Underwear Videos - Trans (5,882)

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

Solo stroking in kitchen

55% HD 0:10 / 13:04

Solo stroking in kitchen

LoyalFans 1 year ago

Masturbation wearing stockings and high heels

65% HD 0:10 / 16:41

Masturbation wearing stockings and high heels

LoyalFans 8 months ago

Step-Mommy's Pegging Punishment

56% HD 0:10 / 19:49

Step-Mommy's Pegging Punishment

LoyalFans 2 weeks ago

Masturbation wearing white lingerie

62% HD 0:10 / 7:23

Masturbation wearing white lingerie

LoyalFans 1 year ago

Double anal blast!

54% HD 0:10 / 14:42

Double anal blast!

LoyalFans 2 years ago

from cheater to sissy: punishment pegging from futa mommy

55% HD 0:10 / 13:09

from cheater to sissy: punishment pegging from futa mommy

LoyalFans 2 years ago

TS Karabella Takes His Virginity

HD 0:10 / 11:15

TS Karabella Takes His Virginity

LoyalFans 2 months ago

CreamPie Lovers

63% HD 0:10 / 31:39

CreamPie Lovers

LoyalFans 1 month ago

**** Trans Girl's First Video

65% HD 0:10 / 36:57

**** Trans Girl's First Video

LoyalFans 9 months ago

Triple Domme CBT: Pulled, Punched & Punished

61% HD 0:10 / 14:14

Triple Domme CBT: Pulled, Punched & Punished

LoyalFans 4 months ago

Mistress and Her maid

63% HD 0:10 / 6:52

Mistress and Her maid

LoyalFans 1 year ago

Step-Daddy Kyaa's Dick

59% HD 0:10 / 10:58

Step-Daddy Kyaa's Dick

LoyalFans 2 years ago

Sorority Solutions For Sissies

HD 0:10 / 12:38

Sorority Solutions For Sissies

LoyalFans 6 months ago

SHEMALE DOMINATION - 25 - CLIP 4 OF 4 - MP4

SHEMALE DOMINATION - 25 - CLIP 4 OF 4 - MP4

Clips4sale 2 years ago

4K - Huge Girl Cock under Trench Coat Part 1

4K 0:09 / 11:57

4K - Huge Girl Cock under Trench Coat Part 1

Clips4sale 1 month ago

Suck Me And Serve Me

Suck Me And Serve Me

Clips4sale 1 week ago

WORSHIP YOUR SHEMALE STEP SISTER'S SWEATY FEET FullHD

58% 4K 0:30 / 11:38

WORSHIP YOUR SHEMALE STEP SISTER'S SWEATY FEET FullHD

Clips4sale 7 months ago

Bettie Cho Tightly Hogtied and Lashed Off on Her Knees

Bettie Cho Tightly Hogtied and Lashed Off on Her Knees

Clips4sale 1 week ago

Cummy Classroom Sissy Slut Tgirl Panty Loads

63% 0:11 / 14:08

Cummy Classroom Sissy Slut Tgirl Panty Loads

Clips4sale 3 years ago

No Panties Under My Dress

66% 0:11 / 14:05

No Panties Under My Dress

Clips4sale 3 years ago

Cheerleaders Chump

55% HD 0:10 / 9:36

Cheerleaders Chump

LoyalFans 9 months ago

Beta’s First Sissygasm in Panties

Beta’s First Sissygasm in Panties

LoyalFans 6 months ago

Homewrecking futa

HD 0:10 / 28:56

Homewrecking futa

LoyalFans 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

Breathe

57% HD 0:10 / 35:59

LoyalFans 1 year ago

THE LEAGUE OF EXTRAORDINARY TRANSSEXUALS: PART 1 SUPER HERO FEATURE

45% 0:11 / 49:42

THE LEAGUE OF EXTRAORDINARY TRANSSEXUALS: PART 1 SUPER HERO FEATURE

C4S 2 years ago

Trans Dominatrix Barebacks Female Executive

HD 0:10 / 14:36

Trans Dominatrix Barebacks Female Executive

LoyalFans 2 years ago

Clone - Brittany Andrews x Brittney Kade

77% HD 0:10 / 23:43

Clone - Brittany Andrews x Brittney Kade

LoyalFans 2 years ago

Flip fuck in bed with sexy white guy

65% HD 0:10 / 29:08

Flip fuck in bed with sexy white guy

LoyalFans 1 year ago

POV: Waking up as me... and I can't keep my hands off myself!

POV: Waking up as me... and I can't keep my hands off myself!

