Since we're on the subject, Here's pic of some of my smokes.
I rebuilt this old Chifrobe (sp?) that belonged to my grandmother and got abbandoned in my father's barn.
I don't look for contrast or sameness in the line of flavor profiles. Sweet, austere, herbal or spicy, but I wouldn't smoke a mild cigar like an Avo or Romeo y Jullieta with Booker's or Knob Creek. I'd go with Maker's or another lighter pour. Booker's, Stagg and the like need more powerful, flavor laden smoke like an El Rico Habano, Cuban Monte #2 or a Flor de A. Allones.
Some of my favorite parings are Knob Creek and a Hoyo de Nicaragua Antano 1970. Both big and bold but be ready. I love Maker's with a Fuente Sungrown Double Chateau, but that's the only Fuente product I like.
The Torano Exodus Golds and Buffalo Trace work well together, maybe a bit to well.
La Gloria Cubana Serie R's are one of my favorites and in a recent session I paired one with Russell's Reserve 101. Sadly it's not available, so I'll have try that one with another pour, maybe a different WT product or give the new 90 proof a shot.
I know Linn does not
like the Ramon Allones Specially Selected from Cuba, but they're one of my favorites, and admittedly not for everyone, especially when it's a young RASS. But I haven't found a bourbon that doesn't work well with them. Virginia Gentleman, Knob Creek, Russells' Reserve, AAA have all worked very well, but Maker's got lost in it somewhat.
That's a few, maybe more to come later.