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

Transsexual Porn - Fetish Videos, Page 29

Transsexual fetish videos on HighTide, page 29.

Dana DeArmond and Aubrey Kate's Transsexual Anal Encounter - HD

Feb 22

Hardcore Anal / Transsexual / Gonzo

Dana DeArmond and Aubrey Kate's Transsexual Anal Encounter - HD - Fetish Porn Video on HighTide

👁 0

22-02-2026, 12:22

0
1
2
3
4
5

👤 Models: Dana DeArmond / Aubrey Kate

📺 Quality: HD 720p

Dana DeArmond and Aubrey Kate star in this downright dirty transsexual video featuring rough anal play, messy oral favors, and face-to-mouth ass fucking!

↓ Free download »

Jeejee Japanese Schoolgirl Transsexual Anal Spectacle

Feb 22

Oral / Hardcore / Transsexual / Ladyboy / Anal

Jeejee Japanese Schoolgirl Transsexual Anal Spectacle - Fetish Porn Video on HighTide

👁 0

22-02-2026, 11:30

0
1
2
3
4
5

👤 Models: Jeejee

📺 Quality: HD 720p

See Jeejee, a sleazy Japanese schoolgirl, craves a nasty transsexual clip filled with sinful cock deep dig and extreme anal satisfaction.

↓ Free download »

Annabelle Lane & Chanel Santini: A Transsexual Double Gem

Feb 21

Anal / No Condom / Cumshot / Hardcore / Shemale / Shemale On Shemale / Transsexual

Annabelle Lane & Chanel Santini: A Transsexual Double Gem - Fetish Porn Video on HighTide

👁 0

21-02-2026, 18:42

0
1
2
3
4
5

Annabelle Lane and Chanel Santini deliver a hardcore and passionate encounter that will leave you breathless and begging for more.

↓ Free download »

Kylie Maria & Holly Parker's Persuasive Professor Jaunt - Full HD

Feb 21

Shemale / All Sex / Anal / Bareback / Teen / Oral / Transsexual / Hardcore

Kylie Maria & Holly Parker's Persuasive Professor Jaunt - Full HD - Fetish Porn Video on HighTide

👁 0

21-02-2026, 09:08

0
1
2
3
4
5

👤 Models: Kylie Maria & Holly Parker

📺 Quality: FullHD 1080p

Kylie Maria and Holly Parker team up to persuade Professor Christian in this hardcore all-sex video. Look at how these talented shemale babes check out their desires together!

↓ Free download »

Ella Hollywood's Gigantic Anal Invasion - Trans Fetish - HD

Feb 21

Transsexual / Huge Toys / Anal Fisting / Sex Toy / Prolapse / Gapes / Anal

Ella Hollywood's Gigantic Anal Invasion - Trans Fetish - HD - Fetish Porn Video on HighTide

👁 0

21-02-2026, 08:01

0
1
2
3
4
5

👤 Models: Ella Hollywood / Moona Snake (uncredited)

📺 Quality: HD 720p

Ella Hollywood Lets loose Her Monster Handmade Impaler on a Lucky Assistant. Enter wild Transsexual Bliss with Enormous Toys & Extreme Anal Videos!

↓ Free download »

Natalie Mars & Summer Hart & Rob Yaeger Transsexual

Feb 20

Shemale / Hardcore / Transsexual / Threesome / Cumshot

Natalie Mars & Summer Hart & Rob Yaeger Transsexual - Fetish Porn Video on HighTide

👁 0

20-02-2026, 17:16

0
1
2
3
4
5

Peep the wild trio of Natalie Mars, Summer Hart, and Rob Yaeger take power in this hardcore trans threesome filled with passion and energy.

↓ Free download »

Tenten's Muscle Babe Transsexual Saga - Ladyboy Domination - HD

Feb 20

Hardcore / Ladyboy / Transsexual

Tenten's Muscle Babe Transsexual Saga - Ladyboy Domination - HD - Fetish Porn Video on HighTide

👁 0

20-02-2026, 08:15

0
1
2
3
4
5

👤 Models: Tenten

📺 Quality: HD 720p

Tenten's Muscle Babe Fiesta: A Rowdy Ladyboy Footage Like No Other. Sleazy transsexual with proper bite, wet and rough, stacked with trans for the fiends.

↓ Free download »

Casey Kisses and Korra del Rio: SheMaleStrokers Relentless Anal

Feb 19

Hardcore / Anal / Shemale On Shemale / Shemale / Transsexual / All Sex

Casey Kisses and Korra del Rio: SheMaleStrokers Relentless Anal - Fetish Porn Video on HighTide

👁 0

19-02-2026, 21:19

0
1
2
3
4
5

👤 Models: Casey Kisses and Korra del Rio

📺 Quality: FullHD 1080p

Casey Kisses and Korra del Rio deliver a passionate, all-female encounter filled with hardcore anal mayhem that will leave you breathless.

