The word "investment" might lead you to believe that you'll automatically make good money off your Fendi tote if you sell it in 10 years. But let's face it -- most handbags don't increase in value, especially if you use them every day. Sure, if you snag a vintage Chanel 2.55 bag for $15 at a thrift store and then unload it on eBay, you're going to make a pretty penny. You'll also see a hefty profit on a limited-edition Balenciaga motorcycle bag that has a months-long waiting list. In most cases, though, maybe it's best to think of the "investment" as more of a lifestyle lift (or reputation booster) than a moneymaking proposition.