This is a favourite subject of mine and I often wonder what sized handbag is the best. Small, medium or large? I think, in truth, the bigger the bag, the more stuff you can fill it with. Far better, therefore, that you have a medium sized handbag. If you have a lot of stuff, then why not simply put it into a ‘holding area’. Often things that may be needed one day (i.e. an umbrella) may not be needed on another day. I find myself, these days, working with a couple of handbags, one larger than the other, but still filling with only things that are essential. Mainly, my purse, sunglasses, make up bag car keys/home keys, tissues (hand gel and mask given its 2020!). There is no need to fill your handbag with numerous pens, broken lipsticks and sticky sweets (well you can if you want but I am sure all of us have, at some stage, rummaged at the bottom of our handbag, only to find something sticky at the bottom of it)!
Keeping your bag streamlined will help you find what you are looking for, exactly when you need it.