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Although her hair colour 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. Bailey Jay has always been a confident woman; cross-dressing from an early age and starting her transition process when she was 15 years old. Due to the fact that Bailey never gave a definitive declaration of her actual gender, the video went viral amongst the 4chan community. Close Menu.