So after several months, I still have the stock tire on my bike's front rim - Vittoria Zaffiro
Today I inspected the tire and noticed two deep, but small, gashes. I deflated the tube and managed to dig out a small glass shard from each gash. One shard just began to actually puncture the tire completely.

I now have $2 of tire boots to protect the tube. I want to know if I should just replace the tire now with my Bontrager Hard Case. Am I risking a flat by keeping this tire even though I booted it? I'd like to keep this tire for as long as I can but if it needs to go, then it will go.

No pics, there's not much to see.