• Crossdressing

  • »
  • Popular
  • all time
  • month
  • week
Quick speed of ZZ wishing for an angel and my wings fell off so ill be a satan now
2 years ago
2:27

KeekAss

Quick speed of ZZ wishing for an angel and my wings fell off so ill be a satan now

Tags: amateur, crossdressing, hd, homevideo, lingerie, mature, small tits

Crossdresser, amateur crossdresser
2 years ago
7:04

ShemaleTaxi

Crossdresser, amateur crossdresser

Tags: amateur, black, crossdressing, latina, shemale, skinny, small cock

Wetlook in bathtub in microskirt, top and tights... Dousing clothes
1 year ago
2:55

KeekAss

Wetlook in bathtub in microskirt, top and tights... Dousing clothes

Tags: amateur, bathroom, beauty, clothed sex, crossdressing, fetish, hd

Frolicking with my BIG BLACK COCK faux-cock (1)
3 years ago
11:08

KeekAss

Frolicking with my BIG BLACK COCK faux-cock (1)

Tags: amateur, big black cock, blonde, crossdressing, dick, dildo, hd

DarkSkin BIG BLACK COCK Tops Where R U?
1 year ago
2:39

KeekAss

DarkSkin BIG BLACK COCK Tops Where R U?

Tags: amateur, babe, big black cock, big cock, crossdressing, exhibitionist, fetish

Phat Titties Knuckles Fucktoys for CD Trap Dawn (Brief)
2 years ago
2:43

KeekAss

Phat Titties Knuckles Fucktoys for CD Trap Dawn (Brief)

Tags: amateur, anal, anal toying, ass, beauty, big ass, big cock

Big tits, huge tits shemale
1 year ago
5:37

ShemaleTaxi

Big tits, huge tits shemale

Tags: american, big tits, blonde, compilation, crossdressing, european, huge tits

Truly Late Bowl Of Mega-Slut Tea
3 years ago
32:52

KeekAss

Truly Late Bowl Of Mega-Slut Tea

Tags: amateur, big cock, brunette, crossdressing, cumshot, handjob, hd

Naked have hookup with pummeling machine
2 years ago
12:05

KeekAss

Naked have hookup with pummeling machine

Tags: amateur, anal, anal toying, crossdressing, dildo, fetish, fucking machine

Young trans chicks throating each other - Angela Tamrih
3 years ago
9:01

KeekAss

Young trans chicks throating each other - Angela Tamrih

Tags: 69, amateur, anal, assfucking, blowjob, brunette, couple

coral cums in black lingerie
3 years ago
0:36

xHamster

coral cums in black lingerie

Tags: black, crossdressing, cum, cumshot, high heels, lingerie, masturbation

White Undergarments Fetish - JessicaXD
1 year ago
2:08

KeekAss

White Undergarments Fetish - JessicaXD

Tags: amateur, beauty, bisexual, crossdressing, fetish, high heels, ladyboy

Transgirl Peeing and Masturbating Outdoors
1 year ago
3:58

KeekAss

Transgirl Peeing and Masturbating Outdoors

Tags: amateur, beauty, blonde, crossdressing, dick, fetish, hd

Sissy peeing in her pantyhose outside
2 years ago
3:22

xHamster

Sissy peeing in her pantyhose outside

Tags: amateur, british, compilation, crossdressing, fetish, hd, lingerie

Big Cock Dress Bulge And Wanking - Lucy Essex Cd
3 years ago
5:11

HClips

Big Cock Dress Bulge And Wanking - Lucy Essex Cd

Tags: amateur, big cock, big tits, crossdressing, dress, mature, redhead

stranger pickup slutty crossdresser
2 years ago
0:20

xHamster

stranger pickup slutty crossdresser

Tags: amateur, car, caught, crossdressing, european, flashing, hd

Bone oral job Chinese Crossdresser Costume Play
1 year ago
11:07

KeekAss

Bone oral job Chinese Crossdresser Costume Play

Tags: amateur, anal, asian, blonde, blowjob, chinese, cosplay

transgender princess niclo fantastic gallery
3 years ago
23:32

KeekAss

transgender princess niclo fantastic gallery

Tags: amateur, big tits, blonde, crossdressing, fantasy, hd, lingerie

Sissy human ashtray and smoking
1 year ago
3:19

xHamster

Sissy human ashtray and smoking

Tags: amateur, bdsm, bondage, crossdressing, domination, feminization, fetish

Amateur Crossdresser 188
3 years ago
11:04

aShemaleTube

Amateur Crossdresser 188

Tags: amateur, crossdressing, shemale, sissy

Lucy Essex CD Getting Deepthroated By Lisa And Fucking Her With My Big Tgirl Cock
3 years ago
6:51

BeMyHole

Lucy Essex CD Getting Deepthroated By Lisa And Fucking Her With My Big Tgirl Cock

Tags: amateur, anal, barebacking, big cock, big tits, blowjob, crossdressing

Sissy-Kuroko Anal Huge Dildo Bodystocking
2 years ago
2:05

xHamster

Sissy-Kuroko Anal Huge Dildo Bodystocking

Tags: anal, anal toying, bodystocking, cosplay, crossdressing, dildo, hd

Lali White showcases her splendid tiny assets in different undergarments and dance
1 year ago
6:46

KeekAss

Lali White showcases her splendid tiny assets in different undergarments and dance

Tags: amateur, beauty, brunette, crossdressing, cute, dancing, hd

light-haired t-model barbie woman in stocking
3 years ago
2:47

KeekAss

light-haired t-model barbie woman in stocking

Tags: amateur, big tits, blonde, crossdressing, homevideo, lingerie, model

poking my arse for you. I want your jizz on my face..
2 years ago
4:09

KeekAss

poking my arse for you. I want your jizz on my face..

