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Anal Shemale Videos - Page 18

Page 18 of anal shemale videos. More to watch or download via VipFile.

Jackie Sissy Servitude - BecomingFemme Bareback Anal Blowjob Cumshot

May 18

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👁 430

18-05-2026, 16:57

👤 Models: Jackie

🎬 Studio: BecomingFemme

📺 Quality: FullHD 1080p

Shemale Jackie serves up oral and takes bareback anal in this BecomingFemme sissy clip. Cumshot and hardcore pounding round out this high heels shemale production.

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Bend Over Stepmom - TransAngels Shemale Taboo Anal Compilation

May 18

Transangels, Aubrey Kate, Dante Colle, Roman Todd, Jessy Dubai, Nathalie Presley, Redhead, Shemale, Lingerie, Big Tits

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👁 120

18-05-2026, 07:44

👤 Models: Aubrey Kate / Dante Colle / Roman Todd / Jessy Dubai

🎬 Studio: TransAngels

📺 Quality: FullHD 1080p

TransAngels brings taboo shemale fantasy to life with Aubrey Kate, Jessy Dubai, and Nathalie Presley in Bend Over Stepmom - a hardcore anal and lingerie compilation.

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Jenny Crystal and Lexxxis Kanyon - French Maid Shemale Bareback Threesome

May 18

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👁 336

18-05-2026, 04:39

👤 Models: Jenny Crystal / Lexxxis Kanyon

🎬 Studio: Pure-ts

📺 Quality: HD 720p

French maid Jenny Crystal joins couple Lexxxis Kanyon and Christian for a bareback shemale threesome in this Pure-ts clip. Blowjobs, anal, and explosive sex in Vegas.

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Ariel Demure, Jewelz Blu and Little Puck - Transfixed Shemale Threesome

May 17

Ariel Demure, Jewelz Blu, Little Puck, Transsexual, Feature, Anal, All Sex, Hardcore

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👁 324

17-05-2026, 00:57

👤 Models: Ariel Demure / Jewelz Blu / Little Puck

🎬 Studio: Transfixed / AdultTime

📺 Quality: 4K UHD

Realtor shemale Ariel Demure seduces couple Jewelz Blu and Little Puck into a passionate transsexual threesome with anal sex in this Transfixed feature clip.

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Andylynn Payne and Leah Hayes Shemale-on-Shemale EvilAngel 4K

May 16

Andylynn Payne, Leah Hayes, Hardcore, Transsexual, Shemale On Shemale, Lingerie, Cumshot, Gonzo, Big Tits, All Sex

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👁 213

16-05-2026, 18:47

👤 Models: Andylynn Payne / Leah Hayes

🎬 Studio: EvilAngel

📺 Quality: 4K UHD

EvilAngel delivers Andylynn Payne and Leah Hayes in a shemale-on-shemale hardcore anal and cumshot clip shot in 4K. Lingerie, big tits, and gonzo-style TS action.

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Crystal Thayer and Max Konnor - Taking Max Konnor Interracial Shemale Anal

May 16

Crystal Thayer, Max Konnor, Transsexual, Small Tits, Cumshot, Anal, Shemale, Hardcore, Blowjob, Interracial

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👁 325

16-05-2026, 12:37

👤 Models: Crystal Thayer / Max Konnor

🎬 Studio: OnlyFans

📺 Quality: FullHD 1080p

Shemale Crystal Thayer takes Max Konnor's big cock bareback in this OnlyFans interracial anal clip. Blowjob, cumshot, and hardcore pounding are all included.

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Zariah Aura Trans Superstar - Grooby Productions Shemale Anal Movie

May 16

Grooby Productions, Ivory Mayhem, Zariah Aura, Chris Epic, Anal, Lingerie, Transsexual, Masturbation, Shemale

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👁 81

16-05-2026, 09:32

👤 Models: Ivory Mayhem / Zariah Aura / Chris Epic

🎬 Studio: Grooby Productions

📺 Quality: FullHD 1080p

Grooby Productions spotlights superstar Zariah Aura in six stunning shemale clips covering anal, masturbation, and lingerie across a feature-length film.

