Premium - all 44 sites in HD, from \$0.27/day See all sites

Transsexual Shemale Videos - Page 44

Page 44 of transsexual shemale videos. More to watch or download via VipFile.

She-Male Affairs Classic Retro Hardcore Transsexual Movie

Dec 19

Metropolis, Saki St. Jermaine, Chance Caldwell, Sweet Williams, Lisa Lawrence, Brandy Scott, All Sex, Hardcore, Transsexual, Retro

She-Male Affairs Classic Retro Hardcore Transsexual Movie - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 18:07

👤 Models: Saki St. Jermaine / Chance Caldwell / Sweet Williams / Lisa Lawrence (TVTS)

📺 Quality: SD

She-Male Affairs is a classic retro transsexual film featuring Saki St. Jermaine and other voluptuous she-males with surprises between their legs. Hot chicks with dicks in non-stop hardcore gonzo action.

↓ Free download »

Venus Lux and Mona Wales - Shemale on Female Hardcore

Dec 19

Shemale Dominate, Cumshot, Hardcore, Oral, Transsexual, Shemale On Female

Venus Lux and Mona Wales - Shemale on Female Hardcore - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 17:45

Venus Lux shows her dominant side as she takes on Mona Wales in this shemale-on-female hardcore clip. The video features oral, cumshot and intense transsexual domination action.

↓ Free download »

Ladyboy Angel Dickgirl Doppleganger - Hardcore Anal

Dec 19

Ladyboy Angel, Anal, All Sex, Hardcore, Ladyboy, Amateur, Fetish, Transsexual, Teen

Ladyboy Angel Dickgirl Doppleganger - Hardcore Anal - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 17:29

👤 Models: Ladyboy Angel

🎬 Studio: LadyboyVice

📺 Quality: HD 720p

Ladyboy Angel stars in this hardcore anal video from LadyboyVice packed with fetish action. The amateur teen transsexual takes it deep in a wild all-sex performance.

↓ Free download »

Aubrey Kate and Spencer Fox - Transsexual Hardcore Anal

Dec 19

Spencer Fox, Aubrey Kate, Hardcore Anal, Gonzo, Transsexual

Aubrey Kate and Spencer Fox - Transsexual Hardcore Anal - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 17:24

👤 Models: Spencer Fox / Aubrey Kate

🎬 Studio: EvilAngel

📺 Quality: HD 720p

Aubrey Kate looks stunning in leopard print lingerie as she and Spencer Fox swap oral pleasure before getting into a serious anal fuck session. This EvilAngel gonzo clip ends with a messy cum facial for the gorgeous tranny.

↓ Free download »

Girls Fuck She-Males Too - Shemale on Female Anal Full Movie

Dec 19

Leisure Time Entertainment, Livia Tavarea, Danielle, Shirley, Emanuelle, Danielly, Dricia, Erica, Wanessa, Transsexual

Girls Fuck She-Males Too - Shemale on Female Anal Full Movie - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 16:47

👤 Models: Livia Tavarea / Danielle / Shirley / Emanuelle

📺 Quality: SD

Four hours of shemale-on-female anal action featuring Livia Tavarea, Danielle, Shirley, Emanuelle and more in this full trans movie. Watch free online and download via VipFile.

↓ Free download »

Adriana Rodrigues - Shemale Solo Masturbation Cumshot Transsexual

Dec 19

Andreanobiliproductions, Adriana Rodrigues, Posing, Solo, Transsexual, All Sex, Shemale, Masturbation

Adriana Rodrigues - Shemale Solo Masturbation Cumshot Transsexual - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 16:25

👤 Models: Adriana Rodrigues

📺 Quality: FullHD 1080p

Shemale Adriana Rodrigues poses and strokes her stiff cock until she shoots a big cumshot in this transsexual solo masturbation clip. Watch free online and download via VipFile.

↓ Free download »

Izzy Wilde - Black Shemale 2on1 Rough Anal DAP Cum Swallow from LegalPorno

Dec 19

Izzy Wilde, Rough, Cum Swallowing, Double Penetration, Ass To Mouth, Transsexual, Slapping, Big Ass, Anal, Double Anal

Izzy Wilde - Black Shemale 2on1 Rough Anal DAP Cum Swallow from LegalPorno - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 15:59

👤 Models: Izzy Wilde

🎬 Studio: LegalPorno / AnalVids

📺 Quality: FullHD 1080p

Black shemale Izzy Wilde from LegalPorno takes two white cocks in a rough 2on1 DAP anal video with deep throat and cum swallowing. Watch free online and download via VipFile.

