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Anal - Page 106

Page 106 of Anal. More shemale videos to watch or download via VipFile.

Ninania Nephilim and Kaela Moon - Shemale on Shemale Bareback Anal

Oct 12

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👁 1

12-10-2025, 02:26

👤 Models: Ninania Nephilim / Kaela Moon

📺 Quality: FullHD 1080p

Ninania Nephilim and Kaela Moon get overcome by desire in the wild and go bareback shemale on shemale. These two trannies fill each other's holes with cum in this hot clip.

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Mao Shinohara - Shemale-Japan Anal Hardcore Japanese

Oct 11

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👁 34

11-10-2025, 23:08

👤 Models: Mao Shinohara

🎬 Studio: Shemale-Japan

📺 Quality: HD 720p

Mao Shinohara stars in a long Japanese shemale anal hardcore video from Shemale-Japan. Watch free and download via VipFile.

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Sammi Valentine and Liberty Harkness - Amateur Shemale Orgy Anal

Oct 11

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👁 0

11-10-2025, 19:16

👤 Models: Sammi Valentine / Liberty Harkness

🎬 Studio: TransexualFun

📺 Quality: SD

Sammi Valentine and Liberty Harkness kick off an amateur shemale orgy with blowjobs, anal and group sex in this TransexualFun clip. These two transsexual sluts hold nothing back.

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Jaquelin Braxton and Tatum - Bareback Anal Transsexual Switch

Oct 11

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👁 7

11-10-2025, 18:15

👤 Models: Jaquelin Braxton / Tatum

📺 Quality: SD

Jaquelin Braxton and Tatum hide out in a hotel and end up in a rare switch bareback session. This transsexual beauty takes total control before demanding cock in return.

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Jane Marie and Wolf - Shemale Anal Blowjob HD Clip

Oct 11

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👁 7

11-10-2025, 17:14

👤 Models: Jane Marie

📺 Quality: HD 720p

Jane Marie and Wolf team up for a hot shemale oral and anal session in this HD clip. This talented tranny shows off her skills in both giving and taking.

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Riley Ivy and Riley Parker - Trans Hookup Shemale-on-Shemale

Oct 11

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👁 40

11-10-2025, 14:37

👤 Models: Riley Ivy / Riley Parker

🎬 Studio: TransRoomMates

📺 Quality: FullHD 1080p

Riley Ivy and Riley Parker find a shemale-on-shemale trans hookup at work in this TransRoomMates bareback anal video. Watch free on VipFile.

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Chelsea Marie and CJ - Interracial Shemale Anal Cumshot

Oct 11

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👁 3

11-10-2025, 12:07

Chelsea Marie and CJ get down to some hot interracial shemale anal action in this classic clip. This tattooed tranny takes cock hard and delivers a satisfying cumshot.

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Janie Blade and King Noire - BDSM Bondage Bareback Anal

Oct 11

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👁 0

11-10-2025, 11:06

👤 Models: King Noire / Janie Blade

🎬 Studio: Kink

📺 Quality: FullHD 1080p

Janie Blade is bound and flogged by King Noire in this epic Kink BDSM shemale clip. Bondage, deepthroat and bareback anal combine for a relentless one-hour performance.

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Ecchievement - Shemale Solo with Anal Plug and Vibrator

Oct 11

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👁 2

11-10-2025, 05:59

👤 Models: Ecchievement

📺 Quality: FullHD 1080p

Ecchievement is a pierced shemale crossdresser who puts an anal plug and vibrator to good use in this long solo clip. Every minute of this kinky tranny session is worth watching.

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Karla Desejo - Thick Blonde Tranny Girlfriend Anal Hardcore

Oct 10

Transsex, Anal, Oral, Hardcore, Blowjobs

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👁 26

10-10-2025, 22:14

👤 Models: Karla Desejo

🎬 Studio: TrannyPOV

📺 Quality: HD 720p

Karla Desejo is a thick blonde tranny girlfriend who sucks cock and takes it hard in this TrannyPOV hardcore anal video. Watch free on VipFile.

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Veronika Mai - Trans Shemale Wants Big Cock Bareback Inside

Oct 10

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👁 1

10-10-2025, 22:07

👤 Models: Veronika Mai

🎬 Studio: TransMidnight

📺 Quality: FullHD 1080p

Trans shemale Veronika Mai craves big cock bareback in this full TransMidnight clip. She gets her tight hole filled and takes a cumshot in this lingerie anal fantasy.

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Jenny Kennedy - The Cutest Sissy Gets Anal Bareback POV

Oct 10

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👁 0

10-10-2025, 15:40

👤 Models: Jenny Kennedy

🎬 Studio: SissyPOV

📺 Quality: HD 720p

Jenny Kennedy is a sissy shemale who gave up the male life and now takes big dick bareback in this POV hardcore clip from SissyPOV. She was born to take cock.

