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100+ Flirty Conversation Starters

Impress and intrigue someone immediately with these flirty conversation starters. With these, you're sure to make your date laugh and keep talking to you.
Best Flirty Conversation Starters

There's nothing like a pick up line to break the ice. Choose the right one, and the rest of the work will virtually be done for you. It's like a shortcut to the part where you feel like you can be yourself! Make her fall in love at first sight with these flirty texts.

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Table of Contents

Here is the outline of the article, feel free to jump to the section that interests you the most.

  1. How to Start a Flirty Conversation
  2. 10 Flirty Conversation Starters to Break the Ice
  3. 18 Flirty Conversation Starters for Date Night
  4. 18 Flirty Conversation Starters for Online Dating
How to Start a Flirty Conversation

How to Start a Flirty Conversation

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There's only one way to start a flirty conversation: just do it, man. Don't be timid or hesitant about it, just exude confidence. You'll immediately set the right tone and come off as someone funny, confident, and approachable.

A lot of guys go on dating apps because they're lonely. Here's a little secret: girls don't want any of that. They can't relate to a man's loneliness -- so they just want to be entertained. Look, one day you'll be able to open up to her and feel happy she's there. But for now, you're going to have to stick to the flirty questions and flirty texts. Show her you know how to have a good time, and the rest will follow.

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10 Flirty Conversation Starters to Break the Ice

10 Flirty Conversation Starters to Break the Ice

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These are some flirty conversation starters to use when you're first messaging someone. First impressions make all the difference, so get off on the right foot with one of these. The great thing about flirty pick up lines is that you can immediately become friendly and familiar with the other person.

  1. I love your picture! Where was it taken?

  2. What's the craziest thing you've ever done?

  3. What is it like dating you?

  4. How about I pick you up later?

  5. Are you a Netflix and chill or grab a drink downtown kind of gal?

  6. What are your top 3 favorite TV shows?

  7. Who's your celebrity crush?

  8. Is a hot dog a sandwich?

  9. What is your favorite ridiculous fact?

  10. Do you have a deal breaker?

You don't need all the flirting skills in the world. You just need to set the tone right at the beginning. Skip the small talk with a flirty conversation starter. Once you break the ice, you can talk however and about whatever you want. Don't be lazy when it comes to the pickup line; a cute girl deserves to be wowed and impressed.

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18 Flirty Conversation Starters for Date Night

18 Flirty Conversation Starters for Date Night

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You want to give your date the best date night she's ever had. Set the tone with the best flirty conversation starters. Foreplay can begin hours in advance if you send one of these. Skip the small talk and get right to the steamy talk. Don't send one of these if it's only your first date; stick with a good pick up line instead.

  1. I never thought I'd meet someone like you.

  2. I get lost in your eyes.

  3. Every time my phone goes off I hope it's from you.

  4. Your smile lights up my day.

  5. I saw something that made me think of you.

  6. I can't wait to see your outfit. On my floor.

  7. The only thing I want to do is eat-- erm, TAKE you out.

  8. I bought tickets to that thing we talked about.

  9. I have a good feeling about you.

  10. Where should we go this weekend?

  11. I'm thinking about trying something new in the bedroom.

  12. I've always wanted to dine and dash, but I wanted to wait until I found the One. (Kidding!)

  13. Let's go to a place with a long tablecloth so we can start the foreplay early.

  14. Dinner's on me, babe.

  15. I could listen to you talk about anything.

  16. I've been waiting all week for this.

  17. Let's make this a special one tonight.

  18. Let's tell the waiter we're on our honeymoon.

Since you've got a date locked in, you don't need to resist messaging or keep things light. You might come off as sending mixed signals. Instead, amp up the flirty lines, especially if it's not your first date. Get them excited with some flirty conversation topics so that the heat is on from the appetizer all the way down to dessert.

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18 Flirty Conversation Starters for Online Dating

18 Flirty Conversation Starters for Online Dating

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Using an online dating app is tough because all you are is a picture, competing with hundreds of other pictures. You need to get the person's attention. That's why you should go a little risqué. Starting conversations is much easier when you decide to be bold.

  1. Your outfit is amazing, but forgive me for thinking it would look much better on my floor.

  2. Don't ask me where my tongue would go; ask where it WOULDN'T go.

  3. I'm having a hard time using the kitchen. I'm imagining all the things we would do in there.

  4. Though I specialize in cooking with dry rubs, our rubs will be anything but.

  5. You'll never believe who I just matched with. She's the most beautiful girl I've ever seen. Oops, wrong person. I thought I was texting my friend!

  6. Have you ever wanted a new position but were too shy to ask? I'm not talking about in the workplace.

  7. I imagine us living in the countryside, where the cock grows every morning. Eer, I mean where the cock CROWS.

  8. I'd do anything to make you smile.

These flirty pick up lines will land so much better if you have a big smile in your profile picture. That's actually one of the most important things in the online dating scene: choosing the right profile picture. Make her fall in love with you at first sight.

  1. Are you 5G? Because I'm feeling a strong connection.

  2. What's your idea of a perfect date?

  3. I'm also a big fan of (an interest you share). Want to meet up and talk about it?

  4. I think I've just discovered an 8th wonder of the world.

  5. I wonder how your hand would feel in mine.

  6. The effect you have on me is earth-shattering.

  7. After seeing your pictures, I just had to message you.

  8. I'm already heartbroken at the thought of losing you.

  9. This feels like the first day of the rest of our lives.

  10. I thought I was going to die before seeing an angel.

  11. I'll give you a night you never forget.

If you're hesitating about starting a flirty conversation, stop thinking about it and just do it! If you never try, you'll never know.

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Flirty pick up lines are some of the best ways to pique the interest of your crush. When you start the conversation off with a smile, the rest of it will be such a delight. Every guy has fallen back on conversation starters at least once in their lives, and there's no shame in it. As long as you follow up with genuine interest and being yourself, you'll do fantastic.

Hold up -- before you even think about getting on any dating apps tonight, make sure your profile is dressed to impress. There are types of pictures and profiles that are more likely to perform better, not only with the other person on the app but also with the app's algorithm. That's right: pick the right profile picture and you'll get seen by more people. ROAST has made it their duty to fix up men's profiles so they get the most views possible. Start by taking their quiz.

Before you leave, make sure you stand out more in the dating scene!
Put your best foot forward. Click to create the perfect icebreaker that will put you at the forefront of the dating scene. Get ready for 10x more dates!


Ben Bailey

Ben is one of the best Dating Experts I've ever met and one of the few that cracked the algorithm of online dating. Every week, Ben is publishing new articles on ROAST, helping 20M+ of people to get more matches, dates, and find the one!

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