TRANNY • DRESS 3,687 videos

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‹1 2 3 4 5 ›

23:55 62%

Sexy mistresses dresses slave as a sexy sissy maid

6 years ago

ShemaleZ

femdom, latex, maid, lingerie, BDSM, dress, sissy
16:02 62%

Ebony Femboy Dresses Up Smokes and Fucks His As

5 years ago

TXXX

ebony, smoking, dress, teen (18+)
12:14 62%

Dressed In Drag And Fucked After Girls Night Out

1 year ago

Upornia

BDSM, amateur, dress, shemale and girl
10:44 62%

Sissy Maid Hobble Dress Part 1

5 years ago

TXXX

maid, dress, sissy
01:05 61%

Nice dress masturbation

8 years ago

xHamster

masturbation, dress, webcam
03:57 60%

Crossdresser waiting for bus in short dress at night

3 years ago

xHamster

asian, crossdresser, bus, chinese, dress, sissy
19:18 60%

Joselynne Cd Sexy Red Dress And Heels Walk To You 02

1 year ago

xHamster

mature, latina, crossdresser, mexican, dress, sissy
07:18 60%

Cute Crossdresser Leopard Dress and Red Heels

1 year ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
10:05 60%

Golden Glow- Syn Thetic Trans Aunty With Big Tits And Sweater Dress

2 years ago

xHamster

dress
34:01 60%

2 trannys play dress up

5 years ago

ShemaleZ

fetish, BDSM, dress, webcam
1:13:16 60%

Dressed boyz Play Games

7 years ago

ShemaleZ

teen (18+), fetish, game, dress
03:03 60%

Indian Dress shemale

12 years ago

xHamster

indian, dress
05:19 60%

My new dress

8 years ago

TXXX

lingerie, dress
01:32 60%

Getting dressed in Pantyhose

5 years ago

xHamster

pantyhose, dress
05:07 60%

Nikki Montero red dress masturbation and cum on hands very good

2 years ago

xHamster

latina, dress
04:19 60%

Bridesmaid crossdresser in cute pale dress and white blazer

5 years ago

xHamster

cute, dress
06:54 59%

Dominatrix Dresses Up Goth Sissy to Fuck Her

1 year ago

xHamster

fetish, goth, dress, femboy
03:10 59%

MATURE CROSSDRESSER TVROSE IN SEE THROUGH DRESS PLAYING AND TEASING FOR YOUR PLEASURE

2 years ago

xHamster

mature, tease, MILF, crossdresser, dress, JOI
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
1:53:06 58%

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

3 years ago

ShemaleZ

doll, asian, japanese, facial, dress, asshole
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
03:45 58%

White Skirt White Dress Trannie Tease

3 years ago

HClips

tease, dress, skirt
05:06 58%

Trans Milf Cums In Vintage Dress

2 years ago

ShemaleZ

solo, vintage, dress
06:40 58%

Crossdresser playing with dildo in red dress and platform heels

1 year ago

xHamster

turkish, dildo, crossdresser, dress
06:17 57%

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

3 years ago

ShemaleZ

car, dress, sissy, solo, stockings
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

5 months ago

HClips

lingerie, shemale, asian, amateur, dress
07:11 57%

Chubby ladyboy Deedee in black dress strokes her small dick on couch

1 year ago

TXXX

amateur, small cock, asian, chubby, dress, black
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

3 years ago

xHamster

dress, stockings
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
29:11 55%

Akira Kristensen Dressed Up And Dicked Down

11 months ago

HClips

dress, big ass, shemale, big cock, ass
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
06:53 54%

