Messy tv sissy bitch gets banged by the nailing machine
2 years ago
5:30

KeekAss

Messy tv sissy bitch gets banged by the nailing machine

Tags: amateur, anal, anal toying, bitch, crossdressing, cum, fetish
Sissy Glovecum's compilation of thirty cum shots featuring fetish gloves and shiny gear
50 days ago
11:50

XXXVogue

Sissy Glovecum's compilation of thirty cum shots featuring fetish gloves and shiny gear

Tags: big cock, boots, compilation, corset, crossdressing, cum, cumshot
Am I a Sissy - Guide for Newcummers
5 years ago
23:32

KeekAss

Am I a Sissy - Guide for Newcummers

Tags: anal, assfucking, barebacking, big tits, blonde, blowjob, brunette
Sissy shoveling her bouncy booty back on meaty fucktoy
3 years ago
2:46

KeekAss

Sissy shoveling her bouncy booty back on meaty fucktoy

Tags: amateur, anal, anal toying, ass, big ass, booty, crossdressing
Sissy mega-bitch in harness faps & spunks
5 years ago
2:53

KeekAss

Sissy mega-bitch in harness faps & spunks

Tags: amateur, bitch, crossdressing, cumshot, handjob, lingerie, masturbation
QoS slut knows how to ride a BBC
1 year ago
0:43

aShemaleTube

QoS slut knows how to ride a BBC

Tags: amateur, anal, big ass, big black cock, hd, high heels, shemale
Domme Gravy Qiao and her 2 chinese lovemaking victim
5 years ago
3:38

KeekAss

Domme Gravy Qiao and her 2 chinese lovemaking victim

Tags: 3some, anal, bdsm, blonde, blowjob, bondage, brunette
Amateur sissy, shemale selfsuck
2 years ago
7:49

ShemaleTaxi

Amateur sissy, shemale selfsuck

Tags: amateur, beauty, blowjob, british, compilation, cumshot, european
WebCum Personal Sesh Dual Fuck Stick Ravage
5 years ago
20:32

KeekAss

WebCum Personal Sesh Dual Fuck Stick Ravage

Tags: amateur, anal, assfucking, beauty, blonde, couple, crossdressing
Candice in vinyle two
4 years ago
4:07

KeekAss

Candice in vinyle two

Tags: amateur, crossdressing, lingerie, mature, shemale, sissy, stockings
Steamy Undergarments Trans Blow and Shag *SeAnna Gene*
4 years ago
7:52

KeekAss

Steamy Undergarments Trans Blow and Shag *SeAnna Gene*

Tags: amateur, anal, ass, assfucking, blowjob, dick, doggystyle
Domme Lucy Diamond DogChain Sissy Smacking
5 years ago
3:36

KeekAss

Domme Lucy Diamond DogChain Sissy Smacking

Tags: amateur, booty, crossdressing, hd, mistress, pawg, shemale
Colorific sissy tart
5 years ago
19:27

KeekAss

Colorific sissy tart

Tags: amateur, anal, crossdressing, handjob, hd, lingerie, masturbation
Glorious she-male tramp in crimson high stilettos and tights
3 years ago
6:23

KeekAss

Glorious she-male tramp in crimson high stilettos and tights

Tags: amateur, beauty, brunette, crossdressing, feminization, high heels, japanese
Super-Bitch Goth Life
5 years ago
10:06

KeekAss

Super-Bitch Goth Life

Tags: amateur, anal, big cock, big tits, bitch, blowjob, brunette
Crossdresser filthy chat for tgirl likes, sissies and gays
5 years ago
1:47

KeekAss

Crossdresser filthy chat for tgirl likes, sissies and gays

Tags: amateur, blonde, crossdressing, gay, hd, mature, shemale
Japanese tgirl Man Chowder Qiao like to drill
5 years ago
2:55

KeekAss

Japanese tgirl Man Chowder Qiao like to drill

Tags: anal, barebacking, big ass, blowjob, brunette, chinese, doggystyle
IAN DARK-HUED PENISES HOMO
5 years ago
4:03

KeekAss

IAN DARK-HUED PENISES HOMO

Tags: amateur, crossdressing, dick, granny, mature, redhead, shemale
Monstrous rainbow rump rails fuck stick before the fresh yr
4 years ago
15:46

KeekAss

Monstrous rainbow rump rails fuck stick before the fresh yr

Tags: amateur, anal, big ass, big cock, crossdressing, dildo, hd
Guts Climaxes Cumpilation. Personalsin Bevy Vol. 32
5 years ago
5:42

KeekAss

Guts Climaxes Cumpilation. Personalsin Bevy Vol. 32

Tags: amateur, anal, assfucking, compilation, crossdressing, cumshot, erotic
Uber-Cute and sissy T-Girl loveto deepthroat hard-on of her customers
4 years ago
8:40

KeekAss

Uber-Cute and sissy T-Girl loveto deepthroat hard-on of her customers

Tags: amateur, anal, blowjob, brunette, cumshot, cute, deep throat
Crossdresser Sissy tied and ball-gagged
2 years ago
6:11

KeekAss

Crossdresser Sissy tied and ball-gagged

Tags: amateur, bdsm, beauty, blonde, bondage, bound, boy
They NEED YOUR Jaws & Beef Whistle NOW
2 years ago
2:21

