Drilled Videos - Trans (93,514)

COMPLETELY 80S XXX: Aerobics & Anal With Hot SHEMALE ABRIDGED

COMPLETELY 80S XXX: Aerobics & Anal With Hot SHEMALE ABRIDGED

Amateur8 3 months ago

Nicole drills a guy

Nicole drills a guy

BeMyHole 5 years ago

Tranny drills dude ass hole

Tranny drills dude ass hole

aShemaleTube 11 years ago

Hung Stepdaddies Manuel Skye & Trevor Brooks Drill Femboy Stripper Sam Ledger On Stage!

Hung Stepdaddies Manuel Skye & Trevor Brooks Drill Femboy Stripper Sam Ledger On Stage!

getTranny 7 months ago

Sexy trans Nut devours giant shaft to satisfy herself

Sexy trans Nut devours giant shaft to satisfy herself

Sheshaft 5 months ago

”Japanese man strokes his cock hard after ass fucking play”

”Japanese man strokes his cock hard after ass fucking play”

TransHero 2 months ago

TRANSSEXUAL - Sex Crazed T-Girls #10

TRANSSEXUAL - Sex Crazed T-Girls #10

ShemaleSin 4 years ago

3d hentai cutie caught and drilled all hole by tentacle cocks

3d hentai cutie caught and drilled all hole by tentacle cocks

Pervclips 13 years ago

Hung Pierce Paris Pounds Naughty Trans Therapist Kasey Keis Tight Ass After Teasing

Hung Pierce Paris Pounds Naughty Trans Therapist Kasey Keis Tight Ass After Teasing

WeGotDicks 1 week ago

Kinky Trans Hottie Drilled At Slumber Party - Jayne Calloway - GenderXFilms

Kinky Trans Hottie Drilled At Slumber Party - Jayne Calloway - GenderXFilms

Pornzona 3 days ago

Cute shemale getting her butthole drilled

Cute shemale getting her butthole drilled

Nuvid 7 years ago

Golden-Haired sucking and ass drilling TS

Golden-Haired sucking and ass drilling TS

ShemaleSin 4 years ago

PetraTVsletje's 8th Training: A Hardcore Fisting, Anal, and a Huge Dildo Ride!

PetraTVsletje's 8th Training: A Hardcore Fisting, Anal, and a Huge Dildo Ride!

TrannyMovs 6 months ago

ROCK HARD FUCK-FEST WITH MY FIRST-EVER EVER TRANS GAL (TANTALY SARINA)

ROCK HARD FUCK-FEST WITH MY FIRST-EVER EVER TRANS GAL (TANTALY SARINA)

5Gays 1 year ago

Trans cheerleader Kimberly Kills gets anal toyed and banged (Christian XXX)

Trans cheerleader Kimberly Kills gets anal toyed and banged (Christian XXX)

ShemaleSin 2 years ago

Transsexual Bianca Rosa Plugs Her Holes While Masturbating

Transsexual Bianca Rosa Plugs Her Holes While Masturbating

PornFreeNow 2 months ago

Big Ass Shemale Worshiped in Heels: Foot Fetish & Ass Licking

Big Ass Shemale Worshiped in Heels: Foot Fetish & Ass Licking

XXXShemalePorn 2 years ago

UK crossdresser boned and packed by Suspended old fellow

UK crossdresser boned and packed by Suspended old fellow

TransTube.tv 9 months ago

Slim ladyboy with high heels enjoys getting drilled till messy facial

Slim ladyboy with high heels enjoys getting drilled till messy facial

aShemaleTube 1 year ago

Christy Love and Ariel Demure get their tight asses drilled & cummed on

Christy Love and Ariel Demure get their tight asses drilled & cummed on

TrannyMovs 3 months ago

PREVIEW - Screwing Compilation! Superlatively good Pair Screw Scenes From The Final Year!

PREVIEW - Screwing Compilation! Superlatively good Pair Screw Scenes From The Final Year!

ShemaleSin 7 months ago

Young Blonde Aubrey Marie gets her first Black Cock

Young Blonde Aubrey Marie gets her first Black Cock

TrannyGem 7 years ago

Mexico Lalin girl chica trans screw and get drilled by boyfriend previous to breakfast

Mexico Lalin girl chica trans screw and get drilled by boyfriend previous to breakfast

ShemaleSin 7 months ago

[3D Комикс] Адам Фембой Трансформация Часть 5 - Армейский Мальчик

[3D Комикс] Адам Фембой Трансформация Часть 5 - Армейский Мальчик

HentaiGem 2 years ago

Bro... What The Fuck Is This!? FTM boy pussy gangbanged by HUGE dicks!

