Like everyone else says buy 1/2 size down. I still have some give in my heel but i wear an insert and it helps with that. Also, it's probably me but i have 2 pairs of Frye boots and initially the right side was hard to get on for both pairs. I really just wanted to comment on the color since all monitors are different. Tan arrives as "Tan Tan" and it's a distressed brown like a leather bomber jacket. Not what i would consider a classic 'tan' but i think they look great. Also, i find that prices really vary depending on the color...and even the day, on Amazon. When i bought these last week they were almost 10 cheaper than they are now. Right now the 'brown' boots are the best price (with tan as the next best value) so I recommend checking back in on amazon often if you're shopping around for a good price.