Crossdresser Shemale Porn Videos - Page 2

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

Fetish Crossdresser Enjoys Eggplant Insertion in the Ass

Nov 24

Insertion, Crossdresser, Corset, Vegetables, Stockings, High Heels, Wig, Cuffs

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Fetish Crossdresser Enjoys Eggplant Insertion in the Ass - Shemale Porn Video on ShemaleTop

👁 0

24-11-2025, 08:28

A kinky crossdresser in a corset, stockings and high heels uses an eggplant for a wild anal insertion fetish clip. The cuffed crossdresser in wig and stockings goes all in for this vegetable insertion session.

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TS Michelle Allergy - Crossdresser Anal Fetish POV Amateur Clip

Nov 19

Oral, Lingerie, CD, Anal, Fetish, POV, Amateur, Crossdresser

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TS Michelle Allergy - Crossdresser Anal Fetish POV Amateur Clip - Shemale Porn Video on ShemaleTop

👁 0

19-11-2025, 09:57

TS Michelle Allergy dresses up in lingerie for a kinky crossdresser fetish and POV anal clip. This amateur shemale goes all the way in a naughty homemade-style video.

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Ecchievement - Shemale Solo with Anal Plug and Vibrator

Oct 11

Ecchievement, Shemale, Piercing, Anal Plug, Crossdresser, Solo, Vibrator

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Ecchievement - Shemale Solo with Anal Plug and Vibrator - Shemale Porn Video on ShemaleTop

👁 0

11-10-2025, 05:59

👤 Models: Ecchievement

📺 Quality: FullHD 1080p

Ecchievement is a pierced shemale crossdresser who puts an anal plug and vibrator to good use in this long solo clip. Every minute of this kinky tranny session is worth watching.

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Sasha de Sade - Shemale Feet and Dildo Solo Clip

Sep 18

Slave, Shemale, Female, Crossdresser, Dildo, Feet

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Sasha de Sade - Shemale Feet and Dildo Solo Clip - Shemale Porn Video on ShemaleTop

👁 10

18-09-2025, 11:27

👤 Models: Sasha de Sade

📺 Quality: HD 720p

Crossdresser and shemale Sasha de Sade uses a dildo and finishes by cumming on her own feet in this long and kinky solo fetish clip.

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Janny Costa and Ararity - Bareback Shemale on Femboy Anal Cumshot

Sep 07

Anal, Crossdresser, Bareback, Shemale, Transsexual, Hardcore, Cumshot

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Janny Costa and Ararity - Bareback Shemale on Femboy Anal Cumshot - Shemale Porn Video on ShemaleTop

👁 0

7-09-2025, 17:49

Shemale Janny Costa goes bareback and fucks femboy Ararity hard in a crossdresser anal cumshot video.

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Liana Ames - Cum Swallowing Bareback Anal Hardcore Clip

Aug 15

Hardcore, Bareback, Shemale, Crossdresser, Deep Throat, Anal

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👁 0

15-08-2025, 07:31

👤 Models: Liana Ames

🎬 Studio: Pure-TS

📺 Quality: HD 720p

Liana Ames from Pure-TS swallows cum after a bareback deep throat and anal hardcore session. Watch free online and download via VipFile.

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Mature Man with 3 Wanking Cross Dressers Blowjob Orgy

Jun 21

Crossdresser, Blowjob, Orgy

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Mature Man with 3 Wanking Cross Dressers Blowjob Orgy - Shemale Porn Video on ShemaleTop

👁 0

21-06-2025, 06:22

A mature man joins three wanking cross dressers for a group blowjob orgy in this CrossDressingAmateurs clip. Hot crossdresser group action that gets messy fast.

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Ecchievement - Crossdresser Solo Dildo and Piercing Clip

May 30

Ecchievement, Deep Throat, Shemale, Dildo, Solo, Piercing, Crossdresser

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Ecchievement - Crossdresser Solo Dildo and Piercing Clip - Shemale Porn Video on ShemaleTop

👁 0

30-05-2025, 06:03

👤 Models: Ecchievement

📺 Quality: HD 720p

Ecchievement shows off in a solo crossdresser clip featuring dildo play, deep throat action, and piercing glamour. A unique shemale solo performance.

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TS Nickie Funkyboybitchxxx - Amateur Crossdresser Anal POV

May 28

Amateur, Fetish, Oral, Anal, POV, Lingerie, Crossdresser

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TS Nickie Funkyboybitchxxx - Amateur Crossdresser Anal POV - Shemale Porn Video on ShemaleTop

👁 0

28-05-2025, 00:27

TS Nickie, also known as Funkyboybitchxxx, strips into lingerie for a POV crossdresser anal and oral video. Watch this amateur tranny fetish clip free on ShemaleTop.

