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Anal - Page 100

Page 100 of Anal. More shemale videos to watch or download via VipFile.

Clarissa Cox - Bubble Butt Shemale Bareback Anal Hardcore

Nov 01

Clarissa Cox, Blowjob, Shemale, Bareback, Anal, Hardcore

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👁 0

1-11-2025, 10:33

👤 Models: Clarissa Cox

🎬 Studio: BecomingFemme

📺 Quality: SD

Clarissa Cox is a fully feminized tranny with a perfect bubble butt that gets pounded bareback in this hot shemale hardcore clip from BecomingFemme.

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Brittney Kade and Blair Williams - Transsexual Hardcore Anal OnlyFans

Nov 01

Brittney Kade, Blair Williams, Gonzo, Transsexual, Hardcore, Anal

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👁 0

1-11-2025, 05:26

👤 Models: Brittney Kade / Blair Williams

🎬 Studio: OnlyFans

📺 Quality: FullHD 1080p

Brittney Kade and Blair Williams bring their OnlyFans chemistry to a full transsexual hardcore anal video. These two are unstoppable together.

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Jamie French and Stefani Special - Stefani Returns Bareback Anal

Oct 31

Tsjamiefrench, Jamie French, Stefani Special, Anal, Hardcore, Transsexual, Bareback

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👁 0

31-10-2025, 20:14

👤 Models: Jamie French / Stefani Special

📺 Quality: HD 720p

Jamie French reunites with Stefani Special for a bareback transsexual anal encounter. These two shemale performers bring serious hardcore energy.

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Sadie Sunstone and Goth Barbie - Shemale on Shemale Strapon Anal

Oct 31

Transroommates, Sadie Sunstone, Goth Barbie, Strapon, Hardcore, Shemale On Shemale, Postop, Anal

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👁 0

31-10-2025, 18:11

👤 Models: Sadie Sunstone / Goth Barbie

📺 Quality: FullHD 1080p

Goth Barbie takes the dominant role over Sadie Sunstone in a steamy shemale-on-shemale strapon and anal encounter.

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Milky and Gabe - Asian Shemale on Male Bareback Flip Flop Anal

Oct 31

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👁 0

31-10-2025, 15:57

👤 Models: Milky

🎬 Studio: TSPlayground / EvilAngel

📺 Quality: HD 720p

Asian shemale Milky and Gabe go flip-flop bareback with anal beads and full hardcore at TSPlayground and EvilAngel. Download free via VipFile.

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Transvestite Orgy - Full Movie Crossdressing Anal Group Sex

Oct 31

Asphyxiation Films, Alexander, Luci May, Sammi Jayne, Tina Stephens, All Sex, Anal, Wigs, Threesomes, Crossdressing

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👁 0

31-10-2025, 15:07

👤 Models: Alexander / Luci May / Sammi Jayne / Tina Stephens

📺 Quality: DVDRip

A wild transvestite orgy movie with Alexander, Luci May, Sammi Jayne and Tina Stephens delivering non-stop group anal and oral action. Download free via VipFile.

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Candi McBride and Danny - Male on Shemale Oral Anal Cumshot

Oct 31

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👁 0

31-10-2025, 06:56

👤 Models: Candi McBride / Danny

📺 Quality: HD 720p

Shemale Candi McBride gets her mouth and ass worked over by Danny in a male-on-shemale clip ending with a cumshot. Download free via VipFile.

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Natalie Mars, Korra Del Rio and Wesley Woods - Just Ignore Him Threesome

Oct 30

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👁 0

30-10-2025, 12:32

👤 Models: Natalie Mars / Korra Del Rio / Wesley Woods

🎬 Studio: TransAngels

📺 Quality: SD

Shemale stars Natalie Mars and Korra Del Rio share a threesome with Wesley Woods in this TransAngels anal hardcore clip. Download free via VipFile.

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Ivory Mayhem - Pink Slut Shemale Bareback Anal POV

Oct 30

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👁 0

30-10-2025, 10:30

👤 Models: Ivory Mayhem

🎬 Studio: TsPov

📺 Quality: FullHD 1080p

Shemale Ivory Mayhem knows what you want and delivers a bareback blowjob and tight anal ride in this TsPov clip. Watch free and download via VipFile.

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Beatricy Velmont - Transa Mutua Transsexual Bareback Anal

Oct 30

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👁 0

30-10-2025, 07:26

👤 Models: Beatricy Velmont

📺 Quality: SD

Brazilian shemale Beatricy Velmont gets into bareback anal hardcore in this Transa Mutua transsexual clip. Watch free and download via VipFile.

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Nyxi Leon and Thea - Trans Shemale on Shemale Bareback Anal Ride

Oct 30

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👁 0

30-10-2025, 03:21

👤 Models: Nyxi Leon / Thea

🎬 Studio: TransRoommates

📺 Quality: FullHD 1080p

Trans Nyxi Leon takes Thea's sexy ass for a bareback ride in this TransRoommates shemale-on-shemale anal clip. Download free via VipFile.

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Fae Clementine and Luci Belle - Shemale on Shemale Bareback Anal

Oct 30

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👁 0

30-10-2025, 02:19

👤 Models: Fae Clementine / Luci Belle

📺 Quality: FullHD 1080p

Shemale Fae Clementine turns on her camera and seduces Luci Belle for a bareback shemale-on-shemale creampie. Watch free and download via VipFile.

