I do use my medium Boy as an everyday bag and it can get a little heavy especially worn crossbody but then I usually switch it up and carry it as a shoulder bag and put my hand under the chain on my shoulder because I feel like it sometimes keeps sliding off. But most of the time you'll be in a car or you stop for coffee or whatever where you sit down and take your handbag off so it should be fine. It's just when you carry it for like 5 hours straight without sitting it down for a minute, at least for me