I have not had FitFlop before nor tried them on so I had no idea how these would fit. I can't find FitFlop brand locally. However, I've had 2 pairs of Skechers Tone-Ups, in flip flop style and furry winter clogs, which have similar sole type. I'm a little disappointed that these boots have less arch support than Skechers Tone-Ups. Skechers Tone-Ups hug my arch completely while these FitFlop boots still leave a gap.

I'm glad I followed the reviewers's advices to go with the sandal size. I crossed my fingers that these boots would be sized the same as Skechers version. I wear size 5 on open toe sandals (Tone Up flip flops) and size 6 on closed shoes (Tone up clogs). I bought these boots in size 5 and they fit! If you have wide feet or like wearing thick socks, I'd recommend going with your normal shoe size. My feet are slightly wider than normal (although I still fit in Normal/B wide in most cases) and thick workout socks feel tight inside these boots. I measured the sole length and these boots have the same length as Skechers Tone-ups clogs size 6 that I have.

I have quite muscular calves and the boot shafts have just enough room to fit my skinny jeans. I'm happy for that! I'm about 5'2" and 120 pounds. I have no problem putting these in. I pull up the shaft up to half my calf then I press my foot on the floor to get it inside, then pull up the shaft again to the max. The leather is so soft and broken in. No stiffness at all.

I found that the measurement provided in the website is correct. So measure your calves circumference before you buy to make sure they would fit yours.

4 stars for the lack of arch support (to clarify there still have some arch support, i would say moderate). I love everything else about these boots! :) Got these on sale for $ 72. Thank you Amazon! Wouldn't be able to pay for the full price.

Since I got these, I walked everywhere with these boots, so comfortable! No blisters! Wide toe box is a huge plus for a person with bunions like me.