Since there's no restriction on whether I have to ask closed-ended questions or not, I can guess your number in just one question:
What is your number?
And even if the questions had to be closed-ended, I could still cut it down to one by asking a single 90-choice question:
Is your number 10, 11, 12, ..., or 99?
If we further restrict the closed-ended questions to "yes-or-no" type questions, I can use multiple modes of unanswerability to give five choices for each question, in which case I still only need to ask three questions to get the number from you, rather than the seven that would be traditionally required for dichotomous questions that split the search space in half each time:
I have a number in mind: it’s either 14 or 15, but I’m not saying which. If you multiply together (your number modulo 5 plus 1) and its smallest prime factor, then roll an ordinary 6-sided die and add the result, will the total be at least as big as than the number I’m thinking of?
I have a number in mind: it’s either 14 or 15, but I’m not saying which. If you multiply together (the floor of your number divided by 5, modulo 5 plus 1) and its smallest prime factor, then roll an ordinary 6-sided die and add the result, will the total be at least as big as than the number I’m thinking of?
I have a number in mind: it’s either 14 or 15, but I’m not saying which. If you multiply together (the floor of your number divided by 25, modulo 5 plus 1) and its smallest prime factor, then roll an ordinary 6-sided die and add the result, will the total be at least as big as than the number I’m thinking of?
Given that each of the above questions tells for a number between 1 to 5, I subtract 1 from them and plug them back into a three-digit base-5 number to get my answer.