Q&A for How to Flirt with a Guy

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Are compliments a good way to flirt?

Candice Mostisser
Dating Coach
Candice Mostisser is a Dating Coach for NYC Wingwoman LLC, a date coaching service based in New York City. 'NYC Wingwoman' offers matchmaking, wingman/wingwoman services, 1-on-1 coaching, and intensive weekend bootcamps. She specializes in coaching others on best practices and strategies to succeed on first dates and in the online dating world.

Candice Mostisser

Dating Coach

Expert Answer

Compliments are one way of flirting, but you shouldn't use them as a means of flirting very often. A lot of people think that flirting and complimenting go hand-in-hand, but it can also seem the most disingenuous. You risk seeming like you're not being very authentic if you use them too much.

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Question

What if he doesn't realize that you like him?

Community Answer

Some guys are terrible at picking up on cues. You can tell him directly, or flirt with him in front of his friends so they figure it out and tell him later.

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Question

What if you don't know him very well?

Community Answer

Make eye contact and smile. Once his eyes meet yours, you have an opening to approach and start a conversation.

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Question

How do you get your crush's phone number in the first place?

Community Answer

Asking for it directly hints to your crush that you're interested. You could also try asking him to text you something (like a homework assignment or event details).

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Question

This guy always flirts with me, but he says he likes someone else. Do you think he's just messing with me?

Community Answer

It's possible that he's just trying to make you jealous. It's also possible that he flirts with everyone, and doesn't see it as that big a deal. If you're not sure which it is, ask your friends or his friends whether they think he likes you.

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How do you get someone by himself when he's always surrounded by friends?

Community Answer

It can be scary, but most guys will come with you if you say something like "Can I talk to you for a minute?" If you're not up to that, try texting him or sending him a social media message while you're across the room.

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