I dig shoulder/mailbags. Ones that have a clean and modern look. One of my favorite shops, Imogene+Willie, has introduced their own design I could definitely see myself hitting the road with. Made by Nashville up-and-coming local leather craftsman, Emil Erwin, it features two main compartments, pen and phone pockets, adjustable leather shoulder strap, solid brass hardware, and brass rivets throughout for reinforcement - quality, durability & classic style.
Dimensions: 19"x 13.5"x 6". $650