Crossdressing Gay Sex Best Last Week

1 day ago

9:43

GayBingo

Boy humiliated, sissy sluts, big ass

Categories: abuse, amateur, ass, big ass, boy, bukkake, crossdressing, cum, cum in mouth, cum swallowing

2 days ago

5:50

VideoSection

Amateur crossdresser shows off with some cheeky ass wiggles

Categories: amateur, anal, ass, big ass, crossdressing, dildo, extreme, feet, riding, stockings

5 days ago

23:21

BoyFriendTV

Handsome Employee Fucking Femboy Pantyhouse Lingerie Sexy Yr

Categories: amateur, asian, barebacking, beauty, big ass, big cock, blowjob, crossdressing, femboy, hd

3 days ago

8:54

GayBingo

Kinkychrisx indulges in solo fun while rocking nylon stockings

Categories: amateur, anal, crossdressing, cum, cumshot, feet, funny, jizz, masturbation, nylon

3 days ago

7:12

VideoSection

Indian crossdresser Karbi Anglong gets down in the car with some toys

Categories: car, crossdressing, indian, masturbation, tattoo, toys

4 days ago

8:44

VideoSection

Plumbing action with milking and sucking fun

Categories: amateur, american, anal, anal toying, blowjob, chubby, crossdressing, dildo, extreme, fat

4 days ago

7:51

HDSex

Sassy sissy crossdresser Alberna goes wild with a big dildo

Categories: amateur, anal, crossdressing, dildo, italian, lingerie, masturbation, riding, sissy, solo

7 days ago

1:42:07

BoyFriendTV

All My Cum for You Chronological Cumpilation

Categories: amateur, big cock, british, compilation, crossdressing, cum, cumshot, dick, lingerie, masturbation

5 days ago

14:14

BoyFriendTV

This Dildo Is Too Big for My Ass

Categories: amateur, ass, big ass, crossdressing, cumshot, dildo, femboy, masturbation, solo, toys

6 days ago

3:29

VipTube

Crossdresser domme and her fat sub

Categories: amateur, bdsm, crossdressing, fat, fetish

5 days ago

13:15

GayBingo

Getting wild and going deep inside my pleasure box in tights and lingerie

Categories: anal, chubby, crossdressing, fisting, gaping hole, lingerie, masturbation, stockings, underwear, wild

4 days ago

8:55

BoyFriendTV

Give Me Daddy All of U

Categories: amateur, anal, asian, barebacking, big cock, black, blowjob, boy, couple, crossdressing

6 days ago

2:40

TubeON

Crossdresser cums after blowjob

Categories: amateur, blowjob, crossdressing, cum

6 days ago

11:34

BoyFriendTV

Ladyboy Serge Lusin. 2025fn

Categories: amateur, american, big ass, chubby, crossdressing, european, ladyboy, mature, old, small cock

7 days ago

9:37

VideoSection

Pleco_tail cosplays as KanColle character Kiso for some solo fun

Categories: anal, cosplay, crossdressing, funny, japanese, masturbation, solo

7 days ago

6:35

HDSex

Big gay cocks cumming, big cock bareback, black woman

Categories: amateur, anal, barebacking, beauty, big black cock, big cock, black, blowjob, chubby, crossdressing

7 days ago

5:49

HDSex

Massive hardon delivers handsfree cum explosion

Categories: anal, asian, bear, big cock, chubby, close up, compilation, crossdressing, cum, cumshot

3 days ago

2:30

PornLib

Wild ride of bareback banging for lustful crossdresser

Categories: banging, barebacking, crossdressing, cumshot, wild

2 days ago

6:30

GayBingo

Tena the nymph plays with her sports bra and explores solo action

Categories: amateur, bra, british, crossdressing, small cock, solo, sport, uncut, underwear

5 days ago

9:32

BoyFriendTV

Give Me the Drill Daddy

Categories: amateur, barebacking, big black cock, black, blowjob, boy, crossdressing, daddies, femboy, gangbang

