This article was written by Judith Gottesman, MSW and by wikiHow staff writer, Aly Rusciano. Judith Gottesman is a Matchmaker, Dating Coach, and the Founder of Soul Mates Unlimited™️ Date Coaching and Matchmaking. With more than 20 years of experience, she specializes in using psychology, attention to detail, and her intuition to create lasting matches. She is known as The West Coast Jewish Community’s Matchmaker, but her dating advice works for everyone. Her work has been featured in numerous national media outlets, such as The New York Times, NPR, and Fox News. Judith is also an author of two books, Your Soul Mate Awaits! and The Lost Art of Dating. She holds a BA in Psychology from The University of California, Berkeley and an MA in Social Work from Yeshiva University.
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So, you’ve met someone pretty awesome and can’t stop thinking about them—you’re crushing hard! But how can you start a flirty conversation while also breaking the ice? Whether you’ve met IRL or on a dating app, texting or DMing is an excellent way to get to know them. If you’re not sure what to type, no worries because we’ve got your back. Take a look at these flirty conversation starters and copy and paste whichever one feels right.
This article is based on an interview with our matchmaker and dating coach, Judith Gottesman, MSW, founder of Soul Mates Unlimited™️ Date Coaching and Matchmaking. Check out the full interview here.
Things You Should Know
- If you’ve matched on a dating app like Tinder, hint at something from their profile you have in common.
- If you already know them, bring up a shared memory or experience to make them reminisce about you.
- Flirt and compliment them, so they won't be able to resist messaging you back.
Steps
Flirty Conversation Starters
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Wow. Your eyes are beautiful.
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2Hi! I feel like we could have fun together 😉Advertisement
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3I’ve never seen a smile so bright before. You’re stunning.
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4So, what does your girlfriend think about your hobby?
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I may or may not have dreamed about you.
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6I love your profile pic! Where was it taken?
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7Your dog is ADORABLE! What breed are they?
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8I’ve been thinking about you.
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9I saw this at the mall and instantly thought of you.
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There’s something I’ve been wanting to tell you 🤭
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11I see you’re into hockey. I have to admit, I’ve never been to a game.
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12I’m also a Harry Styles fan! What’s your favorite song of his?
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13I went on a single girls trip, and I couldn’t stop thinking about you.
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14I just had the weirdest date 😳
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If you ever need a date, you know where to find me 😉
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16I know we’ve just met, but I get butterflies when I think about you.
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17Calculus is a drag. The only math I want to do is you plus me 😜
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18How about I pick you up later?
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19Am I dreaming, or are you the guy of my dreams?
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Who would’ve thought I’d be lucky enough to match with you?
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21How about we meet up sometime soon? I’d love to see you!
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22Congratulations! You’ve just won the prize for the hottest woman on earth 🥵🏆
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23Does everyone feel this nervous around you? Because you’re amazing.
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24So, would you rather Netflix and chill or grab a drink downtown?
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You’re a style icon! I wish I could be as good-looking as you.
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26What’s your favorite candy? It might come in handy later.
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27I was having a bad day, but then I looked at your picture 🥰
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28How can I possibly work when I’ve matched with the cutest guy?
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29You look familiar. I think we’ve met in my dreams.
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So, do you like a guy that makes the first move? 👀
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31I need some advice. I want to ask this super hot girl out, but I don’t know how.
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32I sleep with my socks on. I know it’s a deal breaker for some.
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33So, as a Brit, what do you think of Meghan and Harry’s relationship?
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34There’s a spider on my ceiling. Can you come over and kill it for me?
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What’s your favorite type of food? Just planning our first date.
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36If I tell you the silliest thing I’ve ever done, will you tell me the silliest thing you’ve ever done?
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37Top 3 favorite TV shows…GO!
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38I can’t remember the last time we spoke. Let’s change that.
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39I was going to wait to text you again, but I can’t keep my mind off you.
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Are you hungry? If so, let’s grab something together 😊
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41Do you like concerts? I have a spare ticket and would love for you to be my plus one.
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42I’m feeling crazy. Let’s skip the small talk and start flirting 🤪
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43I was thinking of deleting Tinder, but man, am I glad I didn’t!
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44Guess what emoji is next to your name in my phone?
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Let’s not be strangers. What’s your favorite color?
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46I just finished this incredible book I know you’d love!
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47Miss me?
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48The holidays are just around the corner, and I’d hate for us to be alone 😉
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49So, who’s your celebrity crush?
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You have the prettiest eyes I’ve ever seen 😍