I will totally feel like an idiot if it turns out to be the fuel filter - you are right - that is something I should have changed a year ago when I bought the car. It ran good so I just assumed and that there was my mistake.

That one time we had 65psi of fuel, my boost gauge was showing over 5psi boost.

But the other times it was stopping at 60psi and the boost gauge tried climbing, but couldn't with the bucking. So, I'm very much thinking now it's been fuel related all along.

DodgeCharger: All vacuum lines under the hood have been replaced along with the line to the boost gauge. The one from the brake booster to the heater control is still the factory one, but it checked out good and rather than changing a bunch of fittings, I simply re-used it. This car is a Shelby, so I don't have cruise control or anything else (thankfully)

I think I'm getting closer and narrowing down all the possibilities. Couldn't do it without your guys' direction though - and I think you for your help! Hopefully I'll have some good news to report soon!