Guide to Online Chatting.


By Donnavan Finlay, Co-Founder of Guyding Principals.


You may wonder why we would do an article on this subject. Reason is that social media gives you an increased platform to meet new people. Some people may just be too insecure to approach someone in public in fear of rejection. This is all too common and I know this whole venture can be intimidating. Meeting someone on a dating site or other social media can alleviate that stress. Following are some tips we recommend you read before venturing out in the dating apps world. First you need to be able to chat to make the person comfortable. After that we will cover the topic of how to flirt online.


  1. Pay attention to your pictures.

The person you are trying to impress online will at some point have access to your images. Through these images they will be able to build a basic profile around you and what you like. Therefore it is important to ensure you have good images that portray you in a positive manner. Images of you hanging around numerous girls in different nightclubs will not leave a good first impression. Images of you with all your ex-girlfriends will also do more damage than good. Images of you participating in some activity or charity event will have a great first impression.  Keep your images fresh and exciting but make sure they portray a fairly accurately as you will not be able to fake it for too long.


  1. Think before posting.

When posting anything ensure you will not regret it at a later stage. Basic guide here is to think “would you want to see this all over the net the next day?” Posting how drunk you are at the club is not a good idea.


  1. Start chatting.

Avoid starting any conversation with “What’s Up?” or “Hey!” Starting any conversation like that gives you nowhere to go. Start by commenting on a new profile picture or a recent post. Ask her where a picture was taken or if she enjoyed the weekend away.

Ask a lot of questions to keep the conversation going. Just keep the questions about something light and general. Don’t ask her how much it cost or how can they afford to go there. That is none of your business.

Be playful and be yourself. Avoid being a jerk with vulgar jokes but if you feel something is funny then say it. Since you are still getting to know the person there is no reason to fake it. If she does not think your jokes are funny you may have to reconsider investing more time into this person.

Respond in a timely manner. This will show the other person you are interested and it will give the conversation good flow. Leaving someone waiting as your choice is just crazy. With so many people online and chatting, the competition is great and she will just move on to the next person.

One last piece of advice I can give you was mentioned to my by a friend. I have not tested this claim but I though I would add it here for you to decide. Be the person to end the conversation before it runs out of steam. This will leave the other person wanting more and they will be thinking about you.

What to talk about you may ask?

Well, you have the entire internet as a resource. Read some interesting articles on a topic you may have in common. Saw a funny video clip? Pass it on. Got to do something cool? Share that as well. Keep it short of bragging or overwhelming her but enough to keep it interesting.

Keep the conversation going and keep it slow. This is not a sprint. Taking your time with the conversations will also assist you in being more confident. You will have better information if you and the other person will actually get along should you one day meet.

Keep the conversation around common interests as this will ensure that you will not get bored and stop chatting. If you have an opinion don’t be afraid to share it. At the end of the day you are still only getting to know one another.

Write like you talk and be yourself.

Don’t share too much about what happened to you. Only things that you feel will keep the conversation going.

Compliment the other person. Sometimes. Keep it short from making you look desperate or just creepy.


If you have had any experiences with online flirting we would like to hear from you. Please comment on the website or send us an e-mail at


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