• Crossdressing

  • »
  • Popular
  • all time
  • month
  • week
T-Girl Hoe Jenna Love Plugging and Milking
2 years ago
3:11

KeekAss

T-Girl Hoe Jenna Love Plugging and Milking

Tags: amateur, anal, beauty, big ass, big cock, brunette, crossdressing
Do you drown in my arms
3 years ago
2:38

xHamster

Do you drown in my arms

Tags: amateur, crossdressing, french, hd, ladyboy, lingerie, mature
Crossdresser sissy Annette sucks muscle guy and gets pounded
2 years ago
11:33

XXXDan

Crossdresser sissy Annette sucks muscle guy and gets pounded

Tags: amateur, anal, big tits, blonde, blowjob, crossdressing, hardcore
Oiled crossdresser teen plays her dildo in pantyhose
3 years ago
3:01

TrannyOne

Oiled crossdresser teen plays her dildo in pantyhose

Tags: anal, anus, ass, big cock, booty, crossdressing, cum
Tranny bolivia Tiffany wonderful Ladies Crossdresser
1 year ago
0:43

KeekAss

Tranny bolivia Tiffany wonderful Ladies Crossdresser

Tags: amateur, blonde, blowjob, crossdressing, fetish, hd, masturbation
Lea fellates on the balcony
3 years ago
4:09

KeekAss

Lea fellates on the balcony

Tags: amateur, balcony, blowjob, brunette, crossdressing, lingerie, mature
She pegs her sissy
3 years ago
15:18

TrannyOne

She pegs her sissy

Tags: arab, crossdressing, egyptian, hd, iranian, pegging, shemale
Sissy Clit trainer
2 years ago
5:16

TrannyOne

Sissy Clit trainer

Tags: anal, clit, crossdressing, shemale, sissy, tgirl, transsexual
ROUGHNECK is Faggyboi's Stepdaddy
9 months ago
1:11

aShemaleTube

ROUGHNECK is Faggyboi's Stepdaddy

Tags: big black cock, blowjob, crossdressing, ebony, fake tits, hd, shemale
My first-ever time nailing trans dude
2 years ago
5:33

KeekAss

My first-ever time nailing trans dude

Tags: amateur, big ass, big cock, blowjob, brazilian, crossdressing, cum
Rump, sissy
2 years ago
10:12

ShemaleTaxi

Rump, sissy

Tags: anal, ass, behind the scenes, crossdressing, dildo, shemale, sissy
Junior, anal toys
2 years ago
8:15

ShemaleTaxi

Junior, anal toys

Tags: american, anal, anal toying, ass, crossdressing, european, fisting
below machine
4 years ago
1:22

aShemaleTube

below machine

Tags: crossdressing, hd, shemale
Sissytheslut soles compilation
2 years ago
8:29

KeekAss

Sissytheslut soles compilation

Tags: amateur, compilation, crossdressing, feet, fetish, hd, homevideo
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
Toying With My Beefstick In The Road AMV
2 years ago
2:05

KeekAss

Toying With My Beefstick In The Road AMV

Tags: amateur, beauty, big black cock, big cock, black, crossdressing, cum
Sissy transsexual wearing a thong loves to be seen as a whore
6 months ago
6:30

JizzBunker

Sissy transsexual wearing a thong loves to be seen as a whore

Tags: amateur, bdsm, crossdressing, femdom, lingerie, mexican, piercing
Ebony crossdresser
6 months ago
0:37

aShemaleTube

Ebony crossdresser

Tags: big ass, crossdressing, ebony, shemale
Black latexdoll getting off #4
3 years ago
11:46

KeekAss

Black latexdoll getting off #4

Tags: amateur, anal, anal toying, asian, big cock, big tits, black
Shemale Hottie Shaking Ass on Webcam Part 5
4 years ago
5:00

aShemaleTube

Shemale Hottie Shaking Ass on Webcam Part 5

Tags: ass, crossdressing, fetish, hd, shemale, transsexual, webcam
Transexual voraciously feet pt.1
1 year ago
9:37

JizzBunker

Transexual voraciously feet pt.1

Tags: amateur, crossdressing, feet, latina, shemale, transsexual
Crossdresser blowjob, black crossdresser
2 years ago
6:47

ShemaleTaxi

Crossdresser blowjob, black crossdresser

Tags: black, blowjob, crossdressing, shemale
A lil' joy clad in rosy
2 years ago
5:11

KeekAss

A lil' joy clad in rosy

Tags: amateur, crossdressing, fetish, handjob, homevideo, lingerie, masturbation
Smoking in the window
2 years ago
1:22

xHamster

Smoking in the window

Tags: amateur, crossdressing, hd, outdoor, shemale, smoking, solo
sissy in denim miniskirt walks in forest masturbating cock
2 years ago
1:19

xHamster

sissy in denim miniskirt walks in forest masturbating cock

Tags: amateur, big cock, big tits, crossdressing, dick, forest, french
Sensational transgender princess students from China explore intense anal pegging
1 year ago
7:28

