TRANNY • DRESS 3,710 videos

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‹1 2 3 4 5 ›

06:24 59%

Japanese crossdresser cumshots when excited by genitals touched by long dress.

2 years ago

xHamster

handjob, japanese, ladyboy, dress, cumshot
09:01 59%

Teen Brunette Ladyboy in Peach Dress Stroke

1 year ago

TXXX

teen (18+), asian, dress
06:40 59%

Crossdresser playing with dildo in red dress and platform heels

1 year ago

xHamster

turkish, dildo, crossdresser, dress
06:00 58%

Sexy Barbie tgirl sissy in high heels and sexy dress

2 years ago

xHamster

latex, asian, vintage, anime, dress, cartoon
09:42 58%

Lizzy Yum april 2024 little orgasms #16 fantasy masturbation bath pussy half dressed orgasm

1 year ago

xHamster

shemale, dress, mature, amateur, masturbation, bathroom
05:06 58%

Trans Milf Cums In Vintage Dress

1 year ago

ShemaleZ

solo, vintage, dress
03:45 58%

White Skirt White Dress Trannie Tease

2 years ago

HClips

tease, dress, skirt
16:02 58%

Ebony Femboy Dresses Up Smokes and Fucks His As

5 years ago

TXXX

ebony, smoking, dress, teen (18+)
02:40 57%

Love2masturbate in a sexy dress

6 years ago

xHamster

dress
2:30:54 57%

Mooc-001 A Cross-dressing Underground Idol, Makes A Killing By Pretending To Be A Man, But Ends Up Getting His Dick Exposed During A Photo Shoot, And Ends Up Being Flowers To Apologize For His Cum-filled Anal With Nishino Megu

4 months ago

HClips

lingerie, shemale, asian, amateur, dress
05:17 57%

Black dress, feet & platform heels

3 years ago

xHamster

feet, turkish, black, solo, crossdresser, heels, dress
16:14 57%

Shemale dresses sissy to fuck

5 years ago

xHamster

dress, domination, shemale fucks guy
01:34 56%

Me in my dress

2 years ago

xHamster

dress, stockings
29:11 56%

Akira Kristensen Dressed Up And Dicked Down

10 months ago

HClips

dress, big ass, shemale, big cock
06:56 55%

Trans Girl Dressed As A Uses A Big Dildo And Gets Her Asshole Gaped Wide Open 7 Min

2 years ago

Upornia

lingerie, dress, asshole, gape, shemale and girl, dildo
1:53:06 55%

Young Japanese Shemale Dressed As Doll Gets Facial Cumshot And Her Asshole Fingered

3 years ago

ShemaleZ

doll, asian, japanese, facial, dress, asshole
07:16 55%

Goth domina Dressing up her new crossdresser TV sissy slave pt2 HD

5 years ago

ShemaleZ

femdom, teen (18+), goth, dress, sissy, shemale and girl
05:07 54%

Public Crossdressing... Sissy in very short dresses outside

5 months ago

xHamster

amateur, beauty, pantyhose, public, german, outdoor, crossdresser
04:23 54%

Sexy t-girl swimming in mountain river and wetting teal summer dress ...

1 year ago

xHamster

outdoor, dress, sissy, small cock, crossdresser
06:53 54%

German Fetish Mature Tv Dressed To Fuck

4 years ago

ShemaleZ

latex, german, fetish, redhead, dress, mature
04:31 50%

Cute Housewife Ladyboy Sweet Cock Shemale Hot Short Dress Blonde Sissy Femboy Crossdresser

2 years ago

xHamster

cute, solo, 18, dress, femboy
07:04 50%

She Made Her Male Roommate Dress As Hot Woman And Get Fucked As Punishment 7 Min With Bailey Wilde And Cassidy Cream

