Jeff Turner, a 52-year-old man from Santa Cruz, California has attended Tiffany concerts since 1988. Diagnosed with Asperger's syndrome, Jeff lives alone off of government checks and has never had a girlfriend.
Jeff spends his days hanging out on the streets of Santa Cruz, striking up conversations with anyone who has a moment to spare about conspiracy theories, God and Tiffany. Kelly McCormick is a 35-year-old intersex sports fanatic from Denver, Colorado, who claims to have been friends with Tiffany as a teenager.
She credits Tiffany as the shining star who has motivated her to do everything in her life. Through both humorous and heartbreakingly sensitive scenes, the film takes look at Jeff and Kelly's lives, revealing the source of their clinging obsessions.