LOL at Velominati.

Best and worst was probably my road bike. I think we've all heard enough about that. But...I learned my lesson, and it sort of created a monster, regardless of how it fits.

Beyond that...
Best: Most of my Pearl Izumi gear. The things that gets the most use are the shorts (the In-R-Cool Elite shorts) and gloves (Gel-Vent), of course, but I love my safety orange convertible barrier jacket. I've had one chance to use the Am-fib tights during a very slushy cross bike ride, and I liked how they performed. Also, my Polar bottles. I need to get 20oz ones for the cross bike because the 24oz ones don't fit!
HUGE Topeak seat bags, for both bikes.
My CX bike.
The stash of Specialized Jetts that I am amassing...

Worst:
Cheap Performance shorts. Their re-vamped higher-end ones are actually pretty good (not Pearl-good, but still), but the lower end ones...not so much.
Wired computers with cadence.
A Serfas wireless bike computer. There were some things I liked about it (easy to read, for one), but it was very easy to accidentally reset and it was very prone to interference. I replaced it with a Cateye and I am happy.