ShemaleTaxi

Sensational transgender princess students from China explore intense anal pegging

Tags: amateur, anal, anal toying, asian, chinese, creampie, crossdressing
Would You Lick Her Shemale Rod 140
1 year ago
3:41

HClips

Would You Lick Her Shemale Rod 140

Tags: amateur, asian, big cock, crossdressing, licking, shemale, solo
Hunk masturbation, dude
2 years ago
12:06

ShemaleTaxi

Hunk masturbation, dude

Tags: amateur, crossdressing, hunk, masturbation, shemale
Saloon mega-bitch damsel
3 years ago
10:01

KeekAss

Saloon mega-bitch damsel

Tags: amateur, big cock, big tits, bitch, brunette, crossdressing, handjob
Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio
1 year ago
30:51

KeekAss

Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio

Tags: amateur, anal, anal toying, ass, assfucking, crossdressing, cumshot
Crazy construction employee rock hard plow with mature transgirl
4 years ago
11:55

KeekAss

Crazy construction employee rock hard plow with mature transgirl

Tags: amateur, anal, barebacking, big cock, blonde, blowjob, boy
Egyptian Sissy Dodo uncovered pt.1
2 years ago
3:29

KeekAss

Egyptian Sissy Dodo uncovered pt.1

Tags: amateur, anal, arab, big ass, crossdressing, egyptian, ladyboy
Lovely Sissy Deep-Throat in underwear
1 year ago
2:33

KeekAss

Lovely Sissy Deep-Throat in underwear

Tags: amateur, asian, blowjob, crossdressing, deep throat, hardcore, hd
trans girl rides huge Goliath from Hankey's Toys
1 year ago
2:21

xHamster

trans girl rides huge Goliath from Hankey's Toys

Tags: amateur, american, anal, anal toying, crossdressing, cum, dildo
BBC Fucks White Trans CD - I Get My Baby Fat Titties Squeezed and Fucked Hard Enough to Scream - Candy Ass Sissy
1 year ago
2:20

xHamster

BBC Fucks White Trans CD - I Get My Baby Fat Titties Squeezed and Fucked Hard Enough to Scream - Candy Ass Sissy

Tags: amateur, anal, babe, big ass, big black cock, blonde, candy ass
Sexy Cosplayer Handjob my cock, Nanakusa Nazuna Asian Femboy
2 years ago
4:53

xHamster

Sexy Cosplayer Handjob my cock, Nanakusa Nazuna Asian Femboy

Tags: amateur, asian, bdsm, beauty, crossdressing, dick, domination
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
Brown Leather dress
6 months ago
2:27

aShemaleTube

Brown Leather dress

Tags: amateur, blonde, crossdressing, dress, hd, homevideo, leather
Happy Halloween from Countess Victoria Queen of the Damned!
2 years ago
4:42

xHamster

Happy Halloween from Countess Victoria Queen of the Damned!

Tags: amateur, american, beauty, cosplay, countess, crossdressing, fantasy
Big ass treadmill walk in Red PVC boots - public gym
3 years ago
3:22

xHamster

Big ass treadmill walk in Red PVC boots - public gym

Tags: ass, big ass, boots, booty, british, crossdressing, gym
Sissy, jiggly ass
2 years ago
6:00

ShemaleTaxi

Sissy, jiggly ass

Tags: ass, big black cock, big cock, black, crossdressing, huge cock, shemale
Amateur Crossdresser 55
4 years ago
25:58

aShemaleTube

Amateur Crossdresser 55

Tags: amateur, crossdressing, shemale
Amateur crossdresser, cd crossdresser
2 years ago
18:13

ShemaleTaxi

Amateur crossdresser, cd crossdresser

Tags: amateur, crossdressing, shemale
Stellar soles and crimson platform stilettos
1 year ago
3:52

KeekAss

Stellar soles and crimson platform stilettos

Tags: amateur, crossdressing, feet, fetish, hd, high heels, homevideo
Girly Erectus MASOCHISM Forigen Language 44
4 years ago
4:25

KeekAss

Girly Erectus MASOCHISM Forigen Language 44

Tags: amateur, anal, blowjob, crossdressing, gay, hd, public
Spandex Breathplay climax
3 years ago
2:03

KeekAss

Spandex Breathplay climax

Tags: amateur, bdsm, blonde, breath play, corset, crossdressing, doll
transgender princess niclo tribute
3 years ago
2:35

KeekAss

transgender princess niclo tribute

Tags: amateur, blonde, crossdressing, handjob, hd, lingerie, masturbation
onna tv 5
2 years ago
4:43

aShemaleTube

onna tv 5

Tags: amateur, crossdressing, cumshot, redhead, shemale, solo
She-Male and hetero boy joy part five
4 years ago
2:00