↓ Free download »

Sasha de Sade and Bailey Love's Taboo Transsexual Jaunts

Feb 19

Sissification / Shemale / Transsexual / Sissy Sluts / Sissy Training / Blonde / Gender Transformation / Feminization

Sasha de Sade and Bailey Love's Taboo Transsexual Jaunts - Fetish Porn Video on HighTide

👁 0

19-02-2026, 12:38

0
1
2
3
4
5

Sasha de Sade & Bailey Love take you on a crazy clip of sissy slut transformation in this transsexual fetish video!

↓ Free download »

Athena Rayne & Ella Hollywood: A Transsexual Gonzo Encounter

Feb 19

Gonzo / Transsexual / Hardcore Anal

Athena Rayne & Ella Hollywood: A Transsexual Gonzo Encounter - Fetish Porn Video on HighTide

👁 0

19-02-2026, 12:04

0
1
2
3
4
5

👤 Models: Athena Rayne / Ella Hollywood

📺 Quality: HD 720p

Athena Rayne & Ella Hollywood: A passionate blowjob leads to a wild gonzo video starring nasty transsexual action and dirty anal play.

↓ Free download »

Gabrielly Ferraz Fleshy TS Cumshot Solo - Ladyboy Porn

Feb 19

Cumshot / Transsexual / Shemale / Masturbation / High Heels / Solo / Dildo / Brazilian / Latina

Gabrielly Ferraz Fleshy TS Cumshot Solo - Ladyboy Porn - Fetish Porn Video on HighTide

👁 0

19-02-2026, 09:31

0
1
2
3
4
5

👤 Models: Gabrielly Ferraz

📺 Quality: FullHD 1080p

Gabrielly Ferrez shows off her fleshy transsexual cock in this solo video filled with high heels and dildo play, culminating in a red-smoking cumshot finale!

↓ Free download »

Korra Del Rio, Tori Mayes. A Night of Fucking Twotgirls

Feb 19

Shemale / Transsexual / Shemale On Shemale / Anal / Oral

Korra Del Rio, Tori Mayes. A Night of Fucking Twotgirls - Fetish Porn Video on HighTide

👁 0

19-02-2026, 08:53

0
1
2
3
4
5

👤 Models: Korra Del Rio / Tori Mayes

📺 Quality: FullHD 1080p

Korra Del Rio and Tori Mayes star in a lust-filled show filled with messy shemale on shemale action, mind-blowing anal videos, and awe-inspiring oral play.

↓ Free download »

Khloe Kay & Izzy Wilde: A Wild Transsexual Video

Feb 18

All Sex / Feature / Hardcore / Anal / Transsexual

Khloe Kay & Izzy Wilde: A Wild Transsexual Video - Fetish Porn Video on HighTide

👁 0

18-02-2026, 21:42

0
1
2
3
4
5

👤 Models: Khloe Kay / Izzy Wilde

📺 Quality: FullHD 1080p

Get into the passion as Khloe Kay and Izzy Wilde get into a wild transsexual video that will leave you gasping!

↓ Free download »

Spencer Fox and Aubrey Kate in a Rough Gonzo Transsexual Encounter

Feb 18

Hardcore Anal / Gonzo / Transsexual

Spencer Fox and Aubrey Kate in a Rough Gonzo Transsexual Encounter - Fetish Porn Video on HighTide

👁 0

18-02-2026, 17:16

0
1
2
3
4
5

👤 Models: Spencer Fox / Aubrey Kate

📺 Quality: HD 720p

Muscle stud Spencer Fox dominates transsexual beauty Aubrey Kate in a gnarly gonzo heavy anal encounter, complete with ass-to-mouth fellatio and a messy cum facial.

↓ Free download »

Sasha De Sade and Dong King: A Celebration of Depravity Unashamed

Feb 18

Shemale / Anal / Sissy Sluts / Hardcore / Transsexual / Interracial / Cumshot

Sasha De Sade and Dong King: A Celebration of Depravity Unashamed - Fetish Porn Video on HighTide

👁 0

18-02-2026, 15:16

0
1
2
3
4
5

Peep a reckless ride as Sasha De Sade and Dong King celebrate their depravity unashamedly in this gnarly transsexual video.

↓ Free download »

More niches on HighTide:

🔥 More Fetish Categories

All Fetish Fetish Movies BDSM Femdom Fisting Scat Pregnant