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Short Bio » Pornstar » Bailey Jay. Bailey Jay is an American transsexual pornographic actress, adult model, and podcaster. She began cross-dressing at an early age and around the age of 15 started to transition to female. She originally gained fame on 4chan in after a video emerged of her attending Otakon that same year. Although her hair color and aliases have changed throughout the years, this beautiful and witty transsexual goddess has never lost her natural charisma, cinematic talents or dedicated fan following.