How to Converse with a Guy Online

Last Updated: July 6, 2022

Ever get stuck on what to talk about during a conversation? Don't know what to talk about? Find out some ways to keep a guy talking for hours on your Instant Messenger or sometimes referred to as the MSN or IRC or AIM.

Steps

1
Be more informal and casual in your conversation. Choose "hey" rather than "hi". Ask him, "how's it going?", or "what's up?". If he asks you the same thing, don't say "same" because that will give him an impression that you are dull. Tell him anything about your day, even if it was stupid. (Saying 'nothing' could make it a dead-end conversation.) That would make him laugh and think that you have a good sense of humor!
2
Never gloom. Don't tell him what a bad day you've had - at least at the first chat, save that until you know him better. Otherwise, you may come off as gloomy or boring.

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3
Show him who you really are. Get yourself a webcam, and get on to him. That not only gives him something to talk to, it gives him things to talk about. You can now show him things in the room or on yourself. If he has one too, ask if you can watch, if he doesn't offer. Be careful not to expose too much!
4
Avoid asking him short-answer questions. Questions like "Did you see that movie?" is one of them. The answer would be either Yes or No. That's too short.^{[1]
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Expert Source

Maria Avgitidis
Matchmaker & Dating Expert
Expert Interview. 20 December 2019.} Elaborate and say "That movie looks pretty good. I wanna go see it sometime." It can give both of you a new topic. Do not forget to reply to everything he said.
5
Talk about anything; his favorite band, color. Don't talk about yourself all the time, considering you may come off as self-centered and self-obsessed.
6
Know how to end the conversation. When he says he has to go or if you have to go, say something like "I'll see you tomorrow" or "talk to you later". Something that will imply future plans or chats with him.
7
Be careful about talking to him too often. Chat with him often enough to keep in touch, but not every single day. There is a chance it will become less and less special if it becomes too frequent.
8
Only ask a guy out online as a last resort only. It's much better to ask him out in person. When it comes to more serious times in a relationship, never ask anybody out online. This also works with break-ups.
9
Finished.

Expert Q&A
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Question

How can I make my online conversation interesting?

Maria Avgitidis
Matchmaker & Dating Expert
Maria Avgitidis is the CEO & Matchmaker of Agape Match, a matchmaking service based out of New York City. For over a decade, she has successfully combined four generations of family matchmaking tradition with modern relationship psychology and search techniques to ensure her professional clientele are introduced to their ultimate match. Maria and Agape Match have been featured in The New York Times, The Financial Times, Fast Company, CNN, Esquire, Elle, Reuters, Vice, and Thrillist.

Maria Avgitidis

Matchmaker & Dating Expert

Expert Answer

Support wikiHow by unlocking this expert answer.

Let the conversation be natural. Keep in mind that it is not an interview. You are doing it to have fun. Do not have a list of questions that you would like to ask. Instead, talk about their lifestyle and values. For example, you can ask what they did last summer or on the weekend.
Question

How can I make a good impression on a guy I am meeting online?

Maria Avgitidis
Matchmaker & Dating Expert
Maria Avgitidis is the CEO & Matchmaker of Agape Match, a matchmaking service based out of New York City. For over a decade, she has successfully combined four generations of family matchmaking tradition with modern relationship psychology and search techniques to ensure her professional clientele are introduced to their ultimate match. Maria and Agape Match have been featured in The New York Times, The Financial Times, Fast Company, CNN, Esquire, Elle, Reuters, Vice, and Thrillist.

Maria Avgitidis

Matchmaker & Dating Expert

Expert Answer

Support wikiHow by unlocking this expert answer.

To have an honest and impressive conversation with a guy online, you should post your latest photo in which you look as you are.
Question

What should I do to start an online conversation with a guy?

Maria Avgitidis
Matchmaker & Dating Expert
Maria Avgitidis is the CEO & Matchmaker of Agape Match, a matchmaking service based out of New York City. For over a decade, she has successfully combined four generations of family matchmaking tradition with modern relationship psychology and search techniques to ensure her professional clientele are introduced to their ultimate match. Maria and Agape Match have been featured in The New York Times, The Financial Times, Fast Company, CNN, Esquire, Elle, Reuters, Vice, and Thrillist.

Maria Avgitidis

Matchmaker & Dating Expert

Expert Answer

Support wikiHow by unlocking this expert answer.

Check the profile of the person and comment on it. If they respond, it shows that they have an interest in you. You can take this as a chance to start a conversation with them.

Warnings

Be careful with how much information you give away.

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Avoid typing things like "LOL" all the time, especially when there is nothing funny being said.

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Be cautious of continuing to type if he isn't responding; you might sound obsessive.

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If you're not an adult, avoid talking to anyone you don't know and especially don't give any personal information away such as your picture, telephone number, address etc. If anything you're not completely comfortable with is said to you or happens to you online or on instant messaging use this website: www.ceop.gov.uk

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