2 days ago

7:32

HDSex

I'm daddy's little sissy toy Angeldiaz17x

Categories: 18 year old, amateur, anal, anal toying, ass, beauty, big ass, crossdressing, daddies, gaping hole

3 days ago

17:52

BoyFriendTV

Femboy in the Bathroom Fucks Himself with a Big Dildo Close-up and Cum

Categories: amateur, anal, bathroom, big ass, boy, close up, crossdressing, cum, cumshot, cute

4 days ago

9:24

VideoSection

Amateur crossdresser tries on crush's sexy outfits

Categories: amateur, big cock, crossdressing, cumshot, high heels, lingerie, masturbation, uncut

4 days ago

5:26

VideoSection

Steamy gay orgy featuring big cock and Indian boys

Categories: amateur, anal, asian, ass, barebacking, big ass, big black cock, big cock, black, blowjob

5 days ago

5:19

HDSex

You crave a naughty sissy that’ll do wild things to you

Categories: amateur, anal, anal toying, ass, beauty, big ass, creampie, crossdressing, gaping hole, latina

5 days ago

6:06

VideoSection

Sissy shows you how to deepthroat like a pro part two

Categories: amateur, anal, barebacking, big black cock, big cock, black, blowjob, chubby, close up, crossdressing

6 days ago

6:59

HDSex

Just some sounding exploration I'm trying to learn

Categories: amateur, bdsm, crossdressing, cum, handjob, jizz, small cock, twink, webcam

7 days ago

17:06

GayBingo

Stepdad boosts his stepson's confidence with a bare blowjob session

Categories: amateur, anal, barebacking, big cock, blowjob, brutal, crossdressing, daddies, deep throat, handjob

7 days ago

7:37

VideoSection

Parent indulges dark-skinned femboy and they have a wild time together

Categories: anal, beauty, black, creampie, crossdressing, daddies, femboy, german, grandpa, hunk

6 days ago

8:40

BoyFriendTV

my long dick loves her high heels

Categories: big cock, crossdressing, cum, cumshot, dick, feet, fetish, high heels, massage, masturbation

1 day ago

4:47

VipTube

Blonde Crossdresser Teases on Webcam, Showing Off

Categories: amateur, blonde, crossdressing, solo, striptease, webcam

1 day ago

11:46

GayBingo

Sexy Filomena the housekeeper in lingerie and heels

Categories: amateur, anal, crossdressing, cumshot, dildo, high heels, lingerie, masturbation, toys, twink

2 days ago

13:01

BoyFriendTV

Stockings and boxer cumshot 2 cameras

Categories: amateur, barebacking, bathroom, big cock, chubby, crossdressing, cum, cumshot, latina, masturbation

2 days ago

19:11

GayBingo

Amateur stud Ethan Lestray takes big gay cock from Max Gen in intense anal session

Categories: amateur, anal, ass, asslick, big cock, blowjob, crossdressing, cum, cumshot, daddies

3 days ago

10:56

VideoSection

Adorable skinny sissy is having fun for some tasty cum

Categories: adorable, amateur, anal, anal toying, beauty, crossdressing, cum, dildo, funny, jizz

4 days ago

4:53

HD21

Crossdressing Lovers

Categories: amateur, crossdressing

5 days ago

16:35

HClips

Sissy Crossdresser - My Boyfriendd Fucked Me At The Backyard

Categories: african, amateur, anal, assfucking, black, brunette, crossdressing, deep throat, ebony, garden

5 days ago

9:57

BoyFriendTV

Cute Femboy in Skirt Fucks His Ass

Categories: amateur, anal, ass, crossdressing, cumshot, cute, dildo, femboy, hd, masturbation

2 days ago

14:37

BoyFriendTV

The Site Manager Pt2

Categories: african, amateur, anal, barebacking, black, boy, couple, crossdressing, cum, daddies

5 days ago

17:54

BoyFriendTV

Ladysilva crossdresser doing sexy streptease show on webcam

Categories: amateur, ass, big ass, big cock, brazilian, crossdressing, femboy, latina, lingerie, nude