KeekAss

They NEED YOUR Jaws & Beef Whistle NOW

Tags: amateur, anal, beauty, big ass, big cock, crossdressing, cum
Finger-Tickling the Sissy cooch until she ejaculates
5 years ago
3:46

KeekAss

Finger-Tickling the Sissy cooch until she ejaculates

Tags: amateur, ass, crossdressing, fingering, gay, handjob, latex
Cant last when her bussy this fine
2 years ago
8:20

KeekAss

Cant last when her bussy this fine

Tags: amateur, anal, barebacking, big cock, big tits, blowjob, creampie
Crossdress light-haired trap undress and assfucking
4 years ago
14:18

KeekAss

Crossdress light-haired trap undress and assfucking

Tags: amateur, anal, assfucking, blonde, corset, cosplay, crossdressing
SISSY CUM SLUT
5 years ago
14:03

JizzBunker

SISSY CUM SLUT

Tags: blowjob, cum, cumshot, deep throat, fetish, shemale, sissy
Sissy Femboy Perla xhCfTNO
4 years ago
5:03

aShemaleTube

Sissy Femboy Perla xhCfTNO

Tags: crossdressing, shemale, sissy
Sissy Dude is Draining FuckingMachine in Student Costume.
5 years ago
7:47

KeekAss

Sissy Dude is Draining FuckingMachine in Student Costume.

Tags: amateur, anal, brunette, costume, crossdressing, fetish, fucking machine
CD Sissy Blows A Load Dressed In Ebony Sundress, Tights, and High-Heeled Slippers
5 years ago
1:23

KeekAss

CD Sissy Blows A Load Dressed In Ebony Sundress, Tights, and High-Heeled Slippers

Tags: amateur, black, crossdressing, cum, cumshot, ebony, handjob
milky fellow smash japanese trans sissy
5 years ago
12:51

KeekAss

milky fellow smash japanese trans sissy

Tags: amateur, anal, blowjob, gay, handjob, homevideo, japanese
A little suprise
2 years ago
0:34

aShemaleTube

A little suprise

Tags: big ass, crossdressing, hd, pantyhose, shemale, sissy, surprise
Trans Woman Pounds, Frots, and Plays with Jizm POINT OF VIEW
5 years ago
10:23

KeekAss

Trans Woman Pounds, Frots, and Plays with Jizm POINT OF VIEW

Tags: amateur, anal, ass, assfucking, barebacking, blowjob, cum
[SISSY] I unleashed a throbbing manhood from the depths of my pierced slit in the daytime park.
2 years ago
5:47

ShemaleTaxi

[SISSY] I unleashed a throbbing manhood from the depths of my pierced slit in the daytime park.

Tags: crossdressing, outdoor, piercing, public, shemale, sissy
Uber-Cute Chinese Crossdresser Buttfuck in Milky Bondage Suit
4 years ago
8:41

KeekAss

Uber-Cute Chinese Crossdresser Buttfuck in Milky Bondage Suit

Tags: amateur, anal, assfucking, bondage, chinese, crossdressing, cum
Interr, interracial
3 years ago
7:25

ShemaleTaxi

Interr, interracial

Tags: big black cock, interracial, shemale, sissy
I love you my devotees
4 years ago
3:40

KeekAss

I love you my devotees

Tags: amateur, crossdressing, handjob, lingerie, masturbation, mature, shemale
Sissy Whiteboi Appointment Nite
4 years ago
2:25

KeekAss

Sissy Whiteboi Appointment Nite

Tags: amateur, brunette, crossdressing, handjob, masturbation, shemale, sissy
Shemales Jism Compilation
5 years ago
3:02

KeekAss

Shemales Jism Compilation

Tags: big cock, compilation, cum, cumshot, gay, handjob, masturbation
Analandrea Fresh underwear phat butt-plug
4 years ago
6:48

KeekAss

Analandrea Fresh underwear phat butt-plug

Tags: amateur, anal, bisexual, brunette, buttplug, crossdressing, cum
trans sissy fleshlight shagging numerous climax compilation (preview!)
4 years ago
6:05

KeekAss

trans sissy fleshlight shagging numerous climax compilation (preview!)

Tags: amateur, ass, big ass, big cock, compilation, fetish, hd
Young trannygirl exercises infront of you
3 years ago
2:11

KeekAss

Young trannygirl exercises infront of you

Tags: amateur, beauty, big cock, brunette, crossdressing, fetish, handjob
I can instruct you how to be a real sissy damsel
5 years ago
13:40

KeekAss

I can instruct you how to be a real sissy damsel

Tags: amateur, anal, blowjob, compilation, ebony, gay, handjob
Humungous Trouser Snake TGirl Lucy Frolicking With My Fake Penis's
3 years ago
5:51

KeekAss

Humungous Trouser Snake TGirl Lucy Frolicking With My Fake Penis's

Tags: amateur, anal, anal toying, big cock, big tits, bisexual, british
palms Free Sissy ejaculations Vol 7
5 years ago
14:21

ShemaleMovie

palms Free Sissy ejaculations Vol 7

Tags: amateur, lingerie, shemale, sissy, solo
BIG BLACK COCK fake penis in sissy backside
5 years ago
8:04

