9 months ago
5:44

GayBingo

Sissy in sexy stilettos satisfying his urges in lingerie and nylons

Categories: amateur, crossdressing, german, high heels, lingerie, masturbation, nylon, sissy, stockings, whip
9 months ago
14:02

BoyFriendTV

Bullying You And Cumming On Your Sissy Face - POV Taboo Teacher Roleplay - WolfgangWhite

Categories: amateur, bear, big cock, blonde, canadian, cum, cumshot, dick, domination, hairy
9 months ago
26:01

BoyFriendTV

Watch me wash my clitty and get ready for bed

Categories: anal toying, bdsm, bed sex, crossdressing, european, femboy, fetish, hd, homevideo, pissing
9 months ago
6:55

GayBingo

Helpless sub left tied up and teased with a vibrator

Categories: bdsm, bondage, british, domination, humiliation, sissy, tied up, vibrator
9 months ago
5:36

VideoSection

Retro sissy, a pair of guys in dresses

Categories: big cock, crossdressing, licking, retro, sissy
10 months ago
37:30

JizzBunker

Behind the Scenes - Sissy Slut Morning Breakfast

Categories: amateur, behind the scenes, crossdressing, cumshot, erotic, european, fetish, lingerie, masturbation, reality
10 months ago
33:36

JizzBunker

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, big ass, big cock, blowjob, dick, lingerie, shemale, sissy
10 months ago
15:04

GayBingo

Sissy femboy gets wet and wild with Bad Dragon dildo in shower

Categories: bathroom, cosplay, dildo, femboy, pov, shower, sissy, soapy, toys, wet
10 months ago
16:57

XXXDan

KINKY BDSM SHEMALE MASTERS BAREBACK SISSY SLAVE PMV

Categories: amateur, barebacking, bdsm, hardcore, kinky, shemale, sissy, slave
10 months ago
16:13

GayBingo

Adorable Slim Sissy destroys Cock Stroker and Experiences his inaugural Prostate Climax while riding a Toy

Categories: adorable, american, anal, ass, big ass, crossdressing, cumshot, dick, dildo, masturbation
10 months ago
9:23

GayBingo

Chubby sissy in stockings gets off with a handjob and cums hard

Categories: chubby, crossdressing, cum, european, fat, handjob, jizz, lingerie, masturbation, sissy
11 months ago
6:28

VideoSection

Sissy big dildo, open your ass

Categories: amateur, anal, ass, barebacking, big ass, big cock, close up, dildo, huge dildo, insertion
11 months ago
6:16

GayBingo

Raw-gay, foot-sucking, sissification

Categories: 3d, anal, anal toying, ass, big ass, blowjob, close up, clothed sex, creampie, dildo
11 months ago
8:37

GayBingo

Skinny Sissy CD enjoys dress-up playtime in stockings and high heels Pt05

Categories: ass, beauty, british, crossdressing, dress, feet, high heels, lingerie, masturbation, sissy
1 year ago
1:11

EmpFlix

Sissy Bois Hard Tongue - Amateur Striptease

Categories: amateur, bisexual, sissy, striptease, tongue
1 year ago
16:21

XXXDan

Sissy White Nylons Show With Handjob And Final Cumshot

Categories: amateur, big cock, creampie, cumshot, handjob, lingerie, masturbation, nylon, shemale, sissy
1 year ago
6:21

JizzBunker

Sissy cd, fun with a butt plug

Categories: amateur, anal, big ass, big cock, british, buttplug, crossdressing, funny, handjob, hardcore
1 year ago
8:44

BoyFriendTV

Sissy's solo session with a vibrator

Categories: amateur, masturbation, milk, sissy, solo, toys, twink, vibrator
1 year ago
6:05

GayBingo

Tempting sissy training session with Sissydaniella

Categories: anal, anal toying, crossdressing, dildo, german, homevideo, humiliation, masturbation, outdoor, public
1 year ago
5:40

JizzBunker

Pathetic desperate sissy cant get a real man to fuck her

Categories: desperate, hardcore, sissy
1 year ago
8:27

VideoSection

Getting intimate with a massive dildo buried deep in my sissy booty ❤️🍆

Categories: anal, booty, brutal, crossdressing, dildo, orgasm, sissy, toys
1 year ago
15:38

HDSex

Gay compilation featuring sissy archirusik in various steamy scenarios

Categories: amateur, american, barebacking, bdsm, big cock, car, compilation, crossdressing, cruising, cum
1 year ago
5:34

