I have not ever owned a 60, but I have had my pickup for almost 11 years, it got me thru 4 years of college and it has been my daily driver for work the last 6-7 years. I am with you on the body style, I am not a huge fan of the tacoma body style either. For what it's worth, here is my advice:
People will try to steer you clear of the v6, and while it would not be my first choice but not for the reasons most people give. I like the 4cyl because it is about the most simple motor I have ever worked on. While the 4cyl is no powerhouse, it is a solid little motor that if taken care of will easily get you over 200,000 miles. I currently am knocking on 300,000 myself. The v6 is a good little motor that has gotten a bad name. In the early 90s Toyota changed the head gasket material and it took them several years to get one that would hold up. The mid 90s models seem to hold up pretty well. As with any motor with aluminum heads and an iron block, if you over heat it, then you may warp the heads and end up with a head gasket failure. The v6s just seem to be more prone to it than others.
Don't get me wrong, in a truck, provided that it is geared correctly, they are a nice little motor. Much quieter than the 22Rs but for the extra 2 cylinders, you don't really get the best bang for the buck. They are not hard to work on, just alot of stuff crammed into a rather small engine compartment. I actually have a block at the machinist now that will be going into my 88 4Runner later this summer I hope.
As far as what to look for. I would look for a stock extended cab. Mine is standard and I have zero room for anything. Look for a 4cyl 5spd truck with reasonable miles, 150k is not unreasonable for these trucks. Ask about the timing chain, should be done every 90k-100k miles on these trucks. Check that the trans shifts smoothly, mine lasted until about 215k before it needed a rebuild. Bucket seats are nice, but not a necessity since you can swap in a pair very easily. Check the water to make sure it is clean and the oil, although I would change all the fluids for good measure.
As far as comfort, well it is a torsion-bar truck, it may ride better than the 60 or may not. The 60 has some weight and will make the springs work more like they are supposed to. The pickups are very light and as such tend to ride a little, well like a truck.
I love my pickup and have had alot of offers over the years, but I won't even price it. Most everyone I know have moved on to newer vehicles, but mine is paid for and cranks every time I turn the key and if it doesn't chances are I left the lights on
Good hunting and keep us posted,
Tucker