How to Flirt with a Guy Friend & 20 Ways to Tempt Him to Date You

How To Avoid Rejection When Flirting With A Guy

You should be able to avoid rejection when you can

You should be able to avoid rejection when you can tell if the person you’re flirting with reciprocates your feelings or not. Trust yourself and most of all, read the visible signs.

In any event, although you can’t win them all, you do have higher chances of getting lucky with someone you like if you follow the tips listed above.

What’s more, your skills in flirting with a guy in person can only further improve the more you try them out. So don’t shy away and go for it.

And if you’re ready to have casual sex, consider reading our tips on how to hook up with a guy in different situations.



😏 Obvious flirting signals

The big problem with flirting is that you often cannot tell whether they are currently flirting or not. But that’s what makes the whole thing so exciting. But since men tend to be less subtle than women, some quite safe signals indicate that he is flirting with you most of the time.

He treats you differently

You will likely only recognize this signal when you’re flirting with someone you already know. If he treats you differently than other women, especially in a positive way, then he is likely to be flirting.

Should he be “mean”, that can still be a sign. Maybe he’s just extremely bad at playful teasing.

He smiles at you in a special way

It is not an ordinary smile that he gives you, but this very special one. You know what I mean!

He asks about your relationship status

Maybe he asks very subtly and not at all directly. E.g. he wants to know if you have plans for the weekend and listens very carefully to see if you are talking about “your boyfriend”. Or maybe he’ll ask you directly.

He tries to make physical contact

As mentioned above, physical contact is important when flirting. But men are sometimes a bit clumsy. Maybe he’s trying to tickle you or pulling lint off your blouse.

He looks nervous

If he seems nervous around you or during your conversation, he’ll at least find you interesting or intimidating. Whether he dares to flirt is another question.

He’s trying to impress you

Whether he is frank or subtle, men try to impress women they like. That’s normal. So if he does that, you’ll know what game is being played. Hopefully, he’s not a boast!

He’s trying to make you laugh

Humor is something very important. So if he’s trying to make you laugh, chances are high that he’s trying to flirt with you.

He teases you

Teasing someone is often part of flirting. And very effective on top of that. Get on the teasing train and tease each other!

He compliments you

If he keeps telling you how pretty you are today or how well your outfit looks on you, he is pretty sure flirting with you.

✍️  September 24, 2020


The Flirting Styles Inventory helps you determine your flirting style. Check out the book that goes with it.

If you prefer a book, you can read the Secret Rules of Flirting, which offers help with reading body language, or Flirt Fearlessly, an easy read that walks you through flirting step-by-step.

What if youve been flirting with the same guy for a while?

Have you been flirting with this guy for what seems like FOREVER, and you don’t know if it’s you or it’s him, but he’s just not getting it?

Like, WHY hasn’t he asked me out already, Adam?!!

My advice is to pull back.

Let him make the next move and reach out to you.

I don’t know this guy. He might be shy. He might also be afraid of rejection and think you’re out of his league. Or he might have a girlfriend already. Or he might be stringing you along.

Either way, don’t give him anything more if you’re not getting anything back.

Continue meeting new guys and practicing your flirting game. If he’s interested, he’ll do something about it.

How To Flirt With A Guy At Work

6. Be good at what you do

There’s nothing sexier than a strong and capable woman who enjoys her job and does it well. Asserting yourself as that woman should be the basis of your flirting strategy at work.

Slacking off and complaining about your job isn’t attractive. Maybe you think that gossiping about your boss will be a fun way to connect with this guy, but that may even get you in trouble.

But if you’re a badass at the office and genuinely enjoy your job, you will gain his respect and be much more fascinating to him.

7. Chat online

Most workplaces nowadays use some kind of a chat platform where company members can communicate without leaving their desks.

It’s meant for work talk, but let’s face it, we all use it to catch up with our coworkers about all kinds of nonwork-related topics.

Before you dive into anything serious with that guy from work you like, you can test the waters on chat.

Follow up on something you talked about over lunch, send him a meme you know he’d like and observe his reaction. If he starts pinging you back, you’re on the right track.

