So I just bought both a mini and a a small size and they are my first reissues and my first mini. I got the mini in the black metallic because I needed a versatile weekend/dinner fun bag. I originally got the mini also in the beige metallic, but ended up sizing up to the small. I love the beige so much I want to be able to take it to work and I feel the mini size just looks silly as a work bag. I realized that I had no need for multiple minis. While everything I carry fits in both bags, I feel if I had to pick one I would go with the small. It will fit sunglasses (mini doesn’t fit mine) and can cross the day-to-night transition easier imo. It really depends what you want to use it for and what your current collection looks like.