TRANNY • HEELS 3,369 videos

Popular Latest Top rated

‹1 2 3 4 5 ›

08:12 38%

Stilettos Dont Do This at Home

5 months ago

xHamster

heels, crossdresser, mature, amateur, stockings, mature anal
03:36 33%

Public walking with fishnet stockings and black dress

1 year ago

xHamster

public, asian, outdoor, dress
36:28 33%

Pain Slut Kira

1 year ago

xHamster

pissing, anal, fetish, fisting, bondage, czech, BDSM
05:08 33%

My Stepmom is waiting for My father in her leather skirt

1 year ago

xHamster

pantyhose, german, shemale and girl, stepmom, leather, shemale fucks guy
03:59 33%

Crossdresser walks on the street in latex leggings and very high white wedges

1 year ago

xHamster

skinny
06:34 33%

Cute Trans Slut Naked In Public With Very Hot Transparent Heels Butt Plug And Hard Penis

2 years ago

ShemaleZ

public, heels, penis, slut, outdoor, teen (18+)
14:17 33%

Sexy and yummy milf in heels having some fun!

8 years ago

TXXX

MILF, shemale and girl, heels
05:22 33%

Anyone Wants Reel Meet

9 months ago

xHamster

indian, pantyhose
03:59 30%

In my sexy tight dress gold heels

7 years ago

TXXX

heels, dress
29:09 25%

Mrs Samantha in a heel play on the Balcony

3 years ago

xHamster

crossdresser, dutch, heels
23:40 25%

Sissy Maid in Bondage Spanked and Whipped

1 year ago

xHamster

fetish, bondage, dildo, BDSM, spanking, heels, domination
05:03 20%

Nylon Seethrough Pleasure

4 months ago

xHamster

mature, beauty, lingerie, crossdresser, heels, nylon, sissy
02:45 20%

Sexy Housewife High Heels And No Panty

1 year ago

xHamster

mature, latex, big ass, wife, panties, housewife
05:19 20%

Crossdresser sexy lingerie and high heels

2 years ago

xHamster

stockings, french, crossdresser, heels
25:03 20%

Huge Black Cock Pretty

8 months ago

xHamster

solo, masturbation, big cock
07:20 13%

Crossdresser Huge Fist Dildo Red Heels Lingerie Sex

4 years ago

xHamster

huge dildo, fisting, heels
03:21

Sexy Sissy High Heels and Dancing

1 year ago

xHamster

pissing, dance, indonesian
06:53

RIDING DILDO IN PINK LINGERIE AND HIGH HEELS

4 months ago

xHamster

lingerie, solo, sissy, korean, dildo, riding
05:14

My Sexy Nylon Feet, Sexy Stockings and High Heels

1 year ago

xHamster

lingerie, sissy, crossdresser, stockings, heels, nylon
19:41

Your little whore with long boots

2 months ago

xHamster

homemade, pantyhose, stockings, boots, tattoo, heels, mexican
05:58

Trans has fun with her heels to show off her beautiful feet

10 months ago

xHamster

crossdresser, beauty, feet, domination, heels
06:17

Slutty crossdresser in white lingerie and high heels

1 year ago

xHamster

feet, big ass, brazil, lingerie, crossdresser, heels, skinny
12:39

High heels and brown dress

6 years ago

xHamster

heels, dress
15:17

Amateur Crossdresser Kellycd2022 sexy milf outdoors masturbation cumshot in stockings and heels public

2 years ago

xHamster

small cock, public, outdoor, MILF, crossdresser, heels
04:12

PVC high heeled Crossdresser dildo in ass

4 years ago

xHamster

feet, heels, crossdresser
06:32

Ladyboy Ponybuny Cum On Her Feet And Heels

1 year ago

ShemaleZ

feet, solo
06:14

Beautiful trans gets a thick dildo in her ass naked in public rich penis high heels delicious ass and hot legs enjoy it

1 year ago

xHamster

feet, public, outdoor, dildo
08:07

Leaked FULL video of ladyboy with high heels strips her pink

11 months ago

xHamster

solo, masturbation, amateur, ladyboy, strip
08:15

Three Busty - Trannies With High Heels Fuck A Guy Before Cumshot On

6 months ago

ShemaleZ

shemale fucks guy, shemale, BDSM, domination, cum in mouth, cum in ass
07:51

Redhead ladyboy with high heels gets her small cock sucked

1 year ago

xHamster

ladyboy, thai, small cock, amateur, asian, anal
08:56

Girl Jerks Off And Sits On A Dildo Wearing Black Stockings And Red High Heels - Luna Trap