KeekAss

BIG BLACK COCK fake penis in sissy backside

Tags: amateur, anal, ass, big ass, big black cock, dick, dildo
THE BIG BLACK CUCKOLD TEST
5 years ago
7:16

TnaFlix

THE BIG BLACK CUCKOLD TEST

Tags: anal, big black cock, black, cheating, compilation, cuckold, dick
CD solo play pt.1
4 years ago
2:10

aShemaleTube

CD solo play pt.1

Tags: amateur, crossdressing, dildo, hd, homevideo, masturbation, redhead
All pop-shot compilation Part 1
5 years ago
5:32

KeekAss

All pop-shot compilation Part 1

Tags: anal, blonde, brunette, compilation, couple, cowgirl, cum
PLUMPER T-damsel Fellates and Gets Poked
5 years ago
8:50

KeekAss

PLUMPER T-damsel Fellates and Gets Poked

Tags: amateur, anal, assfucking, bbw, big ass, big cock, big tits
WHAT'S HER NAME? Brilliant Sissy Fuckslut Bum Climax
5 years ago
42:56

KeekAss

WHAT'S HER NAME? Brilliant Sissy Fuckslut Bum Climax

Tags: amateur, anal, ass, barebacking, blowjob, brunette, gay
SISSY LADYBOY AT HAVE FUN
4 years ago
12:06

KeekAss

SISSY LADYBOY AT HAVE FUN

Tags: amateur, anal, barebacking, big tits, blonde, blowjob, funny
Sissygasm 048
5 years ago
2:15

KeekAss

Sissygasm 048

Tags: amateur, anal, big cock, crossdressing, cum, cumshot, handjob
Sugar Parent A Sissy PMV
5 years ago
3:28

KeekAss

Sugar Parent A Sissy PMV

Tags: anal, barebacking, big cock, blonde, blowjob, brunette, compilation
Bold session with those 2 dad's from fab swingers
2 years ago
7:44

ShemaleSin

Bold session with those 2 dad's from fab swingers

Tags: amateur, anal, beauty, blowjob, cumshot, facial, ladyboy
Uber-Cute CD Didn’t know what she was in For.
5 years ago
9:46

KeekAss

Uber-Cute CD Didn’t know what she was in For.

Tags: amateur, anal, big black cock, big cock, creampie, crossdressing, cute
Sissy dogger Knuckle superslut
4 years ago
6:32

KeekAss

Sissy dogger Knuckle superslut

Tags: brunette, doggystyle, fisting, handjob, latex, outdoor, shemale
Sissy dominatrix
4 years ago
4:03

KeekAss

Sissy dominatrix

Tags: amateur, ass, crossdressing, dick, dominatrix, handjob, hd
Trans Penetrating Faux-Cock Finishes Off Buttfuck Ejaculation
5 years ago
5:01

KeekAss

Trans Penetrating Faux-Cock Finishes Off Buttfuck Ejaculation

Tags: amateur, anal, assfucking, brunette, dick, dildo, gay
Made bisexual, crossdressing
3 years ago
6:55

ShemaleTaxi

Made bisexual, crossdressing

Tags: bdsm, bisexual, crossdressing, domination, shemale, sissy
Sissy Lucy takes her massive fuck stick for a rail and gets gloppy
4 years ago
9:38

KeekAss

Sissy Lucy takes her massive fuck stick for a rail and gets gloppy

Tags: amateur, anal, big cock, big tits, crossdressing, cum, cumshot
Femme Sissy Trance Trainer
5 years ago
7:43

ShemaleMovie

Femme Sissy Trance Trainer

Tags: ladyboy, pov, shemale, sissy
Window demonstrate for the neighbour
4 years ago
8:21

KeekAss

Window demonstrate for the neighbour

Tags: amateur, dick, handjob, hd, latex, lingerie, masturbation
Spunk Collector for Aficionados
3 years ago
15:37

KeekAss

Spunk Collector for Aficionados

Tags: amateur, asian, beauty, chinese, cum, dick, indonesian
Femboy suck str8 rod preview
2 years ago
0:12

ShemaleSin

Femboy suck str8 rod preview

Tags: big cock, blowjob, fetish, masturbation, sissy, sucking
sissy hypnosis
4 years ago
37:32

KeekAss

sissy hypnosis

Tags: anal, bdsm, blonde, blowjob, brunette, compilation, cumshot
Superslut Sissy CD Mia Michelle in No Condom Breeding Compilation
4 years ago
11:31

KeekAss

Superslut Sissy CD Mia Michelle in No Condom Breeding Compilation

Tags: 3some, amateur, anal, barebacking, blowjob, compilation, condom
Femboy, pov
2 years ago
11:52

ShemaleTaxi

Femboy, pov

Tags: anal, big cock, cum, cumshot, handjob, jizz, masturbation
We are going to find someone to bang your sissy rump
5 years ago
7:41

ShemaleMovie

We are going to find someone to bang your sissy rump

Tags: lingerie, masturbation, pov, shemale, sissy, toys
Packing up my sissy poon with Younger part trio
5 years ago
2:47