Bro... What The Fuck Is This!? FTM boy pussy gangbanged by HUGE dicks!

Pervclips 3 months ago

Blonde Shemale Babe Bruna Sayuri Tries Her First Machine Sex

Blonde Shemale Babe Bruna Sayuri Tries Her First Machine Sex

xHamster 2 years ago

GenderXFilms - Trans Beauty Wild Ariel Demure Drilled & Blown

GenderXFilms - Trans Beauty Wild Ariel Demure Drilled & Blown

Pornzona 3 days ago

”Titty Jessy Dubai booty drilled by sexy stud Jessy Dubai”

”Titty Jessy Dubai booty drilled by sexy stud Jessy Dubai”

LesbianBliss 3 weeks ago

Fantastic Sexy MILF Trans Ass Fucked by Monster Cocks (full Movie)

Fantastic Sexy MILF Trans Ass Fucked by Monster Cocks (full Movie)

xHamster 9 months ago

Devilsh Trans Hitchhiker Drilled By GIANT Cocked Stranger

Devilsh Trans Hitchhiker Drilled By GIANT Cocked Stranger

ShemaleSin 11 months ago

cock hungry ts yasmin lancaster gets her asshole drilled and jizzed

cock hungry ts yasmin lancaster gets her asshole drilled and jizzed

PornBox 1 year ago

Hard t-girl has anal ride with anal creampie and butt to throat!

Hard t-girl has anal ride with anal creampie and butt to throat!

ShemaleSin 8 months ago

drilling deep with the monstercock in that huge ass of sherlyn

drilling deep with the monstercock in that huge ass of sherlyn

PornOne 2 years ago

Greek guy with slut crossdresser hard fuck

Greek guy with slut crossdresser hard fuck

aShemaleTube 6 years ago

”Beautiful Trans Luana Prado Spreads for the Machine”

”Beautiful Trans Luana Prado Spreads for the Machine”

Rainblow 1 year ago

Chastity T-girl Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Creampie, Swallow Btg051 With Natalie Mars

Chastity T-girl Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Creampie, Swallow Btg051 With Natalie Mars

PornUse 11 months ago

Stunning TS babe drilling her GF

Stunning TS babe drilling her GF

Some.Porn 9 months ago

Trans Redhead Isabella Muniz Booty Banged by The Machine

Trans Redhead Isabella Muniz Booty Banged by The Machine

BigTitsLust 2 months ago

Katoey in hose suck the dong of her boss and getting drilled anal

Katoey in hose suck the dong of her boss and getting drilled anal

SortPorn 4 years ago

Carla Brasil In Drilling A Lucky Guy

Carla Brasil In Drilling A Lucky Guy

AbTranny 3 years ago

Ass Drilling RussianTGirls - Ekaterina, Nika Markina

Ass Drilling RussianTGirls - Ekaterina, Nika Markina

Tranny.one 4 years ago

Enjoy self drill in garage

Enjoy self drill in garage

Gayhub 2 weeks ago

Transsexual Natalie Mars has interracial spitroast drilling 4way

Transsexual Natalie Mars has interracial spitroast drilling 4way

ShemaleSin 5 years ago

Slender Tranny Bruna Ferrari Takes a Machine Mounted Dildo

Slender Tranny Bruna Ferrari Takes a Machine Mounted Dildo

xHamster 11 months ago

Venus Lux seduces daddy with a teasing handjob before getting her tight ass drilled in doggy-style

Venus Lux seduces daddy with a teasing handjob before getting her tight ass drilled in doggy-style