1 year ago

ShemaleZ

dildo, toys, crossdresser, stockings, solo
10:31

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

8 months ago

xHamster

feet, cute, stockings, public, teen (18+), outdoor, lingerie
20:47

Hot tranny Marika Ferreira being lashed, masturbated and then anal bareback fucked in heeled boots

2 years ago

xHamster

homemade, brazil, boots, leather, heels, escort
05:40

Fluid marathon

2 months ago

xHamster

public, pissing, cosplay, big cock, heels, shemale
21:47

TVROSE CROSSDRESSER FULL BODYSTOCKING OILING AND EDGING GIRLY COCK

1 year ago

xHamster

cumshot, british, mature, crossdresser, masturbation
05:23

Jenna cums in your face in high heels

5 months ago

xHamster

POV, lingerie, ladyboy, british, heels, sissy
07:18

Cute Crossdresser Leopard Dress and Red Heels

11 months ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
05:14

Naked slut walks in heels and butt plug in public very hot enjoy it

12 months ago

xHamster

sissy, public, solo, cum in ass, hooker
15:41

Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks

1 year ago

xHamster

huge dildo, dildo, crossdresser, heels, socks
09:24

Amateur Crossdresser Kellycd2022 sexy milf masturbation big cumshot outdoors stockings heels panties lingerie

2 years ago

xHamster

public, outdoor, MILF, crossdresser, cumshot, panties, heels
04:33

Abby Kitty In Ab070 Abby And Her Slave Wedding -footjob And Cum On Heels 5 Min

2 years ago

Upornia

fetish, footjob, heels, wedding
1:06:55

Sissy Boi Bimbo in Heels

4 years ago

xHamster

asian, heels, domination, sissy, shemale and girl
06:05

Riding a black dildo in my sexy black sandals

2 months ago

xHamster

black, fetish, dildo, piercing, riding, heels, toys
06:11

Sissy pees her micro thong in the parking lot with real nylons and skyheels

1 year ago

xHamster

heels, amateur, pissing, nylon, car
01:28

Nice tits for 60 years old! Crossdressing day

1 year ago

xHamster

british
05:13

Jerking off Ends in Piss and Golden Shower

1 year ago

xHamster

pissing, latex, shower, danish
10:54

Pink satin lovers cum shot all over my satin nightie !!!!!

1 year ago

xHamster

mature, pantyhose, masturbation
05:12

TGIRL wears very short Skirt and High Heels

3 months ago

xHamster

pantyhose, stockings, german, lingerie, ladyboy, solo, crossdresser
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
03:48

20210407 new red heels

2 years ago

xHamster

vintage, heels
09:51

Trying Out New Curved BBC Toy And Riding Long BBC Toy

1 year ago

xHamster

solo, BBC, fetish
06:35

I need my cock sucked so bad. Will you suck it?

1 year ago

xHamster

mature, cumshot compilation, solo
03:07

Dildo stroking Valda's anus

1 year ago

xHamster

BDSM, nipples, heels
01:03

Bound Kira In The Bed

1 year ago

xHamster

pissing, femdom, latex, bondage, facesitting, tied
07:08

Shooting cum all over my high heels

5 months ago

xHamster

POV, lingerie, british, cumshot, heels, sissy, femboy
07:05

Brunette ladyboy with high heels jerks off her trimmed cock

8 months ago

xHamster

small cock, lingerie, ladyboy, solo
05:49

Horny in high heels

1 year ago

xHamster

small cock, fat, BBW
05:34

The perfect hung and busty ladyboy Sapphire wearing white high heels and white lingerie laid out on a bed and gets naked

2 years ago

xHamster

beauty, bus, heels
08:51

Crossdresser riding dildo in sexy white heels

11 months ago

xHamster

amateur, turkish, small cock, dildo, solo, crossdresser, heels
07:56

Marika Ferreira - Sexy Girl In Heels And Lingerie Being Hard Fucked By Mature Man In A Hotel Suite

