9 months ago
22:08

GayBingo

Amateur sissy crossdresser enjoys a good time in the office

Categories: amateur, anal, anime, ass, big ass, big cock, blowjob, cartoon, college, crossdressing

9 months ago
12:51

BoyFriendTV

sissy cock gets another sounding

Categories: dick, hd, masturbation, sissy, solo, urethra

9 months ago
8:14

GayBingo

Sissy crossdresser explores bareback pleasures with an older partner

Categories: african, amateur, asian, barebacking, bear, big cock, blowjob, chubby, crossdressing, cum

9 months ago
18:07

BoyFriendTV

Sexy Verse Twink Couldn’t Get Enough of a Big Black Cock

Categories: african, amateur, barebacking, big black cock, big cock, black, blowjob, couple, hd, sissy

9 months ago
21:46

BoyFriendTV

I won't give up until I hit the ground

Categories: amateur, anal, ass, big ass, crossdressing, cum, dildo, fucking machine, masturbation, sissy

10 months ago
9:22

BoyFriendTV

Crossdresser plays with fuck machine

Categories: amateur, boy, clothed sex, crossdressing, fetish, hd, homevideo, lingerie, masturbation, sissy

10 months ago
13:36

BoyFriendTV

sissy fag using new toys on his small cock

Categories: dick, hd, masturbation, sissy, small cock, solo, toys, urethra

10 months ago
3:00

FetishPapa

BLACK SUBMISSIVE TWINK WORSHIPS STRAIGHT ITALIAN MUSCLE BEAR'S THICK, HAIRY COCK

Categories: amateur, big cock, black, blowjob, dick, domination, face fucking, facial, hairy, hd

10 months ago
14:43

BoyFriendTV

pretty bytch cums

Categories: amateur, anal, crossdressing, cum, cumshot, dildo, oral, orgasm, pretty, shemale

10 months ago
12:49

BoyFriendTV

Desperate guy sucks and gives a point to fuck to cum

Categories: amateur, anal, barebacking, big cock, compilation, cum, cum in mouth, cumshot, daddies, desperate

10 months ago
8:14

GayBingo

Sissy encounters three macho men and gets his leg shaking

Categories: 4some, african, big black cock, blowjob, sissy, twink

11 months ago
8:25

GayBingo

Intense anal orgasm as sissy gets pounded by fake cock

Categories: anal, ass, big ass, bisexual, cum, dick, dildo, fat, homevideo, jizz

10 months ago
3:53

BoyFriendTV

Guy gets sissy slave task from girlfriend to become gay

Categories: amateur, crossdressing, cumshot, dick, dildo, domination, girlfriend, hd, insertion, masturbation

10 months ago
14:08

BoyFriendTV

Bottom cgl ass to mouth session

Categories: amateur, anal, ass, ass to mouth, boy, cage, dildo, masturbation, sissy, solo

11 months ago
11:30

GayBingo

Prostate cum fuck, sissy anal orgasm, belgian

Categories: anal, anal toying, belgian, crossdressing, cum, dildo, extreme, gaping hole, huge dildo, jizz

11 months ago
14:54

GayBingo

Sissy crossdresser with gay boys in amateur scenes

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

11 months ago
9:58

BoyFriendTV

Sissy goddess in sheer dress exercises her gorgeous cock and ass and edge

Categories: amateur, ass, big cock, boy, crossdressing, cumshot, dick, dress, fetish, gorgeous

11 months ago
15:04

GayBingo

Submissive sissy femboy gets naughty in the shower with soapy fun

Categories: anal, bathroom, cosplay, dildo, femboy, funny, naughty, pov, shower, sissy

11 months ago
19:00

XXXDan

Sissy Crossdresser Dildos Tight Asshole Cums In Lingerie

Categories: amateur, anal, ass, big cock, british, crossdressing, cum, cumshot, dildo, fetish

11 months ago
31:43

XXXDan

Big Tits Asian American sissy tranny trap cum dump throat fuck anal doggie bareback creampie gape from massive cock sleeve p2