2 months ago

HClips

amateur, crossdresser, mature, shemale, BDSM, ladyboy
07:18 50%

Cute Crossdresser Leopard Dress and Red Heels

1 year ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
03:57 50%

Red dress

6 years ago

HClips

crossdresser, dress
08:39 50%

Redhead ladyboy in black dress spreads her shaved asshole in

10 months ago

xHamster

asian, lingerie, ladyboy, masturbation, shaving, solo
06:17 50%

Sexy Sissy In Super Cool Black Dress And White Sneakers Posing In The Car

3 years ago

ShemaleZ

car, dress, sissy, solo, stockings
03:19 50%

Hot Sexy Crossdresser Blue Dress Masturbation

3 years ago

ShemaleZ

dress, crossdresser, solo
05:54 50%

Skinny blonde tranny takes off black dress 'n starts

5 years ago

xHamster

dress, skinny
01:34 50%

Cd in pink sexy dress

14 years ago

xHamster

dress
36:57 50%

Jhenna Greey - Jerking In Dress

2 years ago

Upornia

jerking, dress
01:32 50%

Used Stilein dress and pantyhose cum hard

3 years ago

xHamster

pantyhose, crossdresser, swedish, sperm, dress, stockings
06:26 50%

Short-haired Ladyboy In Black Dress Enjoys Solo Masturbation

1 year ago

ShemaleZ

black, asian, solo, short hair, dress
07:38 50%

Goth domina Dressing up her new crossdresser TV sissy slave pt1 HD

5 years ago

HClips

femdom, crossdresser, goth, dress, amateur
21:03 49%

T Gurl Cums in her dress

5 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, first time
18:35 48%

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

5 months ago

xHamster

mature, amateur, blowjob, maid, uniform, crossdresser, riding
03:31 47%

Cute skinny milf in white floral dress and white lingerie red high heels cum intense

2 years ago

xHamster

mature, cute, MILF, skinny
09:30 46%

Skinny ladyboy in red dress strips and strokes her hairy

2 years ago

xHamster

hairy, dress, asian, solo
05:50 46%

Getting dressed in fur, silk and satin - spanking and cumshot unavoidable

3 years ago

xHamster

satin, outdoor, lingerie, spanking, dress, anal
05:18 45%

Sissy Maid Dress up for Mistress

4 years ago

xHamster

femdom, maid, dress, sissy
47:33 45%

Big Boobs Trans Ladies In Red Dresses Show Their Hot Bodies

2 years ago

ShemaleZ

dress, toys, webcam, brunette
02:00 45%

Dress thai teacher ladyboy show

3 years ago

xHamster

latex, thai, teen anal (18+), teacher, dress
06:35 44%

Dress up time for you

5 years ago

xHamster

dress, JOI
08:48 44%

Sexy PUTAIN in leather dress and python thigh boots

8 years ago

TXXX

latex, boots, leather, dress
02:54 43%

20211214 Vintage dress up 2

2 years ago

xHamster

mature, vintage, dress, stockings
05:28 43%

Lucy Essex Cd In Gets Caught Dressed Like A Sissy Slut Then Pegged And Fucked Hard

2 years ago

ShemaleZ

crossdresser, caught, dress, pegging, slut, sissy
09:21 43%

Brunette tranny in black dress fills her lover's ass

1 year ago

xHamster

black, creampie, shemale fucks guy, cumshot, dress
05:21 43%

Cute slut in mini dress pantyhose and heels strips naked in very hot public

1 year ago

xHamster

feet, pantyhose, public, teen (18+), teen anal (18+), outdoor, crossdresser
05:19 42%

Crossdresser Traansgender poses in dresses and skirts

5 months ago

xHamster

mature, amateur, beauty, pantyhose, german, lingerie, ladyboy
08:02 42%

Teen ladyboy in black dress enjoys getting fucked doggystyle

2 years ago

xHamster

teen (18+), thai, teen anal (18+), dogging, dress
01:19 41%

Sexy young crossdresser in blue dress

6 years ago

xHamster

dress
01:11 40%

Sticky Condom Cumshot With Black Dress

1 year ago

xHamster

condom, dress
08:35 40%

Fucking in a little red dress on the couch

3 months ago

xHamster

stockings, french, amateur, lingerie, dress
18:58 40%

Alison in the bathroom dressed in rubber again

4 months ago

xHamster

latex, rubber, fetish, ladyboy, british, dirty talk, dress
07:32 40%

Satin Dress & Toy

3 years ago

xHamster

mature, mature anal, satin, dress
01:55 40%

Princess Plays In Cute Victorian Steampunk Dress! : Sissy Femboy Enby Princess xxHayleeMariexx!

3 years ago

xHamster

cute, dress, sissy, femboy
21:44 38%

Rachael Belle & Asia Belle - Redhead Trans Rachael Belle Gets Her Dress Back

1 year ago

ShemaleZ

stockings, shemale, amateur, dress, lingerie
02:00 38%

Rina Yoshizaki in Rina Yoshizaki Cross-dressing Dream Shower VR - SexLikeReal Shemale

5 years ago

TXXX

shower, dress
01:13 38%

Wedding dress 4

7 years ago

xHamster

dress, wedding
07:24 33%

Fully Encasement outdoor in the night

4 months ago

xHamster

pissing, pantyhose, german, fetish, outdoor, lingerie, crossdresser
02:04 33%

FN024 I love wearing the teacher's dress the most.

