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How to Start a Conversation with a Guy: 20 First Moves that Work

how to start a conversation with a guy

You’ve eyed him for the past year but haven’t made it past the drooling phase. Use these tips on how to start a conversation with a guy and amp it up.

We always expect men to be the ones to approach us. Have you ever approached someone of the opposite sex? It’s intimidating and nerve wracking. I mean, imagine how it is for them, where it’s expected of them. But if you’re tired of waiting for him to make the move, you should know how to start a conversation with a guy.

How to start a conversation with a guy

I know. I know. You’re scared of rejection. Listen, if you don’t try, you don’t know. And maybe he’s into you, but he’s too scared to approach you. You don’t know what’s going on in his mind. Don’t know how to start the conversation? Don’t worry, I have some tricks up my sleeve for you to try out.

They’re not gods, ladies, so don’t be nervous.

#1 It’s all in the eyes. Sometimes, guys just need a sign that you’re interested. This doesn’t mean you wave at him belligerently. It can be simple eye contact with a smile.

It’s the easiest way to start a conversation with him, without making the initial approach. You gave him the cue. Now, it’s his choice if he wants to move forward. [Read: The all-in-one woman’s guide to making eye contact with men]

#2 Classic accidental bump. I did this once, it didn’t work because the guy was an arrogant ass, but, I have seen it turn out successfully. Whether you’re in class or walking your dog, you “accidentally” bump into him. Of course, you say sorry and smile. Giving him the opportunity to comment. That’s when you start the conversation.

#3 Ask for help. Got lost? Sure, you live the next block over, but you’re not very familiar with the area… right? Plus, don’t ask me why, but when you ask a man for help, they feel inclined to help you. It’s an ego thing.

So, he may actually walk you to where you need to be or show you on the map. Point is, the more time spent together, the likelier you two start a conversation. [Read: Damsel in distress – Why men find them so irresistible]

#4 Don’t I know you from somewhere? Ah yes, the classic “you look so familiar” line. This is a great way to start a conversation as you two spend minutes listing and naming off people and places that you go to. You can easily develop a conversation based off any of the people or places he says. See? Easy. [Read: 15 easy conversation starters with a guy you like]

#5 Have the time? Make sure you’re not wearing a watch or have your phone glued to your hand before trying this one out. But it works to break the ice. But, you have to be creative in the line after, as once he tells you the time, you have to keep it going. But hopefully, he clues in and does that part himself.

#6 Work off your mutual friends. Do you actually recognize him? Is he a friend of a friend? Then why not start the conversation asking him this. It’s a great way to break the ice. Plus, if he’s interested in you, he knows who your mutual friend is. Maybe he’ll show up to more parties, knowing that you’re going.

#7 Technological fail. Oh gosh, I guess you didn’t charge your phone last night and now it’s dead. How ever will you call your mom? Well, that’s when he comes in. Tell him your phone died and ask if you can make a quick call. Most likely, he says yes and there you go, the ice has been broken.

#8 Social media is your friend. Social media is the easiest method if you want to try to start a conversation with someone. They post a picture or status and bam! That’s your material. You send them a message or talk to them in person about the funny status they wrote or the picture of them with their grandma. [Read: How to flirt with a guy over text – 11 sexy steps that work]

#9 Is this seat taken? You can be in class, on the bus, at the doctor’s office—ask him if the seat beside him is taken. Once seated, say thank you or add a small comment and see if he reacts. If he’s interested, he’ll start chatting away.

#10 Must love dogs. You cannot fail at having a conversation about someone’s dog. This works for everyone. If you see a guy walking his dog, don’t feel shy to stop and ask to pet it. Then you have a million different conversation starters to use. What’s the name of his pet, how old, what breed, etc.

#11 Ask about the music. If you’re at a coffee shop or bar, easily start a conversation about the song that’s currently playing. It’s a pretty safe way of starting a conversation. I mean, he’s not going to ignore your question.

#12 What’s he reading? Maybe he’s on the bus or at the airport and he’s just hanging out, reading a book. Wait for him to look up and then ask him what book he’s reading. If you know the author, you can mention another book and compare it. It’s a great way to show your similar interests. [Read: 20 signs of attraction in the first conversation]

#13 What’s the score? If you’re at a pub and the game’s on, ask him what the score is. Make sure it’s a sport you’re semi-interested in or else you may have to sit to him rambling on about offense and defense. But from there, you can talk about who your teams are, etc.

#14 Dance! This is only if you’re at a club or house party. You can dance next to him or grab his hands playfully. It’s a great way to show your playful side, and he’ll find you charming. From there, after the song ends, you can ask him his name, etc.

#15 Compliment him. I know this may sound weird to you, but don’t be shy to let him know that you like his shirt or his hair. Everyone likes to be complimented, so why not use that as a way to talk to him. [Read: Clever ways to get a guy’s attention in any circumstance]

#16 Airport chatter. Wondering how to start a conversation with a guy when you’re traveling? If you’re on a train, bus, or plane, just ask him where he’s going. Make sure he looks like he’s not heading to the office. If he looks like he’s traveling, comment on it. You two can exchange travel stories and maybe even contact information, right?

#17 You look like… Playing the “you look like this celebrity” isn’t a bad way to start a conversation. You just need to make sure that the celebrity is attractive. Don’t go overboard and say he looks like Brad Pitt when clearly he doesn’t.

#18 The weather. Are you sweating from the heat wave that just hit your town? I know it sounds lame, but the weather is a great excuse to talk to someone. Maybe it’s raining and you don’t have an umbrella, this conversation could get you under his.

#19 Tattoo. If he has an interesting tattoo and it’s visible, well, why not ask him about it? Usually, people have a story behind their tattoos, so it’s a great way to start a conversation. Plus, it gives you a reason to stare at him without looking creepy. [Read: Just being me: 15 unexpected things guys like about girls]

#20 Send him a drink. Okay, if you do this, you have serious balls, and I applaud you. If you’re at a restaurant or bar and you have glanced at each other, send him a drink. This is an obvious way to show you’re interested, and he would be a fool not to use this as a way to approach you.

[Read: 15 more really easy and effective conversation starters you can use on guys]

Now that you know how to start a conversation with a guy, you’re going to have to give these methods a try. So, get out there and get going!

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Natasha Ivanovic
Natasha Ivanovic
Natasha Ivanovic is an intimacy, dating, and relationship writer best known for her writings on Kiiroo, LovePanky, Post Pravda, and more. She's the creator and ...
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