The Wednesday before Raqs's party I bought a purse to be my work bag to tote all my electronics (ipod, camera, cables, and of course the lovely Macbook Air!) and a comb and wallet and a tube of lipstick. It's 17" long x 12" tall x about 5" deep. It zips at the top, has two handles that go comfortably over my shoulder to tuck the bag securely
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Good luck!
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But UNDER $100 I recommend Maxx, OR my favorite brand used to be Liz Claiborne, who also made good bags with lots of pockets in designs I liked. There was a clearance store at my outlet mall - good times, good times. You might find one at the outlet mall closer to you... They might not last for DECADES but they'll last a long time.
The fact that your Target bag essentially exploded (and the fact that I saw it) indicates to me that you need something really built like luggage, something built to carry a lot of weight a lot. And that's also partly why I'm steering you towards the D&B bags, because those are built like luggage and built to last.
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