My shortest commute is 16.5 miles one-way, and mostly flat. I've been researching other routes (for safety), but then I'm looking at over 20 miles.
I ride a Bacchetta Agio with one pannier (for clothing, laptop, and lunch), and a rack bag for tools, tubes, lock, grease rag, cell phone, wallet, keys, etc.
I just started commuting by bike this year, and I can't seem to do it every day. I'm thinking about selling my house and moving closer to work.