Michael Ryan (C. Thomas Howell) receives an anonymous love letter on his last day of school, which wreaks havoc on his life and those around him. The letter is initially mistaken for being from class beauty Deborah Ann Fimple (Kelly Preston), but turns out to be written by Michael's friend Toni Williams (Lori Loughlin). As the summer unfolds, Michael writes a series of love letters that are rewritten by Toni, leading to unexpected romantic entanglements and misadventures.
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