Underwear Videos - Trans (5,783)

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (4K)

4K 0:10 / 10:00

(650) Sissy Compilation #2: Crossdresser, Sissification, Sissygasm - Zoulette (4K)

LoyalFans 2 weeks ago

Ballbusting for Sissies

70% HD 0:10 / 11:08

Ballbusting for Sissies

LoyalFans 1 year ago

Dressed Up And Bullied

48% HD 0:10 / 13:38

Dressed Up And Bullied

LoyalFans 2 years ago

Breeding the Delivery Boy

HD 0:10 / 13:43

Breeding the Delivery Boy

LoyalFans 1 week ago

COMING OUT AS TRANS TO YOUR BEST FRIEND 1080P - ELLIE IDOL

COMING OUT AS TRANS TO YOUR BEST FRIEND 1080P - ELLIE IDOL

LoyalFans 1 week ago

Goddess Cat Makes You Suck a Shemale Cock

HD 0:10 / 12:16

Goddess Cat Makes You Suck a Shemale Cock

LoyalFans 1 week ago

Me With Gorgeous Trans Girl Autumn Rain

HD 0:10 / 33:46

Me With Gorgeous Trans Girl Autumn Rain

LoyalFans 7 months ago

Clone - Brittany Andrews x Brittney Kade

77% HD 0:10 / 23:43

Clone - Brittany Andrews x Brittney Kade

LoyalFans 2 years ago

My 3rd Time Fucking This Latina Trans Girl - Ridiculous Ass

63% HD 0:10 / 26:19

My 3rd Time Fucking This Latina Trans Girl - Ridiculous Ass

LoyalFans 7 months ago

**** Trans Girl's First Video

HD 0:10 / 36:57

**** Trans Girl's First Video

LoyalFans 7 months ago

It's Not Gay If It's A Girl

68% HD 0:10 / 12:43

It's Not Gay If It's A Girl

LoyalFans 1 year ago

White lingerie, stockings and high heels masturbation

58% HD 0:10 / 20:32

White lingerie, stockings and high heels masturbation

LoyalFans 1 month ago

Oops, everyone knows you're a sissy now MP4

HD 0:27 / 10:07

Oops, everyone knows you're a sissy now MP4

Clips4sale 1 month ago

Futa step-mommy grows

62% HD 0:10 / 12:45

Futa step-mommy grows

LoyalFans 2 months ago

Luna’s Birthday Gangbang - Lesbian Strap-On and Tgirl with Squirt Facial

65% HD 0:10 / 30:55

Luna’s Birthday Gangbang - Lesbian Strap-On and Tgirl with Squirt Facial

LoyalFans 2 years ago

Corseted Sybil Minnelli in Police Zip Ties

73% 0:39 / 11:00

Corseted Sybil Minnelli in Police Zip Ties

Clips4sale 2 years ago

Sissy Sluts Part 1

45% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 4 years ago

SSBBW DR PRESCRIBES DONUTS TO HER PATIENT

64% HD 0:13 / 6:13

SSBBW DR PRESCRIBES DONUTS TO HER PATIENT

Clips4sale 3 years ago

Sensual Foot Job and GFE - HD mp4

HD 0:29 / 10:23

Sensual Foot Job and GFE - HD mp4

Clips4sale 4 years ago

giving him a helping hand

58% 0:11 / 25:17

giving him a helping hand

Clips4sale 2 years ago

a submissive petgirl

a submissive petgirl

Clips4sale 1 year ago

Hottest Blonde Tranny in Pink

Hottest Blonde Tranny in Pink

Clips4sale 5 months ago

Deepthroat Slut Kaiia Eve Sucks Trans Girl Cock

HD 0:30 / 13:51

Deepthroat Slut Kaiia Eve Sucks Trans Girl Cock

Clips4sale 4 years ago

Sissy CEI Suck your Panties Clean SLUT

52% HD 0:28 / 8:48

Sissy CEI Suck your Panties Clean SLUT

Clips4sale 2 years ago

Sissy Milk Maid Cleans mov

56% 0:06 / 9:30

Sissy Milk Maid Cleans mov

Clips4sale 1 year ago

sissy cheerleader fucked by futa domme & the basketball team + ass worship!

