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Bareback Shemale Videos - Page 29

Page 29 of bareback shemale videos. More to watch or download via VipFile.

Penny Peacock and Jenna Creed Shemale on Shemale Bareback Anal

Jan 02

Transroommates, Penny Peacock, Jenna Creed, Bareback, Anal, Shemale On Shemale

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👁 10

2-01-2026, 10:09

👤 Models: Penny Peacock / Jenna Creed

📺 Quality: FullHD 1080p

Penny Peacock fantasizes about being fucked by her trans lover Jenna Creed in this shemale-on-shemale bareback anal video. She sucks Jenna's girl-cock before taking it bare in her tight ass.

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Nonny Bubble Bath and Naked Asian Ladyboy Bareback Anal

Jan 02

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👁 1

2-01-2026, 06:25

👤 Models: Nonny

🎬 Studio: LadyboyObsession / LadyboyGold

📺 Quality: FullHD 1080p

Thai ladyboy Nonny starts with a bubble bath before getting naked and going bareback in this LadyboyGold production. She delivers a hot blowjob, anal and a juicy cumshot in POV style.

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Daisy Taylor and Jay Tee - Cuckold Casino Bareback Hardcore

Jan 02

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👁 47

2-01-2026, 05:04

👤 Models: Daisy Taylor / Jay Tee

📺 Quality: FullHD 1080p

Daisy Taylor and Jay Tee take the cuckold fantasy to a casino setting for bareback shemale hardcore action. The two heat things up with passionate fucking in this steamy production.

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Fernanda Cristine - The Personal Trainer Bareback Anal

Jan 02

Rim Job, Shemale Hardcore, Bareback, Big Cock, Anal, Blowjob

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👁 0

2-01-2026, 04:27

👤 Models: Fernanda Cristine

🎬 Studio: PinkOTgirls

📺 Quality: SD

Fernanda Cristine turns her workout session with a personal trainer into steamy bareback anal action. Her trainer can't resist her body and uses his big cock to give her a real workout.

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Venus Lux and Alexander Gustavo - Shemale Bareback Anal Hardcore

Jan 02

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👁 4

2-01-2026, 04:22

👤 Models: Venus Lux / Alexander Gustavo

📺 Quality: SD

Venus Lux dominates Alexander Gustavo in the boardroom in this shemale bareback anal oral hardcore clip full of trans dominance and cumshot action. Watch free via VipFile.

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Jessy Dubai and Eva Maxim - Massaged By The Imposter Bareback

Jan 02

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👁 10

2-01-2026, 03:55

👤 Models: Jessy Dubai / Eva Maxim

🎬 Studio: Transangels

📺 Quality: SD

Jessy Dubai and Eva Maxim get naughty in this Transangels bareback anal blowjob and cumshot shemale clip featuring ass licking and big tits. Watch free via VipFile.

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Sissy Molly - Sissy Maid Bareback Anal Blowjob POV Clip

Jan 02

Blowjob, Anal, Shemale Hardcore, Bareback, POV

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👁 0

2-01-2026, 03:39

👤 Models: Sissy Molly

📺 Quality: HD 720p

Sissy Molly plays the obedient shemale maid who does everything she is told in this bareback anal blowjob POV hardcore clip. Watch free via VipFile.

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Dahlia Bloom - Trans Tutor Meets Smash Thompson Bareback BBC

Jan 02

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👁 12

2-01-2026, 01:52

👤 Models: Dahlia Bloom / Smash Thompson

📺 Quality: HD 720p

Trans tutor Dahlia Bloom meets Smash Thompson for a hot interracial bareback BBC blowjob and male on shemale session. Watch free via VipFile.

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Nina Lawless and Kendra Sinclaire - Shemale Bareback Anal Fisting

Jan 02

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👁 4

2-01-2026, 00:42

👤 Models: Nina Lawless / Kendra Sinclaire

📺 Quality: FullHD 1080p

Nina Lawless goes all the way with Kendra Sinclaire in this shemale on shemale bareback anal fisting and cumshot clip. Watch free or download via VipFile.

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Blondie Banks - Trans Pride Goddess Bareback Anal from TsPov

Jan 02

Blowjob, Bareback, Hardcore, POV, Anal, Shemale

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👁 0

2-01-2026, 00:32

👤 Models: Blondie Banks

🎬 Studio: TsPov

📺 Quality: HD 720p

Blondie Banks celebrates trans pride month by sucking cock and taking bareback dick deep in her round ass in this POV shemale clip from TsPov. Watch free via VipFile.

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Gia Itzel and Lizzy Laynez - Shemale on Shemale Bareback Anal

Jan 02

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👁 8

2-01-2026, 00:10

👤 Models: Gia Itzel / Lizzy Laynez

🎬 Studio: OnlyFans

📺 Quality: FullHD 1080p

Gia Itzel and Lizzy Laynez go hard in this shemale on shemale bareback anal cumshot clip from OnlyFans full of blowjob, big ass, and big tits action. Watch free via VipFile.

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Natalie Carnot and Haven Rose - Shemale on Shemale Bareback Anal

Jan 01

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👁 0

1-01-2026, 22:39

👤 Models: Natalie Carnot / Haven Rose

📺 Quality: FullHD 1080p

Porn newcomer Natalie Carnot lives out her fantasy of getting bareback fucked by Haven Rose in this shemale on shemale hardcore clip. Watch free via VipFile.

