by Terence M. Kane June 11, 2006

An improvisational musical excursion by Midwest rock band Umphrey's McGee (the best live band around these days). A "Jimmy Stewart" involves sections of music built upon by each band member, by using hand signals and on-stage communication. This kind of improvisation rarely ever falls flat, and will always keep the listener (or observer) interested. Visit umphreys.com for free podcasts.
"Man, that "Jimmy Stewart" out of The Triple Wide was absolutely ridiculous. I don't think I've ever danced that much!"
by Humphrey's McGhee December 28, 2008

by EmilyIsMe June 2, 2006

A level in Mario Maker 2 in which the goal is a few feet from the start and there are only a few bumps and gaps to jump over. In other words an easy and short but bad level.
Oh no, its a little Jimmy level. GOSH DANGIT BLUE MARIO, PINK MARIO, AND PUMPITENDO GOT TO THE GOAL AND IM LEFT IN THEIR DUST.
by Randomguywithnothingbettertodo March 11, 2021

Two meanings:
1. Fit well together, get along, understand one another, vibe.
2. Indirect route to get somewhere.
1. Fit well together, get along, understand one another, vibe.
2. Indirect route to get somewhere.
John and I don't jimmy-jog well. (We don't get along)
You get there by going right and then jimmy-jog over a bit further.
You get there by going right and then jimmy-jog over a bit further.
by Phrase Maker 1970 January 7, 2022

A long, slender penis. Similar to a 6-7 inch section of garden hose. Thin Jimmy’s are ideal for anal sex due to limited girth.
Rachel loves anal now that she’s with a dude that packs a Thin Jimmy.
Rachel: My old boyfriend had a horse cock and left me anal gaping. But now that I’m with Carl, his Thin Jimmy is perfect and I snap right back shut.
Rachel: My old boyfriend had a horse cock and left me anal gaping. But now that I’m with Carl, his Thin Jimmy is perfect and I snap right back shut.
by Eaton Holgoode October 18, 2017

by lone ripper July 14, 2009