2 years ago

xHamster

outdoor, japanese, teacher, dress
05:31 33%

Sexy tight red dress on big tranny titties with and thick and juicy tranny cock below the very short skirt

2 years ago

xHamster

fat, mature anal, BBW, latina, dress, skirt
03:59 30%

In my sexy tight dress gold heels

7 years ago

TXXX

heels, dress
06:37 30%

Jennifer in Black mini dress gets fucked hard.

7 years ago

xHamster

dress, toys
02:34 30%

50's swing dress big cum load

8 years ago

xHamster

dress
12:39 29%

High heels and brown dress

6 years ago

xHamster

heels, dress
09:50 20%

Classy Strip Long & Elegant Black Dress Marvellous Blonde

2 years ago

ShemaleZ

dress
1:56:16 20%

Btis-143 Cross-dressing Boy 78 Mizore

1 month ago

ShemaleZ

shemale, dress, asian, threesome
1:50:09 20%

Btis-139 Cross-dressing Pretty Boy 76 Non

6 months ago

ShemaleZ

asian, shemale, threesome, blonde, dress
01:56 20%

Sindyin navy blue work dress

5 years ago

xHamster

pantyhose, dress
05:58 20%

I am dressed in MAID Dangling at the end

5 years ago

xHamster

maid, vintage, dress
03:19 20%

Horny Bottom Enjoys Hotel Dress Days

7 years ago

xHamster

mature, stockings, dress, hotel
21:33 17%

Smoking and piss drinking in latex dress

1 year ago

xHamster

pissing, homemade, smoking, dress
05:36 17%

MISTRESS IN POSED IN SEXY RED DRESS

4 months ago

xHamster

beauty, stockings, femdom, big cock, dress, cum in ass
2:08:34 17%

Aczd-167 Keep A Cross-dressing Beautiful Boy. Riko

1 year ago

ShemaleZ

beauty, creampie, asian, crossdresser, ass licking, dress
02:12 10%

146 RED POINTED DRESS

4 years ago

xHamster

mature, mexican, dress
01:08

Femboy Lifts Dress To Play

2 years ago

xHamster

stockings, russian, solo, dress, femboy
06:32

Teen 18+ Ladyboy Grace Strips Black Dress And Gets Missionary

1 week ago

ShemaleZ

missionary, asian, teen (18+), shemale, black, ladyboy, strip
08:06

Femboy Step Bro Bubblz To Dress Like Girl & Fuck For Losing

3 weeks ago

HClips

shemale, amateur, femboy, bareback, dress
05:24

Sissy cuckold crossdresser in satin jacket, silk mini dress, high heels overknee boots dancing and playing with a cock

2 years ago

xHamster

dance, satin, boots, cuckold, heels, dress, sissy
03:52

Pink satin silk sissy in the pink jacket, pink satin dress and black over knee boots on high heels dancing like cuckold

2 years ago

xHamster

latex, satin, boots, cuckold, masturbation, heels, dress
07:45

If You Change Out Of Your Dress Ill Make It Worth Your While 8 Min - Izzy Wilde And Cami Strella

4 days ago

ShemaleZ

shemale, creampie, shemale and girl, dress, interracial, masturbation
01:44

Sindy in blue lace dress

4 years ago

xHamster

mature, pantyhose, MILF, dress
03:14

In the street long sexy dressed ladyboy dancing in the public

2 years ago

xHamster

cute, homemade, public, teen (18+), dance, 18, dress
12:50

Sissi Stacy like dressed red lingerie and play dig dildo

1 year ago

xHamster

mature, mature anal, anal, russian, crossdresser, selfsuck, dress
1:33:54

Btis-142 Cross-dressing Beautiful Boy 77 Yuha

2 months ago

ShemaleZ

lingerie, beauty, asian, shemale, dress, stockings
04:03

Crossdresser teases you in a beautiful summer dress

2 years ago

xHamster

french, dress, sissy, femboy, tease
03:21

Mouths are going to water seeing Poohs sizable girl-cock hang from the bottom of her girlfriend dress

