• HOME
  • ABOUT ME
  • WORK WITH ME
    • COACHING PROGRAMS
    • PRODUCTS
  • BLOG
    • DATING BLOG
    • SEX, LOVE, & MINDFUL DATING PODCAST
    • WORLD’S GREATEST LOVE STORIES PODCAST
  • DATING MEDIA INTERVIEWS
  • TESTIMONIALS

Amie Leadingham - Amie the Dating Coach | Master Certified Relationship Coach | Online Dating Expert | Author

  • HOME
  • ABOUT ME
  • WORK WITH ME
    • COACHING PROGRAMS
    • PRODUCTS
  • BLOG
    • DATING BLOG
    • SEX, LOVE, & MINDFUL DATING PODCAST
    • WORLD’S GREATEST LOVE STORIES PODCAST
  • DATING MEDIA INTERVIEWS
  • TESTIMONIALS
Blog / confidence / connections / dating / Dating Tips / Find Love / Online Dating

How to Start a Good Online Dating Conversation

Are you exhausted from sending out countless messages on dating apps, only to receive no response? Starting a conversation with someone you’re interested in can be equally exciting and nerve-wracking. It’s tough to know how to approach someone you’ve never met before. But don’t worry, I’ve got you covered! In this blog post, I’ll share some tips on how to start an online dating conversation that will increase your chances of getting a response.

1. Be confident:

The first and most important step to starting an online dating conversation is confidence. Remember that the person on the other end is human, just like you, and probably just as nervous. One of the best ways to show confidence is by being yourself. Avoid using pick-up lines, cheesy introductions, and over-the-top compliments.

Instead, steer the conversation towards something that you find interesting about them. Focus on giving compliments about what you read. For example, “Wow you have traveled to 3 countries this year? Impressive! Stay away from compliments about a person’s looks like… you are so beautiful or so sexy.

2. Make it personal:

Nothing feels better than when someone shows interest in you or your life. When starting a conversation online, try to make it personal. Look through their profile, find something that you can connect with, and ask questions about it. For instance, if they have a picture of their pet, you could ask about the pet’s name and breed.

3. Use humor:

Humor is a great way to start a conversation. It shows that you don’t take yourself too seriously and that you’re easy-going. Just be mindful to keep it light and tasteful. You don’t want to unknowingly offend someone.

Games are a fun way to start conversations. For example, play “Two Truths and a Lie” or “This or That”. This will start the conversation with a little humor and let you get to know their personality as well.

If you want to learn how to flirt without being creepy here is a good video for you to watch (article continued below).

4. Ask open-ended questions:

Asking open-ended questions that start with what, how, and why, is a good way to keep the conversation flowing. Questions that can be answered with a simple ‘yes’ or ‘no’ don’t add much value to the conversation.

They also make it harder to learn more about the person. Ask questions that require a more detailed answer such as “What’s your favorite type of food? or  Where was your favorite place to travel?”.

5. Use their username in the message:

Using a person’s username in your message is a subtle way to make them feel special. It shows that you’re addressing them directly and not sending out mass messages. It’s a small gesture, but it can work wonders in making a good first impression.

6. Follow up:

The key to a great conversation is follow-up. If you’re enjoying the conversation, try to keep it going by asking more questions. However, if it’s not going as well as you hoped, that’s okay too! Not everyone will be a perfect match. Be respectful, thank them for the chat, and move on to the next.

Starting an online dating conversation can seem challenging, but it doesn’t have to be. By following these tips, you can increase your chances of getting a response from someone you’re interested in. If you’re struggling with online dating, my How to Conquer Online Dating course can help here.  

Share
related posts

You May Also Like

Should I keep dating someone after I see a red flag? Relationship Non-Negotiables and Dealbreakers.

August 10, 2022

7 Self-Sabotaging Behaviors That Ruin Relationships

November 21, 2025

That Instant Spark? It Might Be a Red Flag.

May 28, 2026

Search Blog Topic

Recent Blog Posts

  • How to Meet and Connect With Singles in Person
  • Love Bombing vs. Genuine Interest: How to Know the Difference
  • 6 Personality Traits That Make You More Attractive
  • What Happens When You Stop Chasing an Avoidant
  • 7 Toxic Relationship Red Flags You Might Not Recognize
  • Why Relationships Fail at 3 Months (And Here’s What to Do)
  • Why So Many High Achievers Attract Emotionally Unavailable Partners
  • That Instant Spark? It Might Be a Red Flag.
  • 7 Green Flag Signs You’re Truly Ready for Love (And Not Just Settling)
  • 6 Early Warning Signs You’re Dating Someone Manipulative

Instagram

Who you share your love life with matters more than you think. 

💛 Grab my free ebook in my bio. 

