Maybe I just have good luck when it comes to finding them, but my collection of jeans is pretty large and full of pairs that I actually find comfortable. During the colder months, you'll find me in jeans pretty much every day.
I'm a fan of the Canadian Tuxedo (especially for spring) and have been wearing chambray shirts with jeans since high school. It's been rocked by many from Queen Bey to Ralph Lauren. I find it classic and edgy with a western-y twist. It's simple and it's casual. There are ton of different ways to wear denim-on-denim.
Here are a couple of denim-on-denim looks that I love:
Anyone else a fan of being clad in denim?