KeekAss

She-Male and hetero boy joy part five

Tags: amateur, anal, boy, crossdressing, gay, homevideo, masturbation
T-girl Dorothy enjoys amateur gonzo sex by pounding XL dragon Haiku dildo
1 year ago
32:31

ShemaleTaxi

T-girl Dorothy enjoys amateur gonzo sex by pounding XL dragon Haiku dildo

Tags: amateur, crossdressing, cumshot, dildo, hardcore, huge dildo, masturbation
Sissy Fuck 2 Hole
4 months ago
1:56

xHamster

Sissy Fuck 2 Hole

Tags: anal, bathroom, bdsm, blowjob, cosplay, crossdressing, dick
Crossdresser Cumshot White Dress
1 year ago
10:29

ShemaleZ

Crossdresser Cumshot White Dress

Tags: amateur, asian, brunette, crossdressing, cumshot, dress, hd
No-Pan Cafe Maid Pai-chan
2 years ago
3:01

KeekAss

No-Pan Cafe Maid Pai-chan

Tags: amateur, asian, bar, beauty, brunette, cosplay, crossdressing
Lyn's Bare when jogging
2 years ago
8:23

KeekAss

Lyn's Bare when jogging

Tags: amateur, asian, brunette, chinese, chubby, crossdressing, hd
Sissy Saturdays
10 months ago
1:28

xHamster

Sissy Saturdays

Tags: bathroom, crossdressing, european, feminization, hd, high heels, irish
Movies that urinate in the nymph pneumatic rest room
3 years ago
2:58

KeekAss

Movies that urinate in the nymph pneumatic rest room

Tags: amateur, brunette, crossdressing, hd, japanese, ladyboy, pissing
Sissy Lexie Adams Crossdresser First Time with Sex Machine
2 years ago
2:28

xHamster

Sissy Lexie Adams Crossdresser First Time with Sex Machine

Tags: amateur, anal, beauty, crossdressing, dildo, first time, hd
pix mingle
4 years ago
5:23

KeekAss

pix mingle

Tags: amateur, bdsm, compilation, crossdressing, lingerie, masturbation, mature
Cosplay, anal invasion
3 years ago
15:17

ShemaleTaxi

Cosplay, anal invasion

Tags: anal, cosplay, crossdressing, masturbation, shemale, solo, webcam
Fat Sissy playing with her tits and dildo titfuck
1 year ago
3:56

xHamster

Fat Sissy playing with her tits and dildo titfuck

Tags: amateur, bbw, big tits, chubby, crossdressing, dick, dildo
HOTTEST PRETTIEST CROSS DRESSER VOSPLSYING COMPILATION BOOTY FEMBOY BIG ASS LADYBOY BIG ASS SISSY SHEMALE TRANY YUMMY
1 year ago
5:18

JizzBunker

HOTTEST PRETTIEST CROSS DRESSER VOSPLSYING COMPILATION BOOTY FEMBOY BIG ASS LADYBOY BIG ASS SISSY SHEMALE TRANY YUMMY

Tags: amateur, big ass, booty, college, compilation, cosplay, crossdressing
lovely sissy with speculum in silk sundress
1 year ago
3:16

KeekAss

lovely sissy with speculum in silk sundress

Tags: anal, asian, assfucking, brunette, buttplug, crossdressing, handjob
Julie (Camel toe, stockings, onanism, upskirt, doll mask, high high-heeled shoes, brief micro-skirt, blondie)
2 years ago
23:19

KeekAss

Julie (Camel toe, stockings, onanism, upskirt, doll mask, high high-heeled shoes, brief micro-skirt, blondie)

Tags: amateur, ass, big ass, blonde, cameltoe, crossdressing, doll
Skinny CD Zia Cristal gets her butt hole destroyed
3 years ago
4:01

TrannyOne

Skinny CD Zia Cristal gets her butt hole destroyed

Tags: anal, anus, ass, barebacking, bdsm, crossdressing, dick
Sexleksak, brinquedo sexual
3 years ago
9:44

ShemaleTaxi

Sexleksak, brinquedo sexual

Tags: amateur, anal, crossdressing, masturbation, shemale, toys
so nice
4 years ago
24:49

KeekAss

so nice

Tags: anal, blonde, crossdressing, gay, handjob, hd, japanese
Femboy crossdresser, massive cock
2 years ago
6:37

ShemaleTaxi

Femboy crossdresser, massive cock

Tags: big cock, crossdressing, cumshot, fishnet, huge cock, lingerie, masturbation
Lazy sunday
1 year ago
3:13

xHamster

Lazy sunday

Tags: amateur, crossdressing, cumshot, handjob, hd, hungarian, lingerie
Black Tranny getting dicked down good
3 years ago
0:45

aShemaleTube

Black Tranny getting dicked down good

Tags: anal, black, crossdressing, dick, ebony, hd, shemale
Teaching 01 : Buns
2 years ago
5:51