KeekAss

Packing up my sissy poon with Younger part trio

Tags: amateur, anal, ass, dildo, gay, handjob, homevideo
ample backside tranny nails woman
4 years ago
5:53

KeekAss

ample backside tranny nails woman

Tags: barebacking, big ass, big cock, blonde, blowjob, british, brunette
Sissy Trained And Owned By Big Black Penis Bull With Sasha Desade
2 years ago
23:19

ShemaleZ

Sissy Trained And Owned By Big Black Penis Bull With Sasha Desade

Tags: big black cock, brunette, interracial, pov, sissy
MASKED SHEMALE WITH BIG COCK HUMILATES AND TEASES (NARRATIVE TALK)
1 year ago
5:37

aShemaleTube

MASKED SHEMALE WITH BIG COCK HUMILATES AND TEASES (NARRATIVE TALK)

Tags: big cock, blowjob, fetish, latex, masturbation, shemale, sissy
Sissy Maid.
4 years ago
29:37

KeekAss

Sissy Maid.

Tags: anal, barebacking, blonde, blowjob, handjob, maid, shemale
Sissy deep throats BIG BLACK COCK Fuck Stick while fellatio teaching
4 years ago
4:11

KeekAss

Sissy deep throats BIG BLACK COCK Fuck Stick while fellatio teaching

Tags: amateur, big black cock, blowjob, crossdressing, deep throat, dildo, high heels
Jilbab Sissy hijab monstrous arse
5 years ago
1:00

KeekAss

Jilbab Sissy hijab monstrous arse

Tags: amateur, arab, ass, big ass, big cock, booty, handjob
Finest Tranny In US Rails Faux-Cock Rear End Fashion
2 years ago
2:30

KeekAss

Finest Tranny In US Rails Faux-Cock Rear End Fashion

Tags: amateur, anal, beauty, big black cock, big cock, boy, cum
TGIRLS GONZO: Fabulous Dame's Gotta Dump
3 years ago
3:00

KeekAss

TGIRLS GONZO: Fabulous Dame's Gotta Dump

Tags: beauty, big cock, black, cum, ebony, gorgeous, handjob
Smoking masturbation, stoner chick
3 years ago
8:31

ShemaleTaxi

Smoking masturbation, stoner chick

Tags: masturbation, moaning, shemale, sissy, smoking
ENTIRELY NUDE EXCEPT for HIP HIGHS, SISSY, APT BREEZWAY cd
4 years ago
3:42

KeekAss

ENTIRELY NUDE EXCEPT for HIP HIGHS, SISSY, APT BREEZWAY cd

Tags: amateur, anal, blonde, crossdressing, hd, mature, nude
LET ME RAIL YOUR RIGID KNOB TIL MAKE YOU JISM!!
2 years ago
3:23

KeekAss

LET ME RAIL YOUR RIGID KNOB TIL MAKE YOU JISM!!

Tags: amateur, anal, beauty, big ass, blonde, colombian, cum
Sissy she-male Queer on a intercourse gargling a bunch of fountains
5 years ago
26:40

KeekAss

Sissy she-male Queer on a intercourse gargling a bunch of fountains

Tags: 3some, amateur, anal, blonde, blowjob, compilation, creampie
His Secret Sissy Side Superslut
5 years ago
5:16

KeekAss

His Secret Sissy Side Superslut

Tags: amateur, anal, assfucking, big black cock, blowjob, brunette, crossdressing
sissy A girls pov
5 years ago
13:05

ShemaleMovie

sissy A girls pov

Tags: ladyboy, pov, shemale, sissy
Teen Sissy Femboy Step Daddy Fuck and Suck
1 year ago
2:14

aShemaleTube

Teen Sissy Femboy Step Daddy Fuck and Suck

Tags: amateur, anal, asian, big ass, big cock, big tits, cumshot
Sissy gets a ultra-cute nail
4 years ago
9:59

KeekAss

Sissy gets a ultra-cute nail

Tags: amateur, anal, barebacking, big cock, brunette, creampie, crossdressing
Youthful Domme Banged her Horny Shemale in the Jaws with a String-on!
5 years ago
11:23

KeekAss

Youthful Domme Banged her Horny Shemale in the Jaws with a String-on!

Tags: blonde, blowjob, boy, crossdressing, femdom, hardcore, hd
Turning my boyfriend into my girlfriend with female domination and sissy transformation
2 months ago
16:33

XXXVogue

Turning my boyfriend into my girlfriend with female domination and sissy transformation

Tags: anal, boyfriend, crossdressing, femdom, girlfriend, shemale, sissy
Sissies Need to be Plumbed
5 years ago
3:29

KeekAss

Sissies Need to be Plumbed

Tags: anal, barebacking, big ass, big tits, blonde, blowjob, brunette
Stupid Trans Gal boning her Backside with a six-inch rosy Fake Penis
2 years ago
2:53

KeekAss

Stupid Trans Gal boning her Backside with a six-inch rosy Fake Penis

Tags: amateur, anal, beauty, big cock, brunette, dick, hd
SIssy getting her pussy fucked in red panties wearing nylons doggystyle
8 months ago
2:42

aShemaleTube

SIssy getting her pussy fucked in red panties wearing nylons doggystyle

Tags: amateur, anal, crossdressing, dildo, doggystyle, hd, homevideo
Nice Sissy Porked Rock-Hard
4 years ago
21:50

