Eva La Rue
via PixL: High school nerd, Henry (Callard Harris), has a secret crush on his neighbor and popular classmate, Claire (Haley Webb). After seeing Claire devastated over her breakup with Zack, Henry gets the courage to declare his longtime love for her in a letter. His plan goes awry when he learns that Claire has mended things with her boyfriend. Henry sadly tucks his love letter away in his yearbook never to be found again. Seven years later, Henry returns home with his best friend, Tom, for his mother Diane’s (Eva La Rue) 50th birthday party. While flipping through Henry’s yearbook, Tom discovers the undelivered love letter. Tom questions why Henry never sent it to Claire. Henry brushes it off as a silly high school crush. But during his stay, Henry bonds with Claire and his old feelings ignite. When he discovers Claire has a boyfriend he’s faced with expressing his feelings for her or letting her go…yet again.