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Conan O'Brien is asked to prom

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In 2003, then 11th-grader Nikki Simmons sent a letter to her favorite late night host, Conan O’Brien and asked if he’d like to be her prom date. Conan responded to Nikki and hit the right note between humorously self-deprecating and genuine. Letters of Note printed his funny letter that Nikki shared with them. I like how Conan underlined “sad.” I’m still waiting for Kathy Ireland to respond to mine.

[Hat tip: @CardiffGarcia]