"Your Love Will Appear When Least Expected"
This type of consolation or encouragement can backfire. In spite of the good intentions, single people don't actually wait for an explanation from their friends. Instead keep your wise thoughts for yourself and make sure you never bring up this subject again.
"Are you dating someone? Why Not?"
This is indeed one of the most annoying conversation starters. Singles will definitely find it silly and irritating.
The asker seems to neglect the right of these persons to a private life. If you're the independent person make sure you find a funny answer for this meaningless question.

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