Categories: amateur, american, anal, asian, barebacking, big cock, couple, creampie, cum, doggystyle

11 months ago
5:10

VideoSection

Man transformed into a sissy in diapers

Categories: amateur, crossdressing, cum, diaper, jizz, masturbation, sissy, stockings, teen (18+), twink

11 months ago
37:31

GayBingo

Eating crossdresser sperm, femboy heels, gay lingerie sissy

Categories: crossdressing, cum, cumshot, european, femboy, handjob, high heels, jizz, lingerie, masturbation

11 months ago
9:16

GayBingo

Young Asian sissy gets cum shot in flight attendant outfit

Categories: amateur, asian, barebacking, big cock, crossdressing, cum, cumshot, jizz, sissy, stewardess

1 year ago
7:45

EmpFlix

Blonde Sissy Maid Fulfills Her Desires

Categories: bisexual, blonde, maid, sissy

1 year ago
15:04

GayBingo

Sissy femboy enjoys submissive anal sex in the shower

Categories: anal, bathroom, cosplay, dildo, femboy, pov, shower, sissy, soapy, submissive

1 year ago
13:53

JizzBunker

Solo sissy

Categories: amateur, big cock, crossdressing, sissy, small cock, solo

1 year ago
3:51

VipTube

Sissy Crossdresser Christine Strips and Shows Small Cock

Categories: amateur, crossdressing, daddies, fat, sissy, small cock

1 year ago
6:27

GayBingo

Chubby fishnet sissy slut has fun with her fuck machine

Categories: anal, anal toying, ass, big ass, chubby, crossdressing, dildo, fishnet, funny, lingerie

1 year ago
6:23

GayBingo

Slim blonde twink takes a sissy pounding and shoots handsfree facial in intense anal climax

Categories: anal, blonde, boyfriend, cum, european, facial, fitness, homevideo, jizz, lingerie

1 year ago
19:43

XXXDan

Young Stud, Slim Sissy, Great Fuck!

Categories: anal, hardcore, sissy, skinny, slim, stud, teen (18+)

1 year ago
31:35

XXXDan

Pink Satin Sissy

Categories: amateur, crossdressing, handjob, lingerie, masturbation, satin, sissy, webcam

1 year ago
5:23

GayBingo

Public humiliation sissy crossdresser in lingerie faces outdoor embarrassment

Categories: crossdressing, homevideo, humiliation, lingerie, outdoor, public, sissy, underwear

1 year ago
14:32

VideoSection

Sissy enjoys double anal speculums and beads in anal dildo fun!

Categories: amateur, american, anal, anal toying, ass, beads, big ass, crossdressing, dildo, double penetration

1 year ago
21:35

XXXDan

Sissy fag danas on cam humiliation

Categories: amateur, big cock, crossdressing, humiliation, sissy, small cock, webcam

1 year ago
20:57

VideoSection

Review & Steamy Playtime with Hankey's Toys Aaron Klein XXL and a new massive d*** for a gay sissy

Categories: amateur, anal, anal toying, big cock, compilation, cum, cumshot, dildo, fisting, gaping hole

1 year ago
24:24

GayBingo

Dominant goddess feminizes and humiliates chubby cuckolded sissy with chastity cage

Categories: abuse, anal, cage, chubby, handjob, humiliation, orgasm, sissy, tattoo, whip

1 year ago
7:40

GayBingo

Harley Quinn sissy with a plump booty gets anal pounded

Categories: american, anal, ass, big ass, big cock, booty, chubby, crossdressing, dildo, gaping hole

1 year ago
5:29

EmpFlix

Sissy Slim Body Takes Big Cock Anal

Categories: anal, big cock, bisexual, sissy, slim

1 year ago
10:20

GayBingo

Gay bubble butt, obese, sissy crossdresser slut

Categories: anal, anal toying, ass, chubby, close up, crossdressing, daddies, dildo, gaping hole, humiliation

