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Kai Bailey is an American adult film performer born on April 20, 1983, in the United States. Standing at 6'0" (183 cm) tall with a Caucasian ethnicity, he features brown/salt-and-pepper hair, brown eyes, and distinctive tattoos including full sleeves on both arms—'viver e morrer neste dia' on the right forearm and 'Fleisch and Blut' on the left—plus upper chest ink. Entering the industry around 2016 at age 33, Bailey has become a prominent figure in transgender erotica, specializing as a top in scenes involving anal, oral, rimming, and group encounters with trans performers. He has collaborated with top studios like Evil Angel, Gender X Films, TransErotica, and Trans500.
com, appearing in series such as TS Playground and Trans-Active. His accolades include a 2017 Transgender Erotica Award for Best Virtual Reality Sex Scene and multiple AVN nominations, including Niche Performer of the Year in 2022. Active through 2025, Bailey's career spans nearly a decade of niche performances.