56% HD 0:10 / 16:01

sissy cheerleader fucked by futa domme & the basketball team + ass worship!

LoyalFans 1 year ago

I Caught You Crossdressing and Now I Own You

I Caught You Crossdressing and Now I Own You

LoyalFans 3 weeks 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 1 year ago

Faggot Mall Fuck

43% 0:11 / 12:38

Faggot Mall Fuck

Clips4sale 2 years ago

Fucking This Huge Ass Trans Girl A Year Later - Creampie

59% HD 0:10 / 18:57

Fucking This Huge Ass Trans Girl A Year Later - Creampie

LoyalFans 7 months ago

Teen Trans Girl's First Video- Tripod Version

HD 0:10 / 36:56

Teen Trans Girl's First Video- Tripod Version

Clips4sale 3 years ago

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

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

Clips4sale 8 months ago

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 1

66% HD 0:30 / 9:16

Gigi Ravine Make Her Step-Brother Fetch Her Bone Part 1

Clips4sale 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 6 months ago

Christmas lingerie solo masturbation

64% HD 0:10 / 24:55

Christmas lingerie solo masturbation

LoyalFans 2 months ago

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

4K 0:28 / 18:13

Dominant sexy Stylist in Late Night Barbershop Seductive her Client during a Private Haircut - Milf in Luxurious vintage Stocking, Men only Fantasy, Leather shoe high Heels, Worship Ass, Taboo Amateur Couple Perverted, Lap sitting

Clips4sale 1 week ago

Miss Kelle Dresses You Up

Miss Kelle Dresses You Up

Clips4sale 5 months ago

Dressed Up And Bullied

39% 0:35 / 13:37

Dressed Up And Bullied

Clips4sale 2 years ago

Horny naked Hairdresser in Stockings hairy Pussy Teases married Client with Hair Cut his Head - Real barbershop Fantasy Begins, Female Supremacy over Male, Apron for a Maid, Lapsitting, Goddess Embarrassment Cheater man 4k

4K 0:28 / 18:13

Horny naked Hairdresser in Stockings hairy Pussy Teases married Client with Hair Cut his Head - Real barbershop Fantasy Begins, Female Supremacy over Male, Apron for a Maid, Lapsitting, Goddess Embarrassment Cheater man 4k

Clips4sale 1 week ago

Masturbating with Megan’s Massive Mammaries

HD 0:10 / 18:28

Masturbating with Megan’s Massive Mammaries

LoyalFans 2 years ago

Trans Girl with Big Dick Fucks Me Hard

71% 0:29 / 16:29

Trans Girl with Big Dick Fucks Me Hard

Clips4sale 2 years ago

BBC Bull Pounds Sissy Bussy Mp4

50% 0:06 / 3:11

BBC Bull Pounds Sissy Bussy Mp4

Clips4sale 7 months ago

**** Trans Girls 1st Video- POV Creampie

HD 0:10 / 11:09

**** Trans Girls 1st Video- POV Creampie

LoyalFans 7 months ago

Door Dominator 2

Door Dominator 2

Clips4sale 2 years ago

Maria Jade Fondled, Wedgied & Made To Orgasm (HD1080 WMV)

HD 0:11 / 13:17

Maria Jade Fondled, Wedgied & Made To Orgasm (HD1080 WMV)