GayBingo

Sissy in bikini and ebony stockings pleasures himself - Uekhui

Categories: amateur, bedroom, brazilian, crossdressing, ebony, handjob, jerking, masturbation, pantyhose, sissy
1 year ago
5:15

GayBingo

Sissy Hooked on Giving Sloppy Blowjobs

Categories: amateur, big cock, blowjob, bunny, deep throat, european, homevideo, sissy, sloppy
1 year ago
6:37

GayBingo

Newbie Gothic sissy takes on dildo for the first time

Categories: ass, big ass, cum, dildo, emo, european, first time, german, goth, homevideo
1 year ago
12:08

GayBingo

Sissy chastity, gay crossdressers, hd videos

Categories: amateur, anal, ass, crossdressing, hd, lingerie, masturbation, nylon, orgasm, prostate
1 year ago
13:05

GayBingo

Anal pissing, irish, skinny boys

Categories: anal, anal toying, ass, assfingering, boy, british, crossdressing, cum, cum swallowing, dildo
1 year ago
22:01

JizzBunker

Slim and feminine arab sissy with real small tits and big nipples gets fucked in all positions

Categories: amateur, anal, arab, big cock, black, blowjob, creampie, crossdressing, handjob, hardcore
1 year ago
3:58

BoyFriendTV

Peckey playing with her new plug 6

Categories: anal, crossdressing, hd, shemale, sissy, transsexual
1 year ago
6:12

GayBingo

Sissy enjoys the pain and pleasure of pushing dildo into his tight hole

Categories: anal, anal toying, crossdressing, dildo, masturbation, pain, sissy, tight, toys, twink
1 year ago
21:20

GayBingo

Sissy in spandex enjoys giving oral pleasure and getting anally penetrated

Categories: anal, anal toying, bdsm, blowjob, crossdressing, domination, kissing, latex, masturbation, oral
1 year ago
5:53

GayBingo

Submissive vampire Sissy enjoys solo play with a toy

Categories: anal, anal toying, cosplay, crossdressing, dildo, homevideo, japanese, masturbation, sissy, solo
1 year ago
7:02

BoyFriendTV

Sissy maid plays with her dildo

Categories: amateur, crossdressing, dildo, maid, masturbation, sissy, twink
1 year ago
30:47

JizzBunker

The intense gag of The Punisher The sissy session

Categories: gagging, punishment, sissy
1 year ago
6:23

XXXDan

Sissy cowgirl cant get enough of big black cock

Categories: big black cock, cowgirl, italian, sissy
1 year ago
19:17

XXXDan

Trans Scarlett and Sissy

Categories: shemale, sissy, transsexual
1 year ago
30:34

GayBingo

Sissy crossdresser in sexy lingerie experiences first gay encounter

Categories: amateur, bear, crossdressing, daddies, gagging, lingerie, sissy, twink
1 year ago
8:18

GayBingo

Adorable sissy boy shows off and pounds himself with a massive toy

Categories: adorable, amateur, anal, ass, boy, dildo, homevideo, masturbation, sissy, toys
1 year ago
12:46

XXXDan

The best Sissy Trainer Pop...s

Categories: anal, beauty, big cock, creampie, cum swallowing, cumshot, gangbang, hardcore, shemale, sissy
1 year ago
6:12

GayBingo

Lovelaska sissy - steamy anal play with testicles and huge sex toy

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, cum, dildo, fat, game
1 year ago
6:05

XXXDan

Sexy Sissy Femboi 2

Categories: amateur, anal, big cock, hardcore, masturbation, sissy, skinny, small cock, toys
1 year ago
6:11

JizzBunker

Amateur crossdresser sissy fucked doggy style. Cum on ass

Categories: amateur, anal, ass, big ass, big cock, crossdressing, cum, daddies, doggystyle, german
1 year ago
24:50

XXXDan

BIG COCK INVADES TIGHT SHEMALE TRAP SISSY SLUT ASS

Categories: ass, big ass, big cock, hardcore, lingerie, shemale, sissy, slut, tight
1 year ago
5:31

XXXDan

Sex Slave - Sissy Trainer

Categories: amateur, bdsm, hardcore, shemale, sissy, slave
1 year ago
10:30

JizzBunker

Sissy BBC Lust

Categories: anal, big black cock, big cock, black, blowjob, hardcore, lingerie, shemale, sissy, teen (18+)
1 year ago
10:55