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Femboy Bookworm Jeremy Angel Gets Reamed by Enzo Muller Bareback

May 16

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👁 72

16-05-2026, 06:27

👤 Models: Jeremy Angel / Enzo Muller

📺 Quality: FullHD 1080p

Femboy Jeremy Angel is caught between the pages and gets reamed bareback by Enzo Muller in this shemale bareback clip full of blowjob and anal action.

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Mandi Cum Laude Mindless Submissive - BecomingFemme Bareback Anal

May 15

Blowjob, Anal, Shemale, Hardcore, Bareback

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👁 220

15-05-2026, 18:06

👤 Models: Mandi Cum Laude

🎬 Studio: BecomingFemme

📺 Quality: HD 720p

Sissy crossdresser Mandi Cum Laude sucks cock and gets her sissy pussy fucked bareback in this BecomingFemme shemale clip. The alpha male dominates from start to finish.

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Andylynn Payne and Leah Hayes - EvilAngel Shemale Hardcore Anal

May 15

Andylynn Payne, Leah Hayes, Anal, All Sex, Hardcore, Gonzo, Transsexual

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👁 164

15-05-2026, 02:47

👤 Models: Andylynn Payne / Leah Hayes

🎬 Studio: EvilAngel

📺 Quality: FullHD 1080p

Two TS stunners Andylynn Payne and Leah Hayes share a passionate afternoon of shemale hardcore anal action in this EvilAngel production.

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Lexi Lela and AJ Fresh - Succubus Lexi Interracial Bareback Shemale

May 14

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👁 99

14-05-2026, 14:32

👤 Models: Lexi Lela / AJ Fresh

🎬 Studio: ManyVids / AJ Fresh XXX / AjFreshXXX / PornBox / com / AnalVids

📺 Quality: FullHD 1080p

Shemale Lexi Lela takes AJ Fresh's BBC bareback in this interracial clip with a creampie finish. Blowjob, cumshot, and hardcore anal make this a standout clip.

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Mandi Cum Laude Mature Office Hookup - BecomingFemme Bareback Anal

May 14

Bareback, Blowjob, Hardcore, Shemale, Anal

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👁 110

14-05-2026, 08:24

👤 Models: Mandi Cum Laude

🎬 Studio: BecomingFemme

📺 Quality: FullHD 1080p

Crossdresser Mandi Cum Laude dresses up at work and gets pressed against the wall for bareback anal pounding in this BecomingFemme shemale clip.

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Prem Bareback in Pink Butt - LadyboyObsession Asian Ladyboy Anal POV

May 13

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👁 110

13-05-2026, 23:13

👤 Models: Prem

🎬 Studio: LadyboyObsession

📺 Quality: FullHD 1080p

Asian ladyboy Prem takes a bareback cock in her pink ass in this POV clip from LadyboyObsession. Blowjob, anal, and a cumshot are all captured in closeup.

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Trans Trio - Tranny Ladyboy Threesome Anal Full Movie

May 12

Tranny Ladyboy, Renata Davila, Raul Montana, Alessandra Toledo, Bia Mastroianni, July Di Maggio, Max Scar, Luca Bonomo, Sheila Stone, Pierre Dj

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👁 26

12-05-2026, 16:37

Tranny Ladyboy's Trans Trio full movie features hot trans girls in two threesomes and two one-on-one anal clips. Lingerie, big tits, and shemale passion throughout.

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PansexualX Porn Crush 7 - Evil Angel Shemale and Female Anal Compilation

May 12

Evil Angel, Aiden Starr, Jane Wilde, Jewell Marceau, Kasey Kei, Sophia Burns, Olivia Would, Claire Tenebrarum, Zariah Aura, Shemale

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👁 89

12-05-2026, 01:18

👤 Models: Jane Wilde / Jewell Marceau / Aiden Starr / Kasey Kei

🎬 Studio: Evil Angel / Aiden Starr

📺 Quality: HD 720p

Evil Angel's PansexualX Porn Crush 7 by Aiden Starr features Zariah Aura, Claire Tenebrarum, Olivia Would, Kasey Kei, and more in shemale-on-female hardcore anal vignettes.

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Aelin Blue Interracial Trans Anal Passion with Pf Bhangs - Bareback

May 11

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👁 21

11-05-2026, 22:15

👤 Models: Aelin Blue

📺 Quality: 4K UHD

Shemale Aelin Blue takes Pf Bhangs in a passionate interracial bareback anal clip. Ass licking, oral, and a cumshot round out this hardcore trans production.