VikiPorn 2 months ago

EBONY TRANSSEXUALS - Eros Orisha Drilled By Her Favourite Rod

EBONY TRANSSEXUALS - Eros Orisha Drilled By Her Favourite Rod

ShemaleSin 1 year ago

Amazing Mutual Drilling With A TS Slut

Amazing Mutual Drilling With A TS Slut

aShemaleTube 9 years ago

Blonde Hot Horny TS Asshole Hard Fuck Vol 1

62% HD 1:01 / 28:23

Blonde Hot Horny TS Asshole Hard Fuck Vol 1

FapHouse 1 year ago

Dilling with This My Loving Guy on Bed All Day

HD 0:39 / 32:49

Dilling with This My Loving Guy on Bed All Day

FapHouse 5 months ago

Ladyboy Thippy Top

Ladyboy Thippy Top

ShemaleSin 5 years ago

Leticia Antonel Hard Ass Fucking

Leticia Antonel Hard Ass Fucking

xHamster 2 years ago

Hung Shemale Nicolly Lopes tops her man

63% HD 1:01 / 23:31

Hung Shemale Nicolly Lopes tops her man

FapHouse 3 years ago

Tall vintage TS drills her maid

Tall vintage TS drills her maid

aShemaleTube 11 years ago

Group screw with hawt and uninhibited trannies sc 1

Group screw with hawt and uninhibited trannies sc 1

ShemaleSin 3 years ago

Cuckquean enjoys watching her husband fucking shemale Shiri Trap

Cuckquean enjoys watching her husband fucking shemale Shiri Trap

AnySex 7 years ago

I didn't like college and I preferred to be the fuckslut so that all the dudes pound me.

I didn't like college and I preferred to be the fuckslut so that all the dudes pound me.

4Gay 2 months ago

T-girl Isadora Ribeiro Lets The Machine Ream Her Concupiscent Butt

T-girl Isadora Ribeiro Lets The Machine Ream Her Concupiscent Butt

ShemaleSin 1 year ago

Fat guy drills his hard dick balls deep in the sissy CD's ass

Fat guy drills his hard dick balls deep in the sissy CD's ass

BeMyHole 5 years ago

Naughty E-girl trans dildoing her asshole

Naughty E-girl trans dildoing her asshole

Pornicom 1 year ago

Stacked Japanese shemale gets her tight butt drilled deep a

Stacked Japanese shemale gets her tight butt drilled deep a

DrTuber 9 years ago

Marilyn Smokin' Fetish Autumn Night Walk

Marilyn Smokin' Fetish Autumn Night Walk

ShemaleSin 2 years ago

Fit Priscila Araujo Gives Her Client A Good Hard Fuck

Fit Priscila Araujo Gives Her Client A Good Hard Fuck

getTranny 2 years ago

Cool Light-haired Trans Humped Stiff Without A Condom - Xxl Jizz Flow With Cassandra Lovelox And Mickey Strokes

Cool Light-haired Trans Humped Stiff Without A Condom - Xxl Jizz Flow With Cassandra Lovelox And Mickey Strokes

PePorn 5 months ago

Trans Cum Doxy Jaymie Jameson Pounded Anal by Large Ebony Ramrod Bareback

Trans Cum Doxy Jaymie Jameson Pounded Anal by Large Ebony Ramrod Bareback

Amateur8 8 months ago

Monster’s Ultimate Cum Collection 4

61% 0:39 / 30:02

Monster’s Ultimate Cum Collection 4

FapHouse 5 months ago

”Tiny boobs shemale Khloe Kay rimmed & doggystyle hard screwed”

”Tiny boobs shemale Khloe Kay rimmed & doggystyle hard screwed”

ThePornstar 1 year ago

Trans Girl Hanna Rios Runs a Screwing Machine in Her Booty

Trans Girl Hanna Rios Runs a Screwing Machine in Her Booty

ShemaleSin 2 days ago

”Hung dudes Pierce Paris & Dante Colle fucking transgender pornstar Korra Del Rio”

”Hung dudes Pierce Paris & Dante Colle fucking transgender pornstar Korra Del Rio”

LesbianBliss 3 weeks ago

GenderXFilms - Pissed Off Trans Lover Makes Sure She Is Drilled

GenderXFilms - Pissed Off Trans Lover Makes Sure She Is Drilled

xHamster 3 years ago

”Brazillian T-beauty & her fit boy-toy fucking instead of doing yoga”

”Brazillian T-beauty & her fit boy-toy fucking instead of doing yoga”

Faptor 1 year ago

Trans Babe Vitoria Neves Loves Shoving Toys Up Her Butt Hole

Trans Babe Vitoria Neves Loves Shoving Toys Up Her Butt Hole

xHamster 1 year ago

Cute asian nurse ass drilled

Cute asian nurse ass drilled

aShemaleTube 14 years ago

Trans Hottie Isabela Fontenele Lets The Machine Screw Her Greedy Booty

Trans Hottie Isabela Fontenele Lets The Machine Screw Her Greedy Booty

FreePorn8 1 day ago

Maddybae OnlyFans Drilled shamale hot solo and bang

Maddybae OnlyFans Drilled shamale hot solo and bang

SortPorn 2 years ago

Brunette tranny tight asshole drilled

Brunette tranny tight asshole drilled

xHamster 8 months ago

drilling deep with a huge black dick in the big juicy ebony ass of sereia

drilling deep with a huge black dick in the big juicy ebony ass of sereia

PornOne 2 years ago

tranny cutie autumn rain drills her hot sisy vera special s tight ass!