XXXDan

Cornelius and Arnold Sissy gay

Categories: anal, beauty, couple, shemale, sissy, teen (18+)
1 year ago
7:12

XXXDan

Sissy Sluts Guide to Total Debauchery. Sissy Trainer by Hornygur

Categories: amateur, anal, bdsm, big cock, blowjob, crossdressing, handjob, sissy, slut, small cock
1 year ago
7:57

HotMovs

Bisexual Foursome Two Sissy And Two Dominant Princesses

Categories: 4some, amateur, bdsm, bisexual, crossdressing, deep throat, group sex, handjob, hd, humiliation
1 year ago
11:24

XXXDan

Sissy in blue dress fucked

Categories: anal, blowjob, couple, creampie, dress, hardcore, shemale, sissy, teen (18+)
1 year ago
11:50

XXXDan

Sissy Roxxy is in full swing!

Categories: amateur, blowjob, hardcore, shemale, sissy
1 year ago
13:55

HClips

Little Abdl Sissy Sub Takes Huge Toy Up Ass Hole In The Tub So Naughty Must See

Categories: amateur, ass, bathroom, brunette, hd, huge dildo, naughty, sissy, solo
1 year ago
2:07

XXXDan

Office sissy plays with her clit

Categories: amateur, big cock, crossdressing, fetish, handjob, leather, office, sissy, small cock
1 year ago
5:15

HDSex

Guide to dominating a lovely sissy

Categories: amateur, anal, asian, ass, big black cock, bunny, sissy
1 year ago
29:38

XXXDan

The sissy boss is not happy with your job

Categories: amateur, big ass, big cock, boss, crossdressing, masturbation, sissy, skinny
1 year ago
49:19

JizzBunker

SHE SURPRISED ME WITH HER SISSY LINGERIE AND I SUCKED HIM VERY GOOD AND HE FUCKED ME AND GAVE ME A DEPOSIT OF CUM

Categories: amateur, couple, creampie, cum, handjob, hardcore, lingerie, sissy, sucking, surprise
1 year ago
9:18

HClips

Australian Sissy Boy & His Rugged Ginger Top Connect 100% & Passionately Fuck And

Categories: amateur, australian, boy, brunette, deep throat, rimjob, sissy
1 year ago
9:51

JizzBunker

Sissy cocksucker earns a birthday load from her alpha master

Categories: amateur, bdsm, big cock, birthday, blowjob, couple, cum swallowing, deep throat, dick, fetish
1 year ago
2:37

XXXDan

Huge BBC dominates a weak beta sissy slut

Categories: anal, bdsm, big black cock, big cock, black, dildo, interracial, lingerie, shemale, sissy
1 year ago
2:54

JizzBunker

Huge sissy cumshot after Fleshlight fuck in fishnets

Categories: amateur, anal, crossdressing, cumshot, fishnet, fleshlight, hardcore, masturbation, muscled, sissy
1 year ago
10:26

XXXDan

SISSY TRAP - 7 DILDOS PLAY MY ASS

Categories: amateur, anal, asian, ass, bdsm, beauty, big ass, big cock, black, compilation
1 year ago
10:02

XXXDan

Today I called my new sissy to suck my feet for a while while I was tired of walking

Categories: amateur, arab, bdsm, big ass, big cock, black, blowjob, close up, crossdressing, feet
1 year ago
12:25

GayBingo

Maid fucked hard and dominated with anal toys by sissy mistress

Categories: anal toying, hardcore, maid, sissy
1 year ago
5:11

GayBingo

Parent enjoys erotic dance by crossdressing sissy

Categories: crossdressing, dancing, erotic, sissy
1 year 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
1 year ago
5:38

GayBingo

Dominatrix pegs submissive sissy in a hardcore casting session

Categories: anal, ass, casting, crossdressing, dominatrix, hardcore, sissy, submissive
1 year 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
1 year 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
1 year 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
1 year 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
1 year 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
5:42

GayBingo

Kinky sissy hunk explores his submissive side with a wet surprise

Categories: anal toying, crossdressing, hunk, kinky, lingerie, sissy, submissive, surprise, toys, wet
2 years ago
4:18