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Rachel Nova and Stacy Sadistic - Shemale on Shemale Bareback

Jan 01

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👁 5

1-01-2026, 21:08

👤 Models: Rachel Nova / Stacy Sadistic

📺 Quality: FullHD 1080p

Rachel Nova and Stacy Sadistic share a passionate shemale on shemale bareback anal farewell in this hardcore transsexual clip. Watch free via VipFile.

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Jade Venus and Colby Jansen - Cowgirl Gone Wild Bareback

Jan 01

Jade Venus, Colby Jansen, Bareback, Hardcore, Cumshot, Shemale, Ass Licking

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👁 2

1-01-2026, 21:03

👤 Models: Jade Venus / Colby Jansen

📺 Quality: FullHD 1080p

Jade Venus rides Colby Jansen bareback in this wild shemale cowgirl clip packed with ass licking, hardcore pounding, and a cumshot. Watch free via VipFile.

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Eva Paradis and Alura Jenson - Prime Suspect Pounding Bareback

Jan 01

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👁 13

1-01-2026, 20:20

👤 Models: Eva Paradis / Alura Jenson

🎬 Studio: Transangels

📺 Quality: HD 720p

Eva Paradis and Alura Jenson team up for a sizzling shemale on female bareback anal clip from Transangels. Watch free or download via VipFile.

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Korra Del Rio and Dante Colle - Fuck Me Under The Mistletoe

Jan 01

Hardcore, Bareback, Big Tits, Cum On Mouth, Shemale, Cumshot, Blowjob, Ass Licking

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👁 2

1-01-2026, 19:21

👤 Models: Korra Del Rio / Dante Colle

📺 Quality: FullHD 1080p

Korra Del Rio and Dante Colle heat things up in this bareback shemale hardcore clip full of blowjob action, ass licking, and a cumshot finish. Download free via VipFile.

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Christie Darrow Takes BBC Anal Bareback Interracial Shemale

Jan 01

Christie Darrow, Cumshot, Hardcore, Anal, Interracial, Shemale, Transsexual, Big Tits, Blowjob, Bareback

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👁 5

1-01-2026, 18:06

👤 Models: Christie Darrow

🎬 Studio: TransMidnight

📺 Quality: FullHD 1080p

Busty shemale Christie Darrow from TransMidnight takes a big black cock bareback in a hot interracial anal clip featuring blowjob, hardcore fucking, and a cumshot finish. A top bareback TS performance.

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Sasha De Sade and Kai Bailey - Bareback Gonzo Anal TS

Jan 01

Kai Bailey, Sasha De Sade, Transsexual Gonzo Anal Bareback

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👁 3

1-01-2026, 17:24

👤 Models: Kai Bailey / Sasha De Sade

🎬 Studio: TSPlayground / EvilAngel

📺 Quality: SD

Kai Bailey and Sasha De Sade hook up in an EvilAngel TSPlayground bareback gonzo anal clip that pairs two top shemale performers for a sweaty and satisfying TS session.

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Alisia Rae - Shemale Bareback Anal Hardcore TransAngels

Jan 01

Alisia Rae, Hardcore, Anal, Shemale, Bareback

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👁 7

1-01-2026, 16:52

👤 Models: Alisia Rae

🎬 Studio: TransAngels

📺 Quality: HD 720p

TransAngels star Alisia Rae delivers a full 30-minute bareback anal and hardcore shemale clip with the intensity and production quality fans expect from this top paysite.

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Alisia Rae and Wolf Hudson - Shemale Bareback Hardcore

Jan 01

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👁 3

1-01-2026, 16:19

Alisia Rae and Wolf Hudson deliver a bareback shemale hardcore clip with ass licking, cum in mouth, and all the raw shemale energy fans expect. A must-watch bareback TS pairing.

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Adriana Buchechi - Shemale Bareback Threesome Big Cock Anal

Jan 01

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👁 1

1-01-2026, 13:55

👤 Models: Adriana Buchechi

🎬 Studio: PinkOTgirls

📺 Quality: SD

Adriana Buchechi from PinkOTgirls gets possessed by two cocks in a bareback threesome that features rim jobs, big cock anal, and blowjob action spanning nearly 50 minutes. Hardcore shemale possession at its finest.

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Jazmin Steele - New TS Stunner Gets Fucked and Creampied

Jan 01

Shemale Hardcore, Blowjob, Anal, Bareback

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👁 2

1-01-2026, 11:15

👤 Models: Jazmin Steele

🎬 Studio: Pure-ts

📺 Quality: SD

Gorgeous TS newcomer Jazmin Steele from Pure-TS brings big boobs, piercing blue eyes, and a hungry hole to her debut bareback anal and blowjob session. She begs for cock and gets a creampie finish she won't forget.

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Nanny 3 Ball Licking Facial Bareback - Asian Ladyboy

Jan 01

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👁 3

1-01-2026, 11:10

👤 Models: Nanny 3

🎬 Studio: LadyboysFuckedBareback

📺 Quality: HD 720p

Asian ladyboy Nanny 3 from LadyboysFuckedBareback delivers ball licking, a sloppy blowjob, bareback anal, and a big cock cumshot facial in one non-stop clip. A fan favorite from the LadyboysFuckedBareback paysite.

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Thippy69 Takes a BBC - Asian Shemale Bareback Anal

Jan 01

Thippy69, Shemale, Hardcore, Anal, Bareback

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👁 1

1-01-2026, 10:59

👤 Models: Thippy69

🎬 Studio: LadyBoyPlay

📺 Quality: HD 720p

Asian shemale Thippy69 from LadyBoyPlay gets her tight hole stretched by a big black cock in a bareback anal video packed with hardcore shemale action. Hot ladyboy on BBC fucking at its finest.

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