1 year ago
9:12

GayBingo

Sissy D restrained on the sex device

Categories: amateur, anal, bdsm, bondage, german, homevideo, humiliation, sissy, toys, twink

1 year ago
6:56

BoyFriendTV

Sissy maid plays with her dildo

Categories: amateur, crossdressing, dildo, maid, masturbation, sissy, twink

1 year ago
7:08

GayBingo

Sissy gets dolled up with her pussy sealed shut - Second installment

Categories: doll, german, homevideo, humiliation, sissy, stockings

1 year ago
11:38

GayBingo

Adorable femboy enjoys solo anal play with a large dildo, moaning like a horny sissy

Categories: adorable, anal, asian, ass, beauty, big ass, crossdressing, dildo, femboy, moaning

1 year ago
10:42

GayBingo

Sissy femboy in chastity cage offers his ass to hung college bully

Categories: ass, barebacking, beauty, big cock, blowjob, british, cage, college, femboy, handjob

1 year ago
5:10

GayBingo

Horny sissy wakes up craving cock, plays with clit, and ventures into deep anal fisting adventure!

Categories: amateur, anal, anal fisting, anal toying, british, crossdressing, dick, fingering, first time, fisting

1 year ago
4:50

HD21

Sissy Crossdresser Fucks Doll with Emo Vibe

Categories: amateur, crossdressing, doll, emo, sissy, solo, toys

1 year ago
12:12

BoyFriendTV

Old master and sissy fag

Categories: bdsm, cigarette, hd, humiliation, licking, master, old, shoe, sissy, slave

1 year ago
6:49

GayBingo

Cheating husbands exploring sissy chastity and gay pleasures

Categories: american, anal, anal toying, boyfriend, car, cheating, dildo, exhibitionist, husband, latina

1 year ago
6:45

GayBingo

Sissy enjoys intense thigh fucking and receives a money shot

Categories: anal, anal toying, crossdressing, cum, dildo, jizz, massage, masturbation, money, pale

1 year ago
21:07

GayBingo

Submissive sissy crossdresser in lingerie pleasures you with top and bottom action

Categories: anal, big cock, crossdressing, cum, cumshot, dancing, dildo, jizz, lingerie, masturbation

Pornstars: Sarah Jade

1 year ago
9:28

JizzBunker

Charlotte Stokely Joi Sissy Bravo

Categories: joi, pornstar, sissy

Pornstars: Charlotte Stokely

1 year ago
5:15

GayBingo

Two hot gay sissy sluts pleasuring each other while being watched

Categories: 3some, anal, barebacking, blowjob, college, cumshot, european, handjob, insertion, sissy

1 year ago
10:42

JizzBunker

Sissy slim chastity fucked for a big cock

Categories: big cock, sissy, slim

1 year ago
15:55

XXXDan

After the Gym Pounding CD Sissy

Categories: gym, sissy

1 year ago
5:52

GayBingo

Japanese bears, nude male celebs, sissy crossdresser

Categories: amateur, barebacking, beach, bear, big black cock, big cock, black, blowjob, celebrity, crossdressing

1 year ago
26:44

XXXDan

Mikki Kinky Sissy Party Slut Bootybump Dildo Riding Crop

Categories: anal, bdsm, crop whip, dildo, group sex, hardcore, kinky, lingerie, masturbation, mature

1 year ago
14:15

XXXDan

Sissy secrets

Categories: 3some, amateur, anal, big cock, blowjob, group sex, mature, orgy, shemale, sissy

1 year ago
13:42

JizzBunker

Sissy still has raw cock hungry

Categories: dick, italian, sissy

1 year ago
7:44

XXXDan

Become a sissy

Categories: anal, big cock, blowjob, hardcore, lingerie, shemale, sissy

1 year ago
19:45

JizzBunker

Kimbers BBC Sissy Trainer

Categories: anal, big ass, big black cock, big cock, black, blowjob, hardcore, shemale, sissy, smoking

