I had a hard time picking just one pair, so I didn't. I actually had a hard time narrowing it down to these 7. I have a lot of shoes, and I love them all (okay, there are a pair or two I don't love cause they hurt me, but that's neither here nor there). So, I picked shoes out of different categories. Starting left of my feet and going counter clockwise:
Converse, I love these and wear them a lot. They are comfortable and casual and easy.
Loafers, these are work shoes, from Target, they are basic and simple and have a non-slip bottom and are also comfortable. I don't love them, but I don't hate them and I wear them a lot.
Saucony Kinvara 2, my running shoes. LOVE. Seriously, in love with these shoes. This is my second pair of these (same color) and they make me happy and I feel like they make me look fast.
Ann Taylor flats. These are my fun shoes. Sparkly flats, I don't wear them a ton, but they make me smile when I do wear them. Also, very comfortable. (You see a trend? I like comfortable shoes.)
Havaianas sandals. I have a lot of sandals. These are the ones that I wear the most.
Cannondale bike shoes. Hm, what to say about the bike shoes? I put them in the circle cause I wear them a lot. I like that they are so bright and white, I need to clean them.
Guess heels. I have loads of heels. I almost never wear any of them. They all hurt my feet and usually make my legs hurt too. I like the way heels make my legs look, but I don't like how they feel.
Bare feet. This is my preferred way of being. I'm always barefoot at home. I like being barefoot, but I don't plan on taking up barefoot running. Shoes are necessary in the outside world.