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It's very comfortable for me from the start. I'm sure it will get even more comfortable in time with age. I believe the greater width and thickness compared to other belts helps with that. Some other belts that are smaller than 1.5" tend to dig into my hip quiet a bit creating some uncomfortable pressure. But I don't have that problem with this belt. At the same time, the belt very sturdy. It holds my OWB holster great. The artwork on this belt is Amazing!
Purchased this for a friend of mine for his birthday both he and I are really impressed with the quality and overall amazing looks of this belt. He had an amazing looking buckle that was attached to a fake leather piece of junk that ripped at the holes and overall just did not look good and he had been struggling with for years, so it only made sense and I help him out with that. He also praises the Chicago screw construction because he was able to swap his fancy buckle onto the new belt no problem. Not only do I give it a perfect 10, but my friend does too. HIGHLY RECOMMEND!!