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Male on shemale Shemale Porn Videos - Page 2

Page 2 of male on shemale shemale videos. More to watch or download via VipFile.

Kim Bella and Christian Shemale Anal Hardcore Cumshot

Jan 28

Shemale, Transsexuals, Anal, Male On Shemale, Cumshot, Hardcore, Oral

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Kim Bella and Christian Shemale Anal Hardcore Cumshot - Shemale Porn Video on ShemaleTop

👁 8

28-01-2026, 20:14

Kim Bella takes on Christian in a lengthy shemale anal hardcore session with plenty of oral and a big cumshot finish. A classic tranny video that fans will love.

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Kimora Jade - Shemale Anal Oral Cumshot Tranny Video

Jan 27

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Kimora Jade - Shemale Anal Oral Cumshot Tranny Video - Shemale Porn Video on ShemaleTop

👁 3

27-01-2026, 22:04

Kimora Jade is a hot shemale who takes and gives in this anal and oral tranny video. She delivers a blowjob and takes cock deep before finishing with a big cumshot.

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Jamie French and Colby Jansen - You Fuck Me So Good - Transangels

Jan 26

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Jamie French and Colby Jansen - You Fuck Me So Good - Transangels - Shemale Porn Video on ShemaleTop

👁 3

26-01-2026, 22:21

👤 Models: Jamie French / Colby Jansen

🎬 Studio: Transangels

📺 Quality: HD 720p

Jamie French and Colby Jansen from Transangels.com deliver a sizzling bareback hardcore pairing packed with blowjob, cumshot, and cum-on-tits action.

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Rachel - Night Nurse Thai Ladyboy Bareback Anal POV

Jan 05

Thai, Ladyboy, Interracial, Bareback, POV, Anal, Nurse, Male On Shemale, No Condom, Oral

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Rachel - Night Nurse Thai Ladyboy Bareback Anal POV - Shemale Porn Video on ShemaleTop

👁 0

5-01-2026, 03:26

👤 Models: Rachel

🎬 Studio: ExtremeLadyboys

📺 Quality: SD

Rachel is a Thai ladyboy nurse who takes bareback anal POV action in this ExtremeLadyboys clip. Interracial no-condom passion with a stockings-wearing ladyboy.

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Transsexual Superstars Sarina Valentina - Shemale DVD Compilation

Jan 04

Sarina Valentina, Angelina Valentina, Vaniity, Compilation, Usa, Masturbation, Male On Shemale, Blowjon, Shemale On Shemale, White

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Transsexual Superstars Sarina Valentina - Shemale DVD Compilation - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 22:10

👤 Models: Sarina Valentina / Angelina Valentina / Vaniity

🎬 Studio: SheMale-Club

📺 Quality: DVDRip

Sarina Valentina, Angelina Valentina, and Vaniity star in this full shemale DVD from SheMale-Club. Anal, solo, shemale-on-shemale, and male-on-shemale fill the runtime.

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Foxxy and Sage Roux - Bored MILF Shemale Blowjob Cumshot

Jan 04

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Foxxy and Sage Roux - Bored MILF Shemale Blowjob Cumshot - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 21:38

👤 Models: Foxxy / Sage Roux

📺 Quality: FullHD 1080p

Foxxy is a bored MILF shemale who finds exactly what she needs with Sage Roux. Deep blowjob, no-condom sex, and a cum-in-mouth finish make this one hot.

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German Shemale Nicole - Bareback Anal No Condom Cum in Mouth

Jan 04

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German Shemale Nicole - Bareback Anal No Condom Cum in Mouth - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 13:31

German shemale Nicole takes a bareback anal pounding with no condom and finishes with cum in mouth in this hardcore clip. Watch free or download via VipFile.

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Alyson Monroe - Shemale-on-Female Bareback Solo Lingerie Video

Jan 04

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Alyson Monroe - Shemale-on-Female Bareback Solo Lingerie Video - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 05:25

👤 Models: Alyson Monroe

📺 Quality: SD

Alyson Monroe delivers a versatile shemale performance mixing solo, shemale-on-female, and bareback male-on-shemale action in this big ass lingerie clip.