2 years ago

ShemaleZ

mature, amateur, heels, webcam, hotel, shemale and girl
04:55

Fucking dirty analika cum in heels

5 years ago

xHamster

mature, mature anal, heels, toys
08:43

Lowkey - With Coworker Syn Thetic

1 year ago

xHamster

solo, crossdresser, caught, skinny
16:08

Feuchter Dreier im Garten mit heissen chicks

2 years ago

xHamster

german, threesome, nipples, heels, puffy nipples
06:35

Dark skinned shemale in pink high heels strokes her monster

10 months ago

xHamster

heels, solo, masturbation, cumshot, beauty, monster
07:10

Small cock ladyboy with high heels gets missionary fucked on

10 months ago

xHamster

amateur, small cock, thai, couple, asian, lingerie, ladyboy
06:27

Little cock tucked in pantyhose and g string panties trying on new High heels.

1 year ago

xHamster

feet, pantyhose, small cock, lingerie, big cock, heels
28:39

Danni strips and teases you with her feet and legs until she fucks her high heels and has a massive cum shot.

1 year ago

xHamster

feet, british, masturbation, strip
13:25

Beautiful Shemale Dressing Up High Heels To Show Her Perfect Body And Dick And Anal Pussy For You

1 year ago

ShemaleZ

dress
03:32

Sissy walks on the road after the rain in high heels

2 years ago

xHamster

public, fetish, lingerie, heels
09:09

Sissy In Hot High Heels Impregnated At Home

2 years ago

Upornia

heels, sissy
08:50

Enjoy Her Sexy Long Legs, Sweet Feet, Big Collection Of High Heels And Big Curved Cock

2 years ago

ShemaleZ

feet, heels
07:15

Hot ts jerks and cums on high heels

5 years ago

xHamster

domination, heels
24:13

TS Lucia Maya in Sexy Mini Dress & Heels Fucks Her Ass, Stokes Cock with Opaque Fleshlight to Cumshot Orgasm

8 months ago

xHamster

big cock, shemale, cumshot, dress, heels, fleshlight
09:06

Wearing Heels While Getting Fucked By Fuck Machine

12 months ago

xHamster

feet, anal, fetish, heels, machine, femboy
06:25

Cute Crossdresser With Fishnets and Golden Heels

1 year ago

xHamster

cute, POV, crossdresser, heels, sissy, femboy
04:19

Small dick femboy sissy crossdresser in plays with limp clitty in heels and a skirt

1 year ago

xHamster

small cock, skirt, femboy
12:18

Amateur crossdresser Kellycd2022 milf in sexy stockings heels masturbation masturbating big cumshot tranny

2 years ago

xHamster

mature, beauty, MILF, heels
04:12

Yellow whore in heel

4 years ago

xHamster

mature, public, outdoor, heels, whore, solo
07:31

Sluts in Stockings

8 months ago

xHamster

crossdresser, mature, british, stockings, couple
05:08

My boss doesn't want me to walk around the office without panties

8 months ago

xHamster

pantyhose, latex, boss, uniform
25:02

Going EXTREME deep with my double headed dildos

2 years ago

xHamster

double anal, dutch, heels, double penetration
08:54

Brunette Ladyboy With High Heels Jerks Off Her

1 week ago

ShemaleZ

shemale, heels
08:28

Brunette Ladyboy With High Heel Boots Jerks Off

2 weeks ago

ShemaleZ

jerking, boots, solo, latex
06:37

Dark-haired ladyboy in high heel boots strokes her monster

5 months ago

xHamster

monster, boots, ladyboy, solo, masturbation
05:59

White Meat in Satin and High Heels for Dinner

1 year ago

xHamster

satin, beauty, cute, masturbation, skinny
08:07

Brunette ladyboy with high heels gets her shaved cock sucked

1 year ago

xHamster

teen (18+), anal
05:08

My office friend wears high heels and no panties inside

1 year ago

xHamster

mature, indian, hairy, office
05:50

Shemale mistress in high heeled boots punishes her slave by destroying his ass

1 year ago

xHamster

homemade, boots, BDSM, cum in ass, shemale fucks guy
06:35

This Horny Tranny Girl In High Heels Boots Cums While Being Fucked Hard In The Ass

1 year ago

ShemaleZ

big ass, boots, heels, cum in ass, cum while fucked
05:32

I Cum Inside Ts Asshole In High Heeled Overknee Boots

1 year ago

ShemaleZ

shemale, creampie, boots, heels
12:45

Sexy Tranny With Big Butt In High Heels Boots Play With A Dildo Doing Handjob Self Masturbation

