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Wynn Jeffries has wanderlust. Unfortunately, her life stalled somewhere between graduating from college and slinging drinks at the local dive bar. Stuck in a one-room apartment with no career, no boyfriend, no...life, she dreams of something more. Something amazing. Something like Oliver Reeves, her high school crush, who's back in town and reminding Wynn of the way she used to be. When a forgotten news clipping falls out of a book belonging to Wynn's grandmother, a well-kept family secret is finally revealed. Is Wynn's gypsy spirit the result of an overactive imagination, or did she inherit it from a woman so determined to live a big life, she gave up everything to have it? Together, Wynn and Oliver attempt to put together the missing pieces of her family's past and unravel the mystery behind her great-grandmother's disappearance. But after so much time succumbing to fear and regret, can Wynn ditch her safe, routine life for the chance at an extraordinary future?