1 year ago
9:34

JizzBunker

Sissy Slut Training

Categories: anal, beauty, big cock, blowjob, hardcore, nude, public, shemale, sissy, slut

1 year ago
9:16

XXXDan

Str8 Boxer Rams Sissy Mouth And Ass CD

Categories: amateur, ass, big ass, big cock, blowjob, hardcore, shemale, sissy

1 year ago
6:05

BoyFriendTV

Sissy Maid Uses Hole with Dildo

Categories: amateur, anal, crossdressing, dildo, femboy, hd, lingerie, maid, sissy, solo

1 year ago
11:22

HClips

College students 18+ And Gay Boy - Indian Threesome Gay Masterji Sissy Gay Fucking - Bareback Fucking & Twink Gay Fucking Oldest House

Categories: 3some, amateur, barebacking, big cock, boy, college, handjob, hd, indian, muscled

1 year ago
31:01

XXXDan

2 guys fuck an amateur sissy outdoors, part 2

Categories: amateur, blowjob, hardcore, outdoor, shemale, sissy

1 year ago
7:22

XXXDan

Sissy BodyBuilder Massage

Categories: bodybuilder, handjob, massage, masturbation, muscled, sissy

1 year ago
2:08

JizzBunker

Im a sissy who just wants delicious anal, I need it

Categories: amateur, anal, big ass, close up, dildo, hardcore, huge dildo, insertion, latina, sissy

1 year ago
6:36

JizzBunker

Gothic Sissy rides a dildo for the first time

Categories: amateur, big ass, big cock, dildo, european, first time, german, goth, hardcore, lingerie

1 year ago
14:58

XXXDan

I fuck my sissy boyfriend anally, I train him so that my lover fucks him too. REASON 8 full video

Categories: 69, anal, bisexual, boyfriend, fetish, hardcore, massage, masturbation, pov, sissy

1 year ago
9:01

JizzBunker

Leather Coat Boy Pussy Sexy Party Dress Crossdresser Sissy Gay Amateur Big Ass Big Booty White Twink Pink Asshole

Categories: amateur, ass, big ass, blowjob, booty, boy, crossdressing, daddies, dress, european

1 year ago
12:52

HDSex

Turning you into my submissive sissy anal slut

Categories: anal, bisexual, sissy, slut, submissive, underwear

1 year ago
6:01

XXXDan

Fuck my pussy with a huge dildo while I beg for cock, daddy. shemale sissy slut stretching her pussy

Categories: amateur, anal, big ass, big cock, crossdressing, cute, daddies, dick, dildo, gaping hole

1 year ago
10:18

JizzBunker

GREAT Compilation of Juicy Cumshots in the Mouth - In Sissy - In the Ass - In Perfect Holes

Categories: amateur, ass, big ass, big cock, bisexual, blowjob, compilation, creampie, cumshot, doggystyle

1 year ago
9:30

GayBingo

Crossdressing sissy gets humiliated and smokes while being called a fag slut

Categories: abuse, crossdressing, sissy, slut

2 years ago
9:59

HDSex

Naughty PAWG Sissy Slut Twerks and Shows Off After Yoga Session, Tears Leggings, Rides Dildo Vigorously, Opens Wide & Explodes!

Categories: dildo, leggings, naughty, sissy, slut, yoga

2 years ago
5:38

GayBingo

Dominatrix pegs submissive sissy in a hardcore casting session

Categories: anal, ass, casting, crossdressing, dominatrix, hardcore, sissy, submissive

2 years ago
6:20

HDSex

Naughty crossdressing sissy guy gets drenched in golden showers on my bedroom floor

Categories: anal, ass, bedroom, crossdressing, cum, cum swallowing, jizz, naughty, pissing, shaved

2 years ago
2:15

XXXDan

A guy with a big dick fucked his sissy tranny without a condom

Categories: amateur, anal, big ass, big cock, blowjob, condom, hardcore, lingerie, shemale, sissy

2 years ago
10:50

GayBingo

Jon Arteen's naughty Halloween striptease: A diabolical lad unleashes his inner sissy

Categories: boots, crossdressing, dancing, hairy, halloween, naughty, sissy, skinny, striptease, twink

2 years ago
6:27

GayBingo

Submissive sissy in her hotel unleashes pleasure by stuffing her ass with a cucumber

Categories: anal, ass, crossdressing, cucumber, dildo, hotel, sissy, submissive, toys

2 years ago
3:41

TheGay

Poke-sissy Cosplay - Catch Em All - Can You Catch Me?