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Kimberly Jordan - Blonde TS Crossdresser Anal Hardcore Cumshot

May 16

Blonde, Transvestite, Oral, Crossdresser, Hardcore, Amateur, German, Anal, Cumshot

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Kimberly Jordan - Blonde TS Crossdresser Anal Hardcore Cumshot - Shemale Porn Video on ShemaleTop

👁 0

16-05-2025, 08:56

👤 Models: TS Kimberly

📺 Quality: FullHD 1080p

TS Kimberly is a blonde German crossdresser who takes hard anal and delivers a hot cumshot in this amateur shemale hardcore clip. Watch this tranny transvestite in action.

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Sage Roux Femboy Spitroasted by Drake Von and Ander Wolfe

May 06

Sage Roux, Crossdresser, Cumshot, Blowjob, Bareback, Transsexual, Shemale, Femboy, Anal, Threesome

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Sage Roux Femboy Spitroasted by Drake Von and Ander Wolfe - Shemale Porn Video on ShemaleTop

👁 0

6-05-2025, 18:33

👤 Models: Drake Von / Ander Wolfe / Sage Roux

📺 Quality: FullHD 1080p

Crossdresser Sage Roux in a schoolgirl outfit gets spitroasted bareback by Drake Von and Ander Wolfe in this hot femboy threesome with blowjob and cumshot action.

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Zia Cristal In Her Happy Place - Asian Shemale Bareback POV

Apr 05

Zia Cristal, Transsexual, Shemale, Blowjob, POV, Cumshot, Hardcore, High Heels, Bareback, Anal

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Zia Cristal In Her Happy Place - Asian Shemale Bareback POV - Shemale Porn Video on ShemaleTop

👁 0

5-04-2025, 06:51

👤 Models: Zia Cristal

🎬 Studio: SissyPOV

📺 Quality: FullHD 1080p

Asian crossdresser Zia Cristal delivers a blowjob and takes bareback anal in this POV cumshot clip from SissyPOV.

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Mature Crossdressers Bring Each Other Off - Blowjob and Handjob

Mar 29

Crossdresser, Blowjob

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Mature Crossdressers Bring Each Other Off - Blowjob and Handjob - Shemale Porn Video on ShemaleTop

👁 0

29-03-2025, 07:53

Two mature crossdressers please each other with hands and mouths in this amateur CrossDressingAmateurs clip. The mutual blowjob and handjob session builds to a satisfying finish for both.

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Ecchievement - Crossdresser Solo with Dildo and Vibrator

Feb 26

Ecchievement, Shemale, Vibrator, Solo, Crossdresser, Piercing, Dildo

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Ecchievement - Crossdresser Solo with Dildo and Vibrator - Shemale Porn Video on ShemaleTop

👁 0

26-02-2025, 22:55

👤 Models: Ecchievement

📺 Quality: FullHD 1080p

Ecchievement is a pierced crossdresser who strips down and plays with a dildo and vibrator in this long shemale solo clip. Hot and uniquely styled tgirl fun.

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Kate Violin - Russian Shemale Solo Masturbation Cumshot from Grooby

Feb 25

Grooby, Kate Violin, Shemale, Crossdresser, Transvestite, Masturbation, Solo, Dildo, Cum Shot, Russian

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Kate Violin - Russian Shemale Solo Masturbation Cumshot from Grooby - Shemale Porn Video on ShemaleTop

👁 9

25-02-2025, 22:58

👤 Models: Kate Violin

🎬 Studio: Grooby

📺 Quality: FullHD 1080p

Russian crossdressing shemale Kate Violin from Grooby works a dildo and strokes her cock in this solo masturbation video ending with a big cumshot.

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Sammi Valentine - British Crossdresser Maid Shemale Clip

Feb 21

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Sammi Valentine - British Crossdresser Maid Shemale Clip - Shemale Porn Video on ShemaleTop

👁 1

21-02-2025, 15:40

Sammi Valentine and Maria play out a maid fantasy in this skinny British crossdresser shemale clip from SammiValentine.com.

