20 Ways To Keep A Conversation Going On A Dating App (2024)

Sex & Relationships

20 Ways To Keep A Conversation Going On A Dating App

"You won't believe what happened to me at work today."

by Griffin Wynne


Originally Published:

20 Ways To Keep A Conversation Going On A Dating App (1)

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In an ideal world, talking to a cutie on a dating app would feel like playing a ping-pong game. But in reality, someone will likely drop the ball. If you haven't heard back from your match in a minute, these 20 ways to keep a conversation going on a dating app are sure to ignite your inbox.

After swapping a few messages with a new match, it's super frustrating to get left on read. Although double-messaging may seem intimidating, shooting your shot a second time can show your match that you're interested. It also demonstrates that you're not afraid to take charge and make a move. What's hotter than that?

Of course, if you've hit up your match several times and haven't heard back from them, it's probably time to move on. You deserve someone who wants to hear all about your roommate's new puppy or the pesto pasta you just made. But if your match is on the shyer side or just isn't a big phone person, they may appreciate you guiding the conversation along.

If you're excited about your new match but worried about the back and forth, here are 20 ways to keep the conversation flowing when it starts to lag.


I can't stop listening to this album. What have you been listening to lately?

Sharing a song you've been listening to lately can give your crush a better understanding of who you are and what you're into. Following that up with a question opens the conversation for your crush to share all their favorite tunes.


Hey, I finally checked out that show and it was so good!

Taking your match's suggestion can show them that you're interested in learning more about them. Circling back to your previous conversation also means you're really paying attention.


You won't believe what happened to me at work today.

No one can resist a dramatic opening. Expressing that something wild or exciting happened to you practically demands a response.


Sorry, I didn't get back to you. I lost my phone charger for two weeks.

Making a joke about why the conversation lagged can take the pressure off of you and your match, while simultaneously breaking the tension.


Just woke up from the best nap. How are you?

Rather than just asking how they are, sharing something wholesome about your day, like taking a good nap or baking banana bread, is a sweet way to restart the conversation.


Anything exciting happen since we last chatted?

Using your last conversation as a time marker is a flirtier way to say, "So, what's up?"


Going to the grocery store. Do you need anything?

Asking your match something silly invites them to reply while reminding them of how funny you are. If you talked about your favorite Trader Joe's snacks or you both live for Total Wine & More, referring back to a previous conversation shows a little extra interest.


I mean, I've been waiting for you to message me back, but I guess I'll take one for the team.

This a playful way to tease your match about not getting back to you without putting them on the spot.


Ah! The new season of New Girl finally came out. Have you seen it yet?

Instead of asking about movies or TV in general, asking about a specific program can be a more direct way to jump-start a conversation.


If we're playing the "Who Can Go Longer Without Messaging The Other" game, I think I just lost.

This is a cuter way of saying, "So, were you ever going to message me back?" and really puts the ball in their court (running with the joke here).


I'm not great at restarting conversations. Do you want to try?

This shows your match that you're witty and have a sense of humor about dating apps.


What did you make for dinner?

If you and your match are total foodies, asking about what they've been cooking is a great way to reheat the conversation.


OK, I've been thinking about it, and I think if you were a shoe, you'd be a white high-top Converse.

Whether it's a type of fruit, kitchen appliance, or old-school Nickelodeon character, this is a sweet way to let your match know you've been thinking about them.


Um, super random, but were you at the CVS on 45th today?

Asking if you spotted your match out in the wild is a great way to break the fourth wall of dating apps and see if your IRL lives also intersect.


What made you laugh today?

Sometimes it's easy to get bogged down with negativity. Asking your match about something positive or silly that happened to them recently frames the conversation in an uplifting way.


I snagged amazing vintage Levi's today! I've been looking for the perfect pair for months.

If you and your match both collect records or love to vintage shop, let them know about a recent score you found at your favorite thrift store.


I'm getting tired of my workout routine. Do you have any suggestions?

Asking for a recommendation (workouts, recipes, books, hikes, etc.) can allow your match to show off some of their knowledge and engages with their passions.


Settle a debate with my roommates: Is cereal a meal?

Whether you ask them something silly or something serious, getting your match's opinion is a great way to get a new conversation rolling.


OK, I'm doing it. I'm double-messaging. How are you today?

There is no room for shame in this house! Let them know that you're shooting your (second) shot, and you have no qualms about it.


Hey! I think you're super cute and would love to chat more. Here's my number!

Honesty is the best policy! Let your match know that you're into them and want to connect more. If they're not interested in you, they're probably not that interesting in general.

This article was originally published on

20 Ways To Keep A Conversation Going On A Dating App (2024)


20 Ways To Keep A Conversation Going On A Dating App? ›

Learn How to Ask a Seriously Good Question

Instead, try a more open-ended question that has a better likelihood of leading to a natural conversation. Anderson loves questions like, “What are you most excited about right now?” This is a great way to learn what your date is passionate about and what lights them up.

