I tend to think that people are motivated to rid others of singlehood, which is fine. But, society needs to change their view of it. Just as it would be inappropriate to ask married people why they're married, it's probably not the kindest thing to ask someone why they're single, at least with the assumption that something must be wrong with them.
How often have you met someone new and been won over by their charm? Or maybe you have a friend who always seems to get his or her needs met through you, yet always manages to find a way to make you feel special. Although these scenarios can be taken at face value, they can also be indicative of someone's narcissism at play. Although a small dose of narcissism can actually be healthy, there's a very fine line between what is normal and what is pathological.