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How to Entertain a Girl Over Text: Excite Her Mind with Words

The song was right! Girls just want to have fun. Here’s how to entertain a girl over text and keep her coming back for more of your wit and charm.

how to entertain a girl over text

Have you ever wondered how to entertain a girl over text? Does it make a difference? I’ve found that you don’t have to entertain a girl through text to get her out and on a date, but having the skill set still helps me:

#1 Keep long-term female friendships going even when we don’t meet often.

#2 Keep long-term intimate options open, even when we’ve yet to meet up.

#3 Convince a girl to meet up if she’s unsure about me or busy.

#4 Get a girl excited about me.

#5 Have lots of hilarious conversations over text that make me actually LOL and my week feels that much cooler.

For me, entertaining a girl is not about tap dancing for her. Rather, it’s about getting my unique voice across. Obviously, communication limitations occur with texting.

However, I’ve not only used text to convert a girl from being unsure about me to saying I was super fun and amazing. Once I even had a girl text me that she would leave her boyfriend because I’m the man she really needs in her life. *I actually told her I would not go out with her because she already had a boyfriend, which is why she decided to leave*

How to entertain a girl over text

You can absolutely keep a girl’s interest and excite her over text. Here are a few tips on how to go about it.

#1 Using memes. If you’re like me and don’t want to work when you send text messages then memes are invaluable. Memes are shared pictures, sayings, general ideas, or sometimes very short video clips that for whatever reason have become so popular that they get shared over and over again within a culture.

Maybe it’s a still from a movie or some YouTuber who went viral or a presidential blooper moment that got snapped and used by journalists all around the world. Others are specific to particular cultures such as Jamaican patois. People sometimes write text on top of these images or videos or sayings—to support or make a point or just be funny or satirical.

Maybe you have a still of a cat wearing a small top hat and looking untrustworthy. If a girl says something that seems unbelievable, rather than reply with words, hit her with the meme. Or surprise-meme her during your day with one that made you laugh.

Memes are great because they don’t need a proper reply. They are casual, but often start a fun conversation. Here’s where the skill comes in: if you use memes that show you’re playful and fun but also show you get the type of culture she’s into, you tap right into her world, which may well be her Twitter and Facebook feed—people these days… [Read: Smartass quotes: 48 smart and sarcastic lines that kick ass]

#2 Writing how you talk—just more punchy. Example:

Her: Hey how are you sweetie?
Me: Good hun x. I went for a run. Super thirsty now @_@

I think sometimes the more you try to be clever or invulnerable or whatever ‘supreme confidence’ persona, the more you come off as odd or insecure. Not everyone has time to sit down and craft a well-thought out text. We all have busy lives. I trust she knows this and doesn’t expect that with every text she sends, I’ll spend 15 minutes thinking about my reply. [Read: 18 casual things to text a girl and leave her addicted to you]

#3 Not overanalyzing her. This probably just makes you seem try-hard. I prefer going with the flow and if something doesn’t make sense I might just text her ‘okay… I’m following you *insert confused emoji*’.

#4 Making statements not questions. You know the saying *I’ve just made it up by the way*: ‘it’s easy to make a question, it’s hard to make a statement.’ Making a statement tells her about your personality, the way you think, and that you have your own opinion. It’s entertaining to try and decode somebody.

However, a barrage of questions usually makes me feel as if the person’s trying to get something out of me. So, I never drill her for answers. Although it can be fun to drop some daring questions about her interests and personality suddenly and briefly, to catch her off guard. [Read: How to text a girl you like and make her want you]

#5 Being casual *think Twitter*. Nothing kills entertainment more than when someone cares too much about what others think of them. Or when they’re too structured. When I’m texting to entertain, I write as if for some crazy blog, not for a formal essay.

I’m never afraid to be random, instant, or shocking when looking to entertain. Entertainment is all about holding attention and moving it where you want it to move. I’m not long-winded. I’m thinking 150 characters rather than 1500 words. I want to leave her wanting more and not as if she has homework to do when she receives a text message from me.

Here’s the key I use, which serial entrepreneur Gary Vaynerchuk calls ‘document, not create’: I don’t need to create a new text idea or thread every time I send a message. I might post a photo of me hanging out with a mate. I ask myself: what’s happening right now? Or when something happens I share it, sometimes with a twist.


Me: ‘My neighborhood cat is just watching me.’
Her: ‘LOL, what?’
Me: ‘It’s expression kind of reminds me of when you look surprised.’