Tags: amateur, anal, anal toying, ass, beauty, brunette, crossdressing

Jizz Shot In Satin Wool And Nylon Tights
1 year ago
2:56

KeekAss

Jizz Shot In Satin Wool And Nylon Tights

Tags: amateur, bdsm, blonde, crossdressing, cumshot, hd, high heels

Nice taunting morning walk
1 year ago
2:15

KeekAss

Nice taunting morning walk

Tags: big tits, brazilian, compilation, crossdressing, dutch, fetish, goth

Horny CD 356
3 years ago
13:41

aShemaleTube

Horny CD 356

Tags: crossdressing, shemale

Trans Female Domination Princess spunks
3 years ago
4:04

KeekAss

Trans Female Domination Princess spunks

Tags: amateur, blonde, crossdressing, cumshot, femdom, handjob, latex

Sissy dildo anal masturbation
1 year ago
7:38

xHamster

Sissy dildo anal masturbation

Tags: amateur, anal, crossdressing, dildo, hd, masturbation, shemale

Larissa1sexoll Woods Joy. Trans self knuckle. Big dilo. Bottle injection. Booty gape. Dual booty piercing
1 year ago
9:54

KeekAss

Larissa1sexoll Woods Joy. Trans self knuckle. Big dilo. Bottle injection. Booty gape. Dual booty piercing

Tags: amateur, anal, anal toying, ass, beauty, booty, bottle

scorching joy in black stockings (8)
1 year ago
4:29

KeekAss

scorching joy in black stockings (8)

Tags: amateur, black, crossdressing, high heels, legs, lingerie, mature

Keeno takes a brief tub Face Unveil hidden cam
2 years ago
5:28

KeekAss

Keeno takes a brief tub Face Unveil hidden cam

Tags: amateur, bathroom, beauty, big tits, brunette, chubby, crossdressing

Bareback-anal, big-tits
1 year ago
21:01

ShemaleTaxi

Bareback-anal, big-tits

Tags: amateur, anal, barebacking, big tits, blonde, blowjob, crossdressing

Superior transgender princess porks unlucky neighbour
1 year ago
2:19

KeekAss

Superior transgender princess porks unlucky neighbour

Tags: amateur, anal, barebacking, big cock, blowjob, crossdressing, domination

Joanie - Black Lace Bodystocking
1 year ago
5:35

KeekAss

Joanie - Black Lace Bodystocking

Tags: amateur, black, blonde, bodystocking, crossdressing, cumshot, hd

Masked June Hatch and Donk Pummeled by Machine
1 year ago
14:12

KeekAss

Masked June Hatch and Donk Pummeled by Machine

Tags: amateur, anal, anal toying, assfucking, bdsm, big tits, bondage

transgirl niclo oral jobs faux-cock
3 years ago
4:28

KeekAss

transgirl niclo oral jobs faux-cock

Tags: blowjob, brunette, crossdressing, dick, dildo, hd, lesbian

Yamakaze Japanese Cosplay Public Masturbation vol.3
1 year ago
3:11

xHamster

Yamakaze Japanese Cosplay Public Masturbation vol.3

Tags: amateur, asian, cosplay, crossdressing, hd, japanese, ladyboy

Booty Gurl In Rosy Peruke Boinks Butt On Massive Ribbed Faux-Cock
1 year ago
8:57

KeekAss

Booty Gurl In Rosy Peruke Boinks Butt On Massive Ribbed Faux-Cock

Tags: amateur, anal, anal toying, ass, big ass, booty, crossdressing

Crossdresser love
3 years ago
5:17

KeekAss

Crossdresser love

Tags: amateur, anal, blonde, blowjob, crossdressing, lingerie, mature

Transvestite Claudia Draining her Prick in Pantyhose
3 years ago
10:57

KeekAss

Transvestite Claudia Draining her Prick in Pantyhose

Tags: amateur, blonde, crossdressing, cum, cumshot, fetish, handjob

Paula CDzinha's Olympics 2021 - Bootie Relay (Part two)
3 years ago
18:59

KeekAss

Paula CDzinha's Olympics 2021 - Bootie Relay (Part two)

