Dating tips for chatting online how to start a great conversation and keep it going



Dating Tips for Chatting Online: How to Start a Great Conversation and Keep It Going

Kristina Mirgorodskaya is a Dating Coach and the Marketing Director of Amiccio, a New York City social app that helps singles make new connections. Amiccio connects singles by hosting parties, socials, beginners salsa, bachata, and tango classes, and speed dating events. With over four years of experience, Kristina specializes in leveraging people skills, cultivating welcoming environments, and intercultural communication. Her expertise allows her to easily bring people together. Kristina earned a degree in business from Baruch College.

Dating Tips for Chatting Online: How to Start a Great Conversation and Keep It Going

This article was co-authored by Lisa Shield and by wikiHow staff writer, Hannah Madden. Lisa Shield is a love and relationship expert based in Los Angeles. She has a Master's degree in Spiritual Psychology and is a certified life and relationship coach with over 17 years of experience. Lisa has been featured in The Huffington Post, Buzzfeed, LA Times, and Cosmopolitan.

There are 7 references cited in this article, which can be found at the bottom of the page.

This article has been viewed 46,642 times.

When you first enter the dating pool, online dating can seem like a pretty intimidating beast: how do you know what to talk about? How quickly should you reply? And how long do you need to chat online before taking things to the next level? If you feel like a fish out of water, don’t worry—you’re not alone! We’ve compiled some of the most helpful tips for chatting online so you can get to know your potential date before asking them out.

Talk about a common interest in your opening message.

  • “Hey! I saw your hiking pics, they look so pretty. I love hiking, too!”
  • “I’ve never met another person who does roller derby! How often do you hit the rink?”
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Ask them questions about themselves.

  • “That pic of your pup is so cute! How old are they?”
  • “Have you ever been to the rose garden?”

See if they like living in the area.

  • “How long have you been in San Francisco?”
  • “Do you like living here in Minnesota?”
  • “What’s your favorite thing about living here?”
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Chat about pop culture.

  • “You’ve got to watch that new Netflix documentary about mushrooms. It’s insane!”
  • “Are you gonna go see the new Batman movie? I’m pretty curious about it, honestly.”

Give them a few compliments.

  • “You have such a nice smile! It really shines through in all your pics.”
  • “You look like you have such a good fashion sense. I love your outfit in that first pic!”
  • “You have such a good sense of humor. I can tell you’d be fun to hang out with.”
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Send a few flirtatious messages.

  • “Red Sox fan, huh? You must be pretty bummed out this season!”
  • “You’ve never seen Twilight?! Wow, idk if this will work out.😉”

Throw out a few hypotheticals.

  • “What would you do if a zombie apocalypse started right now?”
  • “Would you rather fight 10 duck-sized horses or 1 horse-sized duck?”
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Try to reply quickly.

  • If you do decide to give out your digits, say something like, “I’m not on this app a ton. Here’s my number if you want to keep chatting.”
Expert Answer

How do you make a conversation less boring on Tinder?

Kristina Mirgorodskaya is a Dating Coach and the Marketing Director of Amiccio, a New York City social app that helps singles make new connections. Amiccio connects singles by hosting parties, socials, beginners salsa, bachata, and tango classes, and speed dating events. With over four years of experience, Kristina specializes in leveraging people skills, cultivating welcoming environments, and intercultural communication. Her expertise allows her to easily bring people together. Kristina earned a degree in business from Baruch College.

EXPERT ADVICE Answer from Kristina Mirgorodskaya:

Try to be creative with your questions and responses! You can comment on specific things, like their profile descriptions or image. Just try to keep it at 5-6 exchanges before suggesting to meet—longer, drawn-out conversations tend to lose momentum, especially when you are busy with other parts of life.

See if they want to meet IRL.

  • Say something like, “I’ve really enjoyed our convo so far. Are you free this weekend to grab coffee or a drink?”
  • Sometimes, people are a little wary about meeting up in-person too soon. If the person you’re chatting with wants to talk online a little more before meeting up, don’t be offended! They’re probably just trying to be safe.
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Try a video date to take things slow.

  • You could suggest it by saying something like, “I really like chatting with you! Do you have time for a video call this evening? I’d love to hear your voice.”

Don’t give out any personal info.

  • If anyone ever sends you creepy messages, feel free to block and report their profile.
  • Try to be reasonably sure that they are real and not a scammer. Make sure that the person is following a nice conversation and not asking you about your money.
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Expert Q&A

What should I write in my dating profile? Lisa Shield
Dating Coach

Lisa Shield is a love and relationship expert based in Los Angeles. She has a Master's degree in Spiritual Psychology and is a certified life and relationship coach with over 17 years of experience. Lisa has been featured in The Huffington Post, Buzzfeed, LA Times, and Cosmopolitan.

Dating Coach Expert Answer

You should list your basic information and some adjectives that truly represent yourself. Remember, though, that men and women think differently, and there are things that you might say that are inadvertently a blatant turnoff to the opposite sex. My greatest tip then is to have someone from the opposite sex read your profile to give you some insights so you can filter information.

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