↓ Free download »

M Like a Boss - Ladyboy Anal Oral Hardcore from ExtremeLadyboys

Dec 19

Anal, Hardcore, Ladyboy, Transsexual, Oral

M Like a Boss - Ladyboy Anal Oral Hardcore from ExtremeLadyboys - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 15:21

Stunningly attractive ladyboy M from ExtremeLadyboys reveals herself as the boss in this oral and deep anal hardcore clip. Watch free online and download via VipFile.

↓ Free download »

Kayla Biggs & Artemis Faux - Shemale Anal Interracial Cumshot Hardcore

Dec 19

Shemale Dominate, Masturbation, Anal, Shemale On Male, Transsexual, Interracial, Hardcore, Oral, Cumshot

Kayla Biggs & Artemis Faux - Shemale Anal Interracial Cumshot Hardcore - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 13:45

In this interracial shemale hardcore video Kayla Biggs dominates Artemis Faux for anal and cumshot action. Watch free online and download via VipFile.

↓ Free download »

Ariel Demure & Whitney Wright - Shemale Tantric Massage Hardcore

Dec 19

Ariel Demure, Whitney Wright, Transsexual, Feature, Hardcore, All Sex

Ariel Demure & Whitney Wright - Shemale Tantric Massage Hardcore - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 12:36

👤 Models: Ariel Demure / Whitney Wright

🎬 Studio: Transfixed / AdultTime

📺 Quality: SD

Stressed trans exec Ariel Demure books a tantric massage with Whitney Wright that quickly becomes a full hardcore shemale sex session from Transfixed. Watch free online and download via VipFile.

↓ Free download »

Chanel Santini & Khloe Kay - TS-on-TS Anal Hardcore Transsexual

Dec 19

Chanel Santini, Khloe Kay, Transsexual Gonzo Anal Hardcore

Chanel Santini & Khloe Kay - TS-on-TS Anal Hardcore Transsexual - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 11:27

👤 Models: Chanel Santini / Khloe Kay

🎬 Studio: EvilAngel

📺 Quality: HD 720p

Trans goddesses Chanel Santini and Khloe Kay swap blowjobs and take turns fucking each other's ass in this TS-on-TS anal hardcore clip from EvilAngel. Watch free and download via VipFile.

↓ Free download »

Lily Demure 3 Spunk - Shemale Cumshot Masturbation Spanking

Dec 19

Lily Demure, Cumshots, Spanking, Masturbation, Transsexual, Facial

Lily Demure 3 Spunk - Shemale Cumshot Masturbation Spanking - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 11:16

👤 Models: Lily Demure

🎬 Studio: Fantasies

📺 Quality: HD 720p

Curly-haired shemale Lily Demure takes a spanking and sucks cock before stroking out a big cumshot in this transsexual masturbation video from Fantasies. Watch free and download via VipFile.

↓ Free download »

Barbie Woods - Transsexual Solo Masturbation Shemale Clip

Dec 19

Androgeny, Barbie Woods, Transsexual, Masturbating, Solo

Barbie Woods - Transsexual Solo Masturbation Shemale Clip - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 09:19

👤 Models: Barbie Woods

📺 Quality: SD

Barbie Woods goes solo in this short transsexual masturbation clip. Watch this tranny strip and stroke her cock in a fun shemale solo video you can watch free online and download via VipFile.

↓ Free download »

Stefani Special & Rick - Bareback Anal Hardcore Tranny Clip

Dec 19

Shemaleyum, Stefani Special, Anal, Hardcore, Bareback, Transsexual

Stefani Special & Rick - Bareback Anal Hardcore Tranny Clip - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 08:41

👤 Models: Stefani Special

📺 Quality: HD 720p

Shemale Stefani Special shows off her pale body and hard cock before getting her hungry ass fucked bareback. A hot hardcore tranny clip you can watch free online and download via VipFile.

↓ Free download »

Lulu Chu and Kasey Kei - Shemale Hardcore Transfixed Clip

Dec 19

Lulu Chu, Kasey Kei, Feature, Hardcore, Transsexual, All Sex

Lulu Chu and Kasey Kei - Shemale Hardcore Transfixed Clip - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 08:30

👤 Models: Lulu Chu / Kasey Kei

🎬 Studio: Transfixed / AdultTime

📺 Quality: SD

Lulu Chu and shemale girlfriend Kasey Kei keep each other warm in this cozy Transfixed hardcore video. Their love and chemistry turn up the heat in this all-sex transsexual clip.

↓ Free download »

Michael Del Ray and Kayleigh Coxx - Transsensual Hardcore

Dec 19

Michael Del Ray, Kayleigh Coxx, Transsexual Gonzo Hardcore

Michael Del Ray and Kayleigh Coxx - Transsensual Hardcore - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 07:26

👤 Models: Michael Del Ray / Kayleigh Coxx

🎬 Studio: Transsensual

📺 Quality: HD 720p

Michael Del Ray and TS stepsister Kayleigh Coxx finally give in to their tension in this Transsensual gonzo hardcore video. A hot transsexual taboo setup that delivers.