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Kitty - Asian Ladyboy Saturday Night Top POV Anal

Oct 10

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👁 2

10-10-2025, 12:36

👤 Models: Kitty

📺 Quality: FullHD 1080p

Asian ladyboy Kitty takes charge in a POV shemale-on-male anal clip that hits all the right notes. She dominates her partner with her stiff cock and tight body.

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Jesse - Fan Fuxxx Breaking in Brock Shemale on Male Anal

Oct 10

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👁 29

10-10-2025, 11:59

👤 Models: Jesse

🎬 Studio: Breaking in Brock

📺 Quality: HD 720p

Jesse breaks Brock in with a hot shemale-on-male anal hardcore performance in this Breaking in Brock video. Watch free on VipFile.

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Alexa Readman and Belle DeJour - Shemale on Shemale Bareback Anal

Oct 10

Transroommates, Alexa Readman, Hardcore, Anal, Bareback

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👁 1

10-10-2025, 11:35

👤 Models: Alexa Readman / Belle DeJour

📺 Quality: FullHD 1080p

Alexa Readman catches Belle DeJour watching porn and things quickly turn into a hot shemale-on-shemale bareback session. These two trannies share cock and cum in a sizzling clip.

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Alice - LadyBoyCrush Bareback Anal Creampie Asian Video

Oct 10

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👁 37

10-10-2025, 09:56

👤 Models: Alice

🎬 Studio: LadyBoyCrush

📺 Quality: FullHD 1080p

Alice gets fucked and creampied bareback in this LadyBoyCrush Asian ladyboy anal hardcore video. Watch free on VipFile.

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GirlNextDoorCassidy and FreeDurden - Trans Stepdaughter POV Anal

Oct 10

Transsexual, Blowjob, POV, Anal, Blonde, Hardcore

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👁 0

10-10-2025, 09:32

👤 Models: GirlNextDoorCassidy / FreeDurden

🎬 Studio: OnlyFans

📺 Quality: FullHD 1080p

GirlNextDoorCassidy and FreeDurden star in a steamy trans stepdaughter POV clip from OnlyFans. Blonde transsexual blowjob and deep anal make this a must-watch.

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Elisabet - The Collector Shemale Anal Big Cock Hardcore

Oct 10

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👁 14

10-10-2025, 07:53

👤 Models: Elisabet

🎬 Studio: PinkOTgirls

📺 Quality: HD 720p

Elisabet stars in The Collector, a PinkOTgirls shemale hardcore anal video featuring a big cock and rimjob. Watch free on VipFile.

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Gabriella Carvalho and Jessica Ketlen - Shemale on Shemale Anal

Oct 10

Transsex, Hardcore, Shemale, Anal

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👁 9

10-10-2025, 07:29

👤 Models: Gabriella Carvalho and Jessica Ketlen

🎬 Studio: TransexHot

📺 Quality: HD 720p

Gabriella Carvalho and Jessica Ketlen pair up for a passionate shemale-on-shemale hardcore session from TransexHot. These two transsexuals go all the way with deep anal.

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Anna Hickhiman - Wonderful Anna Shemale Hardcore Anal

Oct 10

Hardcore, Anal, Blowjob, TS Shemale Fucks, Rim Job, Big Cock

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👁 4

10-10-2025, 04:25

👤 Models: Anna Hickhiman

🎬 Studio: PinkOTgirls

📺 Quality: SD

Anna Hickhiman delivers a full-package performance with blowjob, anal, and big cock action from PinkOTgirls. This shemale knows exactly how to work a man into a frenzy.

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Kendra Sinclaire and Nina Lawless - Shemale on Shemale Christmas Bareback

Oct 09

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👁 1

9-10-2025, 19:13

👤 Models: Kendra Sinclaire / Nina Lawless

🎬 Studio: KendraSinclaire

📺 Quality: HD 720p

Kendra Sinclaire and Nina Lawless from KendraSinclaire celebrate Christmas with a bareback shemale-on-shemale anal session featuring double cumshots and facials.

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Sunshyne Monroe Shemale Hardcore Anal Oral Cumshot Clip

Oct 09

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👁 0

9-10-2025, 16:09

👤 Models: Sunshyne Monroe

📺 Quality: HD 720p

Shemale Sunshyne Monroe takes charge in this hardcore anal and oral clip, dominating her partner before finishing with a big cumshot in transsexual style.

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Andrea The Shemale and The Girl - Bareback Threesome Big Cock Anal

Oct 09

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👁 5

9-10-2025, 14:06

Shemale Andrea from PinkOTgirls swings her big cock in a bareback threesome with a guy and a girl featuring deep anal, blowjob and hardcore action.

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Brittney Kade - Shemale Hardcore Anal Clip from PurgatoryX

Oct 09

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👁 0

9-10-2025, 09:00

👤 Models: Brittney Kade

🎬 Studio: PurgatoryX

📺 Quality: SD

Shemale performer Brittney Kade from PurgatoryX gets her ass drilled in this hardcore anal transsexual clip full of deep penetration and all-sex action.

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