Below is the summary of my major commutes. I've commuted to a couple of summer jobs early on, too, and to a few other destinations for under a year, and on a couple of other bikes I've owned for a short time -- but those didn't make the list.

Dorm - Karate Class (2002)
This was a very short-lived affair, but it was my first ever real commute, so I feel it deserves being included

Route: 10 km on way; 100% really nasty arterial road, which meant I rode on the sidewalk (and predictably collided with a car)
Hills: mostly flat, I think, though I don't really remember all the sections
Frequency: 100% (it was during the summer). Tried taking bus once. That was enough.
Bike: BSO from a department store. It was blue. Oh, oh, wait... I remember the make/model: Laser Triumph! Craptacular, but I didn't know better at the time
Bike name: I wasn't naming bikes yet
Cargo: Backpack
Helmet: Yes (back then I believed in its magic powers)


Home - University (2003-2004)

Route: 17 km one way; 40% (awful, potholed) arterial roads, 60% secondary/tertiary roads; Toronto, ON
Hills: Gradual climb on the way to/gradual descent on the way back.
Frequency: about 30%. When the weather was nice. Never in winter.
Bike: 2003 Marin San Anselmo (hybrid, relaxed geometry, front and saddle suspension)
Bike name: Quicksilver a.k.a. Quickie because it was quick (compared to bikes I've had up to that point anyway) and silver, and yes, I name my bikes, okay? Anybody has a problem with that? No? Good!
Cargo: Backpack
Helmet: Yes (still believed in its magic powers)


Home - Job 1 (2006-2010)

Route: 8 km one way; 80% secondary/tertiary roads, 20% arterial roads; Toronto, ON
Hills: Mostly flat
Frequency: Very close to 100%
Bike: 1990s Miyata rigid MTB / 2007 Specialized Tricross Comp
Bike name: Miyata: Blackberry TART (Toronto Area Rapid Transportation) a.k.a. Blacky / Specialized: BLack IMP (shortened to Blimpy, 'cause it's lighter than air)
Carbo: MEC panniers/messenger bag
Helmet: Yes (having done research, no longer believed in its magic powers, but it was required for the job)


Home - Job 2 (2011-2013)

Route: 10 km one way; 95% MUP, 5% roads; Toronto, ON
Hills: Totally flat except one fairly short climb on the way to work
Frequency: Very close to 100%
Bike: Devinci performance hybrid
Bike Name: Steve Bauer a.k.a. Stevie
Cargo: Ortlieb panniers
Helmet: No


Home - Spanish Class (2013-2014)

Route: 10 km one way; 90% major roads (mostly with separated bike lanes), 10% smaller roads; Buenos Aires, Argentina
Hills: Flat
Frequency: About 80%. Took public transit occasionally if meeting up with family afterwards.
Bike: An MTB, just a step or two above department store (don't know the brand)
Bike name: Haven't named this one; no need since there was only one bike in the household so "the bike" worked fine. Plus, I knew I'd only have it for a few months.
Cargo: small backpack
Helmet: No


Now (temporary for a few months)

Route: 4 km, 100% arterial rural-ish roads (shoulders, not sidewalks); Charlottetown, PEI
Hills: All up up up on the way to work, down down down on the way home.
Frequency: 100% (except walking twice, due to flats; 4 km is short enough to just walk home and not bother about trying to fix a flat on a cold dark night on a highway shoulder)
Bike: Kona Dew City (a little too upright for my liking, but ok given how short the commute is)
Bike name: Haven't named this one either! Why not?? I should...
Cargo: Ortlieb panniers, occasionally backpack
Helmet: Yes (mandatory by law; don't want a fine)

*grabs a giant bag of popcorn and settles down comfortably to see if she can derail the thread and turn it into a helmet flamewar* *mua ha ha*