If getting one's money worth is about cost per wear, it's hard to beat a decently made contemporary bag. Even if it breaks down in a couple years, they're often 1/7 - 1/10 the cost of luxury items, so the luxury item would have to last 10 times as long. I'm middle aged, so half my life is already gone, and the oldest bag I have is only 4 years old, so I'm not sure how much thinking of it in those terms makes a lot of sense for me, lol. I paid $200 for a Dooney and Bourke I wore probably 500+ times before it broke. I paid $2300 for a
Gucci bag that, to get equivalent cost per wear, I'd have to wear it ... 5,750 times, and it's pretty much a guarantee that, since I have other bags to wear too, I'd die before I reached that point. Actually, probably my best cost per wear is a $20 coated canvas crossbody I bought about a year and a half ago, which I use for physical kinds of outings all the time.
So I guess, almost all my bags I'd say I got my money's worth, because as long as I was okay with the price and I use it somewhat regularly, which I do for pretty much everything I have, I feel like I'm getting my money's worth. If I think of getting my money's worth as bang for the buck more generally, including price, beauty, utility, everything, then my best is my
Coach Swagger 27 even though I've only had it for about 15 months. Holds a lot without being too big, is black so goes with everything, but has mixed metal rivets and quilting so it's not boring to me, and goes well day to night, I think. And I just love the way it looks. Bought it used for about $300.