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I haven't gotten to the point yet of ordering OOT bags. However, if you're having visualization issues, maybe it would help to go to a store like Target/Hallmark/etc that sells gift bags. That way, you could see which size bag would work with what you want to give your guests, and order that size online.
Not sure if this is helpful, but the "Cub" size seems to be about the size of a small shopping bag from somewhere like Anthropologie or J.Crew.
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Ha. I'm staring at the 500 options (okay, not really, but there are tons) of paper bag sizes on papermart.com. I tried measuring out the dimensions, but I just can't picture it. Did anyone else order their OOT/welcome bags online? If so, what size did you order?