Categories: amateur, cosplay, costume, hd, sissy, solo, tattoo, webcam

2 years ago
6:33

GayBingo

Gay joi, gay sissy, sissy joi

Categories: joi, sissy

2 years ago
10:09

GayBingo

Gay sissy, gay student, big cock cumming

Categories: big cock, cum, sissy, student

2 years ago
7:52

GayBingo

Naughty librarian by day, submissive sissy bitch by night indulges in smoking, rides a thick black dildo, masturbates, deepthroats, and humiliates him

Categories: abuse, amateur, anal, anal toying, black, british, deep throat, dildo, humiliation, librarian

2 years ago
5:55

TheGay

Horny Sissy Pushes Dildo Into His Asshole With Less Lubricant And Gets Pain And Pleasure At The Same Time

Categories: amateur, ass, dildo, hd, pain, sissy, solo, toys

2 years ago
24:06

JizzBunker

Sissy fagot anal sex in a dress!

Categories: amateur, anal, crossdressing, dress, hardcore, mature, sissy

2 years ago
11:38

GayBingo

Exploring the sissy within: Unleashing the ultimate pleasure

Categories: dildo, gaping hole, mask, masturbation, sissy, toys

2 years ago
56:21

GayBingo

Adorable sissy takes massive dildos in both ends and pleasures his tight ass

Categories: adorable, anal, anal toying, ass, ass to mouth, crossdressing, cum, dildo, edging, gaping hole

2 years ago
14:41

GayBingo

Sissy boy shoots a hot load up close with his vibrating Hitachi

Categories: big ass, boy, chubby, close up, emo, goth, masturbation, sissy, solo, vibrator

2 years ago
6:24

GayGo

Sucking the boss

Categories: ass, asslick, blowjob, boss, couple, cum, cum swallowing, daddies, deep throat, dick

2 years ago
3:06

JizzBunker

Sissy Crossdresser shows off in her skirt and sexy thong

Categories: beauty, crossdressing, masturbation, panties, sissy, solo, striptease, thong

2 years ago
14:17

GayBingo

Self-bondage sissy maid enchained with spear gag and dildo

Categories: amateur, bdsm, bondage, british, dildo, gagging, maid, sissy, toys

3 years ago
1:12

GayGo

18 yo crossdresser does anal and cum without hands

Categories: 18 year old, amateur, anal, anus, asian, ass, crossdressing, cum, cumshot, dildo

4 years ago
5:15

GayBingo

Gay sissy crossdresser, crossdresser dildo, sissy crossdresser fucked

Categories: amateur, anal, anal toying, asian, crossdressing, dildo, sissy, small cock, toys

4 years ago
11:12

BoyFriendTV

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: bdsm, blowjob, bodybuilder, cumshot, dick, fat, fucking machine, homevideo, massage, nylon

4 years ago
16:12

BoyFriendTV

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, big cock, bisexual, blowjob, crossdressing, cumshot, daddies, dick, gloryhole, hd

5 years ago
8:07

BoyFriendTV

sissy kathys wedding dress wank

Categories: amateur, anal, bdsm, crossdressing, dress, masturbation, sissy, wanking, wedding