Clips4sale 4 years ago

Feminized and Fucked by My Strapon

50% HD 0:10 / 9:53

Feminized and Fucked by My Strapon

LoyalFans 2 years ago

I'm Wild For Your Cock

I'm Wild For Your Cock

Clips4sale 2 years ago

Futa In The Goon Lagoon

64% HD 0:10 / 19:23

Futa In The Goon Lagoon

LoyalFans 5 months ago

latina trans goddess shows off

55% 0:30 / 13:05

latina trans goddess shows off

Clips4sale 6 months ago

Masturbating with Megan’s Massive Mammaries

HD 0:30 / 18:28

Masturbating with Megan’s Massive Mammaries

Clips4sale 2 years ago

Succulent Succubus

66% HD 0:20 / 16:36

Succulent Succubus

Clips4sale 3 years ago

Third Time Fucking This Latina Trans Girl - Ridiculous Ass

Third Time Fucking This Latina Trans Girl - Ridiculous Ass

Clips4sale 2 years ago

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

65% HD 0:10 / 15:04

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

LoyalFans 9 months ago

Stroking My Cock #12

Stroking My Cock #12

Clips4sale 1 year ago

he used to be an alpha male

67% 0:30 / 22:09

he used to be an alpha male

Clips4sale 10 months ago

Open your legs

63% 4K 0:29 / 11:14

Clips4sale 2 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

OTK Slut Spanking

HD 0:26 / 15:43

OTK Slut Spanking

Clips4sale 1 year ago

Panty Thief Eats Shemale Cum

63% HD 0:10 / 9:31

Panty Thief Eats Shemale Cum

LoyalFans 3 years ago

BALL GAG SOLO

LoyalFans 4 years ago

Panty Thief Whipping

Panty Thief Whipping

LoyalFans 3 years ago

Transgirl Pees Her Panties

Transgirl Pees Her Panties

Clips4sale 6 months ago

Fucking A Beautiful Petite Trans Girl - girlnextdoorcassidy

63% 0:11 / 36:36

Fucking A Beautiful Petite Trans Girl - girlnextdoorcassidy

Clips4sale 8 months ago

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

48% 0:30 / 42:12

Nice To Meet You: Sounding, Edging and Facesitting with Mari Ayanami UNCENSORED

Clips4sale 1 year ago

Sissy Baby Lauren has her nappy changed.

Sissy Baby Lauren has her nappy changed.

LoyalFans 1 week ago

Chardonnay Chez Moi

72% 0:30 / 21:12

Chardonnay Chez Moi

Clips4sale 9 months ago

Sissy Challenge

58% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

TS Isa Oliveira medical exam with doctor Hex turns into intense cock sucking (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Cock Sucker - Trans Medical Play - Trans Cum Eating

64% HD 0:29 / 19:43

TS Isa Oliveira medical exam with doctor Hex turns into intense cock sucking (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Cock Sucker - Trans Medical Play - Trans Cum Eating

Clips4sale 1 month ago

tgirl in chastity cage rides bad dragon dildo and cums

70% 4K 0:15 / 11:25

tgirl in chastity cage rides bad dragon dildo and cums

Clips4sale 8 months ago

Latex Sissy Maid Training

69% 0:30 / 21:33

Latex Sissy Maid Training

Clips4sale 9 months ago

Ts Isa Oliveira dominates Hex in a BDSM Sissification Session (720p ENG-sub) Trans Woman - Trans Dominatrix - Trans Fucking - Trans Blowjob - Trans Cock Sucker - Trans Anal Domination

HD 0:28 / 25:13

Ts Isa Oliveira dominates Hex in a BDSM Sissification Session (720p ENG-sub) Trans Woman - Trans Dominatrix - Trans Fucking - Trans Blowjob - Trans Cock Sucker - Trans Anal Domination

Clips4sale 1 month ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4k

55% 4K 0:10 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 4k

LoyalFans 6 months ago

Ts Dani Marks uses her feet in stockings to make Hex cum (1080p ENG-sub) Trans Woman - Trans Foot Fetish - Trans Feet - Trans Blowjob - Trans Footjob - Trans Nylon Stockings

65% HD 0:24 / 15:54

Ts Dani Marks uses her feet in stockings to make Hex cum (1080p ENG-sub) Trans Woman - Trans Foot Fetish - Trans Feet - Trans Blowjob - Trans Footjob - Trans Nylon Stockings