TheGay

Gay Porn In Sissy Slut Rubbing Her Cock Part 2 5 Min

Categories: amateur, dick, hd, rubbing, sissy, slut
2 years ago
5:40

GayBingo

Naughty femboy in stockings enjoys sissy solo play with a condom

Categories: amateur, brazilian, condom, crossdressing, femboy, handjob, masturbation, naughty, sissy, solo
2 years ago
16:13

XXXDan

Joi sissy

Categories: big cock, joi, pov, sissy, solo
2 years ago
16:55

GayBingo

Enslaved sissy endures massive black cock while in a cage

Categories: big black cock, big cock, cage, sissy
2 years ago
8:39

GayBingo

Naughty sissy cam show in a hotel room

Categories: amateur, anal, anal toying, asian, crossdressing, hotel, masturbation, naughty, sissy, toys
2 years ago
11:29

GayBingo

Join me in a naughty adventure! Shy Lara's sissy cum-filled compilation

Categories: amateur, compilation, cum, naughty, shy, sissy
2 years ago
9:10

XXXDan

Sissy ass gets fucked by a fucking machine

Categories: amateur, anal, ass, big ass, bisexual, dildo, doggystyle, european, fucking machine, hardcore
2 years ago
5:44

GayBingo

Crossdresser gets a kinky Christmas present: gay bondage and sissy play with a sex toy

Categories: bondage, crossdressing, kinky, masturbation, sissy, small cock, toys, xmas
2 years ago
40:00

BoyFriendTV

BBC Dildo Trainer for Slut Boys - S1 Ep. 3 - Big Black Cocks

Categories: anal, big black cock, big cock, black, boy, dildo, hd, interracial, joi, sissy
2 years ago
11:08

GayBingo

Gay joi, amateur sissy, internal ejaculation

Categories: amateur, american, anal, blowjob, creampie, crossdressing, hunk, joi, muscled, pov
3 years ago
17:50

GayBingo

Big dildo gay, hidden cam, sissy crossdresser

Categories: amateur, american, anal toying, crossdressing, cumshot, dildo, hidden cam, huge dildo, masturbation, pov
3 years ago
9:09

GayBingo

Verbal blowjobs, sloppy blowjobs, cum eating crossdresser sissy

Categories: amateur, big cock, blowjob, couple, crossdressing, cum, hunk, sissy, sloppy
3 years ago
23:23

TheGay

Sissy Slut Getting Ready For Halloween - Nylonlingerie Studio

Categories: amateur, fetish, halloween, hd, nylon, sissy, slut, solo
3 years ago
8:11

GayGo

Sissy cuckold getting humiliated

Categories: abuse, bdsm, cuckold, hd, humiliation, sissy
3 years ago
16:40

GayBingo

Three torrid Mini Dresses Sissy Slut Crossdresser White Big Butt Gay Big Ass Girl flesh Cosplayer Emo Twink man Underpants

Categories: big ass, crossdressing, emo, sissy, slut, twink, white
3 years ago
19:46

GayGo

Sissy latino eats a huge African cock

Categories: african, anal, anus, ass, big cock, black, blowjob, cum swallowing, deep throat, dick
3 years ago
11:58

GayBingo

Anal toy, gay sex, gay sissy

Categories: amateur, american, anal, anal toying, chubby, dildo, sissy, small cock, solo, toys
3 years ago
6:39

BoyFriendTV

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, asian, big cock, bisexual, blowjob, crossdressing, cumshot, dick, insertion, pornstar
4 years ago
5:26

BoyFriendTV

Sissy Faggot eats ass Craigslist stranger

Categories: amateur, ass, bear, blowjob, crossdressing, sissy, stranger, webcam
4 years ago
34:39

BoyFriendTV

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, big cock, bisexual, blowjob, crossdressing, dick, gangbang, gloryhole, hunk, interracial
4 years ago
6:21

BoyFriendTV

SISSY IS ALWAYS HUNGRY FOR RAW COCK

Categories: anal, big cock, bisexual, blowjob, crossdressing, cumshot, daddies, dick, gloryhole, group sex
5 years ago
15:13

GayBingo

milky sissy fags admits with his real name he enjoys bbc

Categories: anal, big black cock, milk, sissy
5 years ago
10:19

BoyFriendTV

Leather Bra 2

Categories: amateur, bra, crossdressing, leather, sissy
5 years ago
10:45

BoyFriendTV

DWT Sissy Boy abspritzen Sperma Manga Cosplay Emo

Categories: amateur, boy, cosplay, crossdressing, emo, sissy, sperm
5 years ago
3:22

BoyFriendTV

transvestite in the forest im Wald im Grunewald

Categories: amateur, crossdressing, forest, sissy, transvestite
2 days ago
9:43

BoyFriendTV

How will the reception of the strange guys from alpha prison be.

