What makes a hobo a hobo
A hobo has three things: a crescent outline that dips in the middle, a single strap, and a body soft enough to slouch when you wear it. Many hobos leave the top open, which is the reason people stop carrying them. The Hollis closes with a full-width zip, so you keep the slouch and lose the worry.
Hobo vs tote vs shoulder bag
A tote has two handles and a fixed open shape. A shoulder bag is usually more structured. A hobo falls between the two: it holds roughly what a compact tote does, rides on one strap like a shoulder bag, and moulds to your side. It is the most forgiving shape for a bag that is overfilled on Monday and half empty by Friday.
Sizes in this collection
The Hollis measures 15.75 inches across and 11.75 inches tall when laid flat, but a hobo is never worn flat. On the shoulder it curves in by a couple of inches, which is why the 9.75-inch drop sits it comfortably under the arm.
| Style | Width | Height | Depth | Drop |
|---|
| Ashby shoulder | 12.5" | 9.5" | 4" | 9.5" |
| Hollis hobo | 15.75" | 11.75" | 4.75" | 9.75" |
| Selby slouchy | 16.25" | 11" | 4.25" | 10.75" |
| Kendal bucket | 9.75" | 9" | 4.75" | 11" + crossbody |
| Rydal satchel | 12.5" | 9" | 3.25" | 4" handle + long strap |
| Ripley saddle | 8.75" | 7.5" | 2.75" | up to 22.75" |
| Tilly mini | 8.75" | 6.25" | 3.5" | 4" handle + crossbody |
| Mabel clutch | 11" | 7.5" | 0.75" | wrist strap |
The leather
A hobo only works if the leather is supple enough to curve without creasing hard. Full-grain with its surface intact bends into soft folds; cheaper corrected hides fold into sharp white lines along the crescent. That difference shows within weeks.
How it is made
The crescent is built from two curved panels joined by a gusset, stitched by hand so the seam follows the curve without puckering. The single strap is anchored at each horn of the crescent with doubled leather, because that is where a hobo carries its whole load.
Colours
On a hobo, colour shows off the folds. Cognac and tan pick up highlights along each curve as they age, black keeps the shape quiet and graphic, and oat makes the crescent read as a summer bag.
Initials, delivery and returns
The Hollis can carry three free initials near the zip end. It is cut when you order and ships in 5 to 7 working days, with 30 days to decide whether a hobo suits the way you carry.
Care
Because a hobo slumps when set down, store it stuffed with paper so the crescent keeps its line. Wipe the folds rather than scrubbing them, and condition it when the curves start to look dull.
How to style a hobo
Because it curves and softens, a hobo works best with relaxed clothes: knits, denim, linen, long coats. Worn high under the arm it looks neat. Let the strap out a little and it reads more bohemian. A dark Hollis with a long coat is the city version. Tan or oat with summer whites is the holiday one. Avoid packing a hobo with hard, square things like boxed chargers or books with sharp corners pressing out. Soft items let the crescent keep its shape, so put boxy things in a pouch.
What to put in a hobo, and what to leave out
A hobo works best with soft, mixed loads like a scarf, a cardigan, a bottle and a pouch of small items. It works less well with rigid square things that press against the curve, such as boxed chargers, hardback books and lunch boxes. Those make the crescent bulge and wear the leather unevenly. If you carry a tablet, slide it against the back panel, where the hobo is flattest. Keep keys clipped to the inside or in the zip pocket so they don't settle at the bottom of the curve.
Hobo bag sizes compared
Hobos usually come in three sizes. Small ones are about 11 to 12 inches wide and suit an evening or a light day. Medium ones, 14 to 16 inches, are the everyday size and hold a tablet. Large ones, 17 inches and up, are close to a tote. At 15.75 inches the Hollis is a medium, the size most people carry daily. If you want a smaller soft bag, the Tilly mini is the closest. If you need more room, our leather tote bags take a laptop.
Related collections
See also slouchy leather shoulder bags, leather shoulder bags or go back to all leather handbags.