German Fetish Mature Tv Dressed To Fuck

4 years ago

ShemaleZ

latex, german, fetish, redhead, dress, mature
04:23 52%

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

2 years ago

xHamster

outdoor, dress, sissy, small cock, crossdresser
05:50 50%

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

3 years ago

xHamster

satin, outdoor, lingerie, spanking, dress, anal
18:35 50%

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

7 months ago

xHamster

mature, blowjob, maid, uniform, crossdresser, riding, dress
02:07 50%

Amateur cross dresser wearing a cute secretary flower dress

5 years ago

xHamster

secretary, dress
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

4 months ago

HClips

amateur, crossdresser, mature, shemale, BDSM, ladyboy
03:57 50%

Red dress

6 years ago

HClips

crossdresser, dress
25:29 50%

Kim Wagner - Already And Dressed Ready To Fuck

1 year ago

ShemaleZ

shemale, lingerie, blonde, dress
05:54 50%

Skinny blonde tranny takes off black dress 'n starts

6 years ago

xHamster

dress, skinny
09:37 50%

Crossdresser in pantyhose and dress cums

7 years ago

TXXX

pantyhose, crossdresser, dress
03:19 50%

Hot Sexy Crossdresser Blue Dress Masturbation

3 years ago

ShemaleZ

dress, crossdresser, solo
01:32 50%

Used Stilein dress and pantyhose cum hard

3 years ago

xHamster

pantyhose, crossdresser, swedish, sperm, dress, stockings
01:34 50%

Cd in pink sexy dress

14 years ago

xHamster

dress
08:39 50%

Redhead ladyboy in black dress spreads her shaved asshole in

1 year ago

xHamster

asian, lingerie, ladyboy, masturbation, shaving, solo
36:57 50%

Jhenna Greey - Jerking In Dress

3 years ago

Upornia

jerking, 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
06:26 50%

Short-haired Ladyboy In Black Dress Enjoys Solo Masturbation

1 year ago

ShemaleZ

black, asian, solo, short hair, dress
21:03 50%

T Gurl Cums in her dress

5 years ago

xHamster

public, shemale, outdoor, dress, cumshot compilation, first time
05:07 47%

Public Crossdressing... Sissy in very short dresses outside

7 months ago

xHamster

amateur, beauty, pantyhose, public, german, outdoor, crossdresser
04:31 47%

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

2 years ago

xHamster

cute, solo, 18, dress, femboy
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
05:18 45%

Sissy Maid Dress up for Mistress

5 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
08:48 44%

Sexy PUTAIN in leather dress and python thigh boots

8 years ago

TXXX

latex, boots, leather, dress
05:28 43%

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

3 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
02:54 43%

20211214 Vintage dress up 2

2 years ago

xHamster

mature, vintage, dress, stockings
05:19 42%

Crossdresser Traansgender poses in dresses and skirts

7 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
01:11 40%

Sticky Condom Cumshot With Black Dress

1 year ago

xHamster

condom, dress, solo
07:54 40%

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

11 months ago

xHamster

fetish, thai, panties, satin, dress
02:18 40%

Sindy in blue pleated satin dress

4 years ago

xHamster

pantyhose, satin, MILF, british, dress
06:35 40%

Dress up time for you

5 years ago

xHamster

dress, JOI
08:35 40%

Fucking in a little red dress on the couch

4 months ago

xHamster

stockings, french, amateur, lingerie, dress
01:55 40%

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

3 years ago

xHamster

cute, dress, sissy, femboy
18:58 40%

Alison in the bathroom dressed in rubber again

6 months ago

xHamster

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

Satin Dress & Toy

3 years ago

xHamster

mature, mature anal, satin, dress
05:36 40%

'Sunshine' After work squirts 'patches dress

6 years ago

xHamster

squirt, dress
02:00 38%

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

5 years ago

TXXX

shower, dress
21:44 38%

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

1 year ago

ShemaleZ

stockings, shemale, amateur, dress, lingerie
01:13 38%

Wedding dress 4

7 years ago

xHamster

dress, wedding
06:34 33%

Sissy dressed as slut returns to Master

2 years ago

xHamster

mature, outdoor, crossdresser, british, dress, slut
02:04 33%

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

2 years ago

xHamster

outdoor, japanese, teacher, dress
07:24 33%

Fully Encasement outdoor in the night

6 months ago

xHamster

pissing, pantyhose, german, fetish, outdoor, lingerie, crossdresser
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
04:05 30%

Lizzy Yum July 2023 DRESSED TO KILL #2 Post-Op Orgasm Pussy Clit ANAL Masturbation Teasing Orgasm

2 years ago

xHamster

mature, mature anal, bondage, behind the scenes, dress, post op
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.