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Blake Lovely and AJ Fresh - Anal Angels 30 Interracial Bareback Shemale

May 11

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👁 72

11-05-2026, 19:11

👤 Models: Blake Lovely / AJ Fresh

🎬 Studio: ManyVids / AJ Fresh XXX / AjFreshXXX / PornBox / com / AnalVids

📺 Quality: FullHD 1080p

Blake Lovely takes AJ Fresh's BBC bareback in this interracial shemale anal clip from Anal Angels 30. Blowjob and hardcore anal pounding lead to a big cumshot.

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This Doesn't Change Anything - Adult Time Shemale Anal Feature Film

May 11

Adult Time, Shemale, Anal, Transsexual, Feature

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👁 25

11-05-2026, 10:00

Adult Time's shemale feature This Doesn't Change Anything is a full-length transsexual film packed with anal sex and compelling story-driven shemale action.

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Misty Slippery Swimsuit Bareback Top - LadyBoyGold Asian Ladyboy Anal

May 11

Ladyboygold, Misty, Bareback, Anal, Hardcore, Ladyboy, Transsexual

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👁 18

11-05-2026, 03:53

👤 Models: Misty

🎬 Studio: LadyBoyGold

📺 Quality: HD 720p

Asian ladyboy Misty goes bareback top in a slippery swimsuit session from LadyBoyGold. This hardcore anal clip features non-stop ladyboy action.

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Tiara and Jay Roxin - BlackShemaleHardcore Big Dick Anal Hardcore

May 11

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👁 31

11-05-2026, 00:49

👤 Models: Tiara / Jay Roxin

🎬 Studio: BlackShemaleHardcore

📺 Quality: HD 720p

Stunning tgirl Tiara makes her debut on BlackShemaleHardcore alongside Jay Roxin. They swap oral before Tiara tops Jay and Jay drills Tiara's ass to a double cumshot.

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Trans Blondes Have Even More Fun - CX Wow Shemale Orgy Compilation

May 10

Cx Wow, Aphrodite Adams, Cassie Sparkles, Aubrie Scarlett, Hayley Hilton, River Enza, Aphrodyte, Orgy, Ass To Mouth, Rimming

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👁 12

10-05-2026, 21:45

👤 Models: Aphrodite Adams / Cassie Sparkles / Aubrie Scarlett / Hayley Hilton

🎬 Studio: CX Wow

📺 Quality: HD 720p

CX Wow brings together Aphrodite Adams, Cassie Sparkles, Aubrie Scarlett, and more blonde shemales for a massive orgy compilation with anal, rimming, and group sex.

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Karolyne Vastezon Mutual Anal Fucking with Massive Cumshot - PinkOTgirls

May 10

Rimming, Big Cock, Bareback, Anal, Hardcore, TS Shemale Fucks

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👁 56

10-05-2026, 09:30

👤 Models: Karolyne Vastezon

🎬 Studio: PinkOTgirls

📺 Quality: HD 720p

Karolyne Vastezon and her friend take turns fucking each other's asses bareback in this PinkOTgirls big cock shemale clip, ending with a massive cumshot.

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Stacy Pipe Dream and Jade Radd - Shemale-on-Shemale Bareback Anal Fuck

May 10

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👁 27

10-05-2026, 06:27

👤 Models: Stacy Pipe Dream / Jade Radd

📺 Quality: HD 720p

Stacy Pipe Dream and Jade Radd get into lingerie and swap deepthroat blowjobs before going bareback shemale-on-shemale in this hardcore creampie clip.

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Amanda Melo and Lauanny Souza - HoneyTrans Shemale Anal and Blowjob

May 10

Hardcore, Shemale, Big Cock, Big Ass, Blowjob, Anal

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👁 59

10-05-2026, 00:21

👤 Models: Amanda Melo / Lauanny Souza aka Luana Aquylla

🎬 Studio: HoneyTrans

📺 Quality: HD 720p

Amanda Melo and Lauanny Souza trade passionate blowjobs before Amanda pounds Lauanny's ass in this HoneyTrans shemale-on-shemale hardcore clip with big cock action.

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