4 years ago

TXXX

girlfriend, dress, shemale and girl
12:22

Sissy Maid Hobble Dress Part 3

5 years ago

ShemaleZ

fetish, maid, BDSM, uniform, dress, crossdresser
01:05

MATURE CROSSDRESSER TVROSE CUTE PINK CHASTITY CAGE PERT NIPPLES SEXY BLACK DRESS

2 years ago

xHamster

mature, cute, black, POV, MILF, nipples, dress
07:10

Gorgeous Allie is So Very Horny Masturbating Her Big Clitty and Cums

10 months ago

xHamster

big cock, chubby, amateur, beauty, dress
07:29

Bred By A Bbc In A White Dress

1 month ago

ShemaleZ

BBC, big cock, interracial
10:31

Cute Shemale Legs in Mini Dress and Sandals Walks in Public Very Hot

10 months ago

xHamster

feet, cute, stockings, public, teen (18+), outdoor, lingerie
05:50

Crossdresser in velvet dress fell velvet touch

1 year ago

xHamster

pantyhose, solo, crossdresser, dress, sissy, masturbation
05:15

Crossdresser Sissy poses in sexy dresses & skirts

4 months ago

xHamster

pantyhose, stockings, shemale, german, lingerie, crossdresser, heels
07:23

Tanned ladyboy in white dress strips her red panties and

1 year ago

xHamster

teen (18+), thai, asian, teen anal (18+), panties, dress
01:11

Red dress - TSNaomiChi

3 weeks ago

TXXX

shemale, mature, dress
26:43

Joselynne Cd My First Dress Show Ass And Sissy Pussy 2

10 months ago

xHamster

crossdresser, sissy, shemale, mature, dress
01:53

Sindy in yellow summer dress

5 years ago

xHamster

mature, pantyhose, dress, stockings
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
04:20

Sexy Japanese tgirl in Bimbo dress playing with dildo

2 years ago

xHamster

japanese, dress
02:07

Amateur cross dresser wearing a cute secretary flower dress

5 years ago

xHamster

secretary, dress
09:46

Nikki Nicole In Shiny Dress

7 years ago

ShemaleZ

dress
09:37

Purple Dress Sissy

5 days ago

HClips

sissy, dress, solo
25:29

Kim Wagner - Already And Dressed Ready To Fuck

1 year ago

ShemaleZ

shemale, lingerie, blonde, dress
03:02

16 GREEN DRESS SPRING 2020

4 years ago

xHamster

mexican, dress, mature
05:33

Dressing up and jerking off

7 years ago

ShemaleZ

dress, solo
02:24

Man Dressed as Woman in Chastity and Strapon Fucked

1 year ago

xHamster

strapon, crossdresser, dress, sissy, chastity, femboy
04:22

Japanese Femboy Crossdresser In Chinese Dress Tweaks Nipples For Hands-free Orgasm

2 years ago

ShemaleZ

orgasm, nipples, chinese, dress, hands free
06:34

Sissy dressed as slut returns to Master

2 years ago

xHamster

mature, outdoor, crossdresser, british, dress, slut
25:01

Rainbow Dress - Carla Brasil

3 years ago

TXXX

dress, shemale fucks guy
05:35

Angeles Cid upskirt in a short dress

5 years ago

xHamster

upskirt, big cock, dress
06:40

Ladyboy solo green thai dress

4 months ago

xHamster

thai, asian, dress, POV, ladyboy, solo
07:54

Sissykanisa Mix and Match: Beige Stocking X Blue Satin Panties X Blue Satin Dress

9 months ago

xHamster

fetish, thai, panties, satin, dress
07:36

Small Cock Ladyboy with Natural Tits Strips Black Dress and Gets Fucked

1 year ago

TXXX

dress, natural, black
08:12

Ladyboys Dressed as Princesses Cums Together

2 years ago

xHamster

handjob, asian, dress, cartoon, bareback
04:54

BDSM leather long maxi dress and overknee stiletto boots

3 years ago

xHamster

boots, leather, heels, dress
03:42

Pantyluvn sissy riding her dildo fully dressed

3 years ago

xHamster

fat, chubby, BBW, dress, solo
03:06

In Thailand they have the expression Are you going to Bangkok when people dress up for something

4 years ago

TXXX

dress
31:01

Hot college girl shemale in dress

7 years ago

TXXX

college, dress
23:17

Jessie Dubai dressed as Barbie fucks guy hard

7 years ago

ShemaleZ

dress, shemale fucks guy

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