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As shoulder bags go, Zac Posen's 'Ariel' doesn't look like a particularly roomy one, and you'd struggle to fit work/school files into its long, thin body. That said, it's that slightly unusual shape that makes it stand out from all the other bags, and if that doesn't do it for you, perhaps the red leather with patent trim will: and it's the perect shape for tucking under your arm, too! Pick it up for $1,000 at Bloomingdales.

Related: ZacPosen's 'Abbey' satchel handbag is way better in red than black! | New York Fashion Week: Zac Posen | Zac Posen woven leather shoulderbag