SHEMALE • HEELS 2,577 videos

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43:19 40%

Stunning assistant try on haul in the chief office

2 years ago

ShemaleTaxi

feet, office, heels, secretary, taxi, crossdresser
19:15 40%

Shemale Weddings #63

5 years ago

BeMyHole

dogging, panties, dress, wedding, blowjob
44:00 40%

Marina and Mrs. Geniten

1 year ago

XXXDan

mature, couple, boots, BDSM, 18, nipples, dutch
46:27 40%

German Trap Solo

4 years ago

BeMyHole

german, heels
21:23 40%

All About Stephany

1 year ago

xHamster

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22:25 40%

Cd lisa posing legs and erect clitty

9 months ago

XXXDan

amateur, crossdresser, solo, shemale, mature
45:08 40%

TGilrs CHALLENGE (round 40) - Valentina 23 Cm VS Jade 25 Cm

2 years ago

BeMyHole

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45:09 40%

The Fetish Zone 7 - Sequence 1

6 years ago

TrannyGem

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20:24 38%

Sexy Crossdresser Kellycd2022 in Silver Dress and Stockings

1 month ago

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20:06 38%

Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 7

8 months ago

$$ FapHouse

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23:01 38%

High heels latina tgirl and her boyfriend jerk together

1 year ago

AShemaleTube

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32:18 38%

Casual Friday with Skye Blue and Eva Maxim

1 year ago

TrannyGem

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1:05:08 33%

The best of stroking office girl Chantal Fouet - compilation of top moments and cumshots

3 months ago

XXXVogue

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16:05 33%

Latin domina abase and drill a crossdresser

4 years ago

TrannyGem

femdom, crossdresser, shemale and girl, heels
36:28 33%

Pain Slut Kira

1 year ago

xHamster

pissing, anal, fetish, fisting, bondage, czech, BDSM
27:12 33%

Fetish High-Heeled footwear put to fine use

2 months ago

ShemaleTaxi

fetish, shemale fucks guy, threesome, office, blowjob
29:09 33%

Mrs Samantha in a heel play on the Balcony

4 years ago

xHamster

crossdresser, dutch, heels
26:06 33%

My best video ever :-

4 months ago

XXXDan

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32:46 33%

Balade Dans Les Bois Pour La Victoire Du Psg, Qui Se Termine a Sucer Un Voyeur [1jui25] Vanessabitchx

4 months ago

$$ FapHouse

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16:08 33%

Feuchter Dreier im Garten mit heissen chicks

2 years ago

xHamster

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40:08 33%

Heels Brazilian Transsexual Nuns In Gangbang

3 years ago

TrannyOne

brazil, nun, gangbang, heels
16:34 33%

Plus Size T gal Exploring Her new Found sexuality!!

1 year ago

ShemaleTaxi

big ass, BBW, shemale, smoking, strip
15:30 29%

Magical Vanniall and Cloudy Vis heels trailer

2 months ago

PornHat

compilation, ebony, solo
27:39 29%

I bang my stepdaughter the night her mom finds out

9 months ago

ShemaleMovie

mom, homemade, beauty, teen (18+), strapon, train, anal
21:41 29%

Sissy whore for your dicks here is my ass and my tits

7 months ago

JizzBunker

small cock, italian, mature, big tits, sissy, dildo
20:58 29%

Shemale Weddings #61

5 years ago

BeMyHole

nipples, panties, dress, wedding, hotel
26:16 29%

Blonde ladyboy Laura milking Outside

5 years ago

ShemaleMovie

public, milk, close up, heels, outdoor
36:55 29%

Slim ladyboy Transtam in high heels gets nailed with a cumshot on her busty chest

6 months ago

XXXVogue

shemale, solo, handjob, heels
18:29 29%

Just because I can

10 months ago

JizzBunker

latex, shemale, couple, fetish, bondage, czech, BDSM
23:40 25%

Sissy Maid in Bondage Spanked and Whipped

1 year ago

xHamster

fetish, bondage, dildo, BDSM, spanking, heels, domination
1:36:05 20%

The Babe with the Big Dick

3 months ago

$$ FapHouse

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19:41 20%

Your little whore with long boots

9 months ago

xHamster

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17:02 20%

Joselynne CD in a sexy red dress and heels is coming to you 01

1 year ago

XXXDan

mature, solo, crossdresser, 18, heels, mexican, dress
16:40 20%

SISSY IN MICROSKIRT BACKING ON ROPE ON

4 months ago

TrannyGem

stockings, strapon, dildo, crossdresser, heels, sissy, skirt
21:43 20%

Busty Hoe Brandi Mae & TS Melanie Brooks Fuck Hot MILF Alura Jenson!

