1 year ago
12:43

xHamster

Cumshots from Videos uploaded in 2023.

Categories: amateur, ass, balls, compilation, crossdressing, cum, cumshot, european, exhibitionist, hd
7 months ago
1:51

xHamster

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Categories: anal, anal toying, ass, british, buttplug, crossdressing, hd, high heels, lingerie, masturbation
10 months ago
1:17

xHamster

Big tit mechanic in sheer bra cumming

Categories: amateur, anal, bear, big cock, bisexual, bra, crossdressing, cum, cumshot, dick
1 year ago
1:11

xHamster

Taking turns with my dildos

Categories: amateur, anal, anal toying, bathroom, bondage, canadian, crossdressing, dildo, hd, homevideo
2 years ago
5:57

GayBingo

Hand-job, crossdresser, bedroom

Categories: bedroom, crossdressing, handjob, jerking, masturbation, solo, underwear
2 months ago
8:38

VideoSection

Femdom POV gay dream with strap-on fantasies and crossdressing fun

Categories: bisexual, bound, compilation, crossdressing, fantasy, funny, pov, strap-on, toys
24 days ago
4:08

xHamster

Steff165: Trans moment in a cage

Categories: amateur, cage, canadian, creampie, crossdressing, cumshot, hd, homevideo, humiliation, masturbation
3 months ago
10:17

xHamster

Panty time again

Categories: american, anal, crossdressing, fetish, hd, homevideo, lingerie, masturbation, solo, stockings
7 months ago
9:26

GayBingo

Displaying my exposed ass wide open and shaking it just for your pleasure

Categories: amateur, ass, bear, crossdressing, daddies, dildo, toys
1 year ago
1:04

xHamster

Handjob Crossette Is Cool

Categories: amateur, canadian, crossdressing, handjob, hd, homevideo, old, solo
23 days ago
6:39

HDSex

Young gay boys and an experienced guy share a wild blowjob session

Categories: amateur, big black cock, big cock, black, blowjob, boy, couple, creampie, crossdressing, cum
7 months ago
11:38

GayBingo

Gay-amateur, soloboy, otters

Categories: amateur, bear, crossdressing, daddies, skinny, solo
1 year ago
5:07

xHamster

Teaching a lesson.

Categories: bdsm, crossdressing, european, fetish, german, hd, high heels, homevideo, humiliation, mature
23 days ago
11:35

GayBingo

Crossdresser Alberna has a big black faux-cock for some solo fun

Categories: amateur, anal, black, blowjob, crossdressing, deep throat, dick, dildo, funny, homevideo
2 months ago
8:04

BoyFriendTV

Wearing See-through Lingerie Impaling Myself

Categories: african, amateur, anal, ass, crossdressing, daddies, dildo, european, hd, humiliation
4 months ago
24:02

XXXDan

Crossdress weird

Categories: anal, bdsm, crossdressing, cum swallowing, stranger
10 months ago
2:18

xHamster

I Convince My Straight Friend to Let Him Suck His Dick

Categories: amateur, barebacking, big cock, blowjob, boy, colombian, crossdressing, daddies, dick, friend
1 year ago
5:33

TheGay

Indian Man Penis Masturbation

Categories: barebacking, big cock, crossdressing, dick, fetish, hd, indian, masturbation, pov, small cock
2 months ago
6:56

xHamster

Indian village boy Masturbation completion

Categories: barebacking, big black cock, big cock, black, blowjob, boy, crossdressing, cum, cumshot, daddies
10 months ago
6:10

GayBingo

Fat black ass fucked, chub fucks twink, small dicks

Categories: anal, ass, assfucking, bear, big ass, big black cock, big cock, black, chubby, college
1 year ago
5:22

xHamster

BITCH SUCKS HIS MASTER'S FEET SHE LIKES PURPLE SOCKS

Categories: bear, colombian, crossdressing, dress, feet, fetish, football, footjob, hd, latina
2 years ago
6:53

TheGay

No.76 My First Threesome ( 3) - Big Cock - Suleika Latex

Categories: 3some, amateur, barebacking, big cock, crossdressing, group sex, hd, latex
2 months ago
2:54

VipTube

Crossdresser Webcam Fun

Categories: amateur, crossdressing, funny, masturbation, solo, webcam
10 months ago
7:17

GayBingo

Tugging, getting off, hairy gay men

Categories: amateur, anal, ass, assfingering, bear, big cock, close up, crossdressing, cum, hairy
1 year ago
3:33