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Transgressive XTC 5 - Brazilian Shemale Full Movie Hardcore

Jan 04

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Transgressive XTC 5 - Brazilian Shemale Full Movie Hardcore - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 02:44

Transgressive XTC 5 is a full-length Brazilian shemale movie packed with Latin hardcore, anal, oral, ass licking, and male-on-shemale action. A classic tranny full movie.

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Mia Isabella - Straight Jacket 17 Blonde Anal Bondage Shemale

Jan 04

720p, Blonde, Bondage, White, Usa, Anal, Facial, High Heels, Oral, Male On Shemale

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Mia Isabella - Straight Jacket 17 Blonde Anal Bondage Shemale - Shemale Porn Video on ShemaleTop

👁 0

4-01-2026, 01:08

👤 Models: Mia Isabella

📺 Quality: HD 720p

Blonde shemale Mia Isabella stars in Straight Jacket 17, a bondage-themed video with anal, facial, and oral action. A classic Mia Isabella clip with high heels and kinky fun.

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Jamie French and Colby Jansen - Bareback Shemale Cumshot

Jan 03

Transangels, Jamie French, Colby Jansen, Hardcore, Blowjob, Male On Shemale, Cumshot, Bareback, Cum On Tits

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Jamie French and Colby Jansen - Bareback Shemale Cumshot - Shemale Porn Video on ShemaleTop

👁 0

3-01-2026, 08:59

👤 Models: Jamie French / Colby Jansen

📺 Quality: FullHD 1080p

Shemale Jamie French takes bareback from Colby Jansen with blowjob and cumshot on tits in this male-on-shemale hardcore video. Watch free via VipFile.

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Jamie Lee and Pierce Paris - Office Bareback Interracial Shemale

Jan 03

Jamie Lee, Pierce Paris, Rimming, Lingerie, Black, Hardcore, Cum On Tits, Bareback, Stocking, Male On Shemale

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Jamie Lee and Pierce Paris - Office Bareback Interracial Shemale - Shemale Porn Video on ShemaleTop

👁 0

3-01-2026, 07:01

👤 Models: Jamie Lee / Pierce Paris

🎬 Studio: Transangels

📺 Quality: SD

Shemale Jamie Lee and Pierce Paris go bareback interracial in lingerie and stockings in this Transangels office clip with rimming and cumshot. Watch free via VipFile.

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Lena Moon and Tony Sting - Remotely Banged Bareback

Jan 03

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Lena Moon and Tony Sting - Remotely Banged Bareback - Shemale Porn Video on ShemaleTop

👁 0

3-01-2026, 01:24

👤 Models: Lena Moon / Tony Sting

📺 Quality: HD 720p

Shemale Lena Moon and Tony Sting go bareback in a long hardcore video packed with rimming, blowjob, and sex toy play. Watch free or download via VipFile.

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Bubbles Gets Her Sexy Ass Fucked - Shemale Blowjob and Cumshot

Jan 02

Grooby, Bubbles, Ace, Hardcore, Male On Shemale, Cum Shots, Blowjob

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Bubbles Gets Her Sexy Ass Fucked - Shemale Blowjob and Cumshot - Shemale Porn Video on ShemaleTop

👁 0

2-01-2026, 20:14

👤 Models: Bubbles / Ace

📺 Quality: SD

Bubbles and Ace star in a classic shemale-on-male blowjob and anal hardcore clip where Bubbles' sexy ass gets thoroughly pounded. Watch free or download via VipFile.

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She's Got Big Balls - Brazilian Shemale Anal Full Movie

Jan 02

Blue Pictures, Surana, Marjorie Romao, Walacy, Male On Shemale, Brazilian TS, Anal, Shemale

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She's Got Big Balls - Brazilian Shemale Anal Full Movie - Shemale Porn Video on ShemaleTop

👁 0

2-01-2026, 04:11

👤 Models: Surana / Marjorie Romao / Walacy

📺 Quality: DVDRip

Surana, Marjorie Romao, and Walacy star in this Brazilian shemale full movie featuring big balls, male on shemale anal, and non-stop trans action. Watch free via VipFile.

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Kananda Hickman - Brazilian Shemale Hardcore Anal Oral Clip

Jan 02

Hardcore, Male On Shemale, Brasilian, Oral, Anal

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Kananda Hickman - Brazilian Shemale Hardcore Anal Oral Clip - Shemale Porn Video on ShemaleTop

👁 0

2-01-2026, 02:45

Kananda Hickman is a hot Brazilian shemale who delivers a hardcore male on shemale anal and oral clip from ShemaleScenes. Watch free via VipFile.