KeekAss

Teaching 01 : Buns

Tags: amateur, big ass, blonde, crossdressing, fetish, homevideo, mature
Lean crossdresser GRUBBY CONVERSE and jizm on black sundress
3 years ago
9:25

KeekAss

Lean crossdresser GRUBBY CONVERSE and jizm on black sundress

Tags: amateur, black, crossdressing, cum, cumshot, dirty talk, handjob
Milking off and shooting a giant stream on my soles
2 years ago
4:39

KeekAss

Milking off and shooting a giant stream on my soles

Tags: amateur, brunette, crossdressing, cum, cumshot, dick, feet
CD Cumming On Lovedoll
6 years ago
5:21

aShemaleTube

CD Cumming On Lovedoll

Tags: amateur, crossdressing, cum, cumshot, homevideo, pornstar, rubberdoll
Big ass femboy big dildo masturbation gape gaping kinky crossdresser fucking ass pussy cum slut sissy precum no hands
2 years ago
1:47:26

xHamster

Big ass femboy big dildo masturbation gape gaping kinky crossdresser fucking ass pussy cum slut sissy precum no hands

Tags: amateur, anal, anal toying, ass, beauty, big ass, big cock
crossdresser kellycd draining on her truck drive out in the countryside
2 years ago
32:58

KeekAss

crossdresser kellycd draining on her truck drive out in the countryside

Tags: amateur, beauty, crossdressing, cum, cumshot, dick, high heels
TSC SPORTS PUB MONSTROUS JISM SOIREE
3 years ago
36:20

KeekAss

TSC SPORTS PUB MONSTROUS JISM SOIREE

Tags: 3some, anal, assfucking, blowjob, brunette, crossdressing, cumshot
Mature Brit Transvestite Smoking Fetish
3 years ago
13:11

KeekAss

Mature Brit Transvestite Smoking Fetish

Tags: amateur, amazing, beauty, blonde, compilation, crossdressing, fetish
Incredible Porn Video Transvestite Webcam Private Hottest Ever Seen
3 years ago
18:31

HClips

Incredible Porn Video Transvestite Webcam Private Hottest Ever Seen

Tags: amateur, crossdressing, pov, shemale, toys, transvestite, webcam
cosplay femboy anal dildo riding
7 months ago
1:09

aShemaleTube

cosplay femboy anal dildo riding

Tags: amateur, anal, anal toying, cosplay, crossdressing, hd, homevideo
The boss fucks the little trans maid
1 year ago
8:35

JizzBunker

The boss fucks the little trans maid

Tags: amateur, anal, bondage, boss, crossdressing, french, hardcore
Sissy Mega-Slut Compilation Volume 6
1 year ago
13:00

KeekAss

Sissy Mega-Slut Compilation Volume 6

Tags: amateur, brunette, compilation, crossdressing, cum, cumshot, fetish
Big Butt Hot Ladyboy Booty Shemale Model Sissy Cosplayer Horny Sexy Blonde Young Boy White Skin College Girl Jeans Short
2 years ago
5:19

xHamster

Big Butt Hot Ladyboy Booty Shemale Model Sissy Cosplayer Horny Sexy Blonde Young Boy White Skin College Girl Jeans Short

Tags: amateur, american, asian, ass, beauty, big ass, blonde
pissing on my tiny dick..
8 months ago
1:32

aShemaleTube

pissing on my tiny dick..

Tags: anal, barebacking, big cock, crossdressing, dick, domination, gangbang
CD in Hot Pink
2 years ago
0:30

aShemaleTube

CD in Hot Pink

Tags: amateur, crossdressing, hd, shemale, solo, stockings
Trans damsel webcam demonstrate in nylon bondage suit and encasement: flawless booty
2 years ago
13:20

KeekAss

Trans damsel webcam demonstrate in nylon bondage suit and encasement: flawless booty

Tags: amateur, ass, big tits, black, bondage, boots, booty
Rectal, hot sissy
2 years ago
31:14

ShemaleTaxi

Rectal, hot sissy

Tags: amateur, anal, anal toying, ass, crossdressing, shemale, sissy
Sissy Railing the Clock in Work Shower
1 year ago
7:37

KeekAss

Sissy Railing the Clock in Work Shower

Tags: amateur, anal, bathroom, brunette, crossdressing, dildo, hd
Sissy fuck, hot shemale
2 years ago
5:32

ShemaleTaxi

Sissy fuck, hot shemale

Tags: amateur, american, asian, bdsm, beauty, blowjob, cosplay
Are you worthy?
2 years ago
3:26

xHamster

Are you worthy?

Tags: amateur, anal, anal toying, canadian, crossdressing, domination, hd
Assfuck & Multiples Smoking
3 years ago
13:49

KeekAss

Assfuck & Multiples Smoking

Tags: amateur, anal, assfucking, blonde, crossdressing, hd, masturbation
Amateur Crossdresser 212
4 years ago
3:18

aShemaleTube

Amateur Crossdresser 212

Tags: amateur, crossdressing, shemale
I pummel neko femboy affter he wake up
3 years ago
18:28

KeekAss

I pummel neko femboy affter he wake up

Tags: amateur, anal, blonde, blowjob, couple, crossdressing, cum
A taste of things to jizm!
3 years ago
3:14

KeekAss

A taste of things to jizm!

