I've done auto to manual swaps. but a manual to auto swap would be a bit harder, if you're looking to make it like it is a factory auto, since in '95 you'd be looking at an electronic transmission, so you have controller/PCM issues (and if you don't use an electronic transmission, you may have to look at signal converters, and modules to retain the speedometer, etc), steering column issues, you may have driveshaft modifications to make, flexplate/flywheel switches, possible cluster changes (if you want it to look and feel factory)...
IME manual transmissions are MUCH more prefered and harder to find than autos, I hate auto transmissions, especially the ones that came in our trucks from the factory. I agree with temped, you'd be much better off trading or selling your truck, and finding another one that you prefer with the auto already in, and auto trucks are much easier to find than manual ones, so I don't think it would be too hard.