How to Approach Someone at the Bar Conversation Starters

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Say: 'Do you believe in love at first time?' Then say, 'Okay, I'll walk by again'

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Walk up and ask: 'Okay real question — what should I order? I've been staring at this menu for five minutes and I'm no closer.'

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Point to their drink and say: 'That looks dangerously good. What is it?'

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If there's music playing, turn to them and ask: 'Do you know who this is? I feel like I should know this and it's driving me crazy.'

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Say: 'I'm going to be honest — my friend dared me to talk to a stranger tonight. You looked the least terrifying. Hi, I'm [name].'

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Slide next to them at the bar and say: 'I'm doing an informal poll. Best thing on the menu here — go.'

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If they're alone: 'Hey, are you waiting for someone or are you one of the brave ones flying solo tonight?' Then add: 'Respect either way.'

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Make eye contact, smile, and just say: 'Hi. I kept almost coming over and then chickening out, so I figured I'd just do it. I'm [name].'

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Ask: 'What's your go-to order when you have absolutely no idea what you want?' Then actually order it.

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If they laugh at something (the bartender, a friend, anything) — catch the moment and say: 'Okay, what was that about? I feel like I missed something good.'

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Walk up and say: 'I'm going to pretend I came over to look at the drink menu. You can pretend you didn't notice. Deal?'

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Ask: 'Do you come here a lot or are you also just figuring out the vibe?' Then actually engage with whatever they say.

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Try: 'Okay genuine question — are you having a good night or a great night? Because you look like it could go either way.' Wait for the story.

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Say: 'I have a theory that you can tell a lot about someone by what they order at a bar. What does your drink say about you?'

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Ask: 'If you had to recommend one thing to do in this city to someone who just arrived today, what would it be?' Then tell them yours.

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If they're with friends and the group seems open, walk over and say: 'I'm going to be bold and just introduce myself to the whole group at once. Hi everyone, I'm [name].'

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Ask: 'What's the most random thing that happened to you this week? Doesn't have to be interesting — mine definitely wasn't.'

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Try: 'Okay I need an outside opinion. My friend and I are having a debate and I need a tiebreaker.' Pick something fun and low stakes.

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Say: 'You seem like you have a good story. Is that a fair assumption or am I projecting?' Let them run with it.

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Ask: 'What do you do for fun when you're not standing at a bar looking like you have your life together?'

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If the bar is loud, lean in and say: 'I genuinely cannot hear a thing in here but I still wanted to come say hi. I'm [name].' The effort alone is charming.

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Ask: 'What's something you're kind of obsessed with right now that most people in your life are tired of hearing about?' Share yours first to make it easier.

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Say: 'I'm going to ask you a weird question and you can totally say pass — what made you want to come out tonight?'

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Try: 'What's something you've changed your mind about recently? Big or small.' It tells you a lot about how someone thinks.

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Ask: 'If tonight turned into an unexpectedly great story you were telling people next week, what would have to happen?'

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Say: 'Genuine question — what's the best conversation you've had recently and what made it good?' Then listen like you mean it.

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Ask: 'What's something you're looking forward to right now? Doesn't have to be big.' People light up when they talk about things they're excited about.

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Try: 'What's a version of your life you almost lived that you still think about sometimes?' Order another round before you ask this one.

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Say: 'Okay I want to know one thing about you that wouldn't fit on your LinkedIn or your dating profile. Go.'

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Ask: 'What do you think makes someone genuinely interesting to talk to?' Then ask them if they think they qualify.

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If the conversation is flowing, say: 'I'm really glad I came over. What made you decide to come out tonight?' Circle back to the beginning and let them know it mattered.

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