8. Compliment him

8. Compliment him

Flirting at work is a little tricky. You need to be careful not to cross any boundaries, respect your office policies and try to avoid nasty gossips. But complimenting always works.

Since you’re working together, it’s best to start with work-related compliments. Make him feel good about himself by complimenting a great idea he’s had at a meeting or be the first to congratulate him on the raise.

That will show him that you’ve noticed him and that you respect him professionally, which is an important foundation for a relationship.

9. Crack a joke

A good sense of humor is super important and it naturally drives us to people. However, it may be a little difficult to showcase your sense of humor at the office.

Still, you should use every chance you get to give this guy a glimpse of who you are outside of work. During lunch or a coffee break, crack a joke and show him that you can be both serious and fun to be around, depending on the situation.

You will blow his mind, especially if he hasn’t had the chance to see that side of you yet.

What to Avoid When Flirting With a Guy

Don’t go into the interaction with a running list of “Do nots” in your head. You’ll only focus on what you shouldn’t do when flirting, and this could lead you to do exactly those things. But you still need to know what you shouldn’t do when flirting.

  • Don’t be too negative – keep things lighthearted and upbeat
  • Don’t overindulge – let him wonder about you a little
  • Don’t discuss exes – this is definitely saying too much
  • Don’t cut yourself down – put on a confident air even if you don’t feel it
  • Don’t dwell on it, if it goes poorly – there’s always next time

Avoid THESE Texting Mistakes

1. Don’t send boring first texts like “What’s up?” and “How are you?”

2. Don’t come on too strong – don’t send a text like “Would you be mad if we made Saturday ‘Naked Day’?”

Try to keep your flirting subtle. If you come on too strong your crush will feel like he “has you” and won’t get to chase you like he likes to (and they all do).

You can always keep it subtle by writing something like “I just got out of the shower. What do you think – skirt or dress?” or “I’m trying my new clothes on” etc.

This way he will automatically imagine you getting out of the shower, but you don’t seem too aggressively flirty.

3. Make sure you’re not always the first one to text. For the same reasons above.

4. Don’t try too hard to be funny or clever. One minute is more than enough to think about something. If you can’t, put it aside and text him later.

5Spell check. This should be obvious by now. Spelling mistakes are a huge turn-off.

6. Don’t ever ask him if he likes you via text. Huge mistake.

(Read: Should you tell a guy you like him first?)

How to flirt with a guy over text?:

Most of the conversations and things start over a text, nowadays. So, it’s really important to have good communication and flirting with a guy you’re interested in! Cause there is no other way to let him know that you like him or something, right? Do not worry, know the texts you can deliver and make the guy feel special.  Good Morning, You!   Morning texts are romantic,

  • Good Morning, You!
    • Morning texts are romantic, waking up to sweet messages is always good.
  • You look soo handsome in your display picture!
    • Any compliment would work.
  • How do I Look?
    • Share your pictures, ask him his opinions on them. He’ll feel special.
  • Praise!
    • Always praise him for things you’ve seen him doing online. Example: You play guitar really well or any sport.
  • Tease him
    • Playfully tease him, talking about things he doesn’t like or about your exes, make sure it doesn’t get too personal otherwise change the topic.
  • Always leave wanting more
    • Do not linger on for long, talk in short intervals and ask him to talk again and wait for you.
  • Accidental Texts
    • Act as you texted accidentally, and then continue talking, Cause who’ll leave any chance?
  • Do not be boring!
    • Stay interested and interesting in whatever you’re both talking about.
  • Late Replies leading to “Sorry, I was changing…”
    • Ooh! He’ll have a lot of things to wonder about now.
  • A question at a time
    • Single question each time, do not cluster it all.
  • Do not use “k”, “lol” or texts like these
    • It’ll surely give wrong signals to your crush, that you don’t wanna talk or something.
  • Ask him out?
    • If you’re getting all the vibes, feel free to ask him out on a date.
  • It’s about his personality
    • Comment on his personality more than anything, guys love to listen about this rather than any flattery texts.
  • Use Emoticons
    • Expressing the emotions using emoticons would be better!

About Us

We all love to know about love! Each one of us at Reboot Love Life is an enthusiast in one area or another. From dating to relationships, from breakups to moving on and finding love, we have you covered!