FetishPapa

Ryannatranny twerks and spreads legs

Categories: amateur, crossdressing, emo, legs, small cock, spreading, twink
2 years ago
7:30

TheGay

Sissy Crossdresser Rides Dildo Till Clitty Starts To Leak

Categories: amateur, crossdressing, dildo, fetish, sissy, solo, toys, webcam
2 months ago
5:06

HDSex

He can't get enough

Categories: anal, anal toying, ass, big ass, boy, brutal, crossdressing, dildo, gaping hole, hardcore
5 months ago
5:45

xHamster

Ist March outdoor

Categories: amateur, british, crossdressing, hd, lingerie, mature, outdoor, small cock, solo, uncut
7 months ago
5:09

HClips

Sissy Crossdresser - Hot Orgasm Cumshot Compilation 2024

Categories: amateur, anal, assfucking, bdsm, blonde, compilation, crossdressing, cumshot, deep throat, dominatrix
10 months ago
1:54

xHamster

Red satin dress and panties

Categories: amateur, boy, british, crossdressing, dick, dress, homevideo, lingerie, masturbation, old
1 year ago
19:57

JizzBunker

Sissy crossdresser fucks her ass with a fat dildo before licking it clean

Categories: amateur, anal, ass, big ass, chubby, cleaner, crossdressing, cumshot, dildo, fat
3 years ago
8:51

TheGay

Crossdresser Mykella Getting Fucked By Machine

Categories: amateur, american, brunette, crossdressing, hd, solo, toys, webcam
2 months ago
6:25

HDSex

Cock ring blowjobs and handjobs, crossdresser gets down in public

Categories: amateur, big cock, blowjob, crossdressing, cum, cumshot, dick, fat, handjob, humiliation
4 months ago
10:29

GayBingo

Anal masturbation, mature, anal toy

Categories: anal, anal toying, crossdressing, masturbation, mature, pissing, toys
7 months ago
17:12

xHamster

Another Successful Outdoor Scene

Categories: asian, barebacking, bear, blowjob, crossdressing, daddies, group sex, hd, old, outdoor
10 months ago
6:18

GayBingo

Blonde crossdresser, mature, boy in dress

Categories: blonde, boy, british, crossdressing, cum, cumshot, dress, feet, high heels, homevideo
1 year ago
17:02

XXXDan

Masturbation on my couch

Categories: couch, crossdressing, lingerie, masturbation, mature
1 year ago
4:45

xHamster

My Kotori Minami Crossdress Cosplay Masterbation

Categories: amateur, american, cosplay, crossdressing, cum, cumshot, dick, hd, legs, masturbation
3 years ago
6:46

TheGay

Cute Sissy Crossdresser Femboy Pmb Laying On The Bed In A Designer Bra And Thong

Categories: amateur, bed sex, bra, brunette, crossdressing, cute, femboy, hd, sissy, skinny
2 months ago
15:51

VideoSection

Crossdresser Lenaelle shows off on webcam in high heels and stockings

Categories: amateur, big cock, crossdressing, cum, cumshot, high heels, jizz, lingerie, masturbation, stockings
7 months ago
4:21

xHamster

Tasks of a maid

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10 months ago
6:39

GayBingo

Big gay cock anal, old man gay, gay movie

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3 years ago
7:10

TheGay

Crossdresser Gets Fucked

Categories: amateur, blonde, crossdressing
10 months ago
21:18

xHamster

dick enlargement challenge ... day 1

Categories: amateur, asian, ass, barebacking, big ass, big cock, boy, crossdressing, daddies, dick
1 year ago
6:46

XXXDan

Juicy twink sucked a big one in the woods

Categories: amateur, anal, big cock, black, blowjob, close up, crossdressing, cum swallowing, cumshot, daddies
9 years ago
7:24

TheGay

ME BEING FISTED IN CROSSDRESS

Categories: amateur, bdsm, big ass, crossdressing, fisting, master
4 months ago
6:10

HDSex

Lingerie, stockings, hd videos

Categories: british, crossdressing, hd, high heels, lingerie, outdoor, small cock, stockings, underwear
7 months ago
31:05

JizzBunker

Sexy mature TGirl Pauline sucking and bareback riding Mikes huge cock

Categories: amateur, anal, barebacking, big cock, blonde, blowjob, british, couple, crossdressing, deep throat
9 years ago
4:37

TheGay

Sexy Black Lingerie Blond Tasha Big White Ass Crossdresser

Categories: big ass, black, blonde, crossdressing, fetish, lingerie, white
2 months ago
18:14