5 days ago

8:56

BoyFriendTV

Climax On My High Heels and Nylons with Metal Cock Ring

Categories: american, crossdressing, cum, cumshot, dick, feet, fetish, high heels, homevideo, lingerie

5 days ago

37:07

GayBingo

Inexperienced anal slut forgets the cam is rolling while playing with his butt

Categories: amateur, anal, anal toying, ass, balls, crossdressing, dildo, gaping hole, huge dildo, insertion

7 days ago

7:23

VideoSection

Miku's naughty Christmas faux-cock action preview

Categories: amateur, anal, anal toying, ass, blowjob, crossdressing, dick, dildo, masturbation, naughty

7 days ago

17:07

GayBingo

Epic rubdown with a happy ending featuring Marcus McNeil and Angel Elias

Categories: amateur, anal, barebacking, big cock, blowjob, brutal, crossdressing, daddies, deep throat, handjob

3 days ago

17:38

BoyFriendTV

Teen Femboy Rides a Dildo with His Ass Flowing

Categories: amateur, anal, ass, boy, crossdressing, cum, cumshot, cute, dildo, femboy

7 days ago

19:52

HDSex

For the studs no matter what

Categories: amateur, anal, ass, bathroom, big ass, crossdressing, cumshot, daddies, dildo, masturbation

1 day ago

8:43

VivaTube

Big-Cock Crossdresser Plays on Webcam

Categories: amateur, big cock, crossdressing, solo, webcam

1 day ago

3:53

FetishPapa

Twink Crossdresser in Fishnet Suit Tries Anal on Webcam

Categories: amateur, anal, crossdressing, fishnet, twink, webcam

2 days ago

6:06

HDSex

Amateur sissy gets absolutely pounded in the ass

Categories: amateur, anal, ass, barebacking, big black cock, black, crossdressing, cumshot, masturbation, riding

3 days ago

14:51

BoyFriendTV

Cute Femboy with a Big Ass Fuck Himself with a Dildo and Cum

Categories: amateur, anal, assfucking, big ass, boy, crossdressing, cum, cumshot, cute, dildo

3 days ago

5:39

HDSex

29 year old, married man, pass

Categories: anal, crossdressing, old

4 days ago

12:32

BoyFriendTV

Ladyboy Serge Lusin. Ass. 2025d

Categories: amateur, american, ass, big ass, chubby, crossdressing, european, ladyboy, mature, solo

4 days ago

15:57

BoyFriendTV

Good Vibrations!!

Categories: american, anal, ass, chubby, crossdressing, cumshot, femboy, grandpa, high heels, lingerie

3 days ago

16:11

BoyFriendTV

Cute Femboy Liza Fucks Her Ass Close-up and Cums

Categories: amateur, anal, anal toying, ass, big ass, boy, close up, crossdressing, cum, cumshot

4 days ago

7:17

GayBingo

Georgian hottie Nick Lewis tears off his undies before a steamy session

Categories: amateur, anal, barebacking, big black cock, big cock, black, blowjob, chubby, couple, crossdressing

3 days ago

16:41

BoyFriendTV

Femboy Ass Is Flowing From Enjoying a Big Dildo

Categories: amateur, anal, anal toying, ass, big ass, boy, crossdressing, cum, cumshot, cute

5 days ago

7:10

VideoSection

Gay crossdresser Alberna gets wild with a giant dildo in the shower

Categories: anal, bathroom, crossdressing, dildo, italian, lingerie, masturbation, shower, solo, stockings

5 days ago

8:26

BoyFriendTV

Cone Plug

Categories: american, anal, anal toying, chubby, crossdressing, dildo, extreme, fat, femboy, gaping hole

6 days ago

6:35

GayBingo

Half naked in knickers, enjoying some outdoor solo fun

Categories: amateur, british, crossdressing, funny, nude, outdoor, small cock, solo, stockings, underwear

