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Jun 12, 2018

Chelsea Davison (The Tonight Show, The Opposition with Jordan Klepper, Madtv) revisits not getting the message that romantic interest wasn't there, passing notes in middle school, and solid advice for adults that haven't quite gotten those all important conversation skills.

May 29, 2018

Stand up comedian Rohan Padhye shares the time he forgot he had gone on a date with someone and saw them again, and again...and again; how he feels different after moving from Boston to NYC, and moving on from his ex.

May 15, 2018

Mary Cait Kelly shares how she was serenaded after a high school break up, not thinking about bras, and overcoming Catholicism. 

May 1, 2018

Comedian Myq Kaplan is one of our few guests to have outgrown feeling awkward. He shares his secrets to not feeling embarrassed, some times he did feel weird in high school, and his philosophy on life.

Apr 17, 2018

Comedian/Author Laura Hankin (Feminarchy, Jane and Laura, Summertime Girls, SO MUCH MORE) shares some run ins with exes, the awkward side of grief, and the willpower to not read the comments.