Here's my problem with shoes - I need my feet to be comfortable. I can't squeeze my feet into uncomfortable shoes. I just can't. Also, I have big feet - I wear a 10, 10 1/2, or an 11 sometimes. There aren't many cute, comfortable shoes for a size 10.
When I find a pair of shoes I like, I buy them in all colors available and wear them until they fall apart.
In the summer, I have 4 pairs of shoes. Sneakers, Go Walks, flip flops, and sandals. I have 1 pair of each and I'm all set for the summer.
For exercise, I like Saucony. Mine are similar to this pair, although I usually try to choose ones that have blue on them:
I LOVE Skechers Go Walks. I started wearing them last year and they are the most comfortable shoe ever. These are my go-to summer shoe because they're the best for chasing around my kids. I've worn them sightseeing around New York City and all around Disney World and my feet never hurt once. They are well worth the money. This is the pair I bought this summer:
I love flip flops. This year I got these ones at Target and they are super comfortable:
Finally, I get one pair of wedge sandals to wear with skirts or on dressier occasions. The pair I have is old, so I don't have a picture of them, but they are similar to this pair:
My go-to places for shoes are DSW, Kohls, Nordstrom, Target, and Zappos. The Go Walks are much cheaper at both Kohls and Nordstrom than they are at Skechers.
Since I'm not a shoe person, my kids don't have a lot of shoes either. My favorite shoes for them (and their favorite shoes) are Natives:
I wish I was a bit more of a shoe person, but I'm just not. I dread shoe shopping. I'm not good at knowing what shoes look good with which outfit. It's just not my thing. I like to remind Matt how lucky he is that I don't have 50 pairs of shoes and all sorts of designer brands. It's just not my style.