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Sergeant Miles Shemale Videos - Free to Watch Online

All shemale porn videos featuring Sergeant Miles, clips and full movies together in one spot. Stream Sergeant Miles free online or download in full through VipFile, no sign up at all. New Sergeant Miles videos added as they drop.

Housewife Seductions: Jane Marie Cheats Big On Her Anniversary

Aug 02

Redhead, Transsexual, Big Tits, Anal, Shemale

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👁 35

2-08-2026, 18:49

👤 Models: Aubrey Kate / Lance Hart / Sergeant Miles / Mason Lear / Shiri Allwood / Jane Marie / Mike Panic

🎬 Studio: Trans Angels

📺 Quality: FullHD 1080p

A top-rated Trans Angels feature where a bored wife seduces the beefy assistant.

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Sergeant Miles, Erica Cherry and Brittney Kade - Trans Threesome Anal

Dec 22

Sergeant Miles, Erica Cherry, Brittney Kade, Gonzo, Threesome, Hardcore, Anal, Transsexual

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👁 0

22-12-2025, 21:43

👤 Models: Sergeant Miles / Erica Cherry / Brittney Kade

🎬 Studio: Devilsfilm

📺 Quality: SD

Brittney Kade joins Erica Cherry and her boyfriend Sergeant Miles for a passionate transgender threesome from DevilsFilm with anal and hardcore action throughout.

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Chanel Santini and Sergeant Miles - Bareback Anal Trans Video

Dec 21

Chanel Santini, Sergeant Miles, Transsexual Gonzo Anal Bareback

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👁 0

21-12-2025, 13:53

👤 Models: Chanel Santini / Sergeant Miles

🎬 Studio: TSPlayground / EvilAngel

📺 Quality: SD

Chanel Santini teams up with Sergeant Miles for a hot bareback anal transsexual video from TSPlayground and EvilAngel. A gonzo tranny clip with no-condom penetration.

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Sergeant Miles and Aubrey Kate - Transsexual Gonzo Anal Clip

May 10

Sergeant Miles, Aubrey Kate, Transsexual Gonzo Anal

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👁 0

10-05-2025, 01:32

👤 Models: Sergeant Miles / Aubrey Kate

📺 Quality: SD

Sergeant Miles and Aubrey Kate deliver a hot transsexual gonzo anal clip with great energy and deep penetration. One of the better shemale duo clips you'll find online.

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Lena Kelly and Cytherea - Spanked by the Sadistic Sex Fiends Anal

Jan 25

Lena Kelly, Sergeant Miles, Shemale, Hardcore, Anal

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👁 3

25-01-2025, 02:13

👤 Models: Lena Kelly / Sergeant Miles / Cytherea

🎬 Studio: TransAngels

📺 Quality: SD

Lena Kelly joins Sergeant Miles and Cytherea in a spanking hardcore anal video from TransAngels. This shemale video delivers blowjob and deep anal action in nearly 40 minutes of content.

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Gracie Jane and Sergeant Miles - Genderx Transsexual Gonzo Anal

Dec 23

Transsexual Gonzo Anal Hardcore

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👁 3

23-12-2024, 21:18

👤 Models: Gracie Jane / Sergeant Miles

🎬 Studio: Genderx

📺 Quality: SD

Genderx delivers Gracie Jane and Sergeant Miles in a transsexual gonzo anal hardcore clip. A gorgeous chick with a dick gets the hard fucking she craves.

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Kylie Maria and Sergeant Miles Swinger Party Shemale Anal Seduction

Dec 14

Tsseduction, Kylie Maria, Sergeant Miles, Transsexual, Oral, Anal, Hardcore, All Sex

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👁 26

14-12-2024, 11:49

👤 Models: Kylie Maria / Sergeant Miles

🎬 Studio: TSSeduction

📺 Quality: SD

Kylie Maria seduces Sergeant Miles at a swinger party and gives him his first anal experience in this TSSeduction shemale domination clip full of kissing and deep penetration.

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