Handbags & Accessories
Bags don't have a body-fit problem the way clothing does, but they have their own version of the same issue: the product photo rarely tells you the dimensions that actually matter day to day. Two bags that look similar in a thumbnail can differ by inches in height, width, and depth — differences that decide whether a laptop, a water bottle, or a day's essentials actually fit inside.
Strap drop (how far a shoulder or crossbody strap hangs the bag from your shoulder) is the closest thing bags have to a fit measurement, and it interacts with your height and torso length the way a garment's rise interacts with your waist. A strap drop that sits comfortably on one person can sit at the hip on someone shorter or ride too high on someone taller.
Structure matters for how a bag wears over time: a structured bag with reinforced panels holds its shape when it's full; an unstructured, soft-construction bag will slouch and mold to its contents. Neither is wrong, but they photograph differently empty than they'll look loaded, which is worth remembering when comparing product images.
Handbags & Accessories at retailers

Eileen Fisher
Italian Leather Shoulder Bag

Eileen Fisher
Italian Pebbled Leather Belt Bag

Eileen Fisher
Italian Leather Belt Bag
Calvin Klein
Calvin Klein Women's Slouchy Leather Shoulder Bag - Black
Calvin Klein
Calvin Klein Women's Slouchy Leather Shoulder Bag - Medium Brown

Banana Republic Factory
Vegan Leather Cloud Crossbody Bag
Calvin Klein
Calvin Klein Women's Slouchy Leather Medium Shoulder Bag - Medium Brown
Calvin Klein
Calvin Klein Women's Slouchy Leather Medium Shoulder Bag - Black
Calvin Klein
Calvin Klein Men's Bold Pebble Crossbody Bag - Black
Calvin Klein
Calvin Klein Women's Minimal Monogram Flap Phone Crossbody Bag - Black

Gap
Vegan Suede Crescent Bag

Gap
Large Vegan Suede Crescent Bag

Gap
Toddler & Kids Heart Crossbody Bag
Calvin Klein
Calvin Klein Women's Minimal Monogram Logo Cosmetic Case - Black
Calvin Klein
Calvin Klein Women's Slouchy Suede Large Shoulder Bag - Brown
Calvin Klein
Calvin Klein Women's Slouchy Suede Shoulder Bag - Neutral

Banana Republic Factory
Vegan Leather Micro Mini Bucket Crossbody Bag
Calvin Klein
Calvin Klein Women's Slouchy Suede Small Shoulder Bag - Neutral
Levi's
Levi's Heritage Medium Bag - Women's One Size

Gap
Straw Tote Bag