If you intend to just stay friends, well, these questions could be rather revealing and may even create a bit of sexual tension. It may seem awkward for the first few minutes, but soon enough, both of you may be in splits confessing secrets and imagining yourselves in awkward and funny circumstances. If you just want to get flirty, use these random questions. If things start to get awkward, tone the questions down or move on to a few subtler ones. But remember, these questions need to be answered by both of you. Squirming out of even a few questions can kill the mood.
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If you have a crush on someone, or simply met someone whom you feel attracted to you need to flirt with them. Flirting is a lot about teasing, challenging and asking questions. To flirt is actually an art in and of itself; just as any kind of communication is. If you want to get good at it, you have to practice. It helps to have some ideas about what to say and do though.
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You can use these questions to start a flirty, romantic or ice breaker conversations with your crush, your boyfriend, a new guy or any guy. Text is not the place to ask him how many times he checks himself out naked in the mirror every day. If you had a pair of x-ray glasses, which part of my body would you focus on? Just one of these questions can lead to a good minute conversation, full of smiles and giggles, which will instantly get you closer to your crush. If you could change anything about you or your life, what would you change now?
My last boyfriend was a solid conversationalist. He noticed details, remembered names, and never seemed at a loss for words. He thought I was joking, but I was completely sincere. Good questions are like kindling. If you pile enough on, things really start to heat up.