Clips4sale 9 months ago

La Buena Vida

54% 0:30 / 14:17

Clips4sale 10 months ago

TS Isa Oliveira medical exam with doctor Hex turns into intense cock sucking (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Cock Sucker - Trans Medical Play - Trans Cum Eating

56% HD 0:29 / 19:43

TS Isa Oliveira medical exam with doctor Hex turns into intense cock sucking (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Cock Sucker - Trans Medical Play - Trans Cum Eating

Clips4sale 1 month ago

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

64% 4K 0:10 / 44:35

She Got What She Cummed For - Alyssa Bale And Sinn Sage Trans Lesbian Domination With Chastity Cage and Strapon 1080

LoyalFans 6 months ago

Ts Daniela Marks turns Hex into her Sissy Slut (720p ENG-sub) Trans Woman - Sissy Slut - Sissy Fucking - Trans Blowjob - Trans Cock

62% HD 0:22 / 18:08

Ts Daniela Marks turns Hex into her Sissy Slut (720p ENG-sub) Trans Woman - Sissy Slut - Sissy Fucking - Trans Blowjob - Trans Cock

Clips4sale 8 months ago

Ts Dani Marks uses her feet in stockings to make Hex cum (720p ENG-sub) Trans Woman - Trans Foot Fetish - Trans Feet - Trans Blowjob - Trans Footjob - Trans Nylon Stockings

63% HD 0:24 / 15:54

Ts Dani Marks uses her feet in stockings to make Hex cum (720p ENG-sub) Trans Woman - Trans Foot Fetish - Trans Feet - Trans Blowjob - Trans Footjob - Trans Nylon Stockings

Clips4sale 9 months ago

FUCKED AND THROTTLED BY A WIDE-EYED FUTA-BABE 1080P

57% HD 0:10 / 10:34

FUCKED AND THROTTLED BY A WIDE-EYED FUTA-BABE 1080P

LoyalFans 3 months ago

TS Monika Lopez gives cupid a cum facial

68% HD 0:29 / 22:15

TS Monika Lopez gives cupid a cum facial

Clips4sale 2 years ago

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

33% HD 0:18 / 24:11

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 2 years ago

MEGA SQUIRT – Ashley loves my thick cock

77% HD 0:29 / 7:47

MEGA SQUIRT – Ashley loves my thick cock

Clips4sale 2 years ago

Sissy Gets Caught

62% 0:30 / 9:26

Sissy Gets Caught

Clips4sale 1 year ago

Trans-Mommy Natalie Carnot's Panty Sniffing Puppy Boy

57% HD 0:10 / 14:11

Trans-Mommy Natalie Carnot's Panty Sniffing Puppy Boy

LoyalFans 1 year ago

Ziva Fey - Roxxie Moth Has Ziva Caged To Cum

Ziva Fey - Roxxie Moth Has Ziva Caged To Cum

LoyalFans 1 year ago

Dominant TS JOI-CEI

51% HD 0:10 / 18:40

Dominant TS JOI-CEI

LoyalFans 1 month ago

Sexual Magnetism

66% HD 0:10 / 26:13

Sexual Magnetism

LoyalFans 6 months ago

Beta’s First Sissygasm in Panties

Beta’s First Sissygasm in Panties

LoyalFans 4 months ago

Purple Haired Trans Girl Jerks Massive Cock In Lingerie

Purple Haired Trans Girl Jerks Massive Cock In Lingerie

LoyalFans 1 week ago

Gooner Compilation

53% HD 0:10 / 12:47

Gooner Compilation

LoyalFans 9 months ago

Naughty Stepson Punished

63% HD 0:10 / 10:03

Naughty Stepson Punished

LoyalFans 1 year ago

Mistress and Her maid

Mistress and Her maid

LoyalFans 1 year ago

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

HD 0:10 / 29:56

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

LoyalFans 2 weeks ago

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

64% 4K 0:25 / 16:22

Chastity stepson Dilon Cum on his Horny Stepmother flesh Stockings Feet - Cock Teasing Shoe High Heels, Lot of Cum on Toes, Pantyhose Footjobs, Cum on Belly, Dangling her Sexy Long Toes, ToeJobs close up, Highly arched soles