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Ecchievement - Crossdresser Shemale Solo with Anal Plug and Dildo

Feb 18

Shemale, Crossdresser, Anal Plug, Piercing, Fucking Machine, Solo, Dildo

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Ecchievement - Crossdresser Shemale Solo with Anal Plug and Dildo - Shemale Porn Video on ShemaleTop

👁 1

18-02-2025, 04:31

👤 Models: Ecchievement

📺 Quality: FullHD 1080p

Ecchievement is a pierced crossdresser shemale who puts her anal plug and dildo to good use. She works a fucking machine and plays solo until she finishes. Watch free online or download via VipFile.

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Dane JackSon Femboy Bareback Anal Creampie from FemBoyIsh

Feb 16

Crossdresser, Hardcore, Creampie, Anal, Femboy, Bareback

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Dane JackSon Femboy Bareback Anal Creampie from FemBoyIsh - Shemale Porn Video on ShemaleTop

👁 4

16-02-2025, 22:23

👤 Models: Dane JackSon

🎬 Studio: AdultTime / FemBoyIsh

📺 Quality: FullHD 1080p

Dane JackSon takes bareback anal in this FemBoyIsh and AdultTime crossdresser video ending in a hot creampie. Femboy hardcore at its finest.

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Lola Spais - Crossdresser Anal Strapon and Dildo Clip

Feb 12

Lola Spais, Strapon, Dildo, Cum No Hands, Crossdresser, Anal, Female On Shemale

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Lola Spais - Crossdresser Anal Strapon and Dildo Clip - Shemale Porn Video on ShemaleTop

👁 0

12-02-2025, 10:37

👤 Models: Lola Spais

📺 Quality: FullHD 1080p

Lola Spais is a sexy crossdresser who gets her tight ass worked with a strapon and dildo before pulling off a hands-free cum finish.

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Amber Emerald - A Perfect Peach In The Big Apple POV Bareback

Feb 11

Crossdresser, POV, Transsexual, Blowjob, Bareback, Anal, Cumshot, Shemale, Hardcore

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Amber Emerald - A Perfect Peach In The Big Apple POV Bareback - Shemale Porn Video on ShemaleTop

👁 12

11-02-2025, 02:59

👤 Models: Amber Emerald

🎬 Studio: SissyPOV

📺 Quality: FullHD 1080p

Amber Emerald is the perfect peach in New York City, dressed and ready for a POV bareback anal session on SissyPOV. Blowjob, anal and cumshot all come together in this crossdresser clip.

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Kimberly Jordan Blonde Shemale Anal Oral Crossdresser Cumshot

Feb 09

Oral, Hardcore, Anal, Transvestite, Cumshot, Crossdresser, Amateur, Blonde, German

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Kimberly Jordan Blonde Shemale Anal Oral Crossdresser Cumshot - Shemale Porn Video on ShemaleTop

👁 6

9-02-2025, 18:11

Blonde German crossdresser Kimberly Jordan shows off her oral and anal skills in this tranny amateur video. She sucks cock and takes it deep in her ass before a messy cumshot.

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Kimberly Jordan Blonde Crossdresser German Transvestite Shemale Clip

Feb 07

Blonde, Crossdresser, Transvestite, All Sex, Amateur, German, Shemale

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Kimberly Jordan Blonde Crossdresser German Transvestite Shemale Clip - Shemale Porn Video on ShemaleTop

👁 4

7-02-2025, 09:09

Kimberly Jordan is a blonde German crossdresser and transvestite who brings amateur all-sex energy to this clip. A fun and shameless shemale performance.

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Lola Spais - Strapon Female-on-Shemale Anal Cum No Hands

Jan 23

Lola Spais, Dildo, Female On Shemale, Crossdresser, Strapon, Cum No Hands, Anal

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Lola Spais - Strapon Female-on-Shemale Anal Cum No Hands - Shemale Porn Video on ShemaleTop

👁 1

23-01-2025, 10:09

👤 Models: Lola Spais

📺 Quality: FullHD 1080p

Lola Spais gets pegged by a woman with a strapon and cums completely hands-free in a wild female-on-shemale crossdresser anal clip.

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Lola Spais - Female on Shemale Strapon Anal Dildo Crossdresser

Jan 17

Lola Spais, Cum No Hands, Dildo, Crossdresser, Female On Shemale, Anal, Strapon

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Lola Spais - Female on Shemale Strapon Anal Dildo Crossdresser - Shemale Porn Video on ShemaleTop

👁 2

17-01-2025, 04:55

👤 Models: Lola Spais

📺 Quality: FullHD 1080p

Lola Spais stars in this crossdresser clip featuring female-on-shemale strapon action and dildo play. A niche but highly satisfying anal and cumshot clip for fetish fans.

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