You can always go back to an old thread if one dies out, because new things are always happening to you. [Read: How to start a text conversation with a girl – 15 rules to impress]

#6 Disagreeing. Nothing is more annoying than a people pleaser. I’ve definitely been there before. You are way more interesting when you have your own opinions. I’ll avoid being too serious when I disagree if she doesn’t know me well.

#7 Talking about ‘we.’ This can be used in the silliest of contexts: ‘We should climb Mount Everest this weekend or maybe that’s a bad idea?’ Using ‘we’ creates a feeling of progress in a cool way, as if you build something together. [Read: Texting etiquette: 20 unwritten rules of savvy flirting]

#8 Not setting a date/place/time to meet. It can be boring and even annoying when you know what’s going to happen before it happens. Yeah, maybe it’s safe and secure but not exactly exciting.

So, even though I might use ‘we’ to let her know that I intend on doing something with her at some point, I’m not overeager to put it all in digital ink. This is an adventure together, not a business deal.

#7 Matching the length of her text messages. The only time I ignore this rule is if I’m in a particularly no F’s given sort of mood or tipsy. But generally, if a girl always replies to my messages with a much shorter reply, I take this to mean she’s not as invested in me as I am in her.

In that case, I slow it down. Anything too abundant in supply and too low in demand usually has low value, let alone low entertainment value. [Read: How to play hard to get with a girl and do it just right]

#8 Avoiding emojis if she doesn’t reciprocate. This keeps more mystery with regard to my level of excitement and interest. I’ve experimented with using lots of emojis and I suspect it makes you seem too keen if it’s only one-way. [Read: 18 really obvious signs a girl likes you over text]

#9 Being cheeky. I’ve written about this before because it so damn useful. The problem with text messages is that you can’t give a nod and a wink when you’re being playful. But you don’t need to when you can send a ;-).

Emojis also let you get away with more than you would think. So when you send a risqué message that might surprise her, just add a 🙂 afterwards. We all have busy lives and don’t have the time to read between the lines constantly, this helps her know you’re being cheeky.

#10 Doing these and seeing how she reacts. I’ll show different sides of me and see how she reacts to it. I might:

a. Be bold – ‘Yeah, I kill people for a living.’

b. Be cheeky – ‘Sp, what are you wearing right now?’

c. Be cocky – ‘My nickname is God.’

d. Be complimentary – ‘Wow, you are seriously cute, love that pic.’

[Read: What to text a girl – Dos, don’ts and all the secrets to know]

#11 Responding to her tests fearlessly. The key I use when keeping an entertaining conversation going is to respond rather than to react. For me, being reactive becomes like an addiction that makes my mood shift with each reply. Whereas, when I’m responsive I just share my good energy and invite her to also share.

So if she becomes rude then I just call her out on it fearlessly and without getting emotional. Sometimes I improvise a joke out of it, because I don’t really care what some girl thinks of me if she doesn’t know me. I try not to text if I’m in a crappy mood or if she’s pissed me off.

Example *this is roughly how it’s panned out in the past for me*:

Her: ‘That’s not funny. You actually sound like an asshole.’
Me: ‘Yes, I keep getting rewarded with coitus for it. I’m a victim.’
Her: ‘Okay… sure weirdo.’
Me: ‘Listen, I was having fun, but if you really don’t like my sense of humor then maybe we just won’t hit it off as I like to banter. It’s a pity because I liked you when we met.’
Her: ‘LOL. Okay… actually I was just teasing you :-).’ [Read: How often should you text a girl? 17 must-know rules of texting]

#12 Not always being available. Distance makes the heart grow fonder. I don’t text a girl on a Friday or Saturday unless I already created the habit of meeting her on those days. I don’t text her because those days are for people who are actually part of my social life in person.

I also don’t always reply immediately. I might leave it a day in some cases. Other times we might have a text marathon—I play it by ear. Also, if she delays in her reply to me for a significant amount of time then I might give it a bit of time before I reply.

Casual, playful, unpredictable, challenging, and fearless are good approaches for entertaining text. Keeping some mystery and unavailable at times lets her do the rest of the work for me in her imagination.

[Read: Texting your crush: A step-by-step guide to doing it right]

Use these tips on how to entertain a girl over text, and be that textual drug that makes her want to read your messages before any of the other boring texts she receives from the other guys.

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Anonymous Fella
Anonymous Fella
An unnamed guy with a great story and an idea to share, the Anonymous Fella is the secret voice that wants to be heard, but prefers to be masked under anonymity...