5 years ago
8:08

BoyFriendTV

Boy Kicked To Balls And Feet Dominated

Categories: balls, boy, feet, sissy, slave

1 day ago
12:52

BoyFriendTV

sissy knelt before him like a prayer answered in whispers

Categories: crossdressing, hd, sissy

3 days ago
2:27

VipTube

Sissy Mike's Cock-Sucking Adventure

Categories: blowjob, daddies, dick, sissy, webcam

4 days ago
10:11

HClips

Oliver Strelly And Sandro Jenner In Stepdad Seduced A Cute Twink And Fucked Him

Categories: amateur, anal, assfucking, asslick, barebacking, big cock, blowjob, boss, crossdressing, cute

5 days ago
6:07

GayBingo

Young gay sissy gets double stuffed with big cocks

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

5 days ago
22:15

BoyFriendTV

Adorable Sissy Beauty enjoys Dick Deep Pounding

Categories: adorable, beauty, bisexual, dick, domination, femboy, hunk, punishment, sissy

3 years ago
7:43

TnaFlix

Gorgeous Thick Blonde Sissy Maid

Categories: amateur, bisexual, blonde, crossdressing, gorgeous, hd, maid, masturbation, sissy, thick

8 days ago
7:53

GayBingo

Sissy gets humiliated in a uniform while swallowing cum

Categories: abuse, amateur, british, crossdressing, cum, cum swallowing, humiliation, jizz, sissy, uniform

9 days ago
5:45

BoyFriendTV

Taking My New Toy - ThatSissyAlexa

Categories: anime, femboy, fucking machine, hd, nylon, sissy, toys, twink

11 days ago
10:07

GayBingo

Hairy Sissy Plunges Dildo

Categories: anal, crossdressing, dildo, fisting, hairy, indian, masturbation, sissy, small cock, toys

11 days ago
5:44

GayBingo

Gay Sissy Jacking

Categories: sissy

11 days ago
5:05

GayBingo

Sissy with Huge Dildo

Categories: amateur, anal, ass, big cock, chubby, dildo, high heels, huge dildo, hunk, masturbation

19 days ago
9:28

TnaFlix

I'm a Kinky Sissy

Categories: amateur, bdsm, bisexual, crossdressing, kinky, masturbation, sadomasochism, sissy

13 days ago
12:59

HDSex

Cd cums, gay sissy, lingerie

Categories: amateur, anal, anal toying, beauty, blonde, british, crossdressing, cum, cum swallowing, cumshot

17 days ago
3:01

VipTube

SISSY Crossdresser Amateur Video

Categories: amateur, crossdressing, sissy, solo

21 days ago
5:11

GayBingo

Crossdresser dildo, sissy lingerie, gay sissy

Categories: amateur, anal, anal toying, barebacking, beauty, brutal, crossdressing, dildo, homevideo, lingerie

32 days ago
3:07

FetishPapa

Sissy Black Thong Twink Shows Off

Categories: amateur, black, crossdressing, sissy, thong, twink, webcam

35 days ago
8:22

BoyFriendTV

Ladysilva very hot naked on the beach with her tanned ass

Categories: anal, ass, beach, big ass, big cock, brazilian, crossdressing, femboy, hd, masturbation

36 days ago
14:16

BoyFriendTV

I Never thought I would Give Myself Away like that, Verbal Confessions of a Toothless Cocksucker. TC

Categories: amateur, blowjob, crossdressing, dick, english, european, hd, homevideo, humiliation, masturbation

38 days ago
10:32

BoyFriendTV

Stepdad's huge cock fucks a cute twink in different positions

Categories: amateur, anal, ass, barebacking, big cock, boss, cum, cumshot, cute, daddies

41 days ago
7:52

YepTube

Sissy Craves Black Cock

Categories: amateur, black, dick, masturbation, sissy, solo

43 days ago
8:20

BoyFriendTV

Sissy femboy slut used all the holes , flooded with hot Stepdaddy 's cum from a big dick

Categories: big cock, boy, college, cum, cute, daddies, emo, femboy, lingerie, pov

45 days ago
20:56

BoyFriendTV

I love a hungry bubble butt in lingerie... btmciao gave me hisvto fuck and breed good!

Categories: ass, barebacking, big cock, hd, lingerie, sissy, slut, thong