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Ashton, a fresh high school graduate, is an extreme over-thinker. But, he knows that his mindset is holding him back from experiencing life to the fullest - especially when it comes to his crush, Evelyn. He wants to spend time with her, but his constant indecision restricts him from her adventurous ideas. With summer coming to an end, and the two moving away to college, Ashton must take a leap into the unknown.