Your shorts won't last 10 years, if you are using them!
I have some looser capris, skorts, urban styled stuff I wear when going on errand rides, out to eat, etc. I am on a road bike. It's obvious my purpose is different than training, as I also usually have a big pannier or trunk pack on the rack. Truthfully, it doesn't make a difference if you wear these types of clothing on a long ride, but I find most of the chamois are not up to that. I have my 2 favorite Sugoi and Terry styles of regular shorts and I wear them to death. I don't like super thick chamois, or wide, either. I like lots of lycra, compression, and a flat, wide waist, lower rise. Hey, I buy all kinds of stuff.