BoyFriendTV

Dressing new stocking and getting fucked

Categories: amateur, american, anal, anal toying, ass, big cock, crossdressing, cum, cumshot, dick
8 months ago
1:26

xHamster

Keep Drilling Us Daddy

Categories: amateur, asian, barebacking, big black cock, boy, crossdressing, cum, daddies, drilling, femboy
1 year ago
1:18

xHamster

Outfit with a little faux leather skirt for a night out

Categories: amateur, crossdressing, leather
1 year ago
10:10

xHamster

Long intense anal machine fuck with big dildo, crossdresser bi guy

Categories: amateur, anal, ass, austrian, bisexual, crossdressing, dildo, extreme, fucking machine, gaping hole
9 years ago
4:12

TheGay

Crossdresser lexx gets fucked on bed

Categories: bed sex, bedroom, crossdressing, doggystyle, hd
2 months ago
25:53

HDSex

LanaTuls plays with toys and enjoys some crossdressing fun and cumshots

Categories: anal, anal toying, crossdressing, cumshot, funny, gaping hole, handjob, masturbation, toys
7 months ago
5:20

VideoSection

Episode 2 of young twink's dildo training - Riding massive toys until climax

Categories: amateur, anal, ass, beauty, big black cock, black, crossdressing, dildo, long hair, masturbation
10 months ago
5:40

GayBingo

Crossdresser in high heels humiliated and gagged for being a sissy!

Categories: abuse, amateur, balls, crossdressing, european, gagging, high heels, homevideo, humiliation, italian
1 year ago
6:33

xHamster

Sissy Get Nice Blowjob

Categories: amateur, barebacking, big black cock, big cock, blowjob, boy, crossdressing, cum, cumshot, daddies
1 year ago
5:44

xHamster

Cumming with a 1 kilogram weight hanging on the balls

Categories: amateur, balls, big cock, crossdressing, cum, cumshot, dick, dutch, handjob, hd
6 years ago
4:18

TheGay

Pink Panty Party

Categories: amateur, crossdressing, masturbation, party, small cock
2 months ago
6:56

xHamster

Pleasing my desire with a thick cucumber on my ass

Categories: anal, argentinian, ass, crossdressing, cucumber, dildo, feet, hd, high heels, lingerie
10 months ago
6:09

xHamster

Boobs and lace bra

Categories: amateur, bra, british, crossdressing, hd, lace, lingerie, mature, outdoor, small cock
1 year ago
5:23

xHamster

Sexy Girl Stephanie James - jerkulez

Categories: amateur, canadian, crossdressing, cum, cum in mouth, cum swallowing, dick, hd, homevideo, masturbation
5 years ago
14:40

TheGay

The Mistress Trae Affair, 4

Categories: amateur, barebacking, bdsm, couple, crossdressing, hd, spanking, toys
5 months ago
6:18

xHamster

My 2nd video

Categories: asian, barebacking, big black cock, big cock, blowjob, boy, chubby, crossdressing, desi, dick
7 months ago
2:28

xHamster

Omg that horny ass guy loves to shake his bubble ass

Categories: arab, asian, ass, asslick, barebacking, big ass, chubby, crossdressing, danish, desi
10 months ago
19:51

xHamster

Horny sissy

Categories: amateur, anal, boy, cage, crossdressing, cum, cumshot, european, hd, homevideo
1 year ago
3:53

XXXDan

Hot squirting Hairy balls on the floor

Categories: 3some, amateur, anal, balls, big cock, blowjob, creampie, crossdressing, cumshot, daddies
1 year ago
10:37

xHamster

Crossdresser in High Heels and Smooth Legs. TCSBrenda

Categories: amateur, ass, balls, crossdressing, european, exhibitionist, hd, high heels, homevideo, legs
3 years ago
3:49

GayGo

Thicc Trap Twerks for you

Categories: amateur, ass, booty, crossdressing, fetish, hd, massage, sissy, toys, transvestite
6 years ago
4:32

TheGay

crossdresser facial cumpilation

Categories: barebacking, blowjob, bukkake, compilation, couple, crossdressing, cum, facial, hd, hunk
6 years ago
14:39