Clips4sale 8 months ago

Cucked with My Ass: Part III

Cucked with My Ass: Part III

Clips4sale 1 year ago

Look Into My Eyes While I fuck My Fleshlight!

HD 0:25 / 16:50

Look Into My Eyes While I fuck My Fleshlight!

Clips4sale 3 years ago

Gay Adventures

Clips4sale 4 years ago

Step-Son Bullied into Becoming Neighborhood Sissy Maid

HD 0:30 / 12:00

Step-Son Bullied into Becoming Neighborhood Sissy Maid

Clips4sale 7 months ago

Futa step-mommy grows

62% HD 0:10 / 12:45

Futa step-mommy grows

LoyalFans 4 months ago

Seduced Into Sucking Your First Trans Cock

Seduced Into Sucking Your First Trans Cock

Clips4sale 10 months ago

Step-Son Bullied into Becoming Neighborhood Sissy Maid SD

HD 0:30 / 12:00

Step-Son Bullied into Becoming Neighborhood Sissy Maid SD

Clips4sale 6 months ago

NEW CONTENT! Cucky She Cock Share! By Ruby Onyx Featuring Janny Costa

4K 0:39 / 17:13

NEW CONTENT! Cucky She Cock Share! By Ruby Onyx Featuring Janny Costa

Clips4sale 1 month ago

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

72% 4K 0:28 / 27:55

Stepmother in Lingerie Trims Horny hairy Dick of Kneeling Crossdresser in Stockings - HandJobs Submissive Crossdresser with Cock until the Last drop of Cum, Feminization of the Straight Man, Amateur Couple Perverted Fantasy 4k

Clips4sale 6 months ago

Boot-licking Foot TS Slave Ariel Demure - Brittany Andrews

68% HD 0:10 / 18:50

Boot-licking Foot TS Slave Ariel Demure - Brittany Andrews

LoyalFans 2 years ago

futa step-mommy pegs you - punished for stealing panties - HD - wmv

HD 0:30 / 15:15

futa step-mommy pegs you - punished for stealing panties - HD - wmv

Clips4sale 3 years ago

Big Breasted Blonde Shemale Ana will Rock your world!

61% 0:30 / 11:15

Big Breasted Blonde Shemale Ana will Rock your world!

Clips4sale 5 months 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

Crossdresser Cumshots

Crossdresser Cumshots

Clips4sale 1 year ago

The Reluctant Foot Slave (4k)

63% 4K 0:30 / 20:50

The Reluctant Foot Slave (4k)

Clips4sale 1 year ago

Futanari Stroking Big Cock and Cum in Mouth - JOI

62% HD 0:11 / 9:27

Futanari Stroking Big Cock and Cum in Mouth - JOI

Clips4sale 1 year ago

New Body Fap 250 Post Op

68% 0:30 / 10:27

New Body Fap 250 Post Op

Clips4sale 1 year ago

So Red The Rose

64% 0:30 / 21:48

So Red The Rose

Clips4sale 11 months ago

Peed in Pantyhose

69% 0:19 / 3:09

Peed in Pantyhose

Clips4sale 2 years ago

latina trans fairy gets assfucked

63% 0:30 / 25:12

latina trans fairy gets assfucked

Clips4sale 6 months ago

My Last Pre Orchiectomy Orgasm

56% 0:30 / 14:23

My Last Pre Orchiectomy Orgasm

Clips4sale 1 year ago

Take My Cock

HD 0:10 / 14:06

LoyalFans 1 month ago

Goth Sub Facefuck Anal Lily Thot

HD 0:30 / 29:31

Goth Sub Facefuck Anal Lily Thot

Clips4sale 4 years ago

Cuck, His BBC makes my Tummy Bulge - 4K

55% 4K 0:27 / 15:44

Cuck, His BBC makes my Tummy Bulge - 4K

Clips4sale 11 months ago

Me With Gorgeous Trans Girl Autumn Rain

63% HD 0:10 / 33:46

Me With Gorgeous Trans Girl Autumn Rain

LoyalFans 9 months ago

Oopsie Cumming In Panties (WMV)

37% 0:11 / 7:12

Oopsie Cumming In Panties (WMV)

