I'm 39 and got my first LV when I was 31. This has been my first full year as a hard-core LV buyer. It's been such a good year that I'm having a hard time answering your question. The bag I seem to reach for the most lately is my black neo cabby MM. It's comfortable, has a lot of room and looks good with just about anything. Before the cabby, my most-used was my cerises bucket which is taking a well-deserved break. Come spring (or possibly sooner), I'll be taking the rubis neo bucket out for a spin.
I agree this forum is young and fun but sometimes, we older LV-ites need to express ourselves, too. Do you think we should start a 30-something and up club?