HD 0:30 / 26:01

tranny cutie autumn rain drills her hot sisy vera special s tight ass!

PornBox 1 year ago

Hetero Frat boy Drilled In Virgin backside

Hetero Frat boy Drilled In Virgin backside

2BGay 2 years ago

”Easters The Start Of Breeding Season with big breasted cougar Savanah Storm”

”Easters The Start Of Breeding Season with big breasted cougar Savanah Storm”

ThePornstar 9 months ago

Tgirl Dani Peterson Has Her Dick Sucked by a Black Guy

Tgirl Dani Peterson Has Her Dick Sucked by a Black Guy

xHamster 2 months ago

Brazilian bigass Tranny MILF in stockings bareback drilled

Brazilian bigass Tranny MILF in stockings bareback drilled

SleazyNEasy 2 years ago

Cute blonde shemale swallows cum after having her ass drilled

Cute blonde shemale swallows cum after having her ass drilled

Tranny.one 4 years ago

Danielle gives her ass up in the kitchen with desire

Danielle gives her ass up in the kitchen with desire

Tranny.one 8 years ago

hubby calls 2 endowed trans girls to drill his wifey and he films everything and puts it on the internet

hubby calls 2 endowed trans girls to drill his wifey and he films everything and puts it on the internet

KeekAss 1 year ago

Brazilian trans Louyse Hills fucks guy in ass after cowgirl pose drilling

Brazilian trans Louyse Hills fucks guy in ass after cowgirl pose drilling

XGroovy 3 years ago

Cute Trans Beauty Daisy Taylor Blown & Banged

Cute Trans Beauty Daisy Taylor Blown & Banged

PornFreeNow 4 days ago

Shemale in red latex drills her gf

Shemale in red latex drills her gf

aShemaleTube 14 years ago

Trans Gamer Playgirl Gets Drilled by a Boomer

Trans Gamer Playgirl Gets Drilled by a Boomer

ShemaleSin 3 months ago

”Devin Franco's Round Ass Drilled By Project Manager - RagingStallion”

”Devin Franco's Round Ass Drilled By Project Manager - RagingStallion”

TransHero 2 months ago

Watch this 3D futanari get her ass drilled raw and rough by a huge dick!

Watch this 3D futanari get her ass drilled raw and rough by a huge dick!

CartoonPorn 5 years ago

Nailed At The Nail Salon

Premium 67% HD 30:44

Nailed At The Nail Salon

TransAngels 2 years ago

Trans on Trans Very Hot Fuck!!! Two Lovely Blonde TS and a Guy Horniest Threesome Vol 1

Trans on Trans Very Hot Fuck!!! Two Lovely Blonde TS and a Guy Horniest Threesome Vol 1

xHamster 5 months ago

Black Student Drilled in Detention by Trans Teacher - sassycomics

Black Student Drilled in Detention by Trans Teacher - sassycomics

ShemaleSin 7 months ago

I ENTICED MY MARRIED STR8 LANDLORD AND THIS CHAB DRILLED MY BOOTY

I ENTICED MY MARRIED STR8 LANDLORD AND THIS CHAB DRILLED MY BOOTY

ShemaleSin 1 year ago

”Busty Redhaired Teen Beauty Amateur Gangbang”

”Busty Redhaired Teen Beauty Amateur Gangbang”

ThePornstar 8 months ago

Latina Shower Slut Toy Ride

Latina Shower Slut Toy Ride

ALOTPorn 3 months ago

Latina TS drills a girl

Latina TS drills a girl

aShemaleTube 10 years ago

HornyEmpressKay - Sissy Ass Drilling Deepthroat Hard Anal Screw

HornyEmpressKay - Sissy Ass Drilling Deepthroat Hard Anal Screw

SortPorn 3 years ago

Ebony shemale drills stud butthole

Ebony shemale drills stud butthole

aShemaleTube 15 years ago

Brunette shemale Rosy Pinheiro gets drilled by BBC

Brunette shemale Rosy Pinheiro gets drilled by BBC

aShemaleTube 8 years ago

Large dongs in action...trans woman in love

Large dongs in action...trans woman in love

FreePorn8 3 days ago

Vivi Isobelle, the tattooed Chinese chick, gets his tight butt drilled hard by a horny crossdresser

