I've only ever flatted 3 times while riding. The first was on the very first time I've ever decided to ride to work. While on Rock Creek Parkway, heading to Beach Dr. at about 4:30 in the morning I hit one of those grates and flatted my rear tire. I had recently just ditched my frame pump and started carrying CO2. Unfortunately, I had never used or knew how to use the CO2. I wasted half the cartridge trying to figure out how to use it. Eventually I was able to get about 45 psi in the tire, which was enough to get me to work and to a bike shop later in the day.
The second time I flatted was my first double flat. I was on the way home after the Goon ride on Tuesday. Heading down Connecticut Ave. I hit a pothole right at Chevy Chase Circle. Of course I was only carrying one tube, but at least two CO2 cartridges. I fixed the front tire because I figured that would give me the most control and then patched the back with duct tape. I filled the back tire with the second cartridge and kept heading down Conn. Ave. I made it to about Nebraska Ave. before the air shot out of the back tire again. I rode the rim from Connecticut and Nebraska all the way to Hains Point where my truck was parked. That 7 miles probably took me a good hour and a half to ride.
The 3rd time I've ever flatted was at Greenbelt yesterday. DOUBLE FLAT on lap 3, over and out. I watched the race from the sidelines and got to see Tim Rugg get yelled at by the ref. Pure entertainment!