Scott is still sleeping with his ex-boyfriend and floundering through life when his mother calls to tell him his older sister Maggie is in the hospital with a brain tumor. Scott rushes to be by her side. As she lies unconscious he remembers the times their lives intersected. She was a party girl, a popular girl, she got around. Scott imagines what Maggie would say but ultimately realizes that you can never truly know anyone and decides to take a chance on love and life.
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Jack is an internet gambler living in NYC. After the death of his roommate, he becomes fixated on Scarlet - a cam girl from San Francisco. His obsession reaches a boiling point when fantasy materializes in reality and Jack sees Scarlet on a rainy NYC Chinatown street.