2 years ago

Upornia

handjob, fetish, boots, heels, dildo
11:05

Transvestite Sissy Fag In High Heels Fucked By Chubby Daddy

3 years ago

ShemaleZ

chubby, heels, sissy
06:22

Ponyboy Sissy In Pink High Heels Walking Showing Of Tiny Cock And Playing With Big Dildo

3 years ago

ShemaleZ

heels
09:47

Hard masturbation to High heels, cumwalk

4 years ago

xHamster

heels
06:01

Heels Need Worshipping and My Ass Needs Gaping

3 months ago

xHamster

teen (18+), teen anal (18+), dildo, tattoo, british, heels, slut
17:05

Joselynne Cd In Mini Bikini And Heels Using Anal Buttplug Show Part Two

8 months ago

xHamster

mature anal, crossdresser, sissy, heels, mature
02:17

Crossdresser riding dildo in sexy pink heels

2 years ago

xHamster

turkish, fetish, riding, heels
12:13

Amateur crossdresser Kellycd2022 milf masturbation masturbate masturbating sexy stockings heels big cumshot

2 years ago

xHamster

mature, stockings, crossdresser, heels
12:24

Sir and mirjam golden heels HD

4 years ago

xHamster

mature, heels, domination
01:19

Sexy ladyboy teases you till you cum 2

5 years ago

xHamster

pantyhose, tease, heels, nylon, skinny
05:08

My step mom is getting ready in the bathroom

8 months ago

xHamster

mature, mom, public, outdoor, MILF, stepmom, group
10:05

Lumina Stone - Linda Evangelista comic

9 months ago

xHamster

solo, public, cartoon, big cock, shemale
10:48

In several layers of nylons and diaper shorts and peeing with a walk

10 months ago

xHamster

pissing, pantyhose, public, fetish, diaper, nylon
19:55

Sofia foot fetish with

10 months ago

xHamster

pantyhose, german, feet, heels, sissy, homemade
05:10

The handsome pizza boy loved my fishnet stockings

11 months ago

xHamster

indian, public, shemale fucks guy, outdoor, heels
05:11

Somebody Fucks Me I Wonder Who

1 year ago

xHamster

mature, shemale, asian, japanese, sissy
02:35

TVROSE CROSSDRESSER NICE BIG FAT VERY FUCKABLE ASS IN HOLDUPS

1 year ago

xHamster

fat, british, mature
05:07

My Auntie is very Old and her Pussy is very Saggy but Still Juicy

1 year ago

xHamster

mature, pantyhose, british, saggy tits
05:32

FEELIN P!NK In All The Right Ways

1 year ago

xHamster

small cock, heels, dress, sissy, solo
05:50

Slutty Cd Bella in pink swimsuit strips and cums.

2 years ago

xHamster

german, solo, crossdresser, strip, swimsuit, heels
05:46

20211007 black PVC girdle

2 years ago

xHamster

latex, girdle, heels, crossdresser
04:54

BDSM leather long maxi dress and overknee stiletto boots

3 years ago

xHamster

boots, leather, heels, dress
29:19

Junge Asiatin an Ihrem 18 B day gefickt

3 years ago

xHamster

german, orgasm, heels, cum in mouth
08:53

Jessica Is All Dolled up and Feeling Like a Complete Whore in Her Fully Fashioned Stockings, Red Sole High Heels, Black Satin Co

5 months ago

xHamster

stockings, black, latex, doll, satin, gloves, BDSM
09:00

Walking in public dressed as a woman in high heels and hot thong

1 year ago

xHamster

public, teen (18+), big ass, outdoor, heels, dress
05:50

A crossdresser with amazing feet walks on the street in high heel wedges and tight jeans and tempts guys

1 year ago

xHamster

feet, public, outdoor, jeans
07:24

Brunette ladyboy with high heels strokes her fat cock in

1 year ago

xHamster

small cock
10:14

SisK lingerie collection EP16.2: Crossdress on Red Mini Skirt and High Heel, Locked Limp dick close up.

1 year ago

xHamster

thai, close up, nylon, skirt, chastity
06:08

My Sexy High Heels And Polish Toe

1 year ago

xHamster

indian, public, arab, heels
02:15

Beautiful Femboy Feet, Fishnets and High Heels Fetish

1 year ago

xHamster

beauty, teen (18+), teen anal (18+), cumshot compilation, femboy

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