7 months ago

$$ FapHouse

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47:51 20%

Cumshot Compilation and Cock Waving Ass Teazing Extravaganza

9 months ago

$$ FapHouse

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25:03 20%

Huge Black Cock Pretty

1 year ago

xHamster

solo, masturbation, big cock
15:57 20%

Getting nasty and using my spunk as grease

2 years ago

ShemaleMovie

heels, toys, babe
26:00 20%

Selfbondage latex - Chastity, nose mask p2

3 years ago

xHamster

latex, french, heels, mask, chastity
17:59 20%

Aira Fishnets

5 years ago

TrannyGem

heels, japanese, ladyboy
18:10 20%

Transgender Princess & Nymph 27

6 years ago

TrannyGem

kissing, heels, erotic, sensual, romantic, big ass
29:41 17%

Mrs Balkon Bikini Heels Show

3 years ago

TrannyOne

bikini, heels
19:39 17%

Muscular hunk sucks the shemales Tcock before getting his ass ripped by her

5 years ago

BeMyHole

kissing, dogging, nipples, heels, missionary
40:01 17%

Sex On The Beach

1 year ago

XXXDan

mature, shemale, beach, BDSM, nipples, couple
17:33 17%

Webcam

2 years ago

JizzBunker

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23:20 14%

First time Sissy training fist with forearms free orgasm!

2 years ago

ShemaleTaxi

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15:22 14%

Maxine Hard-Core - A Max Gonzo Parody

3 years ago

TrannyGem

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24:14 13%

Marinas 1st Almere Visit

3 years ago

TrannyGem

mature anal, fisting, dutch, heels, first time
27:57 10%

Anastasia Nurse Uniform Strapped & Ravaged

5 years ago

TrannyGem

gagging, nurse, bondage, uniform, girdle, heels
24:08

Hot Mexican Crossdresser Fucked and Blowjob - Compilation 4

1 week ago

$$ FapHouse

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59:28

18yo Stunning Ladyboy in High Heels Hardcore Fuck

1 week ago

$$ FapHouse

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31:29

The Neighbor Adore the Dick. Cumshot

1 month ago

$$ FapHouse

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19:04

Sangria Was Playing Hidden Object Game IRL And Found Problems On Her Ass

6 days ago

BeMyHole

shemale, anal, amateur, cumshot, heels, ass licking
20:12

Naked Slut on Webcam Fucks Herself with the Heel of Her Shoe and Licks It

3 days ago

AShemaleTube

ladyboy, mature, shemale, stockings, solo, webcam, amateur
26:07

My finest video ever :-)

1 month ago

ShemaleTaxi

heels, pantyhose, german, shemale
16:10

Glorious dame in stocking and high-heeled shoes gets dt and her backdoor being rigid pulverized by a hefty dick

3 weeks ago

TrannyGem

homemade, stockings, latina, crossdresser, big cock, heels, toys
28:38

Dream Divyne Surprises Roommate Elle Rivers with a Steamy Gift Leading to a Passionate Encounter

2 weeks ago

$$ FapHouse

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20:25

Black Hijab Bodystocking Trans Toys Ass and Masturbate

4 months ago

$$ FapHouse

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44:58

Slim Brunette Cums Hard on Big Dildo

2 months ago

$$ FapHouse

anal, amateur, stockings, dildo, heels
29:23

FAMILY SINNERS - witness A insane guy Fuck His Uncles Wife In All Positions Until He Cums On Her Ass

1 month ago

ShemaleTaxi

stockings, big ass, wife, lingerie, riding, big cock, heels
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
20:08

Super Sexy Mexican Crossdresser Fucked and Blowjob - Compilation 2

1 week ago

$$ FapHouse

big ass, lingerie, crossdresser, compilation, big cock, ass, heels
15:25

Grooby Girls - masturbate trailer

1 month ago

PornHat

shemale and girl, solo, compilation, masturbation, shemale, jerking
24:42

Lustful Sissy Crossdresser in Boots Enormous Solo Masturbation and Cumshot

1 month ago

$$ FapHouse

anal, boots, solo, crossdresser, heels, sissy
15:35

Horny in red lingerie with high heels and using a magic wand for pleasure

3 weeks ago

XXXVogue

masturbation, crossdresser, cumshot
18:19

Sissy Stacy Lady in Red Part 1

1 month ago

$$ FapHouse

stockings, sissy, machine, shemale, solo, toys
22:27

FerLaFemme - WhiteLine

2 days ago

ShemaleMovie

shemale, crossdresser, feet, anal
29:51

30 mins no break fellate spitroast contest!

