Bailey Jay Videos - Page 2

Page 2 of Bailey Jay videos. More to watch or download via VipFile.

Bailey Jay and TS Foxxy - Schoolgirls Shemale Hardcore Uniform

Dec 21

Bailey Jay, TS Foxxy, Shemale, Hardcore, Uniform, Teen

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👁 0

21-12-2025, 13:37

👤 Models: Bailey Jay / TS Foxxy

🎬 Studio: Ts-BaileyJay

📺 Quality: HD 720p

Bailey Jay and TS Foxxy dress up as sexy schoolgirls for this hardcore shemale uniform fantasy from Ts-BaileyJay. Watch two of the hottest trannies together in one clip.

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Bailey Jay - Shemale Solo Masturbation with Dildo Clip

Dec 19

TS-baileyjay, Bailey Jay, Shemale, Masturbation, Dildo, Solo, Posing, Tranny

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👁 0

19-12-2025, 11:05

👤 Models: Bailey Jay

📺 Quality: HD 720p

Fan-favorite shemale Bailey Jay goes solo with a dildo and shows off her posing skills in this hot tranny masturbation clip. Watch free online and download via VipFile.

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Bailey Jay - Heat of the Moment Anal Blowjob Cumshot

Dec 19

Bailey Jay, Masturbation, Anal, Blowjob, Tranny, Shemale, Handjob, Cumshot

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👁 0

19-12-2025, 00:35

👤 Models: Bailey Jay

📺 Quality: HD 720p

Bailey Jay delivers a hot mix of masturbation, blowjob, and anal in this fan-favorite tranny clip. She finishes with a satisfying cumshot that fans love.

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Bailey Jay - Hotel Rendezvous Part 1 Shemale Blowjob Clip

Dec 17

Bailey Jay, Shemale Blowjob

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👁 0

17-12-2025, 18:55

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Bailey Jay checks into a hotel for a secret rendezvous and puts her famous blowjob skills to work in this TS-BaileyJay clip. Even at under 10 minutes she delivers maximum impact.

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Bailey Jay - Dirty Motel Handy J Shemale Solo Video

Dec 17

Bailey Jay, Masturbation, Shemale, Solo

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👁 0

17-12-2025, 13:29

👤 Models: Bailey Jay

📺 Quality: HD 720p

Bailey Jay checks into a dirty motel room and takes matters into her own hands for a solo masturbation clip. This shemale icon brings her signature energy to every stroke.

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Bailey Jay - Shemale Solo Dildo Masturbation and Posing

Dec 16

Bailey Jay, Dildo, Solo, Shemale, Tranny, Masturbation, Posing

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👁 0

16-12-2025, 10:38

👤 Models: Bailey Jay

📺 Quality: HD 720p

Bailey Jay strips down for a hot shemale solo showing off her body with dildo play and masturbation. A classic tranny posing clip you will not want to miss.

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Bailey Jay - Shemale Bareback Anal Hardcore Cumshot Solo

Dec 13

Bailey Jay, Masturbation, Tranny, Shemale, Anal, Oral, Hardcore, Cumshot, All Sex, Bareback

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👁 0

13-12-2025, 20:18

👤 Models: Bailey Jay

📺 Quality: HD 720p

Bailey Jay delivers a complete shemale performance with masturbation, bareback anal, oral, hardcore, and cumshot in one packed video. Watch free on ShemaleTop.

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Bailey Jay - Gonzo Blowjob In My Bed Shemale Clip

Dec 10

Bailey Jay, Shemale, Blowjob

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👁 0

10-12-2025, 23:41

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Bailey Jay delivers a casual and hot gonzo blowjob from her own bed in this TS-BaileyJay shemale clip. Short, direct and totally satisfying.

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Bailey Jay - Cum on My Huge Tits Shemale Blowjob Cumshot

Dec 08

Bailey Jay, Handjob, Shemale, Cumshot, Blowjob

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👁 0

8-12-2025, 04:03

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Shemale Bailey Jay from TS-BaileyJay uses her huge tits and skilled mouth to deliver a blowjob and handjob ending in a big cumshot.

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Bailey Jay Lonely Sunday - Shemale Masturbation Solo from TS-BaileyJay

Dec 07

Bailey Jay, Masturbation, Shemale, Posing

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👁 0

7-12-2025, 23:48

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Shemale Bailey Jay from TS-BaileyJay spends her lonely Sunday posing and masturbating in this 9-minute solo tranny video.

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Bailey Jay - Rubbing Oil on My Boobs - Shemale Solo

Dec 06

Masturbation, Shemale, Solo

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👁 0

6-12-2025, 16:34

👤 Models: Bailey Jay

📺 Quality: HD 720p

Fan favorite Bailey Jay gets oiled up and rubs herself down in this teasing shemale solo masturbation video. Sensual, gorgeous, and endlessly watchable.

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Bailey Jay Foot Fetish Fiesta - Solo Shemale Masturbation

Dec 05

Foot Fetish, Masturbation, Solo, 720p, Shemale

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👁 0

5-12-2025, 16:57

👤 Models: Bailey Jay

📺 Quality: HD 720p

Fan-favorite shemale Bailey Jay combines foot fetish fun with solo masturbation in this hot tranny clip. Stream free or download via VipFile.

