I think getting the best experience out of the sticks would be my main priority. After the first 2 your taste buds will have taken quite the assault. I would go for the smoke with the most subtle flavors first and save the power house full body smoke last. Knowing I was going to be smoking multiple sticks I would plan for the more expensive smoke(s) first/second and dial it down from there.
As far as ISOMs go, I imagine how rare/enjoyable they are to the smoker will influence the how and when. I would definately plan on a break / palette cleansing before lighting up a ISOM if it was not the first smoke of the evening.
I think length of the smoke could have some influence as well. For instance a AF short story should allow faster recovery than its larger brother the Hemmingway. But this is speculation at best.
(Stone Brewery makes Ruination IPA with the sole purpse of deliciously destroying your sense of taste)
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