Ok, so now for the good news:

Best Surface For Barefoot Running #1: Green Green Grass

Remember barefoot running on lawn grass when you were a kid? Well, it's still the nicest thing for running on; however you won't find alot of long stretches of short grass for barefoot running training - unless you run on a golf course, which I don't recommend (golfers don't find barefoot runners on their course amusing).

Best Surface For Barefoot Running #2: Wooded Trails

If you have wooded trails in your neighborhood, they can be great for barefoot running , if they are mostly springy packed trails, rather than gravel-based. Watch for briar patches, otherwise the woods are surprisingly comfy.

Best Surface For Barefoot Running #3: Old Worn Pavement

Pavement worn smooth by tires is great for barefoot running. Also, the white line is a good bet because it is usually clear of debris - but you must be careful to watch for cars and move off it if there is traffic.

Best Surface For Barefoot Running #4: High School Running Track

Yes, it can be a bit boring to run around a track, but if you need to get some miles in, the surface is good for barefoot running. I once ran 18 miles around a high school track. Ugh.

Best Surface For Barefoot Running #5: Heavily Used Sidewalks

There are two kinds of sidewalks: used and unused. If you live somewhere people don't walk on their sidewalks, they will not be great for barefoot running, but if they actually get some foot traffic, they will be nice and smooth.

A final note: whatever surface you decide to go barefoot running on, please make sure you have your tetanus shots up to date. You can get tetanus literally anywhere if you step on something sharp that is infected; there have been cases of tetanus acquired from steeping on a beech nut. Don't risk it.