KeekAss

Nice Sissy Porked Rock-Hard

Tags: anal, blowjob, brunette, crossdressing, cumshot, lingerie, shemale
enslaved sissy Chloe gets rode by her fantasy man
5 years ago
6:07

KeekAss

enslaved sissy Chloe gets rode by her fantasy man

Tags: amateur, anal, barebacking, blonde, blowjob, crossdressing, fantasy
Sissy Tgirl own spunk as grease for her pony faux-cock Part four of four
4 years ago
4:23

KeekAss

Sissy Tgirl own spunk as grease for her pony faux-cock Part four of four

Tags: amateur, anal, anal toying, ass, crossdressing, cum, cumshot
T-Girl Prozz Nails Sissy
5 years ago
5:30

KeekAss

T-Girl Prozz Nails Sissy

Tags: anal, blowjob, brunette, deep throat, fetish, gay, handjob
PLUS-SIZE Transgirl and Thin She-Creature Deep-Throat and have Joy
4 years ago
19:29

KeekAss

PLUS-SIZE Transgirl and Thin She-Creature Deep-Throat and have Joy

Tags: amateur, ass, bbw, big ass, big cock, big tits, blowjob
Dame ravages a transgender princess in the guise of a stewardess
4 years ago
5:11

KeekAss

Dame ravages a transgender princess in the guise of a stewardess

Tags: amateur, anal, big cock, femdom, hd, lesbian, ravage
Huge-Chested Mexican She-Creature Allison Milking Beefstick All Alone
5 years ago
10:15

KeekAss

Huge-Chested Mexican She-Creature Allison Milking Beefstick All Alone

Tags: blonde, crossdressing, handjob, masturbation, mexican, shemale, sissy
Getting my Bootie Pulverized by Vicinity Bull
5 years ago
2:19

KeekAss

Getting my Bootie Pulverized by Vicinity Bull

Tags: amateur, anal, ass, assfucking, barebacking, cute, gay
Kobieca dominacja, klapsy
2 years ago
21:49

ShemaleTaxi

Kobieca dominacja, klapsy

Tags: latex, shemale, sissy, spanking
Innocence, anal toys
3 years ago
34:31

ShemaleTaxi

Innocence, anal toys

Tags: anal toying, crossdressing, shemale, sissy
Is my sundress too brief...?
3 years ago
4:36

KeekAss

Is my sundress too brief...?

Tags: amateur, blonde, crossdressing, dress, hd, homevideo, mature
sissy So You Want To Get poked
5 years ago
40:03

ShemaleMovie

sissy So You Want To Get poked

Tags: ladyboy, pov, shemale, sissy
transgender travesti sounding urethral outdoor underwear 66a
4 years ago
9:25

KeekAss

transgender travesti sounding urethral outdoor underwear 66a

Tags: amateur, anal, anal toying, crossdressing, dildo, hd, lingerie
Hawt Trans Lesbo Anal And Self Suck Oral Job Jessica Bloom & Unircorn Feets
3 years ago
5:02

ShemaleSin

Hawt Trans Lesbo Anal And Self Suck Oral Job Jessica Bloom & Unircorn Feets

Tags: anal, beauty, big cock, blowjob, cumshot, facial, ladyboy
Sissy clitoris allowed to cum after anal pounding and orgasms
1 year ago
2:03

ShemaleSin

Sissy clitoris allowed to cum after anal pounding and orgasms

Tags: anal, clit, cum, cumshot, femdom, fetish, high heels
Bbc-lover, crossdresser
3 years ago
9:35

ShemaleTaxi

Bbc-lover, crossdresser

Tags: big black cock, crossdressing, shemale, sissy, sucking
Fuckslut, mental domination
2 years ago
41:24

ShemaleTaxi

Fuckslut, mental domination

Tags: babe, domination, shemale, sissy, slut
Meaty bosoms Tgirl superslut gets banged in a motel's suite in high stilettos by a married chief
2 years ago
11:27

KeekAss

Meaty bosoms Tgirl superslut gets banged in a motel's suite in high stilettos by a married chief

Tags: amateur, anal, barebacking, beauty, big ass, big tits, crossdressing
Emily with TRANSSEXUAL Celine
4 years ago
10:57

KeekAss

Emily with TRANSSEXUAL Celine

Tags: amateur, anal, ass, blowjob, brunette, crossdressing, doggystyle
You could turn me on
4 years ago
2:48

KeekAss

You could turn me on

Tags: amateur, brunette, crossdressing, handjob, lingerie, mature, pov
Sissy Femboy Assfucking Butt-Plug and Screw, Thicker is finer
5 years ago
9:29

KeekAss

Sissy Femboy Assfucking Butt-Plug and Screw, Thicker is finer

Tags: amateur, anal, assfucking, buttplug, crossdressing, gaping hole, gay
I Enjoy to BOINK my Mega-Slut Sissy ANALY with my Enormous STRING-ON
5 years ago
6:30

KeekAss

I Enjoy to BOINK my Mega-Slut Sissy ANALY with my Enormous STRING-ON

Tags: anal, assfucking, beauty, blonde, crossdressing, domination, femdom
Crossdresser Sissy bound up and ball-gagged
3 years ago
4:51

