Look for relaxed fit trousers. If/when you get stuff tailored, get one or two sizes up and have the tailor take in the waist (although you'd also run the risk of having a long crotch-to-beltline distance, possibly putting the belt over your belly button).
Originally Posted by
DJConspicious
... if I bend down enough they may rip.
Hike up your pants before bending down. I always think of the older guys on the Tonight Show when Johnny Carson was the host, guys the age of Johnny and Ed McMahon. For some reason, that generation, and not so much later generations, had a practice of pulling up their trouser legs with a quick flick of the wrists right below the pockets. It works so well to relieve fabric tension that it even prevents wrinkles.
If you're concerned about your socks drooping below the cuffs of your pants and exposing your shins, become a well-dressed gentleman and get some shirt stays:
http://www.beltoutlet.com/shsogakeshdo.html 