My newest personal vehicle is the 2010 Ford Transit Connect which is my go to van 'cause it's stingy with gas. If it's snowing or plowing needing done, I drive the '07 Jeep JKU. If it's nice out and I want to play, I drive the '99 Jeep TJ (top down, of course), and if I ever get it restored, I'll pimp around town in the '80 Rolls Royce Silver Wraith II.
The Pullet drives a '15 Chevy Equinox, and the Old Hen drives her '22 Chevy Trailblazer. Everything is insured but the Rolls.
My big time drinking days ended when I retired. Now it's a max of three 24 ounce Miller Lite drafts, twice a week.