Yeah, the first gen Dakotas are about as small a truck I'd recommend. I can't imagine driving anything below a mid size, and not sure what use they would be except maybe for an off-roader.
An old Jeep Commanche is a very simple truck to maintain and repair, and the 4.0 liter with 5-speed manual is pretty bulletproof. Very few electronics compared to anything newer too. Problem is, these things are getting really expensive to buy in rust free condition!