I just purchased my second pair of Frye Jackie Button boots in vintage leather after I decided that it may be a good idea to alternate, since I now wear my first pair every single day! The first color I bought is called Light Grey Vintage Leather, which is really a light taupe/dark neutral beige. The second pair I bought is Cognac Vintage Leather, which is the perfect shade of dark saddle/British tan (like Coach's British Tan bags)-- not too red, not too brown, and not too orangey. These are the most comfortable boots I've ever walked the city in. They are made perfectly, from the elegant simple design to the just-right heel height to the rubber grippy sole. It goes without saying that the leather is thick and the craftsmanship is excellent. I have high arches and the arch support is superb. I have wide toes, but I don't find the almond toe too tight, even with thick socks. I always wear a size 6 in boots and this size 6 fits me perfectly. I have slender calves and ankles, and I like that the shaft width is not too wide or saggy when I wear the boots with a skirt but I can easily slide them on and off when I wear the boots over jeans. I had been firmly opposed to buying a boot without a zipper because I absolutely hate to work hard to take boots on and off, but I got these anyway and they have proven to be super easy to take on and off. Also, many people have written that Frye boots can be difficult to take on and off when new and sometimes are too tight to get the ankle in before they're broken in, but the Jackie Button has been a breeze, even in the vintage leather. My first pair required no wearing in whatsoever and the new pair I just bought will need only a couple of wears, if only to mold perfectly to my feet. But even without the breaking in, they are already extremely comfortable. I can't speak for the nubuck version (the leather with a velvety finish), but the vintage leather (with the shinier finish) is gorgeous. It can be dressed up or down. I wear mine with dresses, skirts, jeans, leggings, cords, even pajamas.:) I don't want to take them off at the end of the day because they are so comfortable. I have seriously considered falling asleep in them. The sole is so comfortable, I forget that I'm wearing a 2.5-inch heel, which gives me a nice lift. I run around the city in these boots (and I mean I literally jog from place to place when I'm in a hurry) and they are tough enough to knock around on concrete without having to worry about every little scuff. The only sad thing is that the rest of the shoes and boots in my closet now sit untouched, since I always want to wear my Frye Jackies... I think I'm going to get the black ones too. I also agonized about the price and researched boots for a month straight before taking the plunge. I'm incredibly glad I did. These boots are worth every penny because they'll last a long time, withstand trends, and can be worn with so many things. I can't recommend them enough.