Vivi Isobelle, the tattooed Chinese chick, gets his tight butt drilled hard by a horny crossdresser

GayX 6 months ago

drilling deep and hard in that bunny ass of alexa

drilling deep and hard in that bunny ass of alexa

PornOne 5 years ago

Tgirl Mariana Lins Takes a Dildo Up Her Butt

Tgirl Mariana Lins Takes a Dildo Up Her Butt

xHamster 3 months ago

Tiny sexy hawt Oriental French Maid Trans ladyboy large bazookas t-girl pornstar Ying sucks dong and drilled

Tiny sexy hawt Oriental French Maid Trans ladyboy large bazookas t-girl pornstar Ying sucks dong and drilled

SortPorn 8 months ago

EXTREM PERVERS!!! TRANSSEXUAL BOOTY DRILLED AND CREAMPIE

EXTREM PERVERS!!! TRANSSEXUAL BOOTY DRILLED AND CREAMPIE

ShemaleSin 1 year ago

Ladyboy Asian shemale Jenny strokes her own cock while sucking Youlian dick

Ladyboy Asian shemale Jenny strokes her own cock while sucking Youlian dick

FetishShrine 8 years ago

Pilates Guru

67% VR 0:08 / 37:34

FapHouse 8 months ago

Dusky Tgirl India Taina trades bareback ass fucks with a guy

62% HD 1:01 / 37:59

Dusky Tgirl India Taina trades bareback ass fucks with a guy

FapHouse 3 years ago

Fem Male SUCKS 10 inch Knob! UNFATHOMABLE MOUTHS & Sloppy Gag Drilled & FA BIT OF BUTTED by XXL BWC - Edging BJ

Fem Male SUCKS 10 inch Knob! UNFATHOMABLE MOUTHS & Sloppy Gag Drilled & FA BIT OF BUTTED by XXL BWC - Edging BJ

SortPorn 8 months ago

Olivia Would gets her tight ass drilled by her TS girlfriend's big cock

Olivia Would gets her tight ass drilled by her TS girlfriend's big cock

VikiPorn 2 months ago

Martina K

Some.Porn 11 months ago

Chocolate Perla Lohan fuckls A Milky guy

Chocolate Perla Lohan fuckls A Milky guy

TransTube.tv 1 year ago

Tbabe Bella Atrix Thinks This babe Can Fit a Biggest Sex-toy in Her Ass

Tbabe Bella Atrix Thinks This babe Can Fit a Biggest Sex-toy in Her Ass

BigTitsLust 3 months ago

Jav Shemales Have Sex 4 - Sora Shiina

Jav Shemales Have Sex 4 - Sora Shiina

getTranny 5 months ago

Tgirl Carolina Martins Gets Ass Pounded by The Machine

Tgirl Carolina Martins Gets Ass Pounded by The Machine

xHamster 2 months ago

”He Had Me Cumming”

”He Had Me Cumming”

ThePornstar 1 year ago

Shemale tranny gets ass drilled by guy

Shemale tranny gets ass drilled by guy

aShemaleTube 12 years ago

Trans Angel Julia Alves Has The Machine Drill Her Constricted Rectal hole

Trans Angel Julia Alves Has The Machine Drill Her Constricted Rectal hole

Amateur8 2 months ago

”Conner Bradley riding huge cock before nasty warm facial”

”Conner Bradley riding huge cock before nasty warm facial”

TransHero 2 months ago

58 59 60 61 62

93,514 results found

Related categories

Hardcore Fuck Pornstar Rough Sex Banging Butt Butthole Hard Fuck Babe Pounded Vixen Face White Deep Intense Arab Rimming Buttfucking Booty Messy Penetrating

Narrow your search

teen drilled 18+ lovely girls got their butt drilled rachel roxxx drilled madison scott drilled gianna michaels drilled rebecca linares drilled priya rai drilled mason moore drilled babe talks to her boyfriend while being drilled by roommate julia ann drilled alexis amore drilled asa akira drilled ashlynn brooke drilled abella anderson drilled helly mae hellfire drilled nika noire drilled delta white drilled jayden james drilled ange venus drilled chastity lynn drilled

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.