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

Shemale On Male Shemale Porn Videos - Page 4

Page 4 of shemale on male shemale videos. More to watch or download via VipFile.

Mia Isabella & Vaniity - The Maltease Gems Heist Feature

Dec 29

Cherry Torn, Mia Isabella, Gabriel Dalessandro, Ari Silvio, Vaniity, Shemale On Female, Anal, Oral, Blowjob, 720p

Mia Isabella & Vaniity - The Maltease Gems Heist Feature - Shemale Porn Video on ShemaleTop

👁 0

29-12-2025, 03:29

👤 Models: Cherry Torn / Mia Isabella / Gabriel Dalessandro / Ari Silvio and Vaniity

📺 Quality: HD 720p

Mia Isabella and Vaniity play shemale thieves who punish their enemies with 16 inches of combined cock in this full-length bondage and anal heist feature.

↓ Free download »

Emmy 4 - Gold Spunked Buttplug Bareback Asian Ladyboy POV

Dec 28

Emmy 4, Butt Plug, Shemale On Male, Rimming, Anal Fingering, Blowjob, Toys, Anal, Hardcore, TS Fucks Guy

Emmy 4 - Gold Spunked Buttplug Bareback Asian Ladyboy POV - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 19:50

👤 Models: Emmy 4

🎬 Studio: LadyboyGold

📺 Quality: HD 720p

Emmy 4 is a gorgeous Asian ladyboy from LadyboyGold who strips, toys her ass with a gold buttplug, and goes bareback in this steamy 23-minute POV clip.

↓ Free download »

Aubrey Kate and Kam Rider - Shemale Dominates Anal Hardcore

Dec 28

Cumshot, Anal, Tattoo, Shemale Dominate, Oral, Hardcore, Shemale On Male, Transsexual

Aubrey Kate and Kam Rider - Shemale Dominates Anal Hardcore - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 19:18

Aubrey Kate and Kam Rider get into a tattooed shemale domination session featuring oral, hardcore anal, and a big cumshot. Over 38 minutes of intense trans action.

↓ Free download »

Laisa and Thays - Shemale on Female DP Strapon Anal

Dec 28

Strapon, Male On Shemale, Shemale On Male, Shemale On Female, Shemale, Anal, DP, Brunette

Laisa and Thays - Shemale on Female DP Strapon Anal - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 17:36

Laisa and Thays deliver a wild shemale on female DP session with strapon, shemale on male, and plenty of anal action. A hot tranny clip full of variety.

↓ Free download »

Yris Schimit and Monica Mattos - Brazilian Shemale on Female DP

Dec 28

Female On Shemale, DP, Brasilian, Shemale On Male, Anal, Male On Shemale, Latin, Shemale On Female, Strapon, Oral

Yris Schimit and Monica Mattos - Brazilian Shemale on Female DP - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 16:21

Yris Schimit and Monica Mattos team up with a guy for a hot Brazilian DP session. Shemale on female, strapon, anal, and oral are all on the menu.

↓ Free download »

Patricia Bismark and Nicolly Spyller Amazing Threesome Shemale

Dec 28

Patricia Bismark, Nicolly Spyller, Brenno Biaggi, Male On Shemale, Shemale On Male, Threesome

Patricia Bismark and Nicolly Spyller Amazing Threesome Shemale - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 15:12

👤 Models: Patricia Bismark / Nicolly Spyller / Brenno Biaggi

📺 Quality: HD 720p

Patricia Bismark and Nicolly Spyller join Brenno Biaggi in an amazing Brazilian shemale threesome featuring smoking hot bodies and hard anal and oral action.

↓ Free download »

Alexia Freire - AndreaNobili Shemale Anal Cumshot Hardcore

Dec 28

Alexia Freire, Male On Shemale, Anal, Shemale, Hardcore, Oral, Transsex, Cumshot, Shemale On Male

Alexia Freire - AndreaNobili Shemale Anal Cumshot Hardcore - Shemale Porn Video on ShemaleTop

👁 0

28-12-2025, 02:30

👤 Models: Alexia Freire

🎬 Studio: AndreaNobiliProductions

📺 Quality: SD

Shemale Alexia Freire finds the perfect gigolo to satisfy her desires in this AndreaNobiliProductions anal and cumshot hardcore clip.

↓ Free download »

Yasmin Fonthys Shemale Bareback FlipFlop Anal PinkoTGirls

Dec 27

Yasmin Fonthys, Hardcore, Flipflop, Bareback, Shemale On Male, Anal

Yasmin Fonthys Shemale Bareback FlipFlop Anal PinkoTGirls - Shemale Porn Video on ShemaleTop

👁 0

27-12-2025, 18:35

👤 Models: Yasmin Fonthys

🎬 Studio: PinkoTGirls

📺 Quality: HD 720p

Yasmin Fonthys from PinkoTGirls stars in a bareback flip-flop anal hardcore clip. Shemale-on-male action with both partners taking turns.

