Rochete
·if you want a messenger bag, get a real messenger bag, not a leather briefcase with a flap and a long strap. It will be uncomfortable. Take it from someone who commutes to work on a bike and often carries a laptop. A couple I suggest are:
https://trakke.com/collections/waxed-canvas-messenger-bags/products/wee-lug-messenger-bag
https://bedouinfoundry.com/products/barbary
neither are leather, but are waxed canvas. Which is a lot better if it might get wet.
A leather satchel like others have recommended is fine, as long as your realize it’s just a briefcase/satchel with a strap.
Absolutely best advice here. Also my experience. Those beautiful leather satchels/briefcases made to last 100 yrs are not really made to be regularly carried hanging from your shoulder, they already weigh a few kg empty and those straps... well, I spent a little fortune on shoulder/neck massage until I saw the light of cross-body design and got one of this:
https://www.wardow.com/es/chrome-mini-metro-bolso-de-mensajero-bg-001-bk-es-0.html
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