
Shorts, sweats, and a monogram Louis Vuitton handbag? Er…okay. Jessica Simpson glammed up her casual outfit with a classic Louis Vuitton, which I of course worship. The bag is the perfect size for everyday activities and even weekend getaways, though I have to say it looks much better when it's paired with a more dressed-up outfit. Bust out that LBD, Jess!
Photo from People.com.

Fergie kills me with some of the get-ups she calls outfits. Of course all black is always the way to go, especially when you're hanging with the fashion crowd. Backstage at the BCBG show, Fergie sported black relaxed trousers, a tough black leather jacket, and the superstar favorite: pitch black shades that keep you from going blind when the photogs are after you. That leaves us with Fergie's monstrous black bag (a bit big for toting into a show, no?). Can anyone name this handbag? I see a complete zip closure and stiff leather…Gucci? Perhaps it's from Fergie's own line she did with Candie's? The verdict is out!
Photo thanks to BuzzFoto.com

Last time we saw Jessica Simpson carrying a Louis Vuitton handbag, she was wearing sweats. This time, the newly single starlet got it right, pairing her monogram purse with a summery floral frock on a recent night out. Okay, so the clashing prints are a bit of a hiccup, but it's good to see Jessica smiling again. Nothing like a little Louis Vuitton to perk a girl up!
Photo from People.com.

Hilary Duff seems to love wearing her to-die-for Prada Fairy handbag with ultra-short shorts, as we've seen her do a couple of times now. At least she can pull them off, as she does with this kind of glam-casual ensemble consisting of cowboy boots, a crinkled green tunic and those aforementioned barely there shorts. The purse is easily one of the most coveted items of the year and Hil looks fab with it.

Ah, will you look at that precious thing? So adorable, so charming, so covetable. And the puppy's pretty cute too. Ashley Tisdale has some seriously showstopping arm candy, pairing a darling dog with a cream Balenciaga handbag (love the heavy hardware). But which one is cuter?
Photo from People.com.

Well, I don't like to kick someone when they're down, but: LeAnn, SWEATS? With a perfectly adorable Balenciaga? Really? No, really? The recently separated crooner certainly dressed the part of a lovelorn lady, pairing her petite Balenciaga bag with sloppy sweats and flip-flops. All that's missing is the pint of ice cream. Love the purse, but the outfit ruins it all.
Photo from JustJared.buzznet.com.

She's a big fan of Chanel, Gucci, Chloe, and Hermes handbags, so why not Treesje too? Lindsay Lohan rolled up to Kitson to celebrate Treesje's Magnolia collection, showing off her blonde locks and a bright blue tank. Say what you want about Lindsay, but at least she keeps things interesting &"#8211; you rarely see her with the same purse twice!
Photo from People.com.

Uh oh. Is Speidi about to become…Spy-di? After waving her Hermes bags all over Hollywood, Heidi Montag, that “Hills& gal you love to hate, has turned her eye to the Fendi Spy (and, if my eyes aren't failing me, it looks like she's already got an electric-blue Chanel purse on her arm already). Seriously – does Brent Bolthouse pay this girl to play with designer purses at LA boutiques? (And is he hiring?) And does seeing Heidi carrying these covetable big-name bags lessen their appeal in your eyes?
Photos from UsMagazine.com.

Whoa. How'd Daisy Duke get her hands on a Gucci bag? Oh, wait, that's just Lindsay Lohan, randomly pairing her summery cropped (read: way too short) peasant blouse, fringed sandals, and cropped (read: again, WAY too short) cut-offs with an elegant Gucci monogrammed carry-all. Love the Gucci, but it looks totally wrong with this youthful, beach bimbo-y look, don't you think? I know La Lohan is going through some tough times, but there's no need to take it out on a poor defenseless designer handbag.
Photo from GlamourMagazine.co.uk.

Photo from PopSugar.com.
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