Again, when that point is will depend on you and what you think the other person is ready to respond to.
You may consider making a list and have them answer the ones they are able to answer.
If those questions are too silly, you may just need some conversation starters.
Even in long-term relationships, sometimes you need something to talk about other than work, bills, or relationship issues.
Take time to get to know your lover or a potential lover better. Have you ever been in a friends with benefits situation? What is your favorite thing about the opposite sex? Could you ever go out with someone just cause they’re rich? Have you ever argued over who should pay for something? What part of a man’s body would you like to see first? Will you cheat on your boyfriend with an ex whom you still have strong sexual chemistry with? Which celebrity would you sleep with in a blink of an eye? Light and teasing questions help you find something to say.The best way to get to know someone is to find out what makes them tick, and you can learn more about your lover and let him/her know about you with these fun questions.Surely the last thing you want to do when you meet that someone special is let your conversation get anywhere near boring, right?If you start crushing really hard on someone, there is always going to be that slight chance that you might become too nervous to think of anything more to talk about or it could be that you just aren’t that great at coming up with these types of things on your own. There is still hope for you to keep that fire burning between you and the girl you like.