Hi Nelson.
With Padron and Oliva you're obviously good around stronger baccys so recommendations above I agree with, and with some of your other cigars mentioned you may be used to somewhat of a tight draw, and here's where you may have an issue (I did, and had a hard time getting away from it).
If you like a medium to tight draw on a cigar and try to pack a pipe to mimic that draw, you'll be packing too tight and will be causing yourself too many issues, like burning hot, tongue bite, wet smoke, etc. If you enjoy a really loose draw, you're good to go. But if not, better get used to it. I'm not sure I've heard of anyone who successfully used a pipe with a draw as tight as a cigar (but I stand to be corrected.)
Jamie