TheGay

teen 18+ crossdresser gets fucked by old guy

Categories: crossdressing, hd, old, solo, teen (18+)
7 months ago
7:36

GayBingo

Hardcore bondage, solo pleasure, high-definition clips with messy creampies

Categories: bdsm, bondage, creampie, crossdressing, hardcore, hd, masturbation, messy, solo
10 months ago
5:19

xHamster

What bra today

Categories: amateur, bra, british, crossdressing, hd, lingerie, mature, outdoor, small cock, solo
1 year ago
7:11

xHamster

Estim pulse twitches and a vibrating finger in sissy's ass for a hands free cumshot

Categories: amateur, american, anal, ass, bdsm, bear, big cock, crossdressing, cum, cumshot
5 years ago
14:48

TheGay

Hot Gay Sissy - Maurice and Silvester

Categories: boy, couple, crossdressing, emo, sissy, skinny, twink
2 months ago
5:09

xHamster

Hot 🥵and horny hairy cock black cock

Categories: amateur, anal, barebacking, black, boy, compilation, creampie, crossdressing, cumshot, dick
5 months ago
6:09

xHamster

Hot stepson says "daddy come break my ass" - jovenpoder

Categories: amateur, ass, barebacking, bear, big cock, boy, crossdressing, daddies, friend, indian
1 year ago
5:31

xHamster

Skinny Sissy Give Me Hot Blowjob and Fuck

Categories: amateur, anal, barebacking, big black cock, big cock, black, blowjob, creampie, crossdressing, daddies
3 years ago
21:01

GayBingo

Boynapped, sissy crossdress, kink

Categories: bdsm, big cock, crossdressing, domination, edging, hardcore, italian, kinky, sissy, twink
4 years ago
6:06

TheGay

Babydoll Seductionp

Categories: amateur, crossdressing, handjob, mature, pov, redhead
2 months ago
4:30

HClips

Femdom Strapon 3some Anal Fucking For Submissive Dude 5 Min

Categories: 3some, amateur, anal, assfucking, blonde, brunette, crossdressing, domination, hd, knockers
10 months ago
13:34

JizzBunker

I get so hard when I see myself in the mirror

Categories: amateur, crossdressing, latina, masturbation, mirror, skinny
1 year ago
6:17

XXXDan

My sweet little cock is the closest to you.

Categories: amateur, big cock, bulgarian, car, crossdressing, dick, handjob, masturbation, mature, outdoor
9 years ago
6:49

UPornia

GaySissies Clip: Randolph and Anthony

Categories: crossdressing, fetish
2 months ago
1:11:31

BoyFriendTV

Raven raw.

Categories: amateur, anal, asslick, barebacking, bear, big black cock, big cock, blowjob, bondage, boy
5 months ago
5:37

xHamster

He Must Be Obeyed 2

Categories: amateur, asian, barebacking, bear, big black cock, big cock, black, blowjob, boy, couple
10 months ago
4:02

xHamster

Double Anal: Even Though It's Hard for Me to Put Two Dildos in, I Still Insist.

Categories: anal, argentinian, big ass, crossdressing, dildo, hd, latina, masturbation, mature, solo
1 year ago
16:58

xHamster

Big Denture Smile and Toothless Smile on WEBCAM.

Categories: amateur, ass, balls, crossdressing, european, exhibitionist, hd, high heels, homevideo, humiliation
2 months ago
7:55

GayBingo

I love the way he pounded me

Categories: amateur, asian, barebacking, big cock, blowjob, crossdressing, cum, daddies, hunk, indian
10 months ago
7:15

xHamster

Eating my male in a jockstrap without a condom until I cum inside him.

Categories: amateur, anal, asian, barebacking, big black cock, big cock, blowjob, boy, brazilian, condom
1 year ago
5:15

xHamster

Military service from another point of view

Categories: amateur, american, army, barebacking, big cock, blowjob, boy, crossdressing, cum, cumshot
1 year ago
19:14

PornGem

Latex crossdresser with fucking machine

Categories: ass, crossdressing, fucking machine, latex, sissy, webcam
2 months ago
7:28

xHamster

Gay playing with dildo

Categories: amateur, anal, anal toying, boy, brazilian, crossdressing, dildo, fetish, fisting, hd
11 months ago
3:59

xHamster

Ass Big Black Fingering Desi Man Fuck

Categories: amateur, asian, ass, barebacking, big ass, big cock, black, blowjob, boy, crossdressing
1 year ago
7:28

JizzBunker

Young straight guy with a perfect body loves anal sex

Categories: amateur, anal, big cock, crossdressing, first time, hardcore, perfect body, teen (18+)
2 months ago
9:38

BoyFriendTV

Ass. Ladyboy Serge Lusin. 2025g

Categories: amateur, american, ass, big ass, chubby, crossdressing, european, ladyboy, mature, solo
5 months ago
5:18