↓ Free download »

Yasmin Lee and Sebastian Keys Bondage Anal Shemale Domination

Dec 27

Bondage, Cumshot, Hardcore, Transsexual, Shemale Dominate, Anal, Shemale On Male, Oral

Yasmin Lee and Sebastian Keys Bondage Anal Shemale Domination - Shemale Porn Video on ShemaleTop

👁 0

27-12-2025, 16:21

Yasmin Lee ties up Sebastian Keys in this shemale domination bondage clip. Anal, oral, and cumshot in a hardcore transsexual video.

↓ Free download »

Yasmin Lee and Kip Johnson Shemale Domination Anal Hardcore

Dec 27

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

Yasmin Lee and Kip Johnson Shemale Domination Anal Hardcore - Shemale Porn Video on ShemaleTop

👁 0

27-12-2025, 16:05

Yasmin Lee dominates Kip Johnson in this shemale hardcore anal clip featuring fetish, oral, and cumshot action throughout.

↓ Free download »

Eva Paradis and Wesley Woods My Best Friend TS Girlfriend

Dec 27

Eva Paradis, Wesley Woods, Oral Sex, Shemale On Male, Male On Shemale, Hardcore, Cum Shots

Eva Paradis and Wesley Woods My Best Friend TS Girlfriend - Shemale Porn Video on ShemaleTop

👁 0

27-12-2025, 14:56

👤 Models: Eva Paradis / Wesley Woods

📺 Quality: FullHD 1080p

Eva Paradis and Wesley Woods star in this shemale-on-male hardcore clip. Oral sex, cum shots, and hot TS action throughout.

↓ Free download »

Iceland Fucking and Fucked Bareback Anal Flipflop LadyBoyPlay

Dec 27

Iceland, Hardcore, Anal, Bareback, Flipflop, Shemale On Male, Cum Swallow

Iceland Fucking and Fucked Bareback Anal Flipflop LadyBoyPlay - Shemale Porn Video on ShemaleTop

👁 0

27-12-2025, 07:17

👤 Models: Iceland

🎬 Studio: LadyBoyPlay

📺 Quality: HD 720p

Shemale Iceland from LadyBoyPlay takes and gives it in a bareback flipflop anal session that ends with a cum swallow. This ladyboy goes both ways without missing a beat.

↓ Free download »

Hanna Rios and Mariana Lins - Bareback FlipFlop Shemale Threesome

Dec 26

Hanna Rios, Mariana Lins, Bareback, Shemale On Male, Anal, Flipflop, Threesome, Hardcore

Hanna Rios and Mariana Lins - Bareback FlipFlop Shemale Threesome - Shemale Porn Video on ShemaleTop

👁 0

26-12-2025, 22:18

👤 Models: Hanna Rios / Mariana Lins

🎬 Studio: PinkoTGirls

📺 Quality: HD 720p

Hanna Rios and Mariana Lins team up with a male co-star for a bareback flip-flop threesome from PinkoTGirls. Shemale-on-male anal and full hardcore sex make this a standout trans production.

↓ Free download »

Stefani Special and Lance Hart - Shemale Dominates Anal Cumshot

Dec 26

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

Stefani Special and Lance Hart - Shemale Dominates Anal Cumshot - Shemale Porn Video on ShemaleTop

👁 0

26-12-2025, 20:52

Stefani Special takes full charge over Lance Hart in a shemale domination clip featuring oral, anal, and a big cumshot finish. This transsexual-on-male production delivers hardcore action throughout.

↓ Free download »

Emma Rose and Johnny B - Bareback Shemale on Male Cumshot Clip

Dec 26

Ass Licking, Cum On Face, Bareback, Shemale On Male, Cumshot, Hardcore

Emma Rose and Johnny B - Bareback Shemale on Male Cumshot Clip - Shemale Porn Video on ShemaleTop

👁 0

26-12-2025, 13:56

Emma Rose and Johnny B get into a bareback shemale-on-male session full of ass licking, hardcore fucking and a cum-on-face finish.

↓ Free download »

Joanna Jet and Jordan Jay - Shemale on Shemale Anal Oral

Dec 25

Joanna Jet, Jordan Jay, Anal, Shemale On Shemale, Male On Shemale, Shemale On Male, Oral

Joanna Jet and Jordan Jay - Shemale on Shemale Anal Oral - Shemale Porn Video on ShemaleTop

👁 0

25-12-2025, 09:18

👤 Models: Joanna Jet / Jordan Jay

📺 Quality: HD 720p

Joanna Jet and Jordan Jay star in this shemale-on-shemale anal and oral clip where both performers give and receive. Watch these two trannies go at it in a video available free online and via VipFile.

