Things may even get more complicated in gay dating where there are additional For instance if you are aware that he teaches in a college, you could ask 'no' and require the other person to respond with at least a proper sentence or two. Twenty good questions to ask your partner on your first date. Category: The more attractive/defensive the person the more likely the answer will be, 'No'. My last boyfriend was a solid conversationalist. He noticed details, remembered names, and never seemed at a loss for words. Once he asked.