Q&A for How to Have a Fun, Interesting Conversation Via Text

Have you considered the possibility that means he or she most probably doesn't like texting? If that is the case, then the fact they even text you is a good sign. On the other hand, if this person isn't keeping in touch with you in any way whatsoever, then they may just not be interested in connecting with you.

Patience, my friend. They may not be texting back immediately because they don't want to text, or because they're busy doing other things. Not everyone has at phone at hand all the time.

See what that person likes. If they feel passionate about the subject you guys will talk for hours.

Get to know them! Ask them about what they like doing in their free time or about their hobbies and interests. If you want, you can start by saying something like, "Hey! Is this Becky? Just making sure I got the right number!"

You can use :) for a smile, :( for a frown, ;) for a wink and ;( for a cry. These are basic text usages that everyone can do using a keyboard and that everyone understands in the texting and email contexts. You can also use the exclamation mark and the question mark to enhance your statements, along with good quality emotive words from the English language.

You could talk about interests. Or you could be random and ask, for example, "Should we swap phones?" Another thing you could talk about is the past (good things, or bad if you wanted) like "Do you remember that time when we...".

Show that you are interested in her; listen when she talks about serious things; give her little compliments; and share personal things with her.

Try to find a common interest, such as: a football match, latest film, studies etc. Start by asking a small question or making a small remark. Continue to express your opinions if the other person seems interested.

Usually you will know if they are bored if their responses are becoming shorter (one word answers), they stop asking you questions/for your opinion, or if they take a long time to respond to you.

Ask them. You'll look flimsy if you try to make perceptive judgements about them and fail in the end. The only way to know for sure is if you hear what they have to say.

It probably means the person isn't interested. Give the person some time; if things continue this way, then that person probably isn’t interested in connecting with you (or doesn’t like communicating through text).

You can try saying something along the lines of, "Remember that one time when [some family member did something really funny] and everyone was cracking up? I was just thinking about that 😂" and then take it from there, asking them what they've been up to lately, etc.

I wouldn't worry about being "impressive". Just be yourself.

Talk about things you have in common, like school, sports, etc. You might also talk about current events and politics, if you're both interested in those things.

Talk about hanging out with him/her. You have to get to know your co-worker to have a long conversation. Offer to walk with him/her home or drop him/her off. Ask about family or hobbies.

Follow these suggestions, ask questions and be a little flirty.

You don't, as it sounds like they are not interested in speaking with you. This person is not worth your time and effort. If you really want to, try and get to know their friends, and eventually they'll accept you and be more interested to talk to you.

This is a rather vague question, but you could ask your boyfriend this question. You should absolutely feel comfortable asking him this. Be sure to add detail if he asks what you mean by, "lively." If every conversation is dead, then maybe the relationship is, too, but we all get into slumps.

Be energetic and flirty. Ask her questions and actually listen to the answers so you can recall them later and show her you care.

If you really love this person, you will step out of your comfort zone and just talk to them. Not everything in life is going to be easy, but you should make an effort to get to know this person by talking face to face. Just start talking to them the way you would over text. Ask them how their day is going and see where the conversation goes from there. It will get easier the more you do it.

If you feel like you are texting too much, you probably are.

Make sure you are immutable in your ideas, that you cannot take offense to anything, that you throw plenty of healthy banter with your mates, and that overall you express interesting things.

Then stop texting that person.

Just say something like, "Hey, this is [your name], I'm a friend of [your mutual friend's name]. He gave me your number, I hope that's okay. How's it going?"

Of course! That's a very common topic of conversation. You can also feel free to ask them about their own crush, but if they don't want to tell you, don't push the issue!

Maybe they're tired of the subject you're talking about, or maybe it makes them uncomfortable. It depends on what you're talking about. If this really bothers you, let them know that.

Ask him about things he's interested in or, just to keep him going, use emoticons along with text.

Ask them about their hobbies, interests, etc. If that doesn’t seem interesting enough, then mention some plans you have and some of your interests to see if you can connect that way. Or, if you really want to connect, then invite them to the movies or something that has to do with their interests so they can tell you care.

If it is impossible to meet call/FaceTime so you can know what they sound like and get to know them in a more meaningful way. Then when you go to text them, talk about stuff you have in common and ask questions. When asking questions instead of saying stuff like “Do you like your job?” try saying “How was work today? I’ve always wondered what it’d be like to be a (their job)!” You won’t bond quite as well as someone you know personally but you still could be friends!

As you mentioned you are overthinking this conversation. Instead of thinking about the outcome just say what’s on your mind about the topic (as long as it’s not offensive). If you are uncomfortable with the topic say so and change the conversation. Just relax and share what’s comfortable with you!