Did you see the episode where he Facebook searches a woman from his childhood? There’s a flashback of them being in the woods and she tells him to “whip it out”. He admits to her as adults that he was too afraid to pull his dick out back then.

Anyway, I’ve got a feeling that story 100% happened to Louie as a kid in puberty. Not to excuse Louie as an adult, but almost our entire sexuality is based off of little seeds that were planted in us while we were learning about sex. Louie irl has probably unfairly beat himself up all these years from when he disappointed his childhood crush by not pulling out his dick. So as an adult, whipping your dick out is cross-hardwired as sexual success.

This is all just speculation on my part