Pretty good showing, I think. I'd check quite a few more, but I'm only counting things that happened while commuting, not other riding.
(Achievement: Description)
XFree Spirit: Take an alternate, unknown route on your way home
XFreeballer: Forget to pack a set of underwear, walk around the whole day with diddly squat under your slacks.
XFlyin': Go over 30 mph
XRocketman: Go over 35 mph
XShow-off: Pass a car when it's not stuck in traffic
XSprinter: Haul ass to make a stale green or yellow light
XHardened: Get hit by a car
XHahd Baastuhd: Get hit by a car, finish the ride to your destination
XRainman: Commute through a rainstorm/thunderstorm
XFrosty: Commute while it's visibly snowing
XDesert Fox: Commute when it's over 105 degrees outside
XTrooper: Commute at least 3 times a week during all 4 seasons
XLook Ma'! No hands!: Ride without holding the handlebars for 1 mile
XPwnage: pass a road bike, while on a mountain bike. +1 if you were wearing sandals, +2 if you were carrying gear and they weren't
XJitterbug: Drink some coffee before your commute
XBoy Scout: Get a flat tire, replace it on the road because you're carrying a spare
XGear-Head: Perform your own bike repairs
XHaters Gonna Hate: Zip by a bunch of cars stuck in traffic OR get home/to work in less time than a car would have taken
XGators Gonna Gate: Pass a gator.
Additions:
XOooo Shiney!!!: New bike
XN+1: Bike acquired
XTriple (k)Lutz: Have fallen on ice
XSpinnaker: Have had a 30 mph tailwind
XBeating to windward: Have had a 30 mph headwind
XLitterbug: Lost pump/water bottle/whatever somwehere on the way