Tags: amateur, anal toying, ass, blowjob, brunette, crossdressing, cum
Sexy Shemale Rileydix Teasing you with her cute ass!
1 year ago
9:17

xHamster

Sexy Shemale Rileydix Teasing you with her cute ass!

Tags: american, ass, balls, blonde, crossdressing, cute, dirty talk
poolSide Pnp
1 year ago
17:07

KeekAss

poolSide Pnp

Tags: amateur, big black cock, blowjob, chocolate, crossdressing, ebony, hd
Enjoyable slender crossdresser playing alone on the sofa with hard dick in underware and ejaculation inside raiment
3 years ago
2:32

ShemaleSin

Enjoyable slender crossdresser playing alone on the sofa with hard dick in underware and ejaculation inside raiment

Tags: amateur, beauty, crossdressing, cum, cumshot, dick, fetish
Marina is chained up, being teased and pleased in a hot trio with Mirjam and Samantha
4 months ago
14:12

JizzBunker

Marina is chained up, being teased and pleased in a hot trio with Mirjam and Samantha

Tags: 3some, amateur, bdsm, beauty, blonde, bondage, chained
He Keeps Me in Control
41 days ago
2:37

xHamster

He Keeps Me in Control

Tags: anal toying, bdsm, beauty, big cock, black, blonde, booty
crossdress vag
3 years ago
2:35

KeekAss

crossdress vag

Tags: amateur, crossdressing, lingerie, mature, pussy, shemale
Witness Sativa dame jism rock-hard as she drills her faux-cock
4 years ago
5:18

KeekAss

Witness Sativa dame jism rock-hard as she drills her faux-cock

Tags: amateur, big tits, blonde, cosplay, crossdressing, dick, dildo
Han S 215
4 years ago
4:03

KeekAss

Han S 215

Tags: amateur, crossdressing, small cock, striptease
Greek crossdresser butt in slender jeans and belt
3 years ago
1:04

ShemaleSin

Greek crossdresser butt in slender jeans and belt

Tags: amateur, anal, ass, crossdressing, greek, jeans
black office mini-skirt with satin half glide
3 years ago
10:13

KeekAss

black office mini-skirt with satin half glide

Tags: amateur, black, crossdressing, fetish, hd, lingerie, miniskirt
misr4 - Tranny in black pantyhose
1 year ago
2:50

xHamster

misr4 - Tranny in black pantyhose

Tags: amateur, black, crossdressing, dick, dress, hd, lingerie
Deepthroating like a pro: Confessions of an amateur crossdresser who loves sucking cock
1 year ago
14:29

ShemaleTaxi

Deepthroating like a pro: Confessions of an amateur crossdresser who loves sucking cock

Tags: amateur, crossdressing, deep throat, dick, shemale, sucking
Deep-Throating a military hetero schlong
2 years ago
20:11

KeekAss

Deep-Throating a military hetero schlong

Tags: amateur, anal, big cock, blowjob, crossdressing, deep throat, dick
Holy Nun Astrid Apathy Sissygasm in Innocence
2 years ago
11:06

KeekAss

Holy Nun Astrid Apathy Sissygasm in Innocence

Tags: amateur, anal, ass to mouth, cage, crossdressing, cum, dildo
Asian Crossdresser MARY dressed in Satin Alice Maid Sundress - TOTAL FLICK ON ONLYFANS
3 years ago
11:09

KeekAss

Asian Crossdresser MARY dressed in Satin Alice Maid Sundress - TOTAL FLICK ON ONLYFANS

Tags: amateur, asian, brunette, cosplay, crossdressing, dress, fetish
Trans, anal dildo
2 years ago
13:42

ShemaleTaxi

Trans, anal dildo

Tags: anal, anal toying, crossdressing, nylon, pantyhose, shemale, sissy
Gorgeous crossdresser in total red-hot pinkish satin
1 year ago
2:55

KeekAss

Gorgeous crossdresser in total red-hot pinkish satin

Tags: amateur, crossdressing, fetish, gorgeous, high heels, homevideo, lingerie
Buttfuck teaching
4 years ago
5:36

KeekAss

Buttfuck teaching

Tags: amateur, anal, assfucking, compilation, crossdressing, japanese, ladyboy
chinese cd gets fucked
1 year ago
18:09

aShemaleTube

chinese cd gets fucked

Tags: amateur, asian, chinese, crossdressing, shemale
ladyboy niclo red-hot manstick
3 years ago
8:38

KeekAss

ladyboy niclo red-hot manstick

Tags: big tits, crossdressing, dick, ladyboy, lingerie, mature, shemale
fabulous cd trap femboy
4 years ago
7:52