#innercircle #datingadvice #datingcoach #relationshipadvice #datingtips
•
Follow
Who you share your love life with matters more than you think. 💛 Grab my free ebook in my bio. #innercircle #datingadvice #datingcoach #relationshipadvice #datingtips
2 days ago
View on Instagram |
1/5
Today I’m humbled to share that @feedspotdotcom included me in their Top 70 Dating Instagram Influencers of 2026. 

Thank you to the Feedspot team for the thoughtful work behind this list, and for valuing real connection.

To this community, thank you for your trust, your stories, and your questions. This reflects you.

And I’m honored to be alongside so many creators I admire. Explore the full list 👇 link: https://influencers.feedspot.com/dating_instagram_influencers

If you want more support with Conscious Dating, comment below CONSCIOUS and I’ll send you my free ebook! 

#Feedspot #DatingCoach #RelationshipCoach #ModernDating
•
Follow
Today I’m humbled to share that @feedspotdotcom included me in their Top 70 Dating Instagram Influencers of 2026. Thank you to the Feedspot team for the thoughtful work behind this list, and for valuing real connection. To this community, thank you for your trust, your stories, and your questions. This reflects you. And I’m honored to be alongside so many creators I admire. Explore the full list 👇 link: https://influencers.feedspot.com/dating_instagram_influencers If you want more support with Conscious Dating, comment below CONSCIOUS and I’ll send you my free ebook! #Feedspot #DatingCoach #RelationshipCoach #ModernDating
3 days ago
View on Instagram |
2/5
Having Needs Doesn’t Make You Needy 🫶

Are holding back what you really feel just to keep the peace? 👀

You try to handle things the “right” way, gently and respectfully, and it still turns into a fight or the silent treatment. 

If that sounds familiar, this is a pattern worth paying attention to. Peace that comes from staying silent isn’t the same as feeling safe.

Watch to the end to find out what real safety in a relationship looks like. 💛

👉 Want to spot these patterns sooner? Grab my FREE ebook, 5 Dating Traps: link in bio 

#datingadvice #redflags #relationshipadvice #stonewalling #communication
•
Follow
Having Needs Doesn’t Make You Needy 🫶 Are holding back what you really feel just to keep the peace? 👀 You try to handle things the “right” way, gently and respectfully, and it still turns into a fight or the silent treatment. If that sounds familiar, this is a pattern worth paying attention to. Peace that comes from staying silent isn’t the same as feeling safe. Watch to the end to find out what real safety in a relationship looks like. 💛 👉 Want to spot these patterns sooner? Grab my FREE ebook, 5 Dating Traps: link in bio #datingadvice #redflags #relationshipadvice #stonewalling #communication
5 days ago
View on Instagram |
3/5
Remember to save this💌. You can be kind and still… 

If you’ve ever confused “being nice” with “abandoning your own needs,” that pattern shows up in dating too!

I put together a free guide on this: 5 Dating Traps… the sneaky patterns that keep good, kind people stuck in the wrong relationships.

📩 Grab it free, link in bio!

#datingadvice #boundaries #selfrespectquotes
•
Follow
Remember to save this💌. You can be kind and still… If you’ve ever confused “being nice” with “abandoning your own needs,” that pattern shows up in dating too! I put together a free guide on this: 5 Dating Traps… the sneaky patterns that keep good, kind people stuck in the wrong relationships. 📩 Grab it free, link in bio! #datingadvice #boundaries #selfrespectquotes
6 days ago
View on Instagram |
4/5
The one trait that makes someone irresistible and impossible to forget. Not what you’d guess. 

Follow for more 🤍 

#attractiontips #charisma #irresistible
•
Follow
The one trait that makes someone irresistible and impossible to forget. Not what you’d guess. Follow for more 🤍 #attractiontips #charisma #irresistible
1 week ago
View on Instagram |
5/5
@amiethedatingcoach
  • HOME
  • ABOUT ME
  • WORK WITH ME
  • BLOG
  • DATING MEDIA INTERVIEWS
  • TESTIMONIALS

© 2026 - Amie Leadingham - Amie the Dating Coach, LLC - All Rights Reserved | LEGAL Site Powered by Pix & Hue.

ACCEPT
We use cookies on our website to give you the most relevant experience. By continuing to browse the site, you consent to the use of ALL the cookies.
Cookie settings
Manage consent

Privacy Overview

This website uses cookies to improve your experience while you navigate through the website. Out of these, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may affect your browsing experience.
Necessary
Always Enabled
Necessary cookies are absolutely essential for the website to function properly. This category only includes cookies that ensures basic functionalities and security features of the website. These cookies do not store any personal information.
Non-necessary
Any cookies that may not be particularly necessary for the website to function and is used specifically to collect user personal data via analytics, ads, other embedded contents are termed as non-necessary cookies. It is mandatory to procure user consent prior to running these cookies on your website.
SAVE & ACCEPT