How to keep conversations going on a dating app? ›

  1. Ask about something specific on the person's profile. ...
  2. Offer up a fun "would you rather" question. ...
  3. Ask a general open-ended question. ...
  4. Share what you're looking for in a partner. ...
  5. Ask what they're looking for. ...
  6. Dive in with a deep question. ...
  7. Ask to move the conversation off the app.
May 31, 2023

How to skip small talk on dating apps? ›

How to Engage in a Meaningful Conversation: 5 Ways to Skip Small Talk
  1. Twist a “Light Topic” With a Serious Tone. Let's say the other person gives you nothing more to work with than this: “I just got back from vacation. ...
  2. Play It Straight. ...
  3. Issue an Invitation. ...
  4. Ask for Permission to Compliment Them. ...
  5. Go First; Be Vulnerable.

How do you hold a conversation when dating? ›

Learn How to Ask a Seriously Good Question

Instead, try a more open-ended question that has a better likelihood of leading to a natural conversation. Anderson loves questions like, “What are you most excited about right now?” This is a great way to learn what your date is passionate about and what lights them up.

How do you stop talking to someone on a dating app? ›

Say something like, “Hey! I've really appreciated the opportunity to get to know you a little bit. That said, I don't see a romantic connection.” It's concise without being harsh.

How to keep a flirty conversation going? ›

Ask questions related to their interests

Showing genuine interest in the other person is a great way to start a flirty conversation. Ask them about their hobbies, favorite social activities, music, or their weekend plans. Make it fun, “Now you've got me craving sushi!

How do I keep my chat going? ›

20 Ways to Keep a Conversation Going
  1. Ask Open-Ended Questions. ...
  2. Be Curious. ...
  3. Find Common Ground. ...
  4. Mirror the Other Person. ...
  5. Use Active Listening. ...
  6. Ask Follow-up Questions. ...
  7. Find Mutual Interests. ...
  8. Tell a Story.
Feb 28, 2023

How to have the situationship talk? ›

Be honest about your feelings: It's important to be honest with yourself and to be clear about your intentions for the relationship. Ask for what you want: If you're interested in a more serious relationship, consider stating how you feel about the person and asking for what you want.

What to say to keep a conversation going over text? ›

You could ask about anything; their favorite movie, their favorite restaurant, their job, their pets, etc. Don't just let the conversation end after they give you an answer; let their answer be a jumping off point for the rest of your chat.

How can I improve my conversation skills on dating? ›

  2. Stay in control of your feelings. ...
  3. Maintain good eye contact. ...
  4. Watch your facial expressions and body language. ...
  5. Stay calm; think about how you react. ...
  6. Listen actively. ...
  7. Try to recap what the other person has just said. ...
  8. Ask questions that promote conversation.

How to end a dating app convo? ›

You can simply leave the conversation if you haven't been messaging for long. However, if you've been talking for a while and don't want to ghost, you can say something like, "Thanks for chatting; I'm going to go now. Wishing you the best!" As Dr. Brene Brown says, "Clear is kind, unclear is unkind."

How do I stop ghosting on dating apps? ›

If you're prone to ghost, keep in mind that the reason you started talking to your match in the first place is because you liked them. Use words and behaviors so that if you crossed paths, you wouldn't feel anxious or awkward. Even better, being direct could leave the door open for when timing is better in the future.

How to end a talking stage without ghosting? ›

Instead of ghosting, try saying: “As much as I enjoyed getting to know you, I can't continue to see you because I have found someone else and things are getting serious between us. I want to be transparent now before we continue to deepen our bond.”

How do you stand out when messaging on dating apps? ›

Hint that her profile tells you something deeper about her.

Get her wondering “What do they think about me?” Send her a mysterious message that suggests she seems special or different from other people on the platform. Odds are, she'll want to know more about what makes her stand out to you.

Should you message everyday on dating app? ›

You might text every day, but you might not.

The person that you're dating might prefer just to check in every now and then, and that's not a bad thing. In general, you might want to talk to each other every 2 days or so, but it can be more or less depending on your preference.

How to keep the conversation going with a guy? ›

Discuss what you have in common. Sports, hobbies, and other popular topics are a great way to keep your conversation going. Think about something you both like, even if it's pretty small. Chatting about a tough class, a mutual friend, or a similar job could help reinvigorate your conversation.

How do you revive a conversation on the dating app? ›

How to Save a Dying Tinder Conversation
  1. Signs You Can Salvage a Tinder Conversation.
  2. Tell an interesting story.
  3. Ask an open-ended question.
  4. Talk about a common interest.
  5. Give them a sincere compliment.
  6. Chat about your pets.
  7. Send a funny gif.
  8. Share some pictures.

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