KeekAss

Crossdresser Sissy bound up and ball-gagged

Tags: amateur, bdsm, blonde, bondage, bound, crossdressing, domination
Sissy Stuffed With Birthday Cake
4 years ago
26:30

ShemaleZ

Sissy Stuffed With Birthday Cake

Tags: birthday, blonde, fetish, shemale, sissy, solo, toys
FEMOUT HARDCORE: Get Rock-Hard For Lorena Manuella
3 years ago
3:00

KeekAss

FEMOUT HARDCORE: Get Rock-Hard For Lorena Manuella

Tags: beauty, big cock, brunette, cum, hardcore, hd, lingerie
Antique 2011 pinch. Early clamp of sissy Lucy gargling man sausage
5 years ago
1:31

KeekAss

Antique 2011 pinch. Early clamp of sissy Lucy gargling man sausage

Tags: amateur, antique, blowjob, clamp, crossdressing, dick, gay
crimson hair femboy gets pounded by parent, swollows his jizz flow
4 years ago
13:45

KeekAss

crimson hair femboy gets pounded by parent, swollows his jizz flow

Tags: amateur, anal, barebacking, blowjob, crossdressing, cum, cum swallowing
Crossdresser Anal Invasion Joy
5 years ago
11:13

KeekAss

Crossdresser Anal Invasion Joy

Tags: amateur, anal, assfucking, bodystocking, crossdressing, dildo, high heels
Sissy Bitch Lola Crystals missed freakymandingo ten inch BIG BLACK COCK
3 years ago
2:20

KeekAss

Sissy Bitch Lola Crystals missed freakymandingo ten inch BIG BLACK COCK

Tags: amateur, barebacking, big black cock, big cock, bitch, blowjob, crossdressing
Sissy Teaching Part 1 - close up sissygasm (stationary)
4 years ago
12:08

KeekAss

Sissy Teaching Part 1 - close up sissygasm (stationary)

Tags: amateur, anal, anal toying, blonde, close up, crossdressing, cum
CROSSDRESSER Sissy on windy day outside in brief micro-skirt
5 years ago
1:41

KeekAss

CROSSDRESSER Sissy on windy day outside in brief micro-skirt

Tags: amateur, crossdressing, hd, outdoor, public, redhead, shemale
Transsexual Transgirl Teenie Pregame Tear Up Facial Cumshot
2 years ago
5:08

KeekAss

Transsexual Transgirl Teenie Pregame Tear Up Facial Cumshot

Tags: amateur, anal, barebacking, beauty, blowjob, compilation, cumshot
Guts climaxes cumpilation. Personalsin bevy vol. 52
5 years ago
5:48

KeekAss

Guts climaxes cumpilation. Personalsin bevy vol. 52

Tags: amateur, anal, compilation, crossdressing, cumshot, gangbang, hd
Sissy Kimberly Shackled and Slapped
4 years ago
35:12

KeekAss

Sissy Kimberly Shackled and Slapped

Tags: amateur, bdsm, big cock, blonde, brunette, crossdressing, hd
CLASSICAL LADYBOY #27 FLAWLESS SISSY
4 years ago
24:49

KeekAss

CLASSICAL LADYBOY #27 FLAWLESS SISSY

Tags: anal, barebacking, beauty, big cock, blonde, blowjob, classic
FGO Sheilder (Mashu) Chinese Transgender Princess Cosplayer four
3 years ago
4:14

KeekAss

FGO Sheilder (Mashu) Chinese Transgender Princess Cosplayer four

Tags: amateur, asian, beauty, chinese, cosplay, crossdressing, cum
Sissy dinky throating gay uncovers itself even more
4 years ago
3:07

KeekAss

Sissy dinky throating gay uncovers itself even more

Tags: amateur, anal, blonde, blowjob, crossdressing, dick, domination
Brianna's First-Ever Sissygasm
4 years ago
28:13

KeekAss

Brianna's First-Ever Sissygasm

Tags: amateur, anal, blonde, crossdressing, cum, cum swallowing, cumshot
Priya sissy banglore splendid faux-cock tearing up and deep fellating
4 years ago
5:40

KeekAss

Priya sissy banglore splendid faux-cock tearing up and deep fellating

Tags: amateur, anal, blowjob, brunette, crossdressing, dick, dildo
Laisa Lins & friend have way with sissy then piss on him
4 years ago
16:13

TrannyOne

Laisa Lins & friend have way with sissy then piss on him

Tags: anal, ass, assfucking, bdsm, big cock, big tits, blowjob
Tina facesitting horny bull
3 years ago
3:49

KeekAss

Tina facesitting horny bull

Tags: amateur, blonde, brunette, crossdressing, face sitting, ladyboy, rimjob
GROOBYGIRLS: Pinkish Haired Claire
3 years ago
3:01

KeekAss

GROOBYGIRLS: Pinkish Haired Claire

Tags: beauty, hd, lingerie, masturbation, shemale, sissy, small tits
Buttfuck Sissy Wanking With Glass of Spunk
3 years ago
10:16

