Like any skill, the more you do it, the easier it gets. Try to imagine what will be the behavior of your woman if hard times come. Do you have a sweet tooth or a savory tooth? If you were stranded on an island, what is one item you would take with you? On a scale of one to ten, how happy are you? Where do you work?
It also comes from discussions like this one.
17 Essential Questions You Must Ask Your Online Match Before Meeting Them IRL
If you think about it, when is the last time someone with potential actually tried to hit on you in person? Making someone laugh is one of the quickest ways to their heart. This is perhaps the best way to get closer to a woman you like and, of course, to learn some interesting moments from her life. On a dating app like Tinder where the messages are shorter and the pace if faster, you may have to exchange before you've built up enough trust and attraction for her to agree to meet you in person. What is your favorite city you have been to? Understanding her insecurities helps you to be a better and more understanding partner. What are her predictions for the future of religion?