You can do it if your skill level is high.
The first thing that comes to my mind is cutting the transmission tunnel out, doing the engine and trans swap, then getting a custom tunnel welded back in.
The reason I think this is because on the '87 I put a V-8 in was stock overwise and the transmission was less than 1/2" from the tunnel (in the back and front). I almost considered a custom 1/2 to 1 inch body lift to gain a little more clearance.
The wiring is another issue, I've done computer controlled to non computer controlled engine swaps in full sized chevy trucks and the electronic gauges and speedo still worked, even without the computer, usually the ABS doesn't work.
Never done an S-10 like that though, I usually take all the electronics out and go with the old mechanical stuff to make it easier.
In other words it can be done, so plan on the swap and post questions that are more specific when you get to that point, you might find it easy enough and figure it out on your own.