KeekAss

Buttfuck Sissy Wanking With Glass of Spunk

Tags: amateur, anal, ass, assfucking, beauty, big cock, crossdressing
Guts Climaxes Cumpilation. Personalsin Bevy Vol. 29
5 years ago
6:46

KeekAss

Guts Climaxes Cumpilation. Personalsin Bevy Vol. 29

Tags: amateur, anal, assfucking, compilation, crossdressing, hardcore, hd
Blue Sissy Slut Hard Anal
5 years ago
4:39

HClips

Blue Sissy Slut Hard Anal

Tags: amateur, anal, hd, outdoor, shemale, sissy, slut
femboy makes her top crazy
2 years ago
9:20

aShemaleTube

femboy makes her top crazy

Tags: barebacking, blonde, crazy, cumshot, homevideo, lingerie, shemale
Martine ... in inbetween and on the fly
2 years ago
5:56

KeekAss

Martine ... in inbetween and on the fly

Tags: amateur, anal, big ass, brunette, crossdressing, dildo, homevideo
Sissy Camelia taking a dark-hued schlong again
4 years ago
8:55

KeekAss

Sissy Camelia taking a dark-hued schlong again

Tags: amateur, anal, black, blowjob, camelia, crossdressing, dick
Sissy Sprinky strokes and gobbles cum.
5 years ago
20:13

ShemaleMovie

Sissy Sprinky strokes and gobbles cum.

Tags: cum, shemale, sissy, teen (18+)
MILD MILKY SISSY TWERK AND DISPLAY HONEYPOT
5 years ago
1:40

KeekAss

MILD MILKY SISSY TWERK AND DISPLAY HONEYPOT

Tags: amateur, big ass, lingerie, milk, pussy, shemale, sissy
Sissy Superslut Twerk
5 years ago
3:51

KeekAss

Sissy Superslut Twerk

Tags: amateur, booty, crossdressing, hd, homevideo, lingerie, mistress
sissy foolish have fun with her good-sized glass speculum
3 years ago
9:17

KeekAss

sissy foolish have fun with her good-sized glass speculum

Tags: amateur, anal, anal toying, bimbo, blonde, crossdressing, fetish
sissy crossdresser pummeled dark-hued tights
5 years ago
5:11

KeekAss

sissy crossdresser pummeled dark-hued tights

Tags: amateur, anal, black, blowjob, crossdressing, gay, lingerie
Suck Jock for Me
2 years ago
1:35

ShemaleSin

Suck Jock for Me

Tags: babe, big black cock, big cock, big tits, blonde, blowjob, fetish
transgender travesti sounding urethral e stim underwear 52a
4 years ago
17:36

KeekAss

transgender travesti sounding urethral e stim underwear 52a

Tags: amateur, crossdressing, dildo, hd, lingerie, masturbation, mature
First-Ever Sissy Practice with Anon Parent
5 years ago
2:16

KeekAss

First-Ever Sissy Practice with Anon Parent

Tags: amateur, anal, barebacking, creampie, domination, gay, homevideo
Guts ejaculations cumpilation. Personalsin bevy vol. 35
5 years ago
7:19

KeekAss

Guts ejaculations cumpilation. Personalsin bevy vol. 35

Tags: amateur, compilation, crossdressing, cumshot, handjob, homevideo, lingerie
Sissy Hoe Deepthroating and Smashing as if her Life Depended on it
5 years ago
23:53

KeekAss

Sissy Hoe Deepthroating and Smashing as if her Life Depended on it

Tags: amateur, anal, assfucking, beauty, big cock, blowjob, brunette
Steaming Nude Tgirl Likes A 11-inch BIG BLACK COCK Fake Penis
2 years ago
9:00

KeekAss

Steaming Nude Tgirl Likes A 11-inch BIG BLACK COCK Fake Penis

Tags: amateur, anal, assfucking, big ass, big black cock, big cock, big tits
Feminine trap plays with her ass in various positions using adult toys
2 years ago
10:24

ShemaleTaxi

Feminine trap plays with her ass in various positions using adult toys

Tags: anal, ass, dildo, masturbation, pov, shemale, sissy
Trans Visibility In Which I Stand
2 years ago
6:54

KeekAss

Trans Visibility In Which I Stand

Tags: amateur, beauty, big cock, corset, crossdressing, cumshot, fetish
Andreina sissygasm
2 years ago
3:30

KeekAss

Andreina sissygasm

Tags: amateur, anal, anal toying, brunette, crossdressing, cumshot, fetish
TGIRLSEX: Kalli Mercy's Unbelievable Bang!
3 years ago
3:02

KeekAss

TGIRLSEX: Kalli Mercy's Unbelievable Bang!

