Pop culture writer and aspiring novelist Vanessa Sills lands the interview of a lifetime with the illustrious, elusive and reclusive mystery author Martin Clayborne in his quaint rural town only to realize her own aspirations, dreams and romantic life have taken a back seat along the way. When Vanessa returns home to Portland and a mysterious gift arrives from Martin, she then makes a surprise decision, and finally takes her own advice to “go boldly in the direction of your dreams and live the life you imagine.”

Regret and redemption take center stage as Sondra, struggling actor and professional mess, faces the consequences of a lifetime of her own bad decisions

After losing her dream job, Riley gets drunk with Nate and the next morning they find themselves married. Accepting Nate's proposal they travel to Tennessee to rescue his family's business, but will they be able to keep up the deception?

Emily and Sebastian travel to his hometown of Paris to land the Ad account of famed Durand Diamonds and end up in a tricky situation when the client mistakes them for a happy couple.

Winnie, a dating blogger who anonymously writes under the pen name Luckless, goes viral for a post about a disastrous date with Holden, a perpetually single sports agent who refuses to settle. When Winnie’s boss offers her very own column on the popular lifestyle site, Mush, Winnie has no choice but to keep dating Holden for content. But things get complicated when feelings develop and Winnie learns that Holden has a teenage son.

A young woman enters a Christmas tree decorating contest to honor the memory of her mother, only to discover that the competition includes her recently-widowed high school sweetheart, and his adorable 10-year-old daughter.