEI JOI

Clips4sale 1 year ago

STROKE FAGGOT

49% 4K 0:25 / 12:07

Clips4sale 2 years ago

You dont want to be straight anymore

54% HD 0:10 / 12:07

You dont want to be straight anymore

LoyalFans 3 months ago

Futanari -Stroke To My Cock and Pussy

Futanari -Stroke To My Cock and Pussy

C4S 2 years ago

Sissygasm CEI Encouragement for Sissy Sluts

60% HD 0:26 / 7:51

Sissygasm CEI Encouragement for Sissy Sluts

Clips4sale 1 year ago

Joanna Jet's Rough Bareback Anal and Cum in mouth

84% 0:28 / 18:31

Joanna Jet's Rough Bareback Anal and Cum in mouth

Clips4sale 3 months ago

Sissy Oral Fun Pt2

58% HD 0:27 / 9:40

Sissy Oral Fun Pt2

Clips4sale 10 months ago

Slave Cuck Worships Tranny Cock

75% 0:25 / 23:21

Slave Cuck Worships Tranny Cock

Clips4sale 11 months ago

Breeding season-The shemale trap

4K 0:25 / 21:57

Breeding season-The shemale trap

Clips4sale 4 years ago

Transsexual Neighbor Naked and Oiled

55% 0:02 / 7:34

Transsexual Neighbor Naked and Oiled

Clips4sale 4 years ago

Sissy Satin Party

59% 0:11 / 15:32

Sissy Satin Party

Clips4sale 1 year ago

Thai Temptation 2: Cock And Submission - Two Holes, One Mistress

41% 0:30 / 20:02

Thai Temptation 2: Cock And Submission - Two Holes, One Mistress

Clips4sale 3 months ago

Your Step-Mother-in-Law Films You Sucking Her Cock

42% 0:11 / 8:01

Your Step-Mother-in-Law Films You Sucking Her Cock

Clips4sale 4 years ago

CUCKING YOU - EAT HER CUM

57% 4K 0:12 / 32:54

CUCKING YOU - EAT HER CUM

Clips4sale 3 years ago

Bury Your Face in My Ass

Bury Your Face in My Ass

Clips4sale 3 years ago

A Girl With a Cock For a Guy Like You

66% 0:11 / 8:29

A Girl With a Cock For a Guy Like You

Clips4sale 3 years ago

You're Fooling No One Cocksucker

You're Fooling No One Cocksucker

Clips4sale 1 year ago

Stroke Your Cock With This Sexy Trans MILF

Stroke Your Cock With This Sexy Trans MILF

Clips4sale 1 month ago

NOT GAY IF YOURE A GIRL

66% 0:11 / 9:41

NOT GAY IF YOURE A GIRL

Clips4sale 2 years ago

The right moment to change your GENDER ! - gender transformation , transgender

The right moment to change your GENDER ! - gender transformation , transgender

Clips4sale 1 year ago

Nylon Sissy Slave - Candle Boxxx HDMP4

43% 0:14 / 13:03

Nylon Sissy Slave - Candle Boxxx HDMP4

Clips4sale 1 year ago

Trans Ass is All You Want to Eat

68% 0:11 / 6:59

Trans Ass is All You Want to Eat

Clips4sale 1 year ago

futa stepmommy takes care of flacid dick, cum eating fetish stepson with cei, sph, cuck cleanup, premature ejaculation - HD wmv

HD 0:29 / 16:47

futa stepmommy takes care of flacid dick, cum eating fetish stepson with cei, sph, cuck cleanup, premature ejaculation - HD wmv

Clips4sale 1 month ago

I Took My Sissy To The Gloryhole

73% HD 0:26 / 16:07

I Took My Sissy To The Gloryhole

Clips4sale 3 years ago

futa stepmommy takes care of flacid dick, cum eating fetish stepson with cei, sph, cuck cleanup, premature ejaculation - HD

66% HD 0:29 / 16:47

futa stepmommy takes care of flacid dick, cum eating fetish stepson with cei, sph, cuck cleanup, premature ejaculation - HD

Clips4sale 1 month ago

The Joys of Having A Vagina | Bottom Surgery Encouragement

63% 0:30 / 11:49

The Joys of Having A Vagina | Bottom Surgery Encouragement

Clips4sale 8 months ago

Pitch a Tent With Me

65% 0:11 / 15:13

Pitch a Tent With Me

Clips4sale 4 years ago

Faggot Mall Fuck

43% 0:11 / 12:38

Faggot Mall Fuck

Clips4sale 2 years ago

Suck Her Big Cock -Serve My Ladyboy Friend- ft Mari Ayanami

53% 0:16 / 12:47

Suck Her Big Cock -Serve My Ladyboy Friend- ft Mari Ayanami

Clips4sale 1 year ago

Growing Bigger Tits with Futa Summer Hart - HD wmv

63% HD 0:29 / 8:10

Growing Bigger Tits with Futa Summer Hart - HD wmv

Clips4sale 3 years ago

Eat My Ass to Make Me Cum

69% HD 0:11 / 7:13

Eat My Ass to Make Me Cum

Clips4sale 3 years ago

I Frot Your Tiny Cock + Huge Cum

55% HD 0:14 / 14:16

I Frot Your Tiny Cock + Huge Cum

Clips4sale 2 years ago

[ASMR] Positive Sissy Reinforcement - Audio Only (720p)

50% HD 0:30 / 12:03

[ASMR] Positive Sissy Reinforcement - Audio Only (720p)

Clips4sale 3 months ago

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