8 years ago

xHamster

dress, toys
02:34 30%

50's swing dress big cum load

8 years ago

xHamster

dress
01:16 29%

A little extra under the Dress

3 years ago

xHamster

crossdresser, dress, JOI, solo
12:39 29%

High heels and brown dress

6 years ago

xHamster

heels, dress
09:36 22%

Dressed In Leather Skirt And Red High Heels, Play Till Cum

3 years ago

ShemaleZ

crossdresser, leather, heels, dress, skirt
10:31 20%

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

11 months ago

xHamster

feet, cute, stockings, public, teen (18+), outdoor, lingerie
03:26 20%

Grace swallows cum dressed in a cute strawberry outfit

4 years ago

TXXX

swallow, dress
1:56:16 20%

Btis-143 Cross-dressing Boy 78 Mizore

3 months ago

ShemaleZ

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

Btis-139 Cross-dressing Pretty Boy 76 Non

7 months ago

ShemaleZ

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

Classy Strip Long & Elegant Black Dress Marvellous Blonde

2 years ago

ShemaleZ

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
03:30 20%

Sissy Tgirl Kitty Dressed In Public

6 years ago

TXXX

public, dress
03:19 20%

Horny Bottom Enjoys Hotel Dress Days

7 years ago

xHamster

mature, stockings, dress, hotel
2:08:34 17%

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

1 year ago

ShemaleZ

beauty, creampie, asian, crossdresser, ass licking, dress
08:45 17%

Fucking and cumming on my vinyl doll, dressed in leather and

6 years ago

xHamster

mature, doll, leather, dress
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

6 months ago

xHamster

beauty, stockings, femdom, big cock, dress, cum in ass
02:12 10%

146 RED POINTED DRESS

4 years ago

xHamster

mature, mexican, dress
16:44

Boy Dress into Girl Dress Amateur BBW White Crossdresser Femboy Model Sissy Slut Ladyboy

2 years ago

xHamster

wife, BBW, dress, sissy, femboy
27:56

Transroommate - Slender Trans Beauties In Sexy Dresses Go Bareback

4 days ago

ShemaleZ

bareback, dress, shemale
1:56:39

Hiiragi Kana In Dass-656 I Was Flowers To Dress Up As A Girl, And My Best Friend Found Out That I Was A Boy. Kana Hiiragi

2 weeks ago

ShemaleZ

uniform, asian, japanese
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
07:10

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

11 months ago

xHamster

big cock, chubby, amateur, beauty, dress
10:21

Dressed for SEX

1 year ago

xHamster

crossdresser, dress
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
14:39

Beautiful Crossdresser Sissy Allie Teasing While Dressed In Sexy Lingerie

1 year ago

xHamster

hairy, maid, solo, crossdresser, dress, sissy
01:44

Sindy in blue lace dress

4 years ago

xHamster

mature, pantyhose, MILF, dress
05:15

Crossdresser Sissy poses in sexy dresses & skirts

6 months ago

xHamster

pantyhose, stockings, shemale, german, lingerie, crossdresser, heels
04:03

Crossdresser teases you in a beautiful summer dress

2 years ago

xHamster

french, dress, sissy, femboy, tease
05:55

Angeles Cid and TaniaQ pose in sexy club dresses on the bed and then decide to get naked and hard for a hot lesbian fuck and suc

1 year ago

xHamster

mature, lesbian, dress, webcam
07:18

Hot tv slut Nottstvslut satin dress stockings sucking on used condoms

2 years ago

xHamster

satin, british, vintage, condom, dress, slut
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
1:33:54

Btis-142 Cross-dressing Beautiful Boy 77 Yuha

4 months ago

ShemaleZ

lingerie, beauty, asian, shemale, dress, stockings

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