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Ching - Asian Ladyboy Anal Facial Stockings from LadyboyPros

Jan 02

Asian, Ladyboy, Cum On Face, Stockings, Male On Shemale, Anal, Thai, Oral, Teen, Facial

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Ching - Asian Ladyboy Anal Facial Stockings from LadyboyPros - Shemale Porn Video on ShemaleTop

👁 0

2-01-2026, 02:40

Ching is a Thai teen ladyboy who wears stockings and takes cock in her ass for a facial in this male on shemale clip from LadyboyPros. Watch free via VipFile.

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Dahlia Bloom - Trans Tutor Meets Smash Thompson Bareback BBC

Jan 02

Dahlia Bloom, Smash Thompson, Small Tits, Bareback, Blowjob, BBC, Male On Shemale, Stocking, Interracial, Natural Tits

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Dahlia Bloom - Trans Tutor Meets Smash Thompson Bareback BBC - Shemale Porn Video on ShemaleTop

👁 0

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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Paris Deluxxxe - Beasty Shemales German Anal Hardcore

Jan 01

White, German, Oral, Anal, Male On Shemale, Teen, Fetish, High Heels

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Paris Deluxxxe - Beasty Shemales German Anal Hardcore - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 19:37

Paris Deluxxxe stars in this German shemale clip with oral, anal, fetish, and high heels action from a male on shemale pairing. Watch free via VipFile.

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Aor And Bo - Asian Shemale Hardcore Anal Cumshot

Jan 01

Anal, Transsexuals, Oral, Male On Shemale, Cumshot, Shemale, Hardcore

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Aor And Bo - Asian Shemale Hardcore Anal Cumshot - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 14:01

Asian shemale Aor and her partner Bo deliver a male-on-shemale hardcore anal session with oral, cumshot, and everything fans of transsexual content crave. A well-paced 26-minute TS anal clip.

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Nody Nadia and Rico - Tattooed Shemale Anal Oral Clip

Jan 01

Anal, Shemale, Tranny, Male On Shemale, Tattoed, Oral

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Nody Nadia and Rico - Tattooed Shemale Anal Oral Clip - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 13:12

Tattooed shemale Nody Nadia pairs up with Rico for a male-on-shemale clip featuring anal fucking and oral action. A raw and authentic tranny encounter with attitude to spare.

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Sasha de Sade Leashed Fuckpet - Interracial Blowjob POV

Jan 01

Sasha De Sade, Male On Shemale, POV, Interracial, Blowjob, Hardcore

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Sasha de Sade Leashed Fuckpet - Interracial Blowjob POV - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 12:46

👤 Models: Sasha de Sade

📺 Quality: FullHD 1080p

Sasha de Sade takes on an interracial POV blowjob and hardcore shemale session as Daddy's leashed fuckpet. This male-on-shemale clip puts Sasha's oral skills and submissive side front and center.

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Summer Rayne and Kai Bailey Blonde Bombshell Bareback Cumshot Hardcore

Jan 01

Summer Rayne, Kai Bailey, Small Penis, Piercing, Hardcore, Male On Shemale, Bareback, Rimming, Cumshot, Short Hair

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Summer Rayne and Kai Bailey Blonde Bombshell Bareback Cumshot Hardcore - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 05:33

👤 Models: Summer Rayne / Kai Bailey

📺 Quality: FullHD 1080p

Blonde shemale Summer Rayne gets barebacked and facial-blasted by Kai Bailey in this cum-heavy hardcore clip with rimming, blowjob, and tattoo-covered action.

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Morgan Bailey and Christian Bareback Anal Hardcore - Tattooed Shemale

Jan 01

White, Tattooed, Anal, Usa, Bareback, Male On Shemale, Hardcore, Oral

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Morgan Bailey and Christian Bareback Anal Hardcore - Tattooed Shemale - Shemale Porn Video on ShemaleTop

👁 0

1-01-2026, 01:33

Morgan Bailey and Christian go all in on a tattooed bareback shemale anal clip with oral and hardcore fucking. A raw and satisfying 31-minute shemale-on-male video.

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