6 days ago

13:45

GayBingo

Amateur twink Alexgay gets it on with old man Archirusik in a fake taxi

Categories: amateur, american, barebacking, beauty, big cock, bukkake, car, crossdressing, cruising, cum

7 days ago

17:03

GayBingo

Crossdresser gives incredible blowjob to a porn star and takes a big gay cock anal

Categories: amateur, anal, barebacking, big cock, blowjob, brutal, crossdressing, deep throat, dick, handjob

7 days ago

6:25

HDSex

Curious about what's underneath

Categories: amateur, crossdressing

7 days ago

8:18

BoyFriendTV

Ladysilva on all fours naked showing off her ass masturbating on webcam

Categories: amateur, ass, big ass, big cock, brazilian, crossdressing, femboy, handjob, latina, masturbation

1 day ago

4:43

VivaTube

Hot Crossdressers in Steamy Doggy-Style Action

Categories: amateur, crossdressing, doggystyle

2 days ago

7:56

VideoSection

Horny crossdresser Alberna enjoys a solo sissygasm with a fake dick

Categories: anal, blowjob, car, crossdressing, cruising, cumshot, dick, dildo, lingerie, solo

5 days ago

10:12

BoyFriendTV

Bitches have big dicks. Fucking hot bareback sex

Categories: barebacking, big cock, boy, bukkake, crossdressing, cum, daddies, dick, femboy, first time

2 days ago

5:40

HDSex

Hot stream dripping on my sexy ebony stockings and high heels

Categories: amateur, crossdressing, cum, cumshot, ebony, high heels, jizz, lingerie, masturbation, nylon

2 days ago

8:14

HDSex

Mature babe Betty Spanxxx gets herself wet in the shower with her panties on

Categories: amateur, babe, bathroom, british, crossdressing, mature, panties, shower, small cock, solo

3 days ago

20:41

HDSex

Smooth skin solo session featuring Karma Rainbow Smith D

Categories: american, anal, crossdressing, cumshot, dildo, masturbation, solo, toys

6 days ago

10:50

TubeON

2 Masters Dominate 3 Crossdresser Slaves

Categories: amateur, bdsm, blowjob, crossdressing, group sex, handjob, masturbation, slave

6 days ago

7:48

HDSex

Earl Smile shows off his old ripped socks in a playful solo scene

Categories: amateur, bear, crossdressing, daddies, feet, hairy, old, russian, socks, solo

5 days ago

5:41

GayBingo

A little more outdoor fun with lingerie-clad Betty Spanxxx and Colleen

Categories: amateur, british, crossdressing, funny, lingerie, outdoor, small cock, solo, uncut, underwear

6 days ago

6:56

HDSex

Asian crossdresser Pleco_tail gets off in style

Categories: asian, crossdressing, japanese, masturbation, twink

6 days ago

11:20

BoyFriendTV

Naked ladysilva doing webcam show showing off her hot ass

Categories: amateur, anal, ass, big ass, big cock, brazilian, crossdressing, femboy, latina, nude

7 days ago

17:02

GayBingo

Lorenzo August aims to be a top driver and gives his passenger a blow job to relax

Categories: amateur, anal, barebacking, big cock, blowjob, brutal, crossdressing, deep throat, handjob, hardcore

7 days ago

5:49

VideoSection

Football players indulge in gay feet licking in the locker room

Categories: barebacking, bear, creampie, crossdressing, cum, cum swallowing, cumshot, daddies, feet, football

2 days ago

5:19

VideoSection

Solo mature beauty gets off in the woods for the first time

Categories: amateur, beauty, british, crossdressing, first time, forest, masturbation, mature, outdoor, small cock

2 days ago

8:04

BoyFriendTV

His Royal Majesty with Vicfairy.

