is it weird to carry two bags?

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How would it look to carry LV Totally MM Ebene and LV Tivoli PM together/
I think two bags of the same sort (two shoulder carry totes, two top handles, two messengers) usually don't look very good worn together. That's where personally I limit things to.
But a handheld and a tote, that's actually a very handy combo since your important personal items are easy to reach and your bulkier things are out of the way in your tote.
 
I carry two bags to work every day. One larger bag with my laptop, badge, and work papers:

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And then whatever crossbody / shoulder / satchel / etc that I’m wearing to complete my ‘outfit’.
 
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