I only have these boots a week, but they were really easy to wear in. They got their first outing on a weekend trip where I spent two days walking around a big city. They were really comfortable. It was pouring rain the first day and my feet stayed perfectly dry. I usually wear a 7 or 7.5 and I'm glad I went for the 7.5 this time, they are just right. I'm really happy with these boots so far, good quality, comfortable and I like how they look.