I go like this:
Fender 40th Annv. Stratocaster (or one of many cheap-o's, knockoffs, or oddballs) into:
BOSS FZ-2 Hyper Fuzz (gain boost setting)
DOD FX35 Octaplus
BOSS HM-2 Heavy Metal Distortion
BOSS TR-2 Tremolo
Electro Harmonix Big Muff Pi (USA reissue)
BOSS SYB-3 Bass Synthesizer
Danelectro FAB Flange
Danelectro Dan-O-Wah
Electro Harmonix Small Stone (Russian)
DOD FX84 Milk Box Compressor
Arion SAD-3 Stereo Delay
into either a Crate Vintage Club 30 (30W all tube 1x12 w reverb) or a Peavey VT Classic (50w solid pre, tube power, 2x12, built in phase shifter & reverb)
Other various pedals/FX laying around that get thrown in there once in a while or get used for recording:
Danelectro food-named mini compression, slapback delay, tremelo, EQ (EQ is broken, but now is a shriek/squeal generator with 7 faders to control pitch and other aspects. It circuit-bent itself.)
Line 6 Tonecore stereo dock w/
Verbzilla, Echo Park, Tap Tremolo & Constrictor modules.
DOD FX75B Flanger
BOSS GE-7 Equalizer
Danelectro Shift Daddy ($15 + came with free t-shirt)
Johnson J-Station
DBX 166xl rackmount compressor/gate
ART Tube MP preamp
Alesis Ineko multi-fx box
Korg Electribe EA-1 Analog Modeling Synth (I run the guitar signal into the aux-in and use the filter section on it)