Clips4sale 3 years ago

Trans Dominatrix Barebacks Female Executive

63% HD 0:30 / 14:36

Trans Dominatrix Barebacks Female Executive

Clips4sale 2 years ago

Pegging My Trans Neighbor

56% HD 0:28 / 27:34

Pegging My Trans Neighbor

Clips4sale 2 years ago

Rough Fuck Hookup with Alaina Taylor

HD 0:29 / 16:55

Rough Fuck Hookup with Alaina Taylor

Clips4sale 3 years ago

Luna Sapphire's Birthday Gangbang - Luna Gets Fucked by 8 Horny Lesbians for Her Birthday - HD 720 MP4

53% HD 0:29 / 31:11

Luna Sapphire's Birthday Gangbang - Luna Gets Fucked by 8 Horny Lesbians for Her Birthday - HD 720 MP4

Clips4sale 2 years ago

Riding ONLY (Anal Masturbation Instructional)

HD 0:10 / 19:18

Riding ONLY (Anal Masturbation Instructional)

LoyalFans 1 month ago

Transgirl Pees Her Panties

Transgirl Pees Her Panties

Clips4sale 8 months ago

Mean Step-Mom Makes You Her Sissy Maid

Mean Step-Mom Makes You Her Sissy Maid

Clips4sale 2 years ago

It's Not Gay If It's A Girl

66% HD 0:10 / 12:43

It's Not Gay If It's A Girl

LoyalFans 1 year ago

Stockings and Foot Worship Mrz Neptune Violet

Stockings and Foot Worship Mrz Neptune Violet

Clips4sale 4 years ago

Getting Sissy Dolled Up for Your Date

Getting Sissy Dolled Up for Your Date

Clips4sale 3 years ago

Step-Brother's Day Off

59% HD 0:10 / 23:49

Step-Brother's Day Off

LoyalFans 1 month ago

You're Our Feminized Bitch

You're Our Feminized Bitch

Clips4sale 1 year ago

Transsexual breeding

62% HD 0:10 / 19:47

Transsexual breeding

LoyalFans 8 months ago

You're a Fuckhole for My Men

You're a Fuckhole for My Men

Clips4sale 3 years ago

Step-Mommy Makes You Her Sissy Princess

Step-Mommy Makes You Her Sissy Princess

Clips4sale 3 years ago

Sissy Slave Interview

57% HD 0:10 / 9:32

Sissy Slave Interview

LoyalFans 2 years ago

Sissy Slut Passed Around the Party!

Sissy Slut Passed Around the Party!

Clips4sale 4 months ago

Step MILF Makes You into Her Sissy Bitch

Step MILF Makes You into Her Sissy Bitch

Clips4sale 1 month ago

Panty Thief Eats Shemale Cum

63% HD 0:10 / 9:31

Panty Thief Eats Shemale Cum

LoyalFans 3 years ago

Prettied Up as a Sissy for Your Date

65% 0:10 / 7:43

Prettied Up as a Sissy for Your Date

Clips4sale 2 years ago

TS tarot card reading with Jennifer Lunden and Katie Fox

HD 0:10 / 19:41

TS tarot card reading with Jennifer Lunden and Katie Fox

LoyalFans 2 months ago

Being a Girl is More Fun

55% HD 0:10 / 10:29

Being a Girl is More Fun

LoyalFans 1 year ago

Sissy Challenge

54% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

Sissy Feeding Time (Part 1)

55% HD 0:10 / 5:16

Sissy Feeding Time (Part 1)

LoyalFans 6 months ago

slave worship Trans Goddess Britney

76% HD 0:29 / 11:36

slave worship Trans Goddess Britney

Clips4sale 4 years 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

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

55% HD 0:10 / 38:18

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

LoyalFans 3 months ago

Fucking This Huge Ass Trans Girl A Year Later - Creampie

52% HD 0:10 / 18:57

Fucking This Huge Ass Trans Girl A Year Later - Creampie

LoyalFans 9 months ago

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

49% HD 0:10 / 13:03

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

LoyalFans 1 month ago

3 Dommes, One Hole: Tanner's First Stretch

HD 0:10 / 22:28

3 Dommes, One Hole: Tanner's First Stretch

LoyalFans 5 days ago

Tgirl Cum Rocket 🚀

54% HD 0:10 / 6:01

Tgirl Cum Rocket 🚀

LoyalFans 4 years ago

Dressed Up And Bullied

47% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

72% HD 0:10 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

LoyalFans 6 months ago

Dominant TS JOI-CEI

51% HD 0:10 / 18:40

Dominant TS JOI-CEI

LoyalFans 3 months ago

Fucked bareback by big white cock

HD 0:10 / 22:43

Fucked bareback by big white cock

LoyalFans 1 month ago

Christmas lingerie solo masturbation

64% HD 0:10 / 24:55

Christmas lingerie solo masturbation

LoyalFans 4 months ago

Latex lingerie and stockings solo masturbation

55% HD 0:10 / 23:17

Latex lingerie and stockings solo masturbation

LoyalFans 6 months ago

Sissies Cum In Their Panties

58% HD 0:10 / 9:50

Sissies Cum In Their Panties

LoyalFans 3 years ago

Massage with a Happy Ending

63% HD 0:10 / 14:20

Massage with a Happy Ending

LoyalFans 10 months ago

MASSIVE redcock futa fucks your face and virgin ass hard then inflates your belly with cum

