Longtubes are better than shorties but honestly id just get a midpipe and a catback. You dont feel too much of a difference but its a great sound difference and usually one of the most pleasing mods because you hear it all the time. Longtubes are great but are pricey and can be a hassle.
You can get more out of a supercharger easier with full bolt ons and slowly save up. Im at full bolt ons and about to boost. But you can supercharge without them. Depends how much boost you want to run and if its intercooled or not is where it becomes safe or a ticking time bomb. On low boost you can go no intercooler and still be good.
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Also the tune is a huge part of running a safe boosted motor.