KeekAss

fabulous cd trap femboy

Tags: amateur, anal, barebacking, blonde, crossdressing, gay, shemale
Curvy femboy teases and cums up close in your face
1 year ago
7:17

ShemaleTaxi

Curvy femboy teases and cums up close in your face

Tags: big ass, big cock, crossdressing, cum, cumshot, curvy, fishnet
five nuts inwards my bum
4 years ago
6:31

KeekAss

five nuts inwards my bum

Tags: amateur, anal, ass, crossdressing, lingerie, shemale, stockings
Joy in undergarments - toying with my clitty and tonguing my spunk
2 years ago
2:56

KeekAss

Joy in undergarments - toying with my clitty and tonguing my spunk

Tags: amateur, beauty, big cock, crossdressing, cum, gorgeous, huge cock
Crossdressing newbie joins two squirting wives in steamy threesome
2 years ago
13:11

ShemaleTaxi

Crossdressing newbie joins two squirting wives in steamy threesome

Tags: 3some, amateur, crossdressing, cum, cumshot, double penetration, homevideo
Crossdresser nine2
4 years ago
3:03

KeekAss

Crossdresser nine2

Tags: amateur, crossdressing, lingerie, stockings, striptease, toys
Golden shower
1 year ago
1:38

aShemaleTube

Golden shower

Tags: crossdressing, fetish, golden shower, hd, homevideo, mature, pissing
COACH STOCKY vs Faggyboi
1 year ago
0:56

aShemaleTube

COACH STOCKY vs Faggyboi

Tags: big tits, blowjob, coach, crossdressing, ebony, hd, lingerie
BBC Fucks Me After Club
2 years ago
14:52

aShemaleTube

BBC Fucks Me After Club

Tags: amateur, barebacking, big black cock, big cock, blonde, blowjob, club
arab crossdresser 62
2 years ago
1:16

aShemaleTube

arab crossdresser 62

Tags: amateur, arab, crossdressing, shemale
As deep as possible on a 31cm BIG BLACK COCK
2 years ago
2:40

KeekAss

As deep as possible on a 31cm BIG BLACK COCK

Tags: amateur, anal, anal toying, beauty, big black cock, big cock, brunette
Sissy Cucumber Insertion
2 years ago
0:28

xHamster

Sissy Cucumber Insertion

Tags: amateur, anal, anal toying, brazilian, crossdressing, cucumber, hd
A very big piss and cum!
1 year ago
2:05

xHamster

A very big piss and cum!

Tags: amateur, crossdressing, cum, cumshot, european, fetish, hd
Parkplatz DWT Wichsen xhlm8vP
3 years ago
0:53

aShemaleTube

Parkplatz DWT Wichsen xhlm8vP

Tags: crossdressing, shemale
Alone in a hotel room in Frankfurt. Preparation, part 1.
1 year ago
5:51

XXXDan

Alone in a hotel room in Frankfurt. Preparation, part 1.

Tags: amateur, anal, big ass, creampie, crossdressing, dildo, european
BIG BLACK COCK ten inch gargle ballsdeep no grace for the puffies
3 years ago
5:34

KeekAss

BIG BLACK COCK ten inch gargle ballsdeep no grace for the puffies

Tags: amateur, bdsm, big black cock, blonde, crossdressing, deep throat, hd
CD wannabe a girl
4 years ago
2:56

aShemaleTube

CD wannabe a girl

Tags: crossdressing, shemale
Hot shemale, horny shemale
1 year ago
6:36

ShemaleTaxi

Hot shemale, horny shemale

Tags: amateur, beauty, big ass, big cock, blonde, crossdressing, cumshot
HIM: Can you Gargle a Thick Meatpipe? Me: My hatch luvs them
2 years ago
24:09

KeekAss

HIM: Can you Gargle a Thick Meatpipe? Me: My hatch luvs them

Tags: amateur, big black cock, bitch, blowjob, crossdressing, cumshot, ebony
Mature Tgirl Jenny sucks on a big cock before taking it deep in her ass!
1 year ago
7:31

ShemaleTaxi

Mature Tgirl Jenny sucks on a big cock before taking it deep in her ass!

Tags: ass, big cock, big tits, crossdressing, high heels, huge cock, mature
Dana again!
3 years ago
2:03

KeekAss

Dana again!

