My 99 dodge diesel is 2wd, I bought it that way because at the time I was a starving marine and pinching pennies. I did spring for the limited slip differential, which contrary to what many posters think does almost nothing to keep you from getting stuck. It's nowhere close to a substitute for 4wd. I now live in a rural area on some acreage and cannot move the truck around my yard much of the year because it will get stuck on wet grass. Right now it's sitting on grass next to my barn, it rained today and if I were to try and move it I'd have to pull it with my tractor, which I've done numerous times before. This truck is now relegated to farm duties due to age & mileage and I have a year old tundra as my main pickup. It's a 4x4 and I'm able to drive it around my place at will.
I do a lot of hunting and the 2wd dodge kept me from a lot of places I'd have been able to reach with a 4wd pickup. I was pretty much limited to pavement any time there was any moisture in the ground, which there usually is during hunting season. It really limited me and I can remember multiple times I had to be pulled out by hunting buds in their 4x4's.
Any pickup I buy from here on out will by 4x4, 2wd won't even be a consideration. I've done that and the PITA that is getting stuck in the middle of nowhere isn't worth the extra money for 4x4. Life's too short to put up with the hassle of constantly getting stuck.