For trips - for me, anyway - if the route or weather could be an issue, I take my Pathfinder; might carry something home, nap on it, whatever.
For good weather, great driving roads, or - um, time constraints - my Mustang gets the nod.
Old car stuff not too far away, good weather, the show-quality Road Runner.
Old-car stuff wherever, hope to address that soon with a less-show-quality Road Runner.

Another option for the OP might be to rent a Challenger and at least get a sample of his "real car".

We only get one pass through this life, and enjoying the drive is worthwhile. You could even say critical.