Hey that's okay!! It's still helpful, I have female characters in their late 20s-early 30s. Besides, I think some of it can still be applied to him, like the hangovers and the ads! I imagine he might look at a magazine, think the girl on the cover is pretty, then feel like a creep for finding a younger woman attractive--"Get a grip, you're old enough to be her father," sort of thing. It would make him uncomfortable, conflicted, and kinda sad I think.
As a general note, thank you everyone for your insights so far! Some of them I've thought of, some I haven't, and others I've flat out forgot about. Feel free to keep posting if anything else comes to mind! He's probably gonna have an existential crisis in story as his birthday nears so any material is good.