Stripped six-point bolt on timing cover!

[lsmalley]

I have never drilled out a bolt before. I have a stripped cold-start hex bolt and a stripped six-point timing cover bolt. I bought the extractor with the reverse spirals, but I didn't want to start trying to drill it out with out practice. I purposely lodged a screw into my vase boss and stripped it and I went to drill it out and the drill bit only gouged out the center x on the philips head screw and no matter how much I drill or add force, the drill but will not go in at all. The screw is about 1.5 inches in length, but the drill only ate up the upper center portion. I even tried drilling it with the extractor bit, but nothing. Please advise.