Tags: 3some, amateur, anal, big ass, big black cock, big cock, big tits

yam-sized caboose buttfuck fuck-stick
2 years ago
10:58

KeekAss

yam-sized caboose buttfuck fuck-stick

Tags: amateur, anal, ass, assfucking, beauty, big ass, big cock

Fledgling, milking handjob
2 years ago
8:04

ShemaleTaxi

Fledgling, milking handjob

Tags: amateur, american, crossdressing, fat, handjob, masturbation, shemale

Ashleigh CD plumbed in vinyl garment
3 years ago
5:25

KeekAss

Ashleigh CD plumbed in vinyl garment

Tags: anal, crossdressing, hd, latex, lingerie, shemale, stockings

Ab066 Two Ballet Girl Tickle Play Glans Session 5 Min - Abby Kitty
2 years ago
4:44

ShemaleZ

Ab066 Two Ballet Girl Tickle Play Glans Session 5 Min - Abby Kitty

Tags: asian, ballerina, brunette, crossdressing, fetish, hd, ladyboy

Daddy asked me to tease you guys so i can get more cock
1 year ago
0:46

xHamster

Daddy asked me to tease you guys so i can get more cock

Tags: amateur, beauty, blonde, chubby, crossdressing, daddies, dick

Tights Mental Domination
3 years ago
11:12

KeekAss

Tights Mental Domination

Tags: blonde, brunette, crossdressing, domination, fetish, hd, lingerie

STR8 MARRIED CONSTRUCTION DADDY PUMPS ME FULL OF HIS CU
3 years ago
3:40

aShemaleTube

STR8 MARRIED CONSTRUCTION DADDY PUMPS ME FULL OF HIS CU

Tags: crossdressing, daddies, shemale

Fledgling, trans superslut hopped on top of a cougar, frontism with poon and culo
1 year ago
7:36

KeekAss

Fledgling, trans superslut hopped on top of a cougar, frontism with poon and culo

Tags: amateur, anal, ass, bbw, big ass, big cock, brunette

Giant Tits Crossdressed Sissy jerks, sounding and cumming
3 years ago
22:08

xHamster

Giant Tits Crossdressed Sissy jerks, sounding and cumming

Tags: amateur, big ass, big tits, crossdressing, cum, dick, german

Blowage FGO Shielder (Mashu) Crossdresser Tranny Costume Play 20
2 years ago
4:11

KeekAss

Blowage FGO Shielder (Mashu) Crossdresser Tranny Costume Play 20

Tags: amateur, anal, asian, blowjob, cosplay, costume, crossdressing

Small cock masturbation, small cock crossdresser
2 years ago
5:41

ShemaleTaxi

Small cock masturbation, small cock crossdresser

Tags: amateur, crossdressing, masturbation, shemale, small cock, toys

Wifey's 2Nd Check-Up
2 years ago
4:38

KeekAss

Wifey's 2Nd Check-Up

Tags: amateur, brunette, crossdressing, hd, lingerie, masturbation, mature

Demonstrating
2 years ago
5:10

KeekAss

Demonstrating

Tags: amateur, compilation, crossdressing, fetish, flashing, lingerie, masturbation

Spandex Railing Ass-Fuck Fake Penis
2 years ago
7:57

KeekAss

Spandex Railing Ass-Fuck Fake Penis

Tags: amateur, anal, anal toying, assfucking, crossdressing, dick, dildo

The Lil Sissy, lack and shoes
2 years ago
3:05

KeekAss

The Lil Sissy, lack and shoes

Tags: amateur, asian, brunette, crossdressing, latex, lingerie, mature

Internal cumshot, muscular bottom
2 years ago
10:15

ShemaleTaxi

Internal cumshot, muscular bottom

Tags: barebacking, big ass, creampie, crossdressing, cumshot, muscled, shemale

Audrey tgirl: her hooker job and waits for her clients
2 years ago
1:25

xHamster

Audrey tgirl: her hooker job and waits for her clients

Tags: amateur, beauty, crossdressing, fetish, french, hd, lingerie

Piss In Mouth
1 year ago
3:48

ShemaleZ

Piss In Mouth

Tags: amateur, brunette, crossdressing, fetish, latex, mature, pissing

wearing her dress and undies
3 years ago
0:23

KeekAss

wearing her dress and undies

Tags: amateur, crossdressing, cum, cumshot, dress, handjob, masturbation

Turning Myself Into a Filthy Latex Slut
1 year ago
3:16

xHamster

Turning Myself Into a Filthy Latex Slut

Tags: amateur, crossdressing, fetish, hd, latex, pretty, shemale

Strap on dildo, light-haired
3 years ago
5:53

ShemaleTaxi

Strap on dildo, light-haired

Tags: anal, blonde, crossdressing, dildo, extreme, latex, shemale

Part two fake penis rail and explosive jism shot all over my sole and toes
2 years ago
7:46

KeekAss

Part two fake penis rail and explosive jism shot all over my sole and toes

Tags: amateur, anal, crossdressing, cum, cumshot, dick, dildo

misr4 - arms free-for-all nip climax cum shot
1 year ago
3:10

KeekAss

misr4 - arms free-for-all nip climax cum shot

Tags: amateur, crossdressing, cum, cumshot, fetish, hd, lingerie

Torrid Penetrating Vignette
3 years ago
2:02

KeekAss

Torrid Penetrating Vignette

Tags: amateur, anal, ass, brunette, creampie, crossdressing, homevideo

Romantic and promiscuous... I learn to have fun the jewel under a tree
1 year ago
3:23

