Home for a visit, Henry finds a love letter written in high school for best friend Claire. Still in love with her, he decides to finally share the letter only to find it's missing and in the hands of Claire's new boyfriend.
After years of organizing fashion in the city, Lauren decides to move home. In exchange for her organizing services, mover Rob makes it his mission to help her see the beauty of Seattle.
When editor Jane Grant receives a plus-one invitation to her cousin's wedding, she finds herself in a predicament. To one-up her old high school rival Natasha Nutley, Jane tells her about her perfect, charming and handsome boyfriend -- except he isn't real. Catching word of her "boyfriend," Jane's intrusive Aunt Ida demands he make an appearance at the wedding. Now, Jane must go on every date she can snag to find a man who fits the bill.