I don't feel comfortable posting a picture of my bag collection on the internet, but I do own 37 bags, including canvas totes all the way to premier designer leather bags. I'm not including luggage, and I've been amassing (and cutting down) my collection for about 13 years!
The oldest bag in my collection might be my vintage Dior, but I'm not sure how old it is, so I'm going to say it is my mom's Louis Vuitton St Cloud PM. That was her first ever LV bag, which she has passed on to me now that she's in H territory LOL.
The bag I use most often is my work bag, my Faure Le Page Daily Battle 27! I've carried it to work 4 days a week for the past 9-10 months since I've had it! I cycle through all my other bags on the days I'm not working, so I wouldn't say I have a second most-used bag.