GayBingo

Sissy crossdresser, sex toy, sissy boys

Categories: amateur, boy, crossdressing, dildo, extreme, german, high heels, huge dildo, nylon, riding
1 year ago
5:42

JizzBunker

HD homemade video compilation part 44

Categories: amateur, anal, anime, big ass, big cock, black, compilation, crossdressing, cute, daddies
1 year ago
5:32

xHamster

Asian boy masturbating

Categories: amateur, asian, asslick, barebacking, bear, beauty, big ass, big black cock, big cock, boy
25 days ago
19:14

XXXDan

My sex machine penetrates to the bottom of my anus

Categories: anal, anus, crossdressing, dildo, hardcore, latex, latina, mexican, solo, toys
7 months ago
8:12

xHamster

We Were Caught by Falani Men and They Join Us

Categories: amateur, anal, asian, barebacking, black, blowjob, boy, caught, couple, crossdressing
1 year ago
5:58

XXXDan

Night Time

Categories: amateur, big cock, crossdressing, daddies, gloryhole, hardcore, mature, nude, old, public
2 months ago
38:44

XXXDan

Japanese crossdresser Cosplay

Categories: cosplay, crossdressing, doggystyle, fetish, japanese, shemale
8 months ago
6:54

xHamster

Keeping the hole open by a pig hole

Categories: amateur, bdsm, crossdressing, dildo, extreme, femboy, fisting, gaping hole, hd, huge dildo
1 year ago
7:18

xHamster

Rubber glove love

Categories: amateur, crossdressing, cumshot, dick, handjob, hd, homevideo, masturbation, old, rubber
7 months ago
2:47

ProPorn

Big Dick Crossdresser Cums in Pink Thong

Categories: big cock, black, crossdressing, cum, hd, masturbation, thong
11 months ago
6:45

xHamster

Aanal Love

Categories: amateur, anal, anal toying, austrian, crossdressing, european, hd, masturbation, old, sissy
1 year ago
6:50

JizzBunker

Walks on the beach and in the mountains with an orange one-piece swimsuit

Categories: amateur, beach, big cock, caught, crossdressing, cumshot, cute, daddies, fetish, first time
1 year ago
41:19

xHamster

Stretching my Pussy Nice and Big!!!

Categories: amateur, american, anal, anal toying, chubby, crossdressing, cum, cumshot, dildo, extreme
2 months ago
8:20

VivaTube

Asian Crossdresser Blowjob

Categories: amateur, asian, blowjob, crossdressing, handjob
5 months ago
7:43

GayBingo

Deep-throats, big cock cumming, gay blowjob

Categories: amateur, anal, ass, barebacking, big black cock, big cock, blowjob, crossdressing, cum, cumshot
7 months ago
12:41

VideoSection

Crossdresser's Upskirt: Washing Dishes and Spreading Legs Wide Open

Categories: amateur, cosplay, crossdressing, legs, spreading, striptease, tease, upskirt
1 year ago
1:57

XXXDan

Sex machine with huge dildo fucks Susie

Categories: amateur, anal, big cock, crossdressing, cuckold, cumshot, dildo, fisting, hardcore, huge dildo
1 year ago
6:51

xHamster

Daddy here wants to eat your ass and injects his sperm into you

Categories: amateur, ass, barebacking, bear, big black cock, big cock, blowjob, chubby, crossdressing, cumshot
1 year ago
5:15

XXXDan

Fucking in two ways

Categories: anal, bdsm, blowjob, close up, crossdressing, deep throat, fetish, flashing, german, hardcore
25 days ago
9:08

BoyFriendTV

First time masturbating after girlfriend leaves. Gay masturbation in the night the cum on myself

Categories: amateur, anal, barebacking, big cock, black, blowjob, crossdressing, cum, daddies, fantasy
2 months ago
12:50

XXXDan

Big Booty CD has fun with me again

Categories: amateur, anal, big ass, big cock, blowjob, booty, crossdressing, deep throat, doggystyle, funny
7 months ago
10:39

xHamster

Group Sex - Stepdad jerks off to sexy twinks and then fucks them one by one - 582

Categories: amateur, anal, asslick, barebacking, big cock, blowjob, boy, college, crossdressing, femboy
1 year ago
11:25

XXXDan

Horny dirty hole

Categories: amateur, anal, big ass, big cock, crossdressing, dildo, dirty, fisting, german, hardcore