I’m lucky enough to be in my 30s and still have grandpa and his wife (my grandma by all accounts, but she doesn’t want to be called that because it makes her feel old). I was visiting with them recently and said “I still feel like a stupid teenager. I don’t feel like I’m an adult that knows what they’re doing, I’m just doing the best I can” and my 83 year old grandpa replied “sweetheart, I still feel like I’m in my 20s, I don’t think anyone ever really figures it out, no one knows how to be an adult”.

So i think the answer is: never

My dad got arrested and charged w dui in his friend’s kitchen because the cops found his turned off car on the side of the road one winter night and followed his footsteps half a mile to his friend’s house. They busted him cuz he left the keys in the ignition.

A little before that, i think? Maybe since The Crusades?