Granted, I do wear spandex cycling shorts and tights when I ride, but they're quite comfortable. The bous feel supported but not crushed or strangled. And I once bought some skinny jeans after I first lost 70+ pounds (it was like The Nutty Professor "Spandex!") but they were really uncomfortable to sit in, especially while driving.
Anything that is low waisted AND skinny is impossible to wear. Unless you want everyone in the world to see your buttcrack. But over the last 8-10 years I've gotten pretty used to slim/straight legged jeans/dress pants. They're harder to find, but there are plenty of jeans out there that are both "tight" around the thighs/calves that also offer enough space for the boys to roam free. H&M is usually pretty good about putting out a pair or two that are reasonably priced and will last a number of years (aka until I inevitably blow out the crotch from riding in them too often).