Tags: amateur, crossdressing, fetish, mature, redhead
Shemale riding cum, sissy crossdresser
1 year ago
8:03

ShemaleTaxi

Shemale riding cum, sissy crossdresser

Tags: amateur, anal, anal toying, crossdressing, cum, cumshot, dildo
Trans ejaculation
1 year ago
1:50

KeekAss

Trans ejaculation

Tags: amateur, big cock, blonde, crossdressing, cuckold, cumshot, cute
Indian crossdresser
7 months ago
1:44

aShemaleTube

Indian crossdresser

Tags: amateur, crossdressing, hd, homevideo, indian, shemale, sissy
trappy boy shore leave
1 year ago
7:27

aShemaleTube

trappy boy shore leave

Tags: amateur, anal, barebacking, boy, crossdressing, hd, homevideo
CD Peels Off Outdoors
3 years ago
3:36

KeekAss

CD Peels Off Outdoors

Tags: amateur, blonde, crossdressing, dick, hd, ladyboy, lingerie
Penetrate the first-ever time my bust fuck stick
2 years ago
7:30

KeekAss

Penetrate the first-ever time my bust fuck stick

Tags: anal, big ass, brunette, creampie, crossdressing, cum, cumshot
Sissy fuck, crossdresser bondage
2 years ago
6:33

ShemaleTaxi

Sissy fuck, crossdresser bondage

Tags: bondage, crossdressing, shemale, sissy
Big dick fucks tatooed twink slut raw
3 years ago
12:06

KeekAss

Big dick fucks tatooed twink slut raw

Tags: amateur, anal, barebacking, big cock, british, brunette, crossdressing
Cum Eating Fetish WAFFLES - Trailer - Full on FapHouse
1 year ago
2:17

JizzBunker

Cum Eating Fetish WAFFLES - Trailer - Full on FapHouse

Tags: amateur, big cock, crossdressing, cum, cum swallowing, cumshot, european
Sissy training 7
37 days ago
2:58

xHamster

Sissy training 7

Tags: amateur, anal, beauty, big cock, blowjob, crossdressing, cum
Sissy Dream
1 year ago
26:34

aShemaleTube

Sissy Dream

Tags: amateur, crossdressing, cumshot, fantasy, hd, homevideo, latex
Encaged Plugged Motel Sissy Jasmynejaye Toying
1 year ago
5:53

KeekAss

Encaged Plugged Motel Sissy Jasmynejaye Toying

Tags: amateur, anal toying, big ass, brunette, crossdressing, dress, funny
Sissy Culo Pulverizing Ejaculation
3 years ago
5:02

KeekAss

Sissy Culo Pulverizing Ejaculation

Tags: amateur, anal, ass, crossdressing, dildo, homevideo, mature
Scarlett Ocean PMV - This Rainbow TRANSGENDER PRINCESS is ONE of a KIND
1 year ago
5:14

KeekAss

Scarlett Ocean PMV - This Rainbow TRANSGENDER PRINCESS is ONE of a KIND

Tags: amateur, ass, big cock, bimbo, blonde, compilation, crossdressing
Hot Trans Cougar Getting Ready
3 months ago
1:00

aShemaleTube

Hot Trans Cougar Getting Ready

Tags: amateur, big tits, blonde, cougar, crossdressing, fetish, hd
Tube Top & Jeans Mask Damsel
2 years ago
9:23

KeekAss

Tube Top & Jeans Mask Damsel

Tags: amateur, beauty, big ass, big tits, crossdressing, doll, fetish
GojiraCindy's cumshot and eaten.
2 years ago
2:51

xHamster

GojiraCindy's cumshot and eaten.

Tags: amateur, asian, beauty, crossdressing, cum, cumshot, cute
Oiled Sissy Trap Small Cock Femboy Clips
1 year ago
11:10

xHamster

Oiled Sissy Trap Small Cock Femboy Clips

Tags: amateur, clit, compilation, crossdressing, dancing, hd, lingerie
Jaw-Dropping t-model Nicki Bandz phat caboose webcam showcase
2 years ago
21:52

KeekAss

Jaw-Dropping t-model Nicki Bandz phat caboose webcam showcase

Tags: amateur, ass, beauty, big ass, big black cock, big cock, big tits
Julian love crossdress in slide and partydress 73
2 years ago
2:17

KeekAss

Julian love crossdress in slide and partydress 73

Tags: amateur, corset, crossdressing, fetish, hd, high heels, lingerie
Amateur crossdresser, tight dress
1 year ago
7:50

ShemaleTaxi

Amateur crossdresser, tight dress

Tags: amateur, big cock, crossdressing, cum, cumshot, dress, high heels
Astrid Apathy Urinates Her Underpants and crams her Bootie
2 years ago
14:13

KeekAss

Astrid Apathy Urinates Her Underpants and crams her Bootie

Tags: abuse, amateur, anal, ass, blonde, crossdressing, fetish
Crossdressing sissy man flaunts tight leggings and G-string in public park, showing off his feminine curves
1 year ago
13:17

ShemaleTaxi

Crossdressing sissy man flaunts tight leggings and G-string in public park, showing off his feminine curves

Tags: ass, crossdressing, panties, public, shemale, sissy, thong
Justarrow, sissy crossdresser
2 years ago
7:08