Categories: amateur, anal, asian, barebacking, big cock, black, blowjob, boy, couple, crossdressing

2 days ago

17:18

VideoSection

Amateur crossdresser Beepied explores anal play on webcam show

Categories: amateur, anal, ass, balls, crossdressing, dildo, feet, fishnet, masturbation, toys

3 days ago

8:50

ProPorn

First-Time Bareback Amateur Crossdresser

Categories: amateur, barebacking, crossdressing, first time, hd

3 days ago

10:13

VideoSection

Unshaved, big black cock gay

Categories: amateur, barebacking, big black cock, big cock, black, chubby, crossdressing, daddies, hairy, indian

4 days ago

21:10

HDSex

Inexperienced twink enjoys some solo fun with a big daddy cock

Categories: amateur, anal, ass, barebacking, bear, big ass, big black cock, big cock, black, brutal

5 days ago

5:58

HD21

Big Cock for a Sissy Crossdresser

Categories: amateur, big cock, blowjob, crossdressing, sissy

5 days ago

5:57

HDSex

Sissy enjoys an incredibly hot experience with a big black cock in a trio

Categories: amateur, barebacking, big black cock, big cock, blowjob, crossdressing, cumshot, daddies, riding, sissy

6 days ago

22:01

VideoSection

Amateur crossdresser shows off impressive session on cam

Categories: amateur, anal, anal toying, crossdressing, dildo, gaping hole, masturbation, toys, twink, webcam

7 days ago

12:53

BoyFriendTV

Slip and panties!

Categories: amateur, american, boy, crossdressing, cum, cumshot, fetish, handjob, hd, lingerie

7 days ago

11:52

BoyFriendTV

Femboy in Lingerie Bareback Grindr Fucked

Categories: amateur, barebacking, blowjob, creampie, crossdressing, femboy, hd, homevideo, hotel, lingerie

7 days ago

31:16

BoyFriendTV

He Invited Me to an Hotel for a Good Time

Categories: amateur, asian, barebacking, big black cock, big cock, black, blowjob, boy, crossdressing, daddies

7 days ago

5:21

VideoSection

Mature solo cutie Betty Spanxxx explores outdoors in her underwear

Categories: amateur, british, crossdressing, cute, lingerie, mature, outdoor, small cock, solo, uncut

1 day ago

5:25

HDSex

My stepmom Lingraaj slips into panty under her petticoat

Categories: big black cock, big cock, chubby, crossdressing, cumshot, first time, masturbation

2 days ago

13:48

TheGay

Sleazy Homo Bobbie With Sissy Crossdresser

Categories: anal, assfucking, brunette, crossdressing, deep throat, redhead, sissy, stockings, throat

3 days ago

10:01

HDSex

Piss and cum-loving sissy slave indulges in tasty treats

Categories: amateur, anal toying, ass, boots, crossdressing, cum, jizz, nylon, pantyhose, pissing

3 days ago

10:30

ProPorn

Hot gay twink dick masturbation video

Categories: crossdressing, dick, masturbation, solo, toys, twink, webcam

3 days ago

5:13

HDSex

Steamy video of a boy humping a big cock and cumming hard

Categories: amateur, anal, asian, barebacking, big black cock, big cock, black, boy, chubby, crossdressing

3 days ago

7:23

VideoSection

Canadian gay orgy featuring Lallyxxx and plenty of hot action

Categories: anal, anal toying, brutal, canadian, crossdressing, group sex, orgy, party, solo, toys

4 days ago

6:19

HDSex

Mature cuties Betty Spanxxx and Colleen tease in their undergarments

Categories: amateur, crossdressing, lingerie, mature, small cock, solo, tease, uncut, underwear

5 days ago

8:22

BoyFriendTV

Maddalena Transvestite Big Ass Big Dildo 4-2

Categories: ass, big ass, chubby, close up, crossdressing, dildo, italian, stockings, thick, toys

5 days ago

9:48

HClips

I Went To A Cruising Park But Was There

Categories: amateur, brunette, crossdressing, cruising, french, hd, nature, outdoor, park, sissy

5 days ago

8:15

HDSex

Smoking tease Fetish_monster with dark Sobranie in latex

Categories: amateur, anal, bdsm, cage, crossdressing, deep throat, domination, european, high heels, latex