How Do You Flirt With A Guy Over Text Or In Person?

To flirt with a guy over text or in person, tease him like he’s your bratty little brother. Flirting is teasing. Chat with confidence and without self-doubts. Keep your conversations short and sweet.

Do not drag it or think too much about what you should say or how he will react. If you make the conversation complex, it will not have the space to flow naturally.

Still, out of habit, you might end up wondering if maybe what you are saying to him isn’t right.

Hence, we came up with a bunch of different things that you can say to the guy you like. He will respond to these, and the situation won’t be awkward.

1. The “I Know Somebody Who Has A Crush On You”

The first thing that you could try telling him is that you know somebody who has a crush on him.

It is instrumental because any time you know somebody has a crush on you, you always want to know who it is.

If you’re noticing that the guy you like doesn’t respond much to you or your texts and you want to get an answer out of them, then try similar phrases that’ll catch them off guard.

You could then continue the conversation by either telling them directly that it is you who has a crush on them, or you can keep them guessing by dropping subtle hints and being indirect.

We suggest not to tell him directly as it kills all mystery and tension and creates a bottleneck for further communication.

Once he’d want to find out who is the person in question, consider him hooked.

2. Tell Him You Love Something He Does

2. Tell Him You Love Something He Does

This might not be one that will work for everybody.

For this one to work, you actually have to go and watch him do some kind of sport or watch him play music somewhere or whatever he loves doing.

Go and watch him do something that he really likes doing. This opens up the opportunity for you to give him a genuine compliment.

Just tell him that you thought he was awesome doing whatever he was doing the night before.

When it comes to compliments, guys really hold on to that, and they’ll always remember one.

Sometimes you might not be able to think of something conventionally flirty right away.

If you are looking for a speedy way, then boosting his confidence and making him feel happy is the way to go.

Giving him little compliments that tells him he’s good at something is better than complimenting his physical appearance.

Notice how most girls compliment a guy’s looks. What will separate you from those women?

TABLE: What Do Women Usually Compliment Men On?

Source: A study conducted by on 530 females between the ages of 18-65 years.

Compliments on skills makes guys feel they’ve achieved something.

It is an excellent way to start a conversation or make them feel good if you have a big crush on them.

3. Comment On His Personality

Type of flirty phrases that guys love to hear are compliments about their personality or something that you find unique about him.

Comments about appearance are great, which we will get into here later on.

Take the time to get to know a guy and actually compliment him about something which makes him different from other guys.

It might be something about him that may not be understood unless you take the time out to know him.

Do this, and he is going to feel like you’re really interested and invested in him. It will make you a lot more attractive to him.

If you have trouble talking to attractive men or fumble for words when you meet a handsome guy, His Secret Obsession by James Bauer is the recommended go to resource.

This guide is all about becoming a woman that men find irresistible.

All men have a similar emotional and biological drive and the book helps you tap into it. Here you can read our in-depth His Secret Obsession review.

Check Out His Secret Obsession

4. Tell Him That You’ve Been Thinking About Him

Another flirty thing that you can say to a guy is to tell him that you were thinking about him all day.

This will make them feel good every single time you say something like this.

If somebody doesn’t respond to you saying so, then even we don’t know what is going on in their head :D.

Jokes apart, when somebody hears that you’ve been thinking about them or if something happened and it made you think of them, it’s going to make them realize how much you actually care about them.

It shows them that they are an active part of your life.

You never know, maybe that guy’s having a really bad day or something ugly happened and he’s not really feeling that good and then all of a sudden he hears from you.

It’s one of those feel-good things that we think everybody enjoys hearing and it is kind of flirty.

If you are thinking about them, try to tell them that you have them in your mind or text them the same and see what the response is.

We can almost guarantee that they will respond to this every time.

5. Physical Appearance Matters To A Person

Compliments about a guy’s appearance are essential too.

Regardless if it’s right or wrong, we all do care about how we look, and we all want to be reassured that we look good.

Or at least you want to know something looks good on us in terms of appearance.

Anyone compliments you on your looks, let’s be honest, you’re going to be happy about it.