KeekAss

Romantic and promiscuous... I learn to have fun the jewel under a tree

Tags: amateur, clit, crossdressing, exhibitionist, funny, hd, lingerie

Mature blonde CD fucked
1 year ago
2:12

aShemaleTube

Mature blonde CD fucked

Tags: blonde, crossdressing, hd, mature, shemale

Ultra-Cute Femboy Poke Super-Fucking-Hot Rump And Pop-Shot
2 years ago
11:27

KeekAss

Ultra-Cute Femboy Poke Super-Fucking-Hot Rump And Pop-Shot

Tags: amateur, ass, big ass, big cock, boy, crossdressing, cum

Cute tiny Sissy Slut
1 year ago
2:16

aShemaleTube

Cute tiny Sissy Slut

Tags: amateur, big ass, blonde, crossdressing, cute, hd, masturbation

Trans PLUS-SIZE Massaging Her Lil' Clittie and Squealing
1 year ago
11:09

KeekAss

Trans PLUS-SIZE Massaging Her Lil' Clittie and Squealing

Tags: amateur, bbw, belly, big ass, big clit, crossdressing, cum

Tonights Ananie
1 year ago
8:32

JizzBunker

Tonights Ananie

Tags: amateur, anal, big tits, crossdressing, dildo, japanese, masturbation

Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert
1 year ago
2:24

KeekAss

Good-Sized Stiffy Super-Fucking-Hot Jizz Flow Compilation - alizevert

Tags: amateur, beauty, big cock, compilation, crossdressing, cum, cumshot

GojiraCindy's cumshot and eaten.
1 year ago
2:51

xHamster

GojiraCindy's cumshot and eaten.

Tags: amateur, asian, beauty, crossdressing, cum, cumshot, cute

Pammy has her nice cum
1 year ago
1:18

aShemaleTube

Pammy has her nice cum

Tags: crossdressing, cum, homevideo, masturbation, shemale

Cute Sissy and her Favorite Dong
1 year ago
3:10

xHamster

Cute Sissy and her Favorite Dong

Tags: amateur, anal, anal toying, big cock, crossdressing, cum, cumshot

Shemale masturbation, youthful
1 year ago
5:51

ShemaleTaxi

Shemale masturbation, youthful

Tags: amateur, crossdressing, cumshot, masturbation, shemale, solo, teen (18+)

Jizzing in underpants
1 year ago
2:16

KeekAss

Jizzing in underpants

Tags: amateur, crossdressing, cum, hd, lingerie, masturbation, panties

Prompt cum shots compilation
1 year ago
2:11

KeekAss

Prompt cum shots compilation

Tags: amateur, asian, brunette, compilation, crossdressing, cum, cumshot

Sissy sensitized manmeat jizzing
2 years ago
2:48

KeekAss

Sissy sensitized manmeat jizzing

Tags: amateur, anal, big black cock, clit, crossdressing, cum, cumshot

Ozriel Cropping Pipe and Jiggling Backside
1 year ago
5:51

KeekAss

Ozriel Cropping Pipe and Jiggling Backside

Tags: amateur, ass, bdsm, boy, close up, crossdressing, cute

Lipstick, fleshlight
1 year ago
8:01

ShemaleTaxi

Lipstick, fleshlight

Tags: anal, crossdressing, cumshot, dildo, shemale, smoking, toys

jess silk riding dildo in purple satin dress and skiny purple jacket with red wig
2 years ago
7:06

xHamster

jess silk riding dildo in purple satin dress and skiny purple jacket with red wig

Tags: anal toying, british, crossdressing, cumshot, dildo, dress, hd

Rizu-kyun Costume Play, Restrain Bondage and Fuck Stick
2 years ago
4:22

KeekAss

Rizu-kyun Costume Play, Restrain Bondage and Fuck Stick

Tags: amateur, anal toying, asian, beauty, bondage, cosplay, costume

Elisya HIJAB Female Extraordinary BONDAGE & DISCIPLINE Jack Firm Part (7)
1 year ago
5:40

KeekAss

Elisya HIJAB Female Extraordinary BONDAGE & DISCIPLINE Jack Firm Part (7)

Tags: arab, asian, bdsm, beauty, big cock, big tits, bondage

Obese Butt Sissy Flashing Rump For Immense Fuck Stick Ravaging Tiffany Ciskiss
1 year ago
9:19

