I usually use mostly 3 kinds of picks. Right now I'm using this black nylon pick made by some company that I don't remember. It's got a half moon on the pick. It's similar to the gray nylon Dunlop picks. I can never remember the gauge but it's about medium I think. I like using these types of picks for acoustic guitar playing because of the scratchy sound I get when I invert that pick and play it sideways or upside down (the little dots on the pick make beautiful bright tones on an acoustic). As a matter of fact I always play with the pick sideways using the fatter end of the pick...sorta like the fat rounder corner of it. I seldom use the pointy end. And for my scratchy bright sounding acoustic picking...the pick is played upside down against the dots.
For my Les Paul it's always White Fender Celluloid Heavys.
For my Strat it's always the Celluloid Fender Mediums in the funky colors. I like the feel and tone of medium picks on Strats because right now I'm using 9s. If I used 10s I'd probably use the Heavys.
I'll sometimes use a metal pick on the Les Paul if I'm really in the mood to squeak or play really tight fast rough metal rhythms which seldom happens, but does on occasion. Here's something for Nelski...have you ever read that the Reverend Billy once was quoted as giving credit to the "Platex Living Bra" as the source of his squeaks? (the bra clip that looks like a beer can tab).
Guitars/Bass - MIM Fender Classic 50s Strat, MIM Fender Standard Strat, Squier Classic Vibe 50s Tele, Gibson Les Paul Studio, Epi '56 Gold Top Les Paul, Martin DSR acoustic, Sigma Martin Auditorium electric/acoustic, Squier Jazz Bass.
Amps/Cabinets/Modelers - Model 2558 50 watt Marshall Silver Anniversary Jubilee combo w/ Celestion Vintage 30s, 4x12 Marshall cabinet w/25 watt Greenback Celestions, Fender Blues Junior w/ a couple of Billm mods, Line 6 POD 2.0, Roland Micro Cube
Pedals/Effects - Cry Baby Classic Wah, Boss TU-2, Boss NS-2, Boss RC-2 Loop Station, Ross Compressor, MXR Micro Amp, Danelectro FAB Echo, Danelectro FAB Chorus, Danelectro Chicken Salad, Marshall Guv'nor Plus, Marshall Echohead, Duhvoodooman's Zonkin' Yellow Screamer, Digitech Digiverb, Digitech Bad Monkey, Dunlop Fuzz Face, Homemade Loop Bypass pedal, Duhvoodooman's Sonic Tonic (Maxon SD-9 clone +), Voodoo Labs Superfuzz