While seeking inspiration for his writing, a high school senior gets caught up in the unorthodox sabotage of a rival school’s prom, set in motion by a Prep, a Drugee, a playboy, and a billionaire’s son.

how about this:A high school senior must choose between the girl of his dreams and social acceptance after he gets involved in the sabotage of a rival school's prom.

how about this:A high school senior must choose between the girl of his dreams and social acceptance after he gets involved in the sabotage of a rival school's prom.

When a teenager is recruited to participate in a cruel high school prank, he must choose between the girl he loves and the "in group" he so desperately wants to join.

For the purpose of a logline, I don't think who the other conspirators matters as much as their status and his desire to gain their acceptance; they constitute the "in group" at school and he desperately wants to join.

Also, for the purpose of a logline, I think it matters more that the prank is malicious than that it is "unorthodox". (Prima facie, why would the girl, why would anyone be offended by an act that is "unorthodox"? Doesn't the offense arise from the ethical nature and intent of the prank: it's irresponsible and dangerous and malicious?)