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Alia Malia - Cosplay Sissy Gets Anally Wrecked Bareback

Oct 30

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👁 0

30-10-2025, 01:18

👤 Models: Alia Malia

🎬 Studio: BecomingFemme

📺 Quality: HD 720p

Cosplay-loving shemale sissy Alia Malia dresses up and gets anally wrecked in a bareback session from BecomingFemme. Download free via VipFile.

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SheMale Samba Mania 29 - Bareback Anal Brazilian Shemale Movie

Oct 29

Third World Media, Patricia, Thays, Iris, Adriely Vendramine, Harolly Mel, Anal, Shemale, Transsex

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👁 0

29-10-2025, 12:00

👤 Models: Patricia / Thays / Iris / Adriely Vendramine

📺 Quality: SD

SheMale Samba Mania 29 delivers over two and a half hours of 100 percent bareback anal trans sex with Brazilian cast Patricia, Thays, Iris and more. Download free via VipFile.

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Mireya Rinaldi - Active Trans Shemale Big Cock Anal Hardcore

Oct 29

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👁 0

29-10-2025, 08:56

👤 Models: Mireya Rinaldi

🎬 Studio: PinkOTgirls

📺 Quality: HD 720p

Active trans shemale Mireya Rinaldi gets her ass and mouth worked over by a big cock in this PinkOTgirls hardcore clip. Watch free and download via VipFile.

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Lana Madison - Shemale Gonzo Hardcore Anal and Blowjob

Oct 29

Lana Madison, Gonzo, Hardcore, Anal, Transsexual

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👁 0

29-10-2025, 07:54

👤 Models: Lana Madison

🎬 Studio: OnlyFans

📺 Quality: SD

Shemale Lana Madison craves a big cock and gets it in both her mouth and ass in this OnlyFans hardcore anal clip. Watch free and download via VipFile.

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Treasure Barbie - Stunning Trans Goddess Bareback POV Anal

Oct 29

POV, Shemale, Bareback, Anal, Hardcore, Blowjob

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👁 0

29-10-2025, 03:49

👤 Models: Treasure Barbie

🎬 Studio: TsPov

📺 Quality: HD 720p

Tall, busty trans goddess Treasure Barbie delivers a stunning bareback POV anal and blowjob session from TsPov. Watch free and download via VipFile.

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Kasey Kei and Andre Stone - Transsexual Hardcore Anal GenderXFilms

Oct 29

Kasey Kei, Andre Stone, Transsexual, All Sex, Gonzo Hardcore, Anal

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👁 0

29-10-2025, 00:44

👤 Models: Kasey Kei / Andre Stone

🎬 Studio: GenderXFilms

📺 Quality: SD

Transsexual Kasey Kei and Andre Stone go at it in a gonzo hardcore anal session from GenderXFilms. Watch free online and download via VipFile.

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Izzy Wilde and Zariah Aura - Cock Craving Shemale Sorority Bareback

Oct 28

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👁 0

28-10-2025, 21:40

👤 Models: Izzy Wilde / Zariah Aura

📺 Quality: FullHD 1080p

Shemale sorority sisters Izzy Wilde and Zariah Aura go bareback with cumshots on face and in mouth. Watch free online and download via VipFile.

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Dara - Aqua Miniskirt Sneakers CIM Bareback Asian Ladyboy

Oct 28

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👁 0

28-10-2025, 18:36

👤 Models: Dara

🎬 Studio: LadyBoyGold

📺 Quality: HD 720p

Curvy blonde ladyboy Dara in a seafoam skirt and sneakers rides bareback and gets cum in her mouth in this LadyBoyGold clip. Download free via VipFile.

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Bobbie Lee - Never Too Late to Become a Sissy Bareback POV

Oct 28

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👁 0

28-10-2025, 17:35

👤 Models: Bobbie Lee

🎬 Studio: SissyPOV

📺 Quality: HD 720p

Sissy shemale Bobbie Lee fulfills her fantasy of being fucked bareback in both holes in this SissyPOV debut. Watch free online and download via VipFile.

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Chloe Corrupt and Zara Swan - Shemale on Shemale Bareback Creampie

Oct 28

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👁 0

28-10-2025, 11:26

👤 Models: Chloe Corrupt / Zara Swan

📺 Quality: FullHD 1080p

Trans Chloe Corrupt hires Zara Swan and ends up fucking her bareback with an anal creampie finish. Watch free online and download via VipFile.

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Khloe Kay and Johnny Hill - Spank the Sweetheart Shemale Anal

Oct 28

Khloe Kay, Johnny Hill, Hardcore, Anal, Shemale

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👁 0

28-10-2025, 06:20

👤 Models: Khloe Kay / Johnny Hill

🎬 Studio: TransAngels

📺 Quality: HD 720p

Shemale sweetheart Khloe Kay gets spanked and anally pounded by Johnny Hill in this TransAngels hardcore clip. Watch free and download via VipFile.

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Natalie Mars and Lindsey Love - Shemale Fisting Gape Piss

Oct 28

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👁 0

28-10-2025, 04:18

👤 Models: Natalie Mars

🎬 Studio: NatalieMars

📺 Quality: HD 720p

Shemale Natalie Mars and Lindsey Love go extreme with anal fisting, gaping, vibrators and piss play. Watch free online and download via VipFile.

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