ShemaleTaxi

Justarrow, sissy crossdresser

Tags: crossdressing, shemale, sissy
Monster cock trap
5 months ago
10:12

JizzBunker

Monster cock trap

Tags: asian, big cock, crossdressing, monster cock, shemale
she fucks me in my new lingerie and finishes with a big facial
2 years ago
25:58

xHamster

she fucks me in my new lingerie and finishes with a big facial

Tags: amateur, blowjob, creampie, crossdressing, cum, cumshot, facial
Hot Blonde BBW Femboy Model Crossdresser Amateur Sissy Sexting and Videochatting
1 year ago
3:28

xHamster

Hot Blonde BBW Femboy Model Crossdresser Amateur Sissy Sexting and Videochatting

Tags: amateur, bbw, beauty, big ass, blonde, chubby, crossdressing
The Syn Thetic Compilation three.0- Knuckle Total Of Pop-Shots And Self Facials
1 year ago
9:16

KeekAss

The Syn Thetic Compilation three.0- Knuckle Total Of Pop-Shots And Self Facials

Tags: anal, blonde, brunette, compilation, corset, crossdressing, cum
Sissy Bailey Wilde Fucked by Sex Machine
3 months ago
3:36

xHamster

Sissy Bailey Wilde Fucked by Sex Machine

Tags: amateur, american, anal, beauty, big ass, crossdressing, cum
sissy fellow
4 years ago
4:58

KeekAss

sissy fellow

Tags: amateur, bdsm, blowjob, crossdressing, domination, gay, lingerie
Outdoor Peeing T-Girl
3 years ago
3:03

KeekAss

Outdoor Peeing T-Girl

Tags: amateur, big tits, blonde, crossdressing, exhibitionist, hd, ladyboy
Jessica is cuming and masturbating
5 months ago
1:32

aShemaleTube

Jessica is cuming and masturbating

Tags: amateur, big ass, big cock, crossdressing, cum, cumshot, hd
JessB- Pinkish- Jeans
3 years ago
5:29

KeekAss

JessB- Pinkish- Jeans

Tags: amateur, big cock, blonde, crossdressing, dancing, dick, hd
putting on heels
3 years ago
2:30

KeekAss

putting on heels

Tags: amateur, crossdressing, cum, dick, hd, high heels, homevideo
Scorching tv crossdresser in magnificent pinkish satin and vinyl shoes.
2 years ago
3:26

KeekAss

Scorching tv crossdresser in magnificent pinkish satin and vinyl shoes.

Tags: amateur, beauty, boots, crossdressing, fetish, homevideo, latex
Geilesluderlea toymuschi Wichsen wer möchte tief in meine arschvotze rein spritzen
3 months ago
5:55

aShemaleTube

Geilesluderlea toymuschi Wichsen wer möchte tief in meine arschvotze rein spritzen

Tags: crossdressing, cum, german, hd, orgasm, shemale, solo
What's your dream
1 year ago
25:18

KeekAss

What's your dream

Tags: amateur, big tits, compilation, crossdressing, cum, cumshot, fantasy
Look my cum in my ass
2 years ago
2:46

xHamster

Look my cum in my ass

Tags: amateur, anal, anal toying, ass, big ass, big cock, booty
Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization
7 months ago
10:45

aShemaleTube

Sissy Maid Krissy Small Penis Humiliation - female voice over SPH with chastity feminization

Tags: amateur, anal, blowjob, cage, crossdressing, dick, feminization
Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere
1 year ago
3:40

KeekAss

Spidergirl Gwen Stacy's Immense Internal Cumshot, Spunking Her Web of Jizm Everywhere

Tags: amateur, anal, big cock, blonde, cosplay, creampie, crossdressing
Hot transsexual cum fountain Cam
6 years ago
10:51

aShemaleTube

Hot transsexual cum fountain Cam

Tags: amateur, big cock, crossdressing, cum, cumshot, homevideo, lingerie
lil' ass fucking sesh in fishnet and high high-heeled slippers
1 year ago
5:01

KeekAss

lil' ass fucking sesh in fishnet and high high-heeled slippers

Tags: amateur, anal, anal toying, big tits, crossdressing, fetish, fishnet
Black Ebony Femboy Twink Ezra_Kyle25 in big booty pink thong last scene
9 months ago
0:42

aShemaleTube

Black Ebony Femboy Twink Ezra_Kyle25 in big booty pink thong last scene

Tags: amateur, big ass, big cock, black, booty, crossdressing, ebony
Homemade crossdresser anal drilling video
4 years ago
18:53

ShemalePub

Homemade crossdresser anal drilling video

Tags: anal, crossdressing, drilling, homevideo, shemale
SissyBoiPussy
3 years ago
0:38

aShemaleTube

SissyBoiPussy

Tags: amateur, ass, crossdressing, daddies, fetish, hd, shemale
Goodgurl34 With Bouncy Boobs And Red Garter & Latex Stockings Wants Ff Times
2 years ago
8:09

HClips

Goodgurl34 With Bouncy Boobs And Red Garter & Latex Stockings Wants Ff Times

Tags: amateur, bdsm, big tits, crossdressing, domination, garter belts, latex