The Best Texts to Kickstart a Flirty Conversation

Sweet, cute, and silly messages to get your crush or Tinder match wanting more

Written by Judith Gottesman, MSW | Edited by Aly Rusciano

Last Updated: March 13, 2023

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.

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Flirty Conversation Starters

1
Wow. Your eyes are beautiful.
2
Hi! I feel like we could have fun together 😉

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3
I’ve never seen a smile so bright before. You’re stunning.
4
So, what does your girlfriend think about your hobby?
5
I may or may not have dreamed about you.
6
I love your profile pic! Where was it taken?
7
Your dog is ADORABLE! What breed are they?
8
I’ve been thinking about you.
9
I saw this at the mall and instantly thought of you.
10
There’s something I’ve been wanting to tell you 🤭
11
I see you’re into hockey. I have to admit, I’ve never been to a game.
12
I’m also a Harry Styles fan! What’s your favorite song of his?
13
I went on a single girls trip, and I couldn’t stop thinking about you.
14
I just had the weirdest date 😳
15
If you ever need a date, you know where to find me 😉
16
I know we’ve just met, but I get butterflies when I think about you.
17
Calculus is a drag. The only math I want to do is you plus me 😜
18
How about I pick you up later?
19
Am I dreaming, or are you the guy of my dreams?
20
Who would’ve thought I’d be lucky enough to match with you?
21
How about we meet up sometime soon? I’d love to see you!
22
Congratulations! You’ve just won the prize for the hottest woman on earth 🥵🏆
23
Does everyone feel this nervous around you? Because you’re amazing.
24
So, would you rather Netflix and chill or grab a drink downtown?
25
You’re a style icon! I wish I could be as good-looking as you.
26
What’s your favorite candy? It might come in handy later.
27
I was having a bad day, but then I looked at your picture 🥰
28
How can I possibly work when I’ve matched with the cutest guy?
29
You look familiar. I think we’ve met in my dreams.
30
So, do you like a guy that makes the first move? 👀
31
I need some advice. I want to ask this super hot girl out, but I don’t know how.
32
I sleep with my socks on. I know it’s a deal breaker for some.
33
So, as a Brit, what do you think of Meghan and Harry’s relationship?
34
There’s a spider on my ceiling. Can you come over and kill it for me?
35
What’s your favorite type of food? Just planning our first date.
36
If I tell you the silliest thing I’ve ever done, will you tell me the silliest thing you’ve ever done?
37
Top 3 favorite TV shows…GO!
38
I can’t remember the last time we spoke. Let’s change that.
39
I was going to wait to text you again, but I can’t keep my mind off you.
40
Are you hungry? If so, let’s grab something together 😊
41
Do you like concerts? I have a spare ticket and would love for you to be my plus one.
42
I’m feeling crazy. Let’s skip the small talk and start flirting 🤪
43
I was thinking of deleting Tinder, but man, am I glad I didn’t!
44
Guess what emoji is next to your name in my phone?
45
Let’s not be strangers. What’s your favorite color?
46
I just finished this incredible book I know you’d love!
47
Miss me?
48
The holidays are just around the corner, and I’d hate for us to be alone 😉
49
So, who’s your celebrity crush?
50
You have the prettiest eyes I’ve ever seen 😍