Vintage COACH K8C-9055 Chocolate Leather Huge Messenger Briefcase Laptop Bag USA
Looks alot better than the pictures. I see very few scratches in the leather and it is a pretty dark chocolate brown. The long thick leather strap looks great and it is fully detachable and adjustable.
Coach Signature Monogram Messenger Crossbody Bag Black/Gray Magnetic Strap
What stands out about the medium size is the access it gives to items without rummaging around.