Back in 2003, 16 year old Nikki Simmons didn't have a date to the senior prom. So, she did what any wallflower with no realistic chance of ever acquiring a date from her high school would do: she asked an older TV star she'd never met. Conan O'Brien's response? Ehrm, thanks, but not thanks.-
Actually, he was pretty gracious about the whole thing, explaining that unfortunately his wife would probably not allow him to go to a prom with cute (did she send a pic along with her offer?) girls.
Sad for Nikki...I'm sure she was hoping for a Marcia Brady/Davy Jones moment.