It’s good that you mentioned your favorite style. In fact, I’m not a stylist, I’m more of a bag maker. But to give a detailed answer to your question, I asked one of my friends – a stylist, Ron Wilkom.
Ron replies: casual is good for being inclusive. This style combines elements of many styles and accessories always give a special touch to the look. However, when choosing a bag, you should pay special attention to shoes: sneakers with chunky soles or Martin’s boots will perfectly match with a belt bag, even if you wear a light knitted dress. But for more elegant looks with blouses and straight trousers /skirts, a clutch is more suitable, since non-massive shoes with a small heel are usually selected for this type of look.
Another point to keep in mind when choosing a bag is your route. If you are going to, say, the airport or other crowded places, then it’s better to have all the necessary elements close to you, in one place. This is also important for city metro travel. If you, on the contrary, decided to just “go out” and go to a restaurant or gallery – then your choice is a clutch.
Remember, you can mix and match. Casual is always about freedom of expression. And if you feel comfortable in massive boots, a short black dress with a clutch in hand – It’s your choice! Just be yourself.