Clips4sale 5 months ago

Luscious Ladies In Latex: A TS Seduction Collection

49% 0:11 / 1:46:28

Luscious Ladies In Latex: A TS Seduction Collection

C4S 2 years ago

Sissy Step 3

44% HD 0:10 / 13:08

LoyalFans 1 year ago

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

56% HD 0:10 / 38:18

FUTA LESBIANS CONVERT YOU shemales hunt and convert you

LoyalFans 2 months ago

A helping hand

71% HD 0:10 / 19:41

LoyalFans 3 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

Fucked bareback by big white cock

HD 0:10 / 22:43

Fucked bareback by big white cock

LoyalFans 1 week ago

Latex Goddess Sondra's femininized male submissive

65% HD 0:10 / 1:08:49

Latex Goddess Sondra's femininized male submissive

LoyalFans 9 months ago

Sissy Lauren Makeover completes (Part 3) @sissy_manor

58% HD 0:10 / 7:36

Sissy Lauren Makeover completes (Part 3) @sissy_manor

LoyalFans 1 month ago

Ria Talks Perverted Panty Sniffing Burglar Into Anal

69% HD 0:10 / 22:09

Ria Talks Perverted Panty Sniffing Burglar Into Anal

LoyalFans 5 months ago

Stroke For Smoke: Smoking JOI

59% HD 0:10 / 12:11

Stroke For Smoke: Smoking JOI

LoyalFans 1 year ago

New raw flip fucking video with BWC 🔥 🔥 🔥

HD 0:10 / 23:38

New raw flip fucking video with BWC 🔥 🔥 🔥

LoyalFans 2 weeks ago

Step-Daddy Kyaa's Dick

54% HD 0:10 / 10:58

Step-Daddy Kyaa's Dick

LoyalFans 1 year ago

CUCKY SHE COCK SHARE!

HD 0:10 / 17:14

CUCKY SHE COCK SHARE!

LoyalFans 1 week ago

Shower foreplay leads to flip fuck

51% HD 0:10 / 20:00

Shower foreplay leads to flip fuck

LoyalFans 1 year ago

Step-Brother's Day Off

HD 0:10 / 23:49

Step-Brother's Day Off

LoyalFans 1 week ago

TS Karabella Takes His Virginity

HD 0:10 / 11:15

TS Karabella Takes His Virginity

LoyalFans 2 weeks ago

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, MP4)

64% 4K 0:10 / 6:17

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 1 year ago

The East Bay Brats Fuck Around - Sexy Trans And Queer Foursome Chelsea Poe, Ruby Riots, Courtney Trouble And Sinn Sage

47% HD 0:10 / 30:49

The East Bay Brats Fuck Around - Sexy Trans And Queer Foursome Chelsea Poe, Ruby Riots, Courtney Trouble And Sinn Sage

LoyalFans 2 years ago

Tgirl CEI/JOI

50% HD 0:10 / 5:09

LoyalFans 4 years ago

Praising Trans Girls Jerk Off Instructions

63% HD 0:10 / 12:29

Praising Trans Girls Jerk Off Instructions

LoyalFans 4 months ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

62% HD 0:10 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

LoyalFans 4 months 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 2 years ago

Sissies Cum In Their Panties

58% HD 0:10 / 9:50

Sissies Cum In Their Panties

LoyalFans 3 years ago

Masturbation wearing white lingerie

63% HD 0:10 / 7:23

Masturbation wearing white lingerie

LoyalFans 10 months ago

CreamPie Lovers

HD 0:10 / 31:39

CreamPie Lovers

LoyalFans 6 days ago

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