KeekAss

Obese Butt Sissy Flashing Rump For Immense Fuck Stick Ravaging Tiffany Ciskiss

Tags: amateur, anal, anal toying, ass, crossdressing, flashing, hd

The Sensual Encounter
1 year ago
8:34

ShemaleTaxi

The Sensual Encounter

Tags: amateur, beauty, big tits, crossdressing, cumshot, european, high heels

Dominatrix CD training a bad bitch
1 year ago
5:34

aShemaleTube

Dominatrix CD training a bad bitch

Tags: anal, bdsm, bitch, crossdressing, domination, dominatrix, group sex

Transgender, t-girl
1 year ago
14:52

ShemaleTaxi

Transgender, t-girl

Tags: anal, ass, big black cock, crossdressing, gaping hole, homevideo, shemale

Latex Rubber fetish crossdresser pillory
2 years ago
14:01

Txxx

Latex Rubber fetish crossdresser pillory

Tags: bdsm, crossdressing, fetish, latex, rubber, shemale

Screwing Molten Trans Chick in Shower
1 year ago
3:43

KeekAss

Screwing Molten Trans Chick in Shower

Tags: amateur, anal, barebacking, bathroom, beauty, big ass, crossdressing

Tgirl bare basketball
3 years ago
2:31

KeekAss

Tgirl bare basketball

Tags: amateur, brunette, crossdressing, ladyboy, outdoor, shemale, small tits

Youngster, daddy
2 years ago
6:45

ShemaleTaxi

Youngster, daddy

Tags: anal, barebacking, big cock, blowjob, crossdressing, daddies, shemale

Korean, shylily
1 year ago
5:05

ShemaleTaxi

Korean, shylily

Tags: asian, chinese, cosplay, crossdressing, cumshot, fingering, handjob

Slutty sissy bimbo locked in chastity with a plugged pussy
1 year ago
19:15

ShemaleMovie

Slutty sissy bimbo locked in chastity with a plugged pussy

Tags: amateur, bimbo, crossdressing, pussy, shemale, sissy, slut

Satinseductress two
1 year ago
8:27

KeekAss

Satinseductress two

Tags: amateur, crossdressing, cum, fetish, hd, high heels, lingerie

Cd Janine Summer Cherry Toes Self Worship
3 years ago
4:29

xHamster

Cd Janine Summer Cherry Toes Self Worship

Tags: amateur, blonde, crossdressing, feet, fetish, hd, ladyboy

PorchaeTS takes meaty fake penis till palms free-for-all jism
1 year ago
7:04

KeekAss

PorchaeTS takes meaty fake penis till palms free-for-all jism

Tags: amateur, anal, crossdressing, cumshot, deep throat, dick, hd

Cuddling in stretch pants and footwear
1 year ago
3:14

KeekAss

Cuddling in stretch pants and footwear

Tags: amateur, boots, crossdressing, fetish, hd, homevideo, ladyboy

Kellystar518 - Spacegirl vs the Droid
1 year ago
6:19

xHamster

Kellystar518 - Spacegirl vs the Droid

Tags: american, anal, beauty, blonde, crossdressing, fetish, girlfriend

Wondrous Crossdresser (Loop)
3 years ago
10:01

KeekAss

Wondrous Crossdresser (Loop)

Tags: amateur, brunette, crossdressing, hd, homevideo, shemale

Multiple Crossdressergasms Cum Eating Butt Plugs and as
3 years ago
6:34

aShemaleTube

Multiple Crossdressergasms Cum Eating Butt Plugs and as

Tags: ass, crossdressing, cum, shemale

Darkhaired t-model is fond of knocking the dust off the man
3 years ago
21:19

KeekAss

Darkhaired t-model is fond of knocking the dust off the man

Tags: big cock, blowjob, brunette, crossdressing, cum, dark hair, interracial

antique crossdressing ep32 pt3
3 years ago
11:55

KeekAss

antique crossdressing ep32 pt3

Tags: anal, antique, bdsm, brunette, crossdressing, domination, handjob

Horny CD 325
3 years ago
3:38

aShemaleTube

Horny CD 325

Tags: crossdressing, shemale

Office trans doll
1 year ago
4:38

KeekAss

Office trans doll

Tags: amateur, anal, asian, beauty, compilation, crossdressing, dick

Kitty gets her daddy attention
2 years ago
11:23

aShemaleTube

Kitty gets her daddy attention

Tags: amateur, big cock, big tits, crossdressing, cumshot, daddies, hd

Amateur Sexy Sprinkle Dick
2 years ago
24:47

BeMyHole

Amateur Sexy Sprinkle Dick

Tags: amateur, big cock, crossdressing, dick, feet, fetish, food

Tv cumdump used condom feast
1 year ago
8:39

xHamster

Tv cumdump used condom feast

Tags: amateur, condom, crossdressing, cuckold, cum, fetish, hd

Let me suck your dick please and I’ll let you cum in my mouth 💋
1 year ago
1:00

aShemaleTube

Let me suck your dick please and I’ll let you cum in my mouth 💋

Tags: amateur, barebacking, big cock, crossdressing, cum, cum in mouth, dick

adorable lean gothic transgender princess rail enormous fuck stick much precum close-up jism
1 year ago
3:08

KeekAss

adorable lean gothic transgender princess rail enormous fuck stick much precum close-up jism

