I've always been a jeans person I prefer wearing them. I don't really like the leggings look although I do have trousers which look like leggings but there not I might wear leggings with a top on a night out possibly depending on the material and if it looks more like trousers. Jeans also go with pretty much everything.
I usually save shorts/skirts/dresses for nights out. I can wear shorts in the day time sometimes if it's warm and skirts usually they are still jeans material .
They're pretty tough compared to a lot of trouser options, and they don't look stupid if you wear fairly baggy ones. For me, if I wore lighter and/or tighter trousers most of the time they'd end up torn to shreds.
I dunno, I guess it's just one of those staple pieces of casual clothing, like t-shirts and vest tops.
I think jeans can be fairly comfy, though I agree that they're not as comfy as other types of trousers such as chinos, cotton trousers and jogging bottoms. Although, I once bought a pair of jeans from Forever 21 that were amazingly soft and comfortable - I really loved them but now I've somehow lost them