After ditching a flight for a new adventure, former, reality television star, Taylor Quinn, is scrambling the colorful streets of Chicago with notorious addictions. Taylor quickly begins dating a privileged drug dealer who unknowingly provides him with the necessities he desires. Just as he starts to better his future, Taylor’s destructive roommate reenters his life and the two struggle to feed their addiction to addictions. Unfortunately, Taylor consistently causes chaos into the lives of his loved ones as he strives for an escape.
In separate but intertwined stories, Taylor's best friend, Adrienne Ponziano and his favorite frenemy, Lynn Riley, have impulsive adventures of their own. Adrienne, unhappily engaged, romances numerous men in hopes of gaining the true love she desires. Her actions activate her hidden family history sending her on a chase around Illinois. Closet, lipstick lesbian Lynn turns towards online dating websites to explore her hidden sexuality. Her double life leads her to a mischievous woman connected to everyone she seems to know.