6 days ago

7:52

ProPorn

Emo Crossdresser Rides Dildo

Categories: amateur, crossdressing, dildo, emo, masturbation, toys, twink, webcam

7 days ago

6:05

VideoSection

Step-dad explores with his sissy femboy and finishes in his mouth

Categories: amateur, beauty, black, crossdressing, daddies, femboy, german, lingerie, old, sissy

6 days ago

9:41

GayBingo

Hot young twinks and a compilation of gay cum action

Categories: amateur, asian, barebacking, beauty, big cock, bukkake, car, compilation, crossdressing, cum

7 days ago

8:05

BoyFriendTV

panties selection

Categories: boy, bra, crossdressing, cum, dick, fetish, homevideo, lingerie, masturbation, mature

7 days ago

15:04

VideoSection

Amateur gay love with anal toys and pleasure

Categories: amateur, anal, anal toying, crossdressing, dildo, masturbation, toys, webcam

7 days ago

7:15

HDSex

Two crossdressers getting off together

Categories: amateur, crossdressing, masturbation, skinny

2 days ago

13:13

BoyFriendTV

Crossdresser Strips for Daddy

Categories: amateur, anal, blowjob, crossdressing, daddies, escort, femboy, hd, lingerie, stockings

1 day ago

7:29

GayBingo

Enjoying my bra outdoors for a solo moment

Categories: amateur, bra, british, crossdressing, lingerie, outdoor, small cock, solo, uncut, underwear

2 days ago

8:06

HClips

Sissy Crossdresser In 2113 Fetish Bareback Sex With Twink Xxl Dick

Categories: amateur, anal, assfucking, barebacking, brunette, crossdressing, deep throat, dick, fetish, hd

2 days ago

6:29

HDSex

Sissy explores molten beef whistle in this latest installment

Categories: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing, cumshot, masturbation, sissy

3 days ago

3:39

ProPorn

Crossdressers Suck and Swap Big Cocks

Categories: amateur, big cock, blowjob, crossdressing, handjob, masturbation, sucking

3 days ago

17:33

BoyFriendTV

Cute Femboy Liza Fucks Herself with a Black Dildo and Cums

Categories: amateur, anal, anal toying, big cock, black, boy, crossdressing, cum, cumshot, cute

3 days ago

18:09

VideoSection

Hottest cum in my hole with big cock action featuring Archirusik and Alexgay

Categories: amateur, american, asian, barebacking, beauty, big cock, bukkake, compilation, crossdressing, cum

5 days ago

6:10

HDSex

Mature chicks playing with their panties

Categories: amateur, crossdressing, masturbation, mature, panties, small cock, solo, underwear

4 days ago

14:25

BoyFriendTV

David Oliver Dildo ass fuck in Stockings and Cum

Categories: amateur, assfucking, big cock, canadian, chubby, close up, crossdressing, cum, cumshot, dick

4 days ago

8:14

HDSex

Cosplay trap Rin shows her POV while dancing and playing with her anal toy

Categories: amateur, anal, anal toying, cosplay, crossdressing, dancing, pov, solo, sucking, underwear

5 days ago

6:33

BoyFriendTV

Crossdresser Grindr Fucked

Categories: amateur, anal, barebacking, blowjob, creampie, crossdressing, femboy, hd, hotel, lingerie

5 days ago

5:14

VideoSection

Morning pleasure with Bobbie_Nylons in black hose

Categories: american, black, crossdressing, masturbation, small cock, webcam

7 days ago

6:10

BoyFriendTV

Femboy Shows off Caged in Lingerie

Categories: amateur, boy, crossdressing, dildo, femboy, hd, homevideo, lingerie, sissy, solo

6 days ago

2:40

ProPorn

Rent Payment Bareback with an Amateur Crossdresser

Categories: amateur, barebacking, crossdressing

6 days ago

6:01

VideoSection

Crossdressing whore in high heels and stockings knows how to please

Categories: american, crossdressing, cumshot, high heels, jerking, masturbation, slut, stockings