Tags: anal, barebacking, beauty, blonde, blowjob, cum, dick
BRIEF CUT-OFFS, RUMP CUTOFFS, ACTIVE 4 LANES, STEAMING SISSY CD
5 years ago
6:43

KeekAss

BRIEF CUT-OFFS, RUMP CUTOFFS, ACTIVE 4 LANES, STEAMING SISSY CD

Tags: amateur, ass, big ass, blonde, booty, crossdressing, dick
two Lusty trannies Fuck Their Sissy victim
5 years ago
10:10

ShemaleMovie

two Lusty trannies Fuck Their Sissy victim

Tags: shemale, sissy, tranny
japanese sissy masturbating
2 years ago
0:59

aShemaleTube

japanese sissy masturbating

Tags: crossdressing, dildo, gay, hd, japanese, masturbation, shemale
You glance at me, you are my enjoy
4 years ago
4:12

KeekAss

You glance at me, you are my enjoy

Tags: amateur, brunette, crossdressing, handjob, lingerie, masturbation, mature
Water sports
11 months ago
6:20

aShemaleTube

Water sports

Tags: amateur, crossdressing, fetish, hd, homevideo, model, pantyhose
Solo Ass Fucking Frolicking Faux-Cock to Jizz Teaser
5 years ago
0:50

KeekAss

Solo Ass Fucking Frolicking Faux-Cock to Jizz Teaser

Tags: amateur, anal, anal toying, assfucking, brunette, crossdressing, cum
SISSY IN MY MIND
5 years ago
18:31

ShemaleMovie

SISSY IN MY MIND

Tags: anal, barebacking, big cock, blowjob, couple, ladyboy, shemale
Ravaged Lovely Femboy Nurse until Cum-Shot
4 years ago
10:21

KeekAss

Ravaged Lovely Femboy Nurse until Cum-Shot

Tags: amateur, anal, ass, assfucking, blonde, creampie, crossdressing
Sissy taking a tiny self-facial cumshot
5 years ago
1:58

KeekAss

Sissy taking a tiny self-facial cumshot

Tags: amateur, anal, brunette, crossdressing, cumshot, facial, handjob
Sissy Valerie Part 1
5 years ago
8:49

KeekAss

Sissy Valerie Part 1

Tags: amateur, anal, buttplug, cage, cute, dildo, gagging
Sissy Kuroko Gigantic Cone Faux-Cock
2 years ago
8:08

KeekAss

Sissy Kuroko Gigantic Cone Faux-Cock

Tags: amateur, anal, anal toying, asian, crossdressing, dick, dildo
BOB'S TGIRLS: Get Doused With Aariah James
3 years ago
3:03

KeekAss

BOB'S TGIRLS: Get Doused With Aariah James

Tags: anal, beauty, big cock, big tits, blonde, blowjob, cum
SissyLeasha Smoking and Ass-Plugs Her AssPussy
5 years ago
4:20

KeekAss

SissyLeasha Smoking and Ass-Plugs Her AssPussy

Tags: amateur, anal, anal toying, ass, big ass, crossdressing, homevideo
SIssy Oral Job
5 years ago
23:56

KeekAss

SIssy Oral Job

Tags: big cock, blowjob, brunette, gay, hd, oral, pov
femboy sissy duo toying Online
5 years ago
12:49

KeekAss

femboy sissy duo toying Online

Tags: amateur, blowjob, brunette, couple, handjob, hd, redhead
Whorey Sissy in Strong Make-Up Sates Dude on Web Cam
3 years ago
3:11

KeekAss

Whorey Sissy in Strong Make-Up Sates Dude on Web Cam

Tags: amateur, brunette, crossdressing, fetish, hd, lingerie, mature
Trans, turkish
3 years ago
5:38

ShemaleTaxi

Trans, turkish

Tags: amateur, anal, crossdressing, fishnet, hardcore, latex, shemale
Analandrea attempting Fresh harness and backside cork munching jizm
4 years ago
6:48

KeekAss

Analandrea attempting Fresh harness and backside cork munching jizm

Tags: amateur, anal, ass, big ass, booty, brunette, crossdressing
Blow fake penis
3 years ago
3:31

KeekAss

Blow fake penis

Tags: amateur, anal, ass, beauty, big ass, crossdressing, cum
BLACKED Sissy HMV
5 years ago
1:31

KeekAss

BLACKED Sissy HMV

Tags: anal, black, blowjob, casting, domination, gay, handjob
Uber-Cute Chinese Sissy Crossdresser Wailing
5 years ago
3:16

KeekAss

Uber-Cute Chinese Sissy Crossdresser Wailing

Tags: amateur, chinese, crossdressing, cumshot, cute, handjob, ladyboy
SISSIFICATION
4 years ago
2:16

aShemaleTube

SISSIFICATION

Tags: hd, ladyboy, shemale, sissy, teen (18+), tgirl
Sweet-sissy-slut 007 - Anal Dildo On The Mirror (1-3)
5 years ago
7:49

HClips

Sweet-sissy-slut 007 - Anal Dildo On The Mirror (1-3)

Tags: amateur, anal toying, blonde, mirror, shemale, sissy, slut
Cynthia sissy cum guzzle
5 years ago
6:06

ShemaleMovie

Cynthia sissy cum guzzle

Tags: amateur, big cock, blowjob, cum, lingerie, shemale, sissy
Transsexual Katie Klark A First-Ever Timers BELOVED
5 years ago
1:00

KeekAss

Transsexual Katie Klark A First-Ever Timers BELOVED

Tags: amateur, bbw, beauty, big ass, big tits, blonde, latina
Face Down Butt Up for BIG BLACK COCK in Sissy's Backside
4 years ago
28:45

KeekAss

Face Down Butt Up for BIG BLACK COCK in Sissy's Backside

Tags: amateur, anal, ass, assfucking, big black cock, big cock, blonde