If you find something about a guy that you like, that you really are attracted to, say that. Whether it is their height or their hair or their smile.

Every single person in the world has something attractive about them.

We believe that 100%. We all have different strengths and weaknesses. It’s not really about boosting his ego.

It’s just about letting him know that you’re attracted to him which is obviously important if you’re trying to pursue this guy or whatever.

One of the coolest things we’ve ever heard a girl saying to one of our team members was that she loved his nose.

People Have Insecurities

People Have Insecurities

Now, this might not seem extraordinary but this girl had complimented one of his biggest insecurities.

A fun fact about him is that he had a long witch-like nose which isn’t a bad thing. But the guy used to hate it because he would take pictures and would just see a big nose.

Whatever the reason, he thought it was really unattractive. Now this girl talking to him said that his nose was her favorite thing about him.

He thought of it as a non-attractive thing and then this girl was actually attracted to it.

Not only did it make him feel less self-conscious but it made him embrace it in a different way.

Sometimes you might be attracted to things in a guy that he may actually be insecure about.

6. Remember The Random Details

The next flirty thing you should say to a guy is to bring up random details or bits of information about the guy that he shared with you in the past.

Just show him that you remembered. For example, let’s say you were talking to your crush and he mentioned that he had a cute brown dog named Rocket.

Now you’ve never really met Rocket except for maybe seeing him on Facebook or Instagram. Yeah, we know you’ve been stalking your crush.

But show him you remember that he had a dog. And if you bring this up in a random conversation with “Hey, how’s Rocket doing?” imagine the guy’s surprise.

This might seem to be the weirdest example, but your guy would be like, “Oh my god! You remember my dog’s name?”

If you remember some odd bits of information about a guy, definitely tell them that later on. It is a huge indicator that you actually pay attention to what he says.

7. A Picture A Day Keeps Nobody Away

Moving on to the next one, this is applicable only for texts and something that you “say”. But we believe this one might be the most effective.

Sending pictures is a fantastic way to get somebody’s attention and getting them to respond. However, one thing you never ever want to do is send somebody nudes.

We don’t understand why people do that and why you would want to do so.

If you’re going to send somebody nudes, you’re just setting yourself up for a horrible disaster down the road.

The internet is never a safe place. It’s only a matter of time before someone hacks the security protocols.

Include Him In Your Fun

Include Him In Your Fun

What you want to be sending them pictures of is you going out and having fun. If you’re with your friends and you’re doing something exciting, share them with this guy.

While sharing these fun pictures, you can tell them something along the lines of “Hey! I wish you were here with me” or “I was thinking about you today, and this is what I was doing”.

There are a lot of different things you can say with a picture, and it gets down to being really flirty in the long run.

It all comes down to why you’re texting them in the first place, and if you are doing something fun, you should share it with them.

It shows them who you are, what you like doing and you want to include them in your fun activities. Send him more pictures as it is really flirty.

Again, please don’t send him nudes. Period. Send him pictures of fun things that you’re doing, and it will really help and get a response from him.

8. Plan A Date And Tell Him About It

For the next one, you need some confidence going into it because it is one of those that’s a little bit nerve-wracking. What you can do is set up a plan for a night.

It should be something that you really want to do with that person. Tell him about it and see what his response is.

Sometimes guys are so nervous that they won’t ask you questions or say things that have to do anything with going out.

They end up not doing anything because they don’t really know what to say.

If you’re the one who initiates something and shares a plan of what you want to do, chances are (if he does really like you) he’ll want to go and do it.

This one’s a little bit different, but it will work and definitely get the least awkward response from him even if he denies your ‘invitation’ due to whatever reason.

9. Show Him Some Respect

And lastly a really cool, flirty phrase that guys like to hear, especially when girls say it is when you genuinely compliment them.

Show him that you are proud of him or respect him as a person. Telling him something as simple as you think he’s a good person often does wonders.

At the end of the day, we all want to be appreciated, but we also want to be respected.

And if a guy ever does something that is brave and respectful, tell him you find that impressive.

Whatever it may be, you tell him in a very genuine sense that you’re proud of him. That goes a long way, and it gives great satisfaction.

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