This outfit is completely comfortable. I did wear my boot and the Frye shoe earlier in the day. At first, my toes were rather cold in the office due to the AC, but I got used to it. The shoes are Birk knock-offs that I bought for cheap at DSW over a year ago. I was headed to Florida to visit family and realized I had zero sandals of any kind. I hate flip flops so and I didn’t want to spend a lot of money since I rarely wear sandals anyway, so I grabbed these. I have no doubt that real Birks would be nicer, but these are perfectly comfortable and work just fine. BTW, the Grana pants are now in their Last Chance section, so I’m guessing they are phasing out this style.