Tags: adorable, amateur, anal, big cock, brunette, close up, crossdressing

Transgender, chinese
1 year ago
15:01

ShemaleTaxi

Transgender, chinese

Tags: asian, chinese, crossdressing, masturbation, shemale, sissy, small cock

Shoeplay with Nylon Soles in White Ballerina Boots
1 year ago
6:44

KeekAss

Shoeplay with Nylon Soles in White Ballerina Boots

Tags: amateur, ballerina, beauty, boots, crossdressing, feet, fetish

Sissy Pretty Boi Bum Tiffany Ciskiss Practising Humungous Monster Fake Penis Teaser
2 years ago
2:50

KeekAss

Sissy Pretty Boi Bum Tiffany Ciskiss Practising Humungous Monster Fake Penis Teaser

Tags: amateur, anal, ass, balls, beauty, big cock, crossdressing

The demonic creation completes cutely. Halloween
4 years ago
10:11

ShemaleMovie

The demonic creation completes cutely. Halloween

Tags: crossdressing, cum, halloween, jizz, masturbation, shemale, teen (18+)

Sissy training
1 year ago
6:36

xHamster

Sissy training

Tags: amateur, american, anal toying, bdsm, crossdressing, dildo, facial

Amateur crossdresser Kellycd2022 sexy milf peeing her panties again in sexy stockings and heels and stroking her sissy gurl cock
1 year ago
8:02

xHamster

Amateur crossdresser Kellycd2022 sexy milf peeing her panties again in sexy stockings and heels and stroking her sissy gurl cock

Tags: amateur, anal, big cock, big tits, british, crossdressing, dick

Balcony Cumshot Compilation - always in nylon stockings
1 year ago
8:32

xHamster

Balcony Cumshot Compilation - always in nylon stockings

Tags: amateur, anal, balcony, bdsm, compilation, crossdressing, cum

Phoebe trans Jerk Off Instructions with de-robe and smoking
1 year ago
10:09

KeekAss

Phoebe trans Jerk Off Instructions with de-robe and smoking

Tags: amateur, anal, big ass, brunette, crossdressing, dirty talk, fetish

Leopard miniskirt
3 years ago
3:06

KeekAss

Leopard miniskirt

Tags: amateur, brunette, crossdressing, handjob, hd, masturbation, mature

Trans Blond Sweetheart Sucks Ramrod with Toy
2 years ago
2:47

ShemaleSin

Trans Blond Sweetheart Sucks Ramrod with Toy

Tags: amateur, babe, blonde, blowjob, crossdressing, deep throat, fetish

Cum in black and tight
1 year ago
3:41

xHamster

Cum in black and tight

Tags: amateur, black, cleaner, creampie, crossdressing, cum, cumshot

EP25 Live cam ladyboy getting cum in videocall
1 year ago
2:15

xHamster

EP25 Live cam ladyboy getting cum in videocall

Tags: amateur, beauty, big cock, colombian, crossdressing, cum, cumshot

Ashley is horny, thinking about getting fucked while touching themself
1 year ago
3:40

xHamster

Ashley is horny, thinking about getting fucked while touching themself

Tags: amateur, crossdressing, cum, fetish, hd, masturbation, pantyhose

Crossdresser caressing like a real lady (with jizz)
3 years ago
16:13

KeekAss

Crossdresser caressing like a real lady (with jizz)

Tags: amateur, blonde, crossdressing, cum, handjob, hd, homevideo

MATURE CROSSDRESSER TVROSE BLACK PANTYHOSE SELF SPANK BIG ASS
1 year ago
1:08

xHamster

MATURE CROSSDRESSER TVROSE BLACK PANTYHOSE SELF SPANK BIG ASS

Tags: amateur, big ass, black, british, crossdressing, european, hd

Feet, wank
3 years ago
6:20

ShemaleTaxi

Feet, wank

Tags: crossdressing, cumshot, feet, masturbation, shemale, wanking

Crossdresser nine3
3 years ago
3:53

KeekAss

Crossdresser nine3

Tags: amateur, crossdressing, handjob, lingerie, masturbation, pissing, shemale

FetishEmmanuella movie four - Voluptuous Dark-Hued Sundress part two
3 years ago
5:42

KeekAss

FetishEmmanuella movie four - Voluptuous Dark-Hued Sundress part two

Tags: amateur, brunette, crossdressing, handjob, lingerie, masturbation, shemale

Sissy,  exhibition ass plugged in front of the mall
3 years ago
3:11

KeekAss

Sissy, exhibition ass plugged in front of the mall

Tags: amateur, ass, crossdressing, exhibitionist, hd, lingerie, mature

VR180 Sissy Instructing Part 1 (close up sissygasm)
3 years ago
12:08

KeekAss

VR180 Sissy Instructing Part 1 (close up sissygasm)