↓ Free download »

Praew - Inviting Cock Play Asian Ladyboy Solo Cumshot 4K

Dec 19

Praew (honey, Kat), Masturbation, Transsexual, Asian, Ladyboy, Posing, Shemale, Cumshot, Small Tits

Praew - Inviting Cock Play Asian Ladyboy Solo Cumshot 4K - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 06:49

👤 Models: Praew (Honey / Kat)

🎬 Studio: Ladyboy

📺 Quality: 4K UHD

Ladyboy Praew from Ladyboy shows off her small tits and uncut cock in this 4K solo masturbation and cumshot video. A gorgeous Asian transsexual who delivers every time.

↓ Free download »

Blackate - BBC Destroyed My Ass Interracial Anal Tranny

Dec 19

Big Tits, POV, Chastity Cage, Transsexual, Interracial, Hardcore, Brunette, Anal

Blackate - BBC Destroyed My Ass Interracial Anal Tranny - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 05:23

👤 Models: Blackate

🎬 Studio: Fansly

📺 Quality: SD

Blackate takes a massive BBC in her shemale ass in this Fansly interracial anal clip. Chastity cage, big tits, and POV action make this a standout transsexual video.

↓ Free download »

Grazyeli Silva - Tranny Threesome DAP Latina Anal Cumshot

Dec 19

Grazyeli Silva, Blowjob, Latina, High Heels, Shemale, Transsexual, Cumshot, Pee, Anal, Small Tits

Grazyeli Silva - Tranny Threesome DAP Latina Anal Cumshot - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 05:13

👤 Models: Grazyeli Silva

🎬 Studio: LegalPorno / PornBox

📺 Quality: 4K UHD

Grazyeli Silva is a horny Latina tranny who gets double-penetrated in this LegalPorno 4K threesome. DAP, blowjob, cumshot, and piss drinking push this shemale video to the extreme.

↓ Free download »

Nice - First Sex Video Ladyboy Anal Hardcore Transsexual

Dec 19

Ladyboyinc, Nice, Transsexual, Ladyboy, Anal, Hardcore

Nice - First Sex Video Ladyboy Anal Hardcore Transsexual - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 04:57

👤 Models: Nice

📺 Quality: HD 720p

Nice makes her on-screen debut in this ladyboy anal hardcore clip. This transsexual cutie dives into her first sex video with genuine enthusiasm.

↓ Free download »

She-Male Superstars 8 - Full Transsexual DVD Movie

Dec 19

Don Goo's Enterprises, She, Transsexual, Mature, Shemale, All Sex

She-Male Superstars 8 - Full Transsexual DVD Movie - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 02:05

👤 Models: She

📺 Quality: DVDRip

She-Male Superstars 8 brings back the hottest tranny performers for an over four-hour all-sex transsexual movie. Beautiful shemales suck cock and take it up the ass throughout this classic DVD feature.

↓ Free download »

June Heale and Domijuteurparis - French Guys Love Trans Girls

Dec 19

June Heale, Domijuteurparis, Anal, Big Tits, Big Ass, Blowjob, POV, Hardcore, Transsexual

June Heale and Domijuteurparis - French Guys Love Trans Girls - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 01:49

👤 Models: June Heale (junehealex) / Domijuteurparis

🎬 Studio: OnlyFans

📺 Quality: FullHD 1080p

June Heale and her French partner Domijuteurparis bring OnlyFans-style heat in this long anal hardcore session. Big tits, blowjob, and deep POV fucking make this a must-watch.

↓ Free download »

DISCO PMV Shemale Compilation - Bareback Hardcore Ladyboy

Dec 19

Cumshot, Hardcore, Porno Music Compilation, Ladyboy, Bareback, Transsexual, Posing, Shemale, Pmv, Tgirl

DISCO PMV Shemale Compilation - Bareback Hardcore Ladyboy - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 01:33

A high-energy disco-themed PMV shemale compilation featuring bareback, cumshot, and ladyboy highlights set to a driving beat. Pure tranny compilation gold.

↓ Free download »

TS Nelly Taylor and Mark - Shemale Anal Oral Cumshot

Dec 19

Cumshot, Transsexual, Oral, Anal, Male On Shemale, Shemale

TS Nelly Taylor and Mark - Shemale Anal Oral Cumshot - Shemale Porn Video on ShemaleTop

👁 0

19-12-2025, 01:28

TS Nelly Taylor and her partner Mark go all the way in this shemale anal and oral video packed with cumshot action. A steamy tranny duo delivering no-holds-barred hardcore sex.

↓ Free download »

Most searched on ShemaleTop:

🔥 Popular Shemale Categories

Bareback Anal Hardcore Big Cock Solo Blowjob Cumshot