Those kinds of questions lead nowhere. Remember that above all else. You might want to go with the canned response route. Talk about your quirks. It's a really easy message to pass up, and unless you're Brad Pitt, she's probably not going to respond. Take an extra minute and send her a message that shows you read her profile and are interested in her specifically. If you're not proud of the way you made money, instead emphasize where you want to be in a couple of years or what your goals are. If you want to avoid a verbal slap or a reminder of our impending mortality, keep it light. They're bad for two reasons. Began making the rounds on real-life dating sites. Similarly, don't ask women how long they've been doing online dating. Use questions and information that tells her about you and lets you get information about who she. As a serial non-responder, I can recall the number of Good Messages Ive gotten pretty easily. If you think it's hard, you're not alone. One of my favorite lines, given to me from a colleague, is just using a persons name with an exclamation point. Say goodbye to smooth jazz music is complex. This approach, like the above, is not so bad, though you probably won't see much success with. Instantly, Id learned that this person had actually looked at my profile and was dorky enough to correctly identify the pokémon casually sitting on my bookshelf. They hear that kind of stuff every day. Id used the selfie in question for months, and not a single person had ever pointed that out. Don't say you're a lawyer when you're a paralegal. Be Brief Avoid going into a speech about your likes and dislikes.