Do you have a medical condition that flares when you eat ice cream?
Does the ice cream shop have a dress code?
Yes, in part.
No.
Only in the sense that they are not sneakers.
No. (Although it’s not relevant to this puzzle, this is an excellent guess that never occurred to me.)
**No. **But I like the idea of an ice cream shop that requires formal wear.
Does it have to do with dripping ice cream or potentially dripping ice cream?
No.
The reason involves where you go for ice cream, and, in part, where you eat the ice cream, but has nothing to do with the region in which you live …
Do the ice-cream shops have those cute little wrought iron ice cream parlor chairs than can cut off a toe if some one impales you with it when sitting down?
Do you prefer to eat your ice cream in a place that requires soft soled shoes, or do you need to cross through an area that requires sneakers/soft soled shoes?
This summary is correct.
No.
**No. **
Does this involve with whom you go for ice cream?
No.
Do you have other rules for going out for ice cream?
Do you have other … quirky rules involving attire?
(I am terrible at this game.)
Does it have anything to do with the bottom of the sneakers?
Is it related to floor surface?
Yes.
Yes.
No. 
To be fair, while I do have a lot of quirky rules, I always like to say, “There are rules for a reason.” In this case, there is a very practical reason for the rule that should be possible to discover by asking the right questions.
No.
No.
Do you run or walk to the ice cream parlor, to get enough steps to offset the ice cream you eat?
Yes. It’s not actually for the steps; it’s because I don’t own a car.