Dean is a grown-ass man - he can take perfectly good care of himself, thank you very much. Except that sometimes the easier or more fun choices aren't always the right or best ones, and, all right, maybe thinking ahead and working the long game isn't his strongest suit. It's fine! He's fine.
When he meets Castiel, he realizes that flying by the seat of his pants may not be the best way to attract the super-serious (gorgeous, funny, genius) Alpha. Dean's shrink has been telling him he needs to start making "grown-up choices," and if that's what he has to think about in order to make Cas fall for him, then he'll give it a whirl.
- Part 1 of Choices 'Verse
Time stamp to Grown-Up Choices: After Dean and Cas are mated, there's still the issue of spreading the news to their families.
- Part 2 of Choices 'Verse