I find the baseball hobo works much better with jeans and sneakers as a casual bag. I'm still getting used to wearing a shoulder bag (my first in many years). I think the previous owner really never wore it, because the seams are just now beginning to soften and become more comfortable. I plan to wear it all week and see if I can't break it in a bit more.
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You look very cool and stylish, yet relaxed [emoji106]