1 month ago

TrannyGem

stockings, anal, fetish, double anal, crossdresser, contest, gangbang
22:42

Princess Sahara Taunting & Outrageous Her Trans Hoe

2 weeks ago

TrannyGem

amateur, feet, femdom, fetish, BDSM, tattoo, heels
23:54

Bad Nurse

3 weeks ago

$$ FapHouse

domination, BDSM, shemale, latex, bondage, heels
17:14

Sissy Stacy Spread Her Legs and Powerful Bangs Her Ass

1 month ago

$$ FapHouse

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15:02

Horny Sissy Malvina Got Lost in the Forest with Huge Chubby Dildo

4 months ago

$$ FapHouse

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15:40

Spunk-Pump Tamer lets their lil pink cigar out and it gets taller into a rock rock hard, vein adorned, pulsating dinky!

2 weeks ago

TrannyGem

cumshot, masturbation, shemale, chastity, pump, goth
15:37

Using my gfs massager while railing my large butt-plug

1 week ago

TrannyGem

chastity, huge dildo, massage, crossdresser, ass
15:33

Miranda Meadows - Sexy Solo Show

5 years ago

BeMyHole

nipples, panties, heels, dress, solo
20:21

Lucky guy cries while getting his tight ass banged balls deep by the hung TS babe in the park

5 years ago

BeMyHole

nipples
50:30

VR Hotel

3 weeks ago

$$ FapHouse

kissing, interracial, big cock, hotel, shemale, lingerie
16:45

Tranny pummels Willing Blonde tranny

1 week ago

ShemaleMovie

anal, ass, big cock, shemale, big ass
30:08

Trans chick plays with an legal cm fuck stick for the first time, Moans from pain but ends up liking it Succubo16

2 months ago

ShemaleMovie

crossdresser, solo, sissy, BBW, first time, chubby
43:20

Thai Tranny In Corset undergarments Begs For cum facial cumshot After Fierce Anal Fuck

1 month ago

ShemaleTaxi

facial, cumshot, thai, handjob
18:32

Easter Sunday With Aunty Syn

4 days ago

TrannyGem

stockings, crossdresser, dress
29:01

Manmeat-thirsty blonde Aline Gets Ass Fucked- Titopia

1 month ago

ShemaleTaxi

big ass, ass to mouth, shemale, anal, heels, missionary
20:09

Big Ass Trans Latina Sucking and Getting Fucked - Compilation 2

1 week ago

$$ FapHouse

amateur, compilation, sissy, heels, lingerie
32:18

Super Sexy Mexican Crossdresser Fucked and Blowjob - Compilation 8

2 weeks ago

$$ FapHouse

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26:09

Gorgeous Bianca Lima Is Back to Take Some Huge Cock

2 months ago

$$ FapHouse

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33:25

Sissy supahgirl Super Compilation

2 months ago

HDSex

sissy, cumshot compilation, amateur, crossdresser, BBW, cosplay
22:32

Luna Oliveire

4 months ago

$$ FapHouse

cumshot, latina, amateur, shemale
16:08

On sofa

10 months ago

ShemaleMovie

shemale, masturbation, pantyhose, solo, amateur, orgasm
19:57

Hot compilation of hot guys crying like pussies while getting their tight butthole drilled hard by the sexy TS chicks

4 years ago

TrannyOne

heels, tight, compilation
20:05

Kyle the Bad Boy Dominates Hot Blonde Trans Woman - Compilation 1

2 days ago

$$ FapHouse

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21:38

Mature Chubby Fucks Trans Girl

1 month ago

$$ FapHouse

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21:09

Sucking Cock New TS Arielly Tops A Lucky Dude

3 years ago

BeMyHole

heels, shaving, small tits, shemale fucks guy
15:39

Transsexual Diana Deelight fishnets, heels, gigantic daddy dildo boning her till she’s goofy.