Categories: anal, anime, big cock, cum in mouth, cumshot, daddies, hardcore, hunk, nude, old
5 days ago
10:33

BoyFriendTV

I'm Fucking and Making a Hole in My Ass Right in Car, a Cum Cruise!

Categories: american, anal, ass, barebacking, big cock, boy, car, couple, crossdressing, cum
7 days ago
15:37

BoyFriendTV

Prison of Sissy 5 - Adam Is Training to Become a Sissy... the Prison Boss Got a Blowjob

Categories: 3d, blowjob, boss, english, prison, sissy
9 days ago
12:53

BoyFriendTV

Clean & Play Rules of a Sissy

Categories: african, anal, anal toying, chubby, cleaner, close up, crossdressing, dildo, extreme, hd
10 days ago
11:39

BoyFriendTV

Stripping out of my body stocking and wanking at side of road

Categories: amateur, bodystocking, british, car, feet, homevideo, masturbation, nude, outdoor, panties
12 days ago
21:19

BoyFriendTV

Boys play with each others hard dicks

Categories: amateur, barebacking, bed sex, black, boy, couple, cute, dick, femboy, fingering
15 days ago
29:27

BoyFriendTV

sissy let the blowjob moment stretch

Categories: blowjob, crossdressing, hd, sissy
6 years ago
3:15

TheGay

Sissy Slut Ginger Fucked On Leash 2

Categories: amateur, barebacking, fetish, hd, sissy, slut
16 days ago
21:13

BoyFriendTV

From a different perspective.

Categories: cum, dildo, fat, orgasm, sissy
17 days ago
8:52

BoyFriendTV

Sissy starting to fuck

Categories: amateur, anal, anal toying, big ass, dick, gaping hole, latina, lingerie, russian, sissy
19 days ago
17:05

BoyFriendTV

Jay 4

Categories: big cock, boy, cum, facial, group sex, hd, jerking, milk, muscled, sissy
22 days ago
2:49

NuVid

Sissy Cums for You: Amateur Crossdresser Fun

Categories: amateur, crossdressing, cum, fat, funny, masturbation, sissy, solo
22 days ago
6:17

GayBingo

Crossdressing Italian sissy takes it deep with a dildo

Categories: amateur, crossdressing, deep throat, dildo, italian, sissy, slave
8 years ago
1:23:25

UPornia

sissy villein solo compilation

Categories: bdsm, compilation, crossdressing, gaping hole, sissy, solo, toys
2 years ago
10:22

UPornia

Big Blond Sissy Fucked Deep By Hot Bbc In Red Lace Bodysuit!

Categories: amateur, barebacking, big black cock, big cock, black, blonde, crossdressing, interracial, lace, sissy
6 years ago
4:13

HClips

Sissy Slut Lilly Blowjob And Facial

Categories: amateur, bdsm, blowjob, bukkake, crossdressing, daddies, facial, group sex, handjob, hd
27 days ago
11:30

HDSex

Gay big cock, gay sissy cock worship, training

Categories: big cock, dick, sissy, worship
6 years ago
15:59

UPornia

geile Webcam Bitch melkt sich den Sissy Schwanz

Categories: amateur, bdsm, big cock, crossdressing, handjob, masturbation, sissy, toys, webcam
31 days ago
13:38

GayBingo

Crossdresser sissy fucked, mini skirt sex, extreme fucking machine

Categories: amateur, anal, ass, creampie, crossdressing, cum, dildo, extreme, fucking machine, gaping hole
34 days ago
8:06

HClips

Fucking Trans Raw And Masturbating - Compilation 2 With Sissy Crossdresser And Kelsey Masters

Categories: amateur, american, anal, assfucking, compilation, crossdressing, hd, masturbation, sissy, stockings
38 days ago
28:42

BoyFriendTV

muscle sissy and military

Categories: barebacking, big black cock, hd, latina, lingerie, military, muscled, sissy
10 years ago
29:12

Txxx

Older bear fucks his slutty crossdressing sissy

Categories: bear, crossdressing, hd, old, sissy, slut, teen (18+)