Tags: amateur, anal, anal toying, big tits, blonde, close up, crossdressing

Tgirl Alina stockings hookup with admirer and jizm rock-hard
3 years ago
9:40

KeekAss

Tgirl Alina stockings hookup with admirer and jizm rock-hard

Tags: amateur, anal, blowjob, brunette, crossdressing, cumshot, doggystyle

Lea He torn up me I enjoy it
3 years ago
3:11

KeekAss

Lea He torn up me I enjoy it

Tags: anal, ass, blowjob, brunette, crossdressing, lingerie, mature

Japanese Femboy Shino Plowed
2 years ago
43:07

ShemaleZ

Japanese Femboy Shino Plowed

Tags: 3some, crossdressing, group sex, japanese, ladyboy, toys

Homemade pegging, amateur pegging
2 years ago
7:39

ShemaleTaxi

Homemade pegging, amateur pegging

Tags: amateur, crossdressing, homevideo, huge dildo, pegging, shemale, strap-on

Crossdresser hog-tied in brief sundress
1 year ago
6:07

KeekAss

Crossdresser hog-tied in brief sundress

Tags: amateur, bdsm, bondage, bound, brunette, crossdressing, domination

Mini-skirt, party
4 years ago
58:53

ShemaleTaxi

Mini-skirt, party

Tags: anal, blonde, bondage, british, crossdressing, deep throat, group sex

Assgasm, blowage
2 years ago
14:43

ShemaleTaxi

Assgasm, blowage

Tags: amateur, anal, big cock, blowjob, creampie, crossdressing, shemale

super-fucking-hot nymph niclo for tribute
3 years ago
6:30

KeekAss

super-fucking-hot nymph niclo for tribute

Tags: big cock, big tits, crossdressing, handjob, hd, lingerie, masturbation

Will-Less Sissy Teaching dont jizm
2 years ago
5:06

KeekAss

Will-Less Sissy Teaching dont jizm

Tags: amateur, anal, blonde, crossdressing, cuckold, dick, feminization

Peeing panties, staircase
2 years ago
5:27

ShemaleTaxi

Peeing panties, staircase

Tags: crossdressing, exhibitionist, panties, pissing, public, shemale, underwear

Sissy Stripper in Pantyhose, PVC Boots & BIG ASS
2 years ago
1:35

xHamster

Sissy Stripper in Pantyhose, PVC Boots & BIG ASS

Tags: ass, big ass, big cock, boots, booty, british, crossdressing

Super-Fucking-Hot Sissy Brenda tongues her jizm
1 year ago
2:46

KeekAss

Super-Fucking-Hot Sissy Brenda tongues her jizm

Tags: amateur, anal, chubby, clit, crossdressing, cum, cumshot

Uber-Sexy Nubile Railing Phat Lollipop & Smoking
2 years ago
2:42

KeekAss

Uber-Sexy Nubile Railing Phat Lollipop & Smoking

Tags: amateur, anal, babe, big ass, big cock, blonde, crossdressing

Monstrous Fuckpole Femboy Unwraps and Jizzes For You
2 years ago
10:14

KeekAss

Monstrous Fuckpole Femboy Unwraps and Jizzes For You

Tags: amateur, big cock, crossdressing, cum, cumshot, fishnet, hd

Divine Retribution Teaser
1 year ago
1:14

xHamster

Divine Retribution Teaser

Tags: 3some, amateur, anal, barebacking, blowjob, crossdressing, deep throat

rubbing my chocolate she beefstick
2 years ago
11:44

KeekAss

rubbing my chocolate she beefstick

Tags: amateur, big cock, brunette, chocolate, crossdressing, cum, cumshot

while I liquidate my make-up I wank
1 year ago
15:22

KeekAss

while I liquidate my make-up I wank

Tags: amateur, anal, beauty, big cock, crossdressing, cum, handjob

Hilomi Crossdresser Loves Sex Part With Daddy
3 years ago
3:55

ShemaleZ

Hilomi Crossdresser Loves Sex Part With Daddy

Tags: amateur, brunette, crossdressing, daddies, handjob, stockings

Amateur crossdresser looks stunning in tight jeans as she seductively strips
1 year ago
8:09

ShemaleTaxi

Amateur crossdresser looks stunning in tight jeans as she seductively strips

Tags: amateur, british, crossdressing, jeans, masturbation, shemale, solo

Vibrating my girly boner
2 years ago
10:00

KeekAss

Vibrating my girly boner

Tags: amateur, blonde, crossdressing, cum, cumshot, dick, hd

japanese Crossdresser Amane Beach 31
4 years ago
10:31

ShemaleMovie

japanese Crossdresser Amane Beach 31

Tags: anal, beach, crossdressing, japanese, shemale, teen (18+)

My stepmother is Cleaning the Kitchen
1 year ago
2:08

KeekAss

My stepmother is Cleaning the Kitchen

Tags: amateur, crossdressing, fetish, hd, kitchen, lingerie, mature

Sissy Slave Extended Edit-Sub Domme
2 years ago
3:36

xHamster

Sissy Slave Extended Edit-Sub Domme

Tags: beauty, big cock, big tits, corset, crossdressing, hd, high heels

Shemale Micha Erupts.....
1 year ago
3:47

xHamster

Shemale Micha Erupts.....