1 month ago

ShemaleTaxi

feet, stockings, shemale, POV, dildo, solo, riding
15:17

Big Ass Shemale Priscylla Modella Hot Anal Fucking Old Man

2 years ago

BeMyHole

old man, dogging, tattoo, ass, heels, small tits, missionary
20:08

Super Sexy Sissy Sucking Cock - Compilation 2

1 week ago

$$ FapHouse

compilation, shemale, amateur, sissy
41:32

Old bald man gets his anal pleasures fulfilled by the nasty TS woman

5 years ago

BeMyHole

old man, couple
20:35

Home with the Tranny!

1 month ago

$$ FapHouse

shemale, interracial, cumshot, blowjob, vintage, latex
18:53

Nobody fucks harder than my converted ladyboy

4 years ago

xHamster

thai, facial, swallow, heels, cum in mouth, asshole
26:48

Tranny Surprise - Trick Shot

5 years ago

BeMyHole

dogging, nipples, close up, surprise, kissing, heels
26:15

Petite Pute Full Resille Cam4 Vanessabitchx

4 months ago

$$ FapHouse

mature, french, masturbation, heels, skinny, gape
37:06

Horny lad sucks and fucks the big Tcock before getting a hot cum facial

5 years ago

BeMyHole

party, ass to mouth, cum in mouth, missionary, cum in ass
16:28

Mistress Celeste dominates her fuckdoll Nicola in high heels, PVC, and makeup

10 months ago

XXXVogue

heels, latex, femdom
22:53

Amateur crossdresser kellycd2022 sumptuous mummy afternoon drive jacking sissy cock and big cumshot in sexy stockings and heels

2 months ago

ShemaleMovie

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24:58

Shemales Sarina Valentina And Foxxy fucks kinky dude

3 years ago

Analdin

threesome, chubby, cumshot, heels
16:07

RachelSexyMaid 50 Shemale Blowjob and Bareback Anal Fuck

5 years ago

BeMyHole

dogging, glasses, panties, heels, mask, dress
24:57

Guy in red mask gets topped by the kinky duo of tranny chicks in threesome

5 years ago

BeMyHole

dogging, mask, missionary
22:44

Tranny with the big boobs rams her thick Tcock deep in the mans tight ass

5 years ago

BeMyHole

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34:45

Trans in Chastity Fucked Raw - Compilation 9

3 weeks ago

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big cock, sissy, shemale, chastity
26:14

Peruvian Trans Princess Loves Butt Sex

4 weeks ago

$$ FapHouse

cum in mouth, shemale, amateur, bareback, interracial, heels
16:01

ADULT TIME - T-lady Aubrey Kate Celebrates Divorce With OFFICE ass fucking internal cumshot FROM HUNG LAWYER!

1 month ago

ShemaleTaxi

shemale, creampie, lingerie, tattoo, office, riding, ass
17:24

Bambi deepthroating Rachel bone while she is posting to Social

2 months ago

TrannyGem

handjob, shemale, babe, deepthroat, heels
22:19

Calming His Nerves Before a Triathlon

5 months ago

$$ FapHouse

big tits, tattoo, heels, cum in mouth, bareback
29:47

Plunging Ms.Silva

1 year ago

ShemaleTaxi

beauty, big ass, ladyboy, heels
16:11

Tattooed Shes Filling Him Up

3 years ago

BeMyHole

teen (18+), teen anal (18+), piercing, heels, shemale fucks guy
23:34

High heels and big tits latina tattooed tgirl toys ass and tugs cock on cam

5 months ago

AShemaleTube

heels, big cock, webcam, latina
15:17

SILVER HIGH high-heeled slippers

4 years ago

ShemaleTaxi

ladyboy, solo, heels, masturbation
18:04

This boss tongues marika ferreiras bulls eye before boinking her stiff in heeled footwear and underwear

3 weeks ago

TrannyGem

creampie, fetish, orgasm, boots, lingerie, latina, blonde
19:20

Handsome tgirl shows her bbc

3 weeks ago

ShemaleTaxi

ebony, BBC, big cock, shemale, stockings
36:41

Angela Skirt heels and long legs

8 months ago

AShemaleTube

latina, amateur, shemale, webcam, heels, skirt
16:45

Shemale And Female Escape From Tied

3 years ago

Upornia

pantyhose, bondage, tied, heels, lesbian

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