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Bailey Jay Solo Shemale Cum Swallowing Clip - BaileyJay

Dec 04

Bailey Jay, Solo, Shemale, Cum Swallowing

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👁 0

4-12-2025, 23:44

👤 Models: Bailey Jay

🎬 Studio: BaileyJay

📺 Quality: HD 720p

Fan-favorite shemale Bailey Jay jerks her cock and swallows her own cum in this BaileyJay solo clip. Watch free and download via VipFile.

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Bailey Jay - Fucking Lance Hart's Butt Shemale Hardcore from TS-BaileyJay

Dec 04

Bailey Jay, Shemale Hardcore

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👁 0

4-12-2025, 03:03

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Shemale superstar Bailey Jay straps on her cock and pounds Lance Hart's butt in a classic hardcore clip from TS-BaileyJay. Quick, hard, and full of Bailey's signature energy.

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Bailey Jay Blowjob Shemale Clip - BaileyJay Site

Nov 26

Bailey Jay, Shemale, Blowjob

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👁 0

26-11-2025, 11:23

👤 Models: Bailey Jay

🎬 Studio: BaileyJay

📺 Quality: HD 720p

Fan-favorite shemale Bailey Jay delivers a hot blowjob in this short clip from her official BaileyJay site. Her skills and playful attitude make every second count.

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Bailey Jay Cums In Own Mouth - Shemale Self-Cum Solo

Nov 22

Bailey Jay, Teen, Selfcum, Shemale

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👁 0

22-11-2025, 03:24

👤 Models: Bailey Jay

🎬 Studio: Ts-BaileyJay

📺 Quality: HD 720p

Shemale teen Bailey Jay strokes her cock solo and cums directly into her own mouth in this hot Ts-BaileyJay clip.

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Bailey Jay and Bee Armitage - POV Blowjob Shemale Action

Oct 24

Bailey Jay, Bee Armitage, POV, Blowjob, Shemale, Teen

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👁 0

24-10-2025, 00:59

👤 Models: Bailey Jay / Bee Armitage

🎬 Studio: Ts-BaileyJay

📺 Quality: HD 720p

Bailey Jay and Bee Armitage star in a short and intense POV shemale blowjob clip from Ts-BaileyJay. Watch free or download via VipFile.

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Bailey Jay - Shemale Solo Clip from Her Personal Collection

Sep 20

Bailey Jay, Shemale, Solo

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👁 8

20-09-2025, 02:16

👤 Models: Bailey Jay

📺 Quality: HD 720p

Fan favorite shemale Bailey Jay delivers a short and sweet solo clip showing off her cock and body. A must-watch for any Bailey Jay fan.

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Bailey Jay - Solo Shemale Masturbation from TS-BaileyJay

Sep 08

Bailey Jay, Shemale, Solo

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👁 0

8-09-2025, 09:49

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Fan-favorite shemale Bailey Jay strips and masturbates in a classic solo clip from TS-BaileyJay.

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Bailey Jay - Solo Shemale Posing and Masturbation at TS-BaileyJay

Aug 20

TS-baileyjay, Bailey Jay, Posing, Masturbation, Shemale, Solo, Tranny

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👁 7

20-08-2025, 23:42

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Iconic shemale Bailey Jay poses and masturbates in a solo clip at her own site TS-BaileyJay. A classic tranny solo video from one of the most famous shemales online.

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Bailey Jay and Koko Beanz - Shemale on Shemale Oral Cumshot

Aug 17

Cumshot, All Sex, Masturbation, Shemale, Tranny, Oral

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👁 0

17-08-2025, 20:39

👤 Models: Koko Beanz / Bailey Jay

📺 Quality: HD 720p

Bailey Jay and Koko Beanz get together for a shemale-on-shemale oral and cumshot session. Watch free online and download via VipFile.

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Bailey Jay - Solo Shemale Cum Swallowing Clip from TS-BaileyJay

Aug 16

Bailey Jay, Solo, Shemale, Cum Swallowing

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👁 0

16-08-2025, 15:40

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Bailey Jay from TS-BaileyJay strokes to a big finish and swallows her own cum in this hot solo shemale clip. Watch free online and download via VipFile.

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Bailey Jay - 2 Cumshots 1 Blowjob Shemale Masturbation

Aug 14

Bailey Jay, Masturbation, Blowjob, Shemale

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👁 0

14-08-2025, 13:51

👤 Models: Bailey Jay

📺 Quality: HD 720p

Bailey Jay delivers two massive cumshots and a blowjob in this sizzling shemale masturbation clip. Watch free online and download via VipFile.

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Bailey Jay Shemale Solo Clip from TS-BaileyJay

Aug 07

Bailey Jay, Shemale, Solo

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👁 0

7-08-2025, 00:26

👤 Models: Bailey Jay

🎬 Studio: TS-BaileyJay

📺 Quality: HD 720p

Bailey Jay shows off her incredible body in this shemale solo clip from TS-BaileyJay. A classic tranny solo video from one of the best in the business.

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