Just want to clear up some stuff here...
All of the first-gen (boxy) S-trucks got the 7.5/7.625" rear. They like to go boom. They are a big no-no for a V8. They were used in F-bodies like the Camaro and Firebird, but they are also very traction limited. Swap in some sticky tires or put a trailer on the back and it won't last a day.
Starting with the ZR2 in the mid 90s, they started filtering in the 8.5. Properly built they'll handle a good bit of torque, but they are not the best choice for heavy towing but will do fine in a stout street machine. I tow 3500 lbs in my Impala SS with the 8.5 and 400 lb-ft. The bearings are shot, they whine like they're ready to sieze any day, and every 5000 miles I change the diff fluid and it looks like metallic paint. Sturdy resistance to torque; yes. Good for HD truck use; no.
By the late 90s almost all S-trucks had 8.5" rears. They are not all interchangable with each other; some are wider (specifically the 4x4 and ZR2), but for the most part a grassroots kinda guy like you should have no trouble making any of them fit. Look also to the Astro Vans, particularly the AWD versions. They sometimes got an 8.5.
Swapping is pretty easy in either the 2.8 or 4.3 truck with the right parts. The 4.3 truck will be a little easier in my opinion. The 2.8s had a different crossmember that will require a custom oil pan and custom mounts; both readily available from the aftermarket. 4x4 trucks will also require a custom pan.
The other nice thing about using a 4.3 truck is that a 4.3 is three-quarters of a small block V8. All of your accessory drive, motor mount holes, transmission bellhousing, etc will all bolt up. The 2.8 is a 60* V6 so the tranny bellhousing is different in addition to the motor mount holes, accessories, and other peripherals.
But, V8 swap kits are out there for 4-bangers, 2.8s, 4.3s, etc. Any of the trucks will do, but the 4.3 trucks will have the most amount of parts that you can re-use.
Don't worry too much about adequate braking. GM used the same basic 11 and 12" rotors and calipers on all F, B, A, D, G, early Y, and X-bodies, and those same exact rotors and calipers can be found on S-trucks, Astro vans, and light 1/2 tons. Basically, if it had 5-lugs, and either the 5" or 4.75" bolt pattern, they all get a variation of the same rotors and calipers on any GM intermediate, full-size, HD car, up to light half tons. You'd be surprised at how much interchanges between an S-truck and a Camaro or Caprice, both of which came from the factory with big V8 power. I've always found GM braking to be adequate. Nothing fancy or overkill, but enough to really do the job.