A tale of two trucks...
My Dad bought a 1989 Ford Ranger XLT automatic 2WD V6 extended cab new. He kept it for 7 years and sold it with 80,000 miles on it.
Good: Reliable, comfortable , gas friendly [for a truck]
Bad: Ranger was smaller; for tall people in can be uncomfortable, still was a gas hog, only a 2wd so it got stuck occasionally, automatic. (The automatic doesn't help when you need to more closely control your engine in off-road and "stuck" situations.)
Cut to 2002 when I bought a 1999 Ford F-150 XLT stick regular cab extended bed 4wd off road package V6 with 27,000 miles on it.
Good: Reliable, comfortable, hauls a lot, gets respect on the road, 4wd kicks butt in the rain and off road, stick.
Bad: Big enough to cause parking difficulties, gas guzzler, expensive to maintain ($500+ for four tires, 4wd oil, etc.), V6 is somewhat underpowered, not much room in the cab.
If I had to do it over again, I'd still go with the F-150 but with an extended cab and a V8. Yeah, the gas mileage would get worse. I'd want the extended cab so my groceries won't go sliding all over the 7 or 8 foot (whatever the longest bed is that Ford makes) bed. I'm considering buying a plastic crate to hold groceries and other small items for the bed.
If you're taller or see yourself doing some hauling, go F-150. If you just want a smaller truck and do smaller hauling, go Ranger.
Get the 4x4. It will naturally jack up the truck, and more ground clearance is always better. In addition, it'll be useful for snow and rain. Rain..? Yes, rain! Trucks are notorious for sliding around in wet conditions when the back is empty. The 4x4 may help. (What'll help more is weighting down the bed with sand bags or something.) And remember that 4x4 does NOT help with braking!
STAY AWAY from those goofy flareside trucks! You lose a foot or two of bed space for "looks!" That's a bad trade in my opinion.
As for a dream truck..? F-250 or F-350, "King Ranch" edition, extended bed and quad cab. Stick. [:)]
Mike