Vintage Tumi Briefcase

Stylish and practical, vintage and designer crossbody bags and messenger bags are ideal for all occasions, from lunch dates to errands to sunny afternoons in the park to formal affairs.

Messenger bags are a fashion staple. A shoulder bag that’s designed to be durable and lightweight, messenger bags offer comfort and convenience when carrying heavy items, and while their functionality is comparable to that of standard backpacks, you don’t have to take your bag off to get into its compartments and various zippered pockets. This is a sophisticated accessory — it sits flat against your body and provides easy access to your belongings at all times.

Our love for vintage handbags and purses goes back a long time. For as long as we’ve needed to carry around personal items to and from our homes, handbags of some fashion have been in our lives. Bag design evolved notably during the later Middle Ages to meet the needs of increasingly prosperous, sophisticated and diverse societies. As craftspeople grew in skill, and the choice of materials and dyes increased, the bags’ exteriors were embellished to please the eye and signify status. In our modern era, there is a vast range of iconic handbags and other bags to choose from.

Crossbody bags, which were designed to be worn on one side of the body so that the long strap is looped over the opposite shoulder, have been popular and versatile accessories over time, thankfully improving upon the medieval-era crude leather and silk coin purses that Europeans fastened to their belts as well as the drawstring pouches of the Renaissance, which held money as often as they did flowers and spices. These bags — as well as the stylish messenger bags that have materialized during the 20th century — weren’t bound by gender when they first appeared, and they certainly aren’t today.

For an alluring alternative to a satchel or backpack, luxury houses and various legendary brands such as Gucci, Prada, Chanel, Louis Vuitton and others offer a wide range of crossbody bags and messenger bags for the discerning bag enthusiast. Find these bags in all shapes and sizes on 1stDibs.