↓ Free download »

Aspen Brooks and DJ - Bareback Domination Nurse Shemale Hardcore

Dec 25

Hardcore, Bareback, Shemale On Male, Latex, Domination, Nurse, CBT

Aspen Brooks and DJ - Bareback Domination Nurse Shemale Hardcore - Shemale Porn Video on ShemaleTop

👁 0

25-12-2025, 07:37

Aspen Brooks plays a dominant latex nurse who takes complete control of DJ in this bareback shemale-on-male hardcore clip. A kinky CBT and domination video you can stream free online or download via VipFile.

↓ Free download »

Venus Lux and Joey Rico - Shemale POV Domination Hardcore

Dec 25

Venus Lux, Joey Rico, Hardcore, Oral, Shemale On Male, Shemale Dominate, Transsexual, Anal, Fetish, BJ

Venus Lux and Joey Rico - Shemale POV Domination Hardcore - Shemale Porn Video on ShemaleTop

👁 0

25-12-2025, 01:23

👤 Models: Venus Lux and Joey Rico

🎬 Studio: TSSeduction / Kink

📺 Quality: SD

Venus Lux brings her infamous dirty talk and dominant energy in this POV bonus update with Joey Rico from TSSeduction. A must-see shemale hardcore clip you can download via VipFile.

↓ Free download »

Transsexual Cheerleaders 7 - Shemale Anal Hardcore Full Movie

Dec 24

Devil's Film, Amy Daly, Jesse, Teighjiana, Sunshyne Monroe, Male On Shemale, Anal, Sneakers, Fetish, Shemale On Male

Transsexual Cheerleaders 7 - Shemale Anal Hardcore Full Movie - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 23:58

👤 Models: Amy Daly / Jesse / Teighjiana / Sunshyne Monroe

📺 Quality: DVDRip

Transsexual Cheerleaders 7 stars Amy Daly, Jesse, Teighjiana and Sunshyne Monroe in a full shemale anal and cumshot movie with fetish elements.

↓ Free download »

Sabrina Alves and Marcus - Shemale On Male Oral and Anal

Dec 24

Sabrina Alves, Male On Shemale, Shemale On Male, Anal, Oral

Sabrina Alves and Marcus - Shemale On Male Oral and Anal - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 20:30

👤 Models: Sabrina Alves

📺 Quality: HD 720p

Sabrina Alves and Marcus go at it in a hot shemale-on-male and male-on-shemale flip session with deep oral and anal action throughout.

↓ Free download »

Jessica Fox - Shemale On Male Bareback Anal at TransAngels

Dec 24

Jessica Fox, Anal, Hardcore, Bareback, Shemale On Male

Jessica Fox - Shemale On Male Bareback Anal at TransAngels - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 18:32

👤 Models: Jessica Fox

🎬 Studio: TransAngels

📺 Quality: HD 720p

Jessica Fox from TransAngels takes charge in this shemale-on-male bareback anal clip. She fucks her male partner hard and deep in a non-stop hardcore session.

↓ Free download »

Aommy On Top - Asian Shemale Bareback Anal at LadyBoyPlay

Dec 24

Aommy, Shemale On Male, Hardcore, Anal, Bareback

Aommy On Top - Asian Shemale Bareback Anal at LadyBoyPlay - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 17:34

👤 Models: Aommy

🎬 Studio: LadyBoyPlay

📺 Quality: FullHD 1080p

Aommy from LadyBoyPlay mounts her man and rides him bareback in this hot Asian shemale-on-male hardcore anal clip. She takes full control on top.

↓ Free download »

Adrielly Bronze - Shemale On Male FlipFlop Hardcore Anal

Dec 24

Adrielly Bronze, Shemale On Male, Hardcore, Flipflop, Anal

Adrielly Bronze - Shemale On Male FlipFlop Hardcore Anal - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 16:30

👤 Models: Adrielly Bronze

🎬 Studio: SheMalesFromHell

📺 Quality: HD 720p

Adrielly Bronze from SheMalesFromHell delivers a wild flipflop hardcore session with her male partner. Both take turns topping in this intense anal shemale clip.

↓ Free download »

Jennyfer Anguria - PinkoTGirls Shemale Anal Strapon Hardcore

Dec 24

Jennyfer Anguria, Shemale On Male, Dildo, Hardcore, Anal, Strapon

Jennyfer Anguria - PinkoTGirls Shemale Anal Strapon Hardcore - Shemale Porn Video on ShemaleTop

👁 0

24-12-2025, 16:14

👤 Models: Jennyfer Anguria

🎬 Studio: PinkoTGirls

📺 Quality: HD 720p

Jennyfer Anguria from PinkoTGirls dominates a man with a strapon, dildo, and hardcore anal in this shemale-on-male clip.

↓ Free download »

Most searched on ShemaleTop:

🔥 Popular Shemale Categories

Bareback Anal Hardcore Big Cock Solo Blowjob Cumshot