A reader emails in and says he has a deep‑rooted fear that his guy friend will laugh at him after a rejection, calling out how he ‘tried to pick her up’. He notices that his flirting and fun with women are actually better when he goes out with strangers or guys he just met, like on trips or while backpacking. He quotes Teddy Roosevelt’s idea that critics on the sidelines don’t count, only the man actually in the arena does, and he knows this is rational.