50% HD 0:10 / 20:01

MASSIVE redcock futa fucks your face and virgin ass hard then inflates your belly with cum

LoyalFans 9 months ago

Admit it.. you CRAVE it. Encouraged Bi milking with Rubber Rose

57% HD 0:10 / 12:11

Admit it.. you CRAVE it. Encouraged Bi milking with Rubber Rose

LoyalFans 1 month ago

His first sperm load???

61% HD 0:10 / 5:23

His first sperm load???

LoyalFans 2 years ago

CUCKY SHE COCK SHARE!

65% HD 0:10 / 17:14

CUCKY SHE COCK SHARE!

LoyalFans 1 month ago

Milking My Arab Cock!

62% HD 0:10 / 4:39

Milking My Arab Cock!

LoyalFans 1 month ago

Solo masturbation with cum in face

58% HD 0:10 / 13:24

Solo masturbation with cum in face

LoyalFans 6 months ago

Shower foreplay leads to flip fuck

51% HD 0:10 / 20:00

Shower foreplay leads to flip fuck

LoyalFans 1 year ago

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER 1080P

65% HD 0:10 / 7:46

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER 1080P

LoyalFans 5 months ago

Smell a femboy! (Armpits, feet, butt, cock, balls, clothes, hair)

63% HD 0:10 / 21:00

Smell a femboy! (Armpits, feet, butt, cock, balls, clothes, hair)

LoyalFans 2 years ago

The secretary has a cock

HD 0:10 / 23:35

The secretary has a cock

LoyalFans 1 week ago

Beholden To No Man Translesbian FinDom with Mandy Mitchell

60% HD 0:10 / 8:58

Beholden To No Man Translesbian FinDom with Mandy Mitchell

LoyalFans 4 years ago

Bisexual Crossdressing Fuck

56% HD 0:10 / 10:47

Bisexual Crossdressing Fuck

LoyalFans 3 months ago

White lingerie, stockings and high heels masturbation

54% HD 0:10 / 20:32

White lingerie, stockings and high heels masturbation

LoyalFans 2 months ago

Nara put her slave to worship cock and feet of Janny Costa and Roberta Cortes (EN-sub)

67% HD 0:10 / 15:04

Nara put her slave to worship cock and feet of Janny Costa and Roberta Cortes (EN-sub)

LoyalFans 10 months ago

Sissy Baby Lauren has her nappy changed.

57% HD 0:10 / 5:20

Sissy Baby Lauren has her nappy changed.

LoyalFans 2 months ago

Bottom in hotel room with sexy asian man

55% HD 0:10 / 13:02

Bottom in hotel room with sexy asian man

LoyalFans 1 year ago

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 3 with Trans Femdom, Taboo, Foot Worship, Ass Worship

63% HD 0:10 / 12:03

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 3 with Trans Femdom, Taboo, Foot Worship, Ass Worship

LoyalFans 1 year ago

Latex Shine Slave Pantygasm Reward

HD 0:10 / 10:52

Latex Shine Slave Pantygasm Reward

LoyalFans 4 weeks ago

Front and back at the same time!? Crossdresser double fucking machine!

53% HD 0:10 / 29:56

Front and back at the same time!? Crossdresser double fucking machine!

LoyalFans 2 months ago

Succubus Reina Tempts You with Wet Clitty and Anal Play

HD 0:10 / 27:58

Succubus Reina Tempts You with Wet Clitty and Anal Play

LoyalFans 1 month ago

Sissy Sluts Part 1

45% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 4 years ago

Cupcake Journey

33% HD 0:10 / 8:56

Cupcake Journey

LoyalFans 2 years ago

Training Stepmommy's Sissy Faggot

61% HD 0:10 / 9:22

Training Stepmommy's Sissy Faggot

LoyalFans 1 year ago

White lingerie masturbation in bathroom

HD 0:10 / 23:09

White lingerie masturbation in bathroom

LoyalFans 6 months ago

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