In many people’s minds, meeting on a dating site or via email was an automatic strike against your chances of forging a serious, long-term relationship. Meeting online is now one of the most common ways to find a partner.
You could also play a game where, for every point scored, the person who earned the point gets to ask a question.
She played along and pushed right back and they’ve already got a first date lined up. “He was so lively and engaging that I sort of had no choice but to come back with something equally witty and creative.” “So by him writing something playful and interesting to you, he actually brought out a more playful and interesting side of you? Wouldn’t it stand to reason that if you took the time to write something interesting and creative back to these guys, you might discover that they actually have a personality?
I asked this client what made this email exchange different from the other exchanges. I mean, from the majority of your emails, you sound really boring, too.
You don't want your date to feel like an interrogation or a job interview, so you'll have to take special precautions to make the question and answer process more bearable.
You could each write down questions on scraps of paper--serious and fun so the mood doesn't get too heavy - and throw them into jars (yours in one, his in another).