How to Get a Boy to Ask You Out

By on June 18, 2014

You like this guy, and he likes you. So why hasn’t he asked you out than? Maybe he’s shy, or maybe he isn’t ready. Or maybe he simply doesn’t know that you actually want him to ask you out. But with these 10 awesome tips, he’ll be asking you out in no time- and that’s the goal, right? Try these great ideas out NOW!


1. Seem Interested in the Person He Is

There is a huge difference between getting to know someone in a friendly way, and getting to know someone intimately. Someone who is genuinely interested in another human being will want to simply know more- not just the basics. Find out about things he likes- from food to sports. Ask him about his friends, family members, hobbies, and anything else you can think of. The point is to make him feel special and let him know that you actually care to hear what he has to say.


2. Smile at Him Often

You’ve heard this one before: a smile goes a long way. And whether it’s a job interview or just trying to show someone you’re interested in them, a smile always does the trick. You want to first make eye contact with him, then proceed with a smile. This makes him know that he brought a smile to your face, you weren’t just smiling at something else when your eyes met. And when you’re having a conversation with this boy, smile often so he knows you’re enjoying the convo with him.

3. Flirt With Him- In Every Way, Shape, and Form

There’s tons of ways to flirt. Whether you’re teasing him about tripping in gym class or touching his arm and giggling after some jokes he tells, the point is to do it as often as you can. Because, well, let’s face it: there’s really no better way to show someone you’re interested in them than with a few simple flirts.


4. Compliment Him Often

This could definitely fall into the ‘flirt with him often’ category, but we decided to give this tip its own column because we believe it is very much important. Compliments don’t have to be outrageous. Simply telling him you like how his hair looks today or letting him know he looks great in his new blue shirt is an easy way to boost his confidence while showing your interest. If you’re comfortable and know the guy better, feel free to make your compliments even deeper. Tell him his big muscles are protruding through his shirt and you can’t take your eyes off of them. Tell him he’s the sweetest, most gentle man you’ve ever met and you absolutely love it. You can’t go wrong with compliments, just remember not to overdo it.

5. Try to Find Something You’re Both Interested In

You’re having a conversation about music. Suddenly he says how his absolute favorite band of all time is One Direction, and that just happens to be your favorite to. The next thing you know, the two of you are discussing upcoming concerts you’ve heard about, and he suddenly asks you to accompany him to one of the concerts. Mission: accomplished. It’s real simple. Find a common interest and he’ll probably invite you along.

6. Subtle Hints

Have you thought about maybe dropping a little hint here and there? Remember, it’s important not to be too obvious about it. Don’t just blurt out, “Oh my gosh I want to date you I wish you would ask me out” all in a single breath. You want to make subtle hints. Try telling him you enjoy spending time with him, or you wish you could see more of him. Simple sentences like these are obvious signs you enjoy his accompany and wouldn’t mind- in fact you’d love- if he asked you out on a date.


7. Let Him Know When You’re Free

If he doesn’t know when you are free, he probably doesn’t feel comfortable asking you out out of fear of rejection. But be coy about it. Don’t tell him you are free 24/7, as this can appear desperate. But also don’t be so busy that he thinks you are to busy for him. Maybe suggest that you’ve had a really long week and you can’t wait to have a relaxing weekend, but you’re still looking for something fun to do. Or tell him how lucky you are to have every Tuesday and Thursday off from work. These totally coy yet easy statements lets him know when to ask you out!

8. Tell Him Places You’re Going 

Don’t take this the wrong way: you don’t need to text him every time you leave the house. But if you’re planning on going to an event where you wouldn’t mind his accompaniment, for instance a party where the two of your have mutual friends, let him know you’re going and see if he’d like to tag along.


9. Lead Him Towards an Open Opportunity

This kind of goes hand in hand with letting him know when you’re free, but still a good enough tip to deserve its own spot. If the two of you are having a conversation, you could let him know that you are available this Friday night and you’re looking for something fun to do, and ask him if he has any ideas. Or you could tell him that you really want to go to this upcoming movie, but you don’t have anyone to go with you. These little things will give him an easy opportunity to slip in and ask you on a date.

10. Let Him Know Your Intentions

If all else fails, you have two options. You can either decide to give up on this guy who is obviously not picking up on your hints, or you can take a huge risk and be blatantly obvious with him. Which of course could either go on of two ways.

-He might have been completely clueless to your hints, and you bringing it up in the conversation is exactly what he wanted to hear. He thinks you are a brave woman and says something along the lines of, “Wow, I’ve been wanting to ask you out forever, but I didn’t think you liked me.” In which case the two of you run off into the sunset.

-On the other hand, if you are totally obvious with him and tell him you want to be with him or for him to ask you out, he might think you are desperate or you might find out he wasn’t interested in you in the first place. Which, of course, is totally embarrassing. But for most, knowing this is better than being left in the dark about everything. Are you willing to take that kind of risk?


Sometimes men are blind to our hints, but if you want to get that boy to ask you out, you’re going to have to try some of these great tips. Whether you decide to compliment him a bit more, lead him into more opportunities to ask you out, or bluntly tell him how you feel, at the end of the day you’ll know you’re one step closer to being on a date with that special boy.


What are your favorite ways to get a boy to ask you out?

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