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It's been three years since Brian Royland was dared to take Iris Newman to the prom. They've managed to keep a strong long-distance relationship even while balancing college classes and jobs.Around the same time of Brian's impromptu marriage proposal, William Lexington comes back into Iris' life with an opportunity to go on tour with a well-known rock band. There's only one condition; he has to be reinstated as Angst's bass guitarist. Iris can't deny that this is a once-in-a-lifetime opportunity, even if she does have her reservations. So, with Brian's blessing, she puts their engagement on hold to fulfill her dream.While the band's on the road, discovering things about each other that they never wanted to know, the drama in Brian's life escalates. Not only is he dealing with a competitive coworker, a biased boss, and a roommate who just can't seem to take no for an answer, but then his long-lost mother decides she wants to fight for custody of Leah after all. Brian and Iris' phone conversations get shorter the more time passes and the distance only grows wider. Things quickly spin out of control, to the point where both Brian and Iris start to wonder if their love is strong enough to withstand the new miles and obstacles that separate them.

It's senior year. He rules the school. She just wants to make it to graduation. With prom only six weeks away, and his reputation at stake - will Brian be able to get "Scary Pants" out on a date?Brian Royland is the golden boy of Palm Beach High. He's smart, handsome, athletic, and charming. He could get any girl in school - but he procrastinated and is now dateless for the most important dance of the year. When he hears about Iris Newman, aka "Scary Pants", Brian is intrigued. But when Brian's friends doubt he'll succeed in scoring her as his prom date, bets start flying, and she turns into a prize to be won.Iris has set several goals for herself; make sure her older sister has a smooth pregnancy, help her recently single mother support and manage their family, and find a way to stop her band's bass guitarist from asking her out every week. She doesn't have the time or the energy to deal with the arrogant and pesky Brian Royland, who is suddenly determined to get her out on a date.It only takes six weeks for them to realize they have both experienced great loss. In the midst of family trouble and high school drama - could they be the key to each other's healing?