She's a very successful celebrity with a whole lot of money in her bank account. She buys her designer bags and uses them for a month or 2, then she buys another and ditches the old ones. I buy my designer bags and after 2 years I still use them, LOL!
Here is part of Britney Spears' handbag collection.
Louis Vuitton. I remember clearly this retailed at US$2,000 and I saw it myself at the window of the LV boutique at KLCC.
Orange alligator skin bowling bag from Nancy Gonzalez. I remember and I think it's around US$2,950.

Chloe "IT" bag. I think that's what they called it. Love the colour.
Versace "Snap Out of It" handbag. And I also don't know why she carried 2 that time.

Rebecca Minkoff.
Coach. This is her latest purchase and she's currently using this.
Prada Tessuto bag.
A nylon messenger bag from nylon.
Christian Audigier! I think she has one more.
Another red Chloe bag.
A Mulberry Daria Hobo bag in purple ostrich skin. Ostrich skin! :0

Last but not least, in fact the best of all, Hermes Kelly in black crocodile skin! I blogged about this before, but it's worth reblogging it. =D
Britney, get me a Birkin and my life is complete. And get yourself a Birkin too! Would love to see you with a Birkin!