Tags: amateur, american, beauty, big cock, crossdressing, cum, fetish

Astrid in wonderland
2 years ago
12:06

KeekAss

Astrid in wonderland

Tags: amateur, anal, blonde, crossdressing, fetish, homevideo, lingerie

My hottest assfuck plaything
2 years ago
5:57

KeekAss

My hottest assfuck plaything

Tags: amateur, anal, anal toying, ass, assfucking, big ass, blonde

She-Creature pulverizing a Phreak bottle of champagne Spreading her arse - UKsexylegsTV
1 year ago
3:49

KeekAss

She-Creature pulverizing a Phreak bottle of champagne Spreading her arse - UKsexylegsTV

Tags: amateur, anal, anal toying, ass, beauty, big ass, bottle

Extrem Vacuum-Pumping my big titts
3 years ago
0:32

KeekAss

Extrem Vacuum-Pumping my big titts

Tags: amateur, big tits, crossdressing, extreme, fetish, hd, vacuum

Bocchi the Rock, Anime Porn cosplayer gets romped, Chinese Anime Costume Play part.7
1 year ago
4:44

KeekAss

Bocchi the Rock, Anime Porn cosplayer gets romped, Chinese Anime Costume Play part.7

Tags: amateur, anal, anime, asian, beauty, chinese, cosplay

Evil Mommy Catheter Incontinence Challenge Sissy
1 year ago
54:22

BeMyHole

Evil Mommy Catheter Incontinence Challenge Sissy

Tags: crossdressing, jerking, mom, redhead, short hair, sissy, solo

My Sissy Sub Jade
3 years ago
25:17

KeekAss

My Sissy Sub Jade

Tags: 3some, amateur, anal, barebacking, big cock, blowjob, brunette

Crossdresser in Motel Prepped for Hook-Up
2 years ago
2:35

KeekAss

Crossdresser in Motel Prepped for Hook-Up

Tags: amateur, anal, beauty, crossdressing, fetish, hd, homevideo

Satinseductress 2
1 year ago
8:27

xHamster

Satinseductress 2

Tags: amateur, crossdressing, cum, dildo, fetish, hd, high heels

Crossdresser Tranny in short Skirt in public
1 year ago
1:37

xHamster

Crossdresser Tranny in short Skirt in public

Tags: amateur, beauty, crossdressing, feminization, german, hd, high heels

TRANSSEXUAL Rominao get torn up on top of successful fellow
3 years ago
12:09

KeekAss

TRANSSEXUAL Rominao get torn up on top of successful fellow

Tags: amateur, anal, big cock, big tits, blowjob, brunette, crossdressing

Horny Office Gurl
1 year ago
4:00

xHamster

Horny Office Gurl

Tags: amateur, anal, crossdressing, cum, cumshot, german, hd

Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser
1 year ago
12:25

xHamster

Hot Shemale First Woman Clothing Try On Alone At Home Booty Young Slut Crossdresser

Tags: amateur, american, bbw, beauty, blonde, booty, crossdressing

Rectal, hot sissy
2 years ago
31:14

ShemaleTaxi

Rectal, hot sissy

Tags: amateur, anal, anal toying, ass, crossdressing, shemale, sissy

Assfucking getting off in motel #1
1 year ago
4:05

KeekAss

Assfucking getting off in motel #1

Tags: amateur, anal, anal toying, ass, assfucking, brunette, crossdressing

Gaby Monserrat The Chubby Crossdresser
1 year ago
3:45

UPornia

Gaby Monserrat The Chubby Crossdresser

Tags: chubby, crossdressing, hd, latina, shemale, solo, stockings

Crossdresser Cumshot White Dress
1 year ago
10:29

ShemaleZ

Crossdresser Cumshot White Dress

Tags: amateur, asian, brunette, crossdressing, cumshot, dress, hd

Tranny Head In The Morning
1 year ago
6:38

xHamster

Tranny Head In The Morning

Tags: amateur, beauty, big black cock, black, blowjob, crossdressing, cum

Compilation flicks Cditalia sissy femboy crossdresser the finest romp
2 years ago
2:26

KeekAss

Compilation flicks Cditalia sissy femboy crossdresser the finest romp

Tags: amateur, anal, big cock, blowjob, compilation, crossdressing, cumshot

Faux-cock, rectal
2 years ago
10:56

ShemaleTaxi

Faux-cock, rectal

Tags: anal, ass, crossdressing, dick, dildo, japanese, masturbation

Slapping Gusto - 87 jacks of gusto
1 year ago
2:10

KeekAss

Slapping Gusto - 87 jacks of gusto

Tags: amateur, bdsm, brunette, crossdressing, hd, high heels, lingerie

Squirt on feet, legs and body
4 years ago
2:18

aShemaleTube

Squirt on feet, legs and body

Tags: amateur, crossdressing, cumshot, feet, homevideo, legs, masturbation

Abjection of Sissy Fagot by TV Domme
3 years ago
4:32

KeekAss

Abjection of Sissy Fagot by TV Domme

Tags: amateur, blonde, blowjob, crossdressing, domination, femdom, latex

jess silk riding dildo in champagne satin dress and black jacket with short wig
2 years ago
5:35

xHamster

jess silk riding dildo in champagne satin dress and black jacket with short wig

Tags: anal toying, black, british, crossdressing, cumshot, dildo, dress