21 Cute Ways To Ask A Guy Out

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You love the way he talks and smiles. His looks, walking style, and attitude work like magic on you. And now all you want is to spend time with him but don’t know how to ask a guy out. Sounds sad, right? No, it isn’t when we have got you covered.

Here we bring you a list of unique and interesting ways to ask a guy out. Following these tips and tricks might feel difficult initially, but they are simple and effective. So, corner the fear of rejection or losing a friend you have started developing feelings for. Just wear your confidence to take your secret or not-so-secret admiration to the next level.

21 Ways To Ask A Guy Out

It may seem difficult initially, but it is simple to ask a guy out. Here are a few ways that make it easy for you.

An anonymous single mother writes about how she decided to ask men out after she and her friends decided to try out a Facebook group’s ‘September is Take A Man Out On A Date month’ challenge. She says, “While it’s a bit of a mouthful, I and some friends tried this last year. It was so much fun that we’ve done it two more times since and are planning another one for the end of the month. And you know what? While some of us have been turned down, and asking someone even for a lighthearted evening with friends can still be nerve-wracking, the feedback from all involved has only been positive.

“Okay, so it’s been hard to do, but the dates have been really fun. And more than worth it. Our dates were simple, the good part was each other’s company. We didn’t quite make September, so we started in October… Some of us were turned down, but we rebounded and asked someone else. There was a risk that we might ask out a guy who doesn’t want to be asked out by a woman, but as far as we could tell, that didn’t happen… We got to know our dates and everyone else out on the date better than we would have. It wasn’t necessarily a group of people who would have ended up being thrown together under different circumstances, which made it fun (i).”

If you are looking for practical tips to ask a guy out, here are a few ways to make it easy for you.

1. Text innocent messages

Asking in person can be scary for some, so why not ask him over a sweet text. You can send him cryptic or incomplete messages such as:

I think I’m in love and you know this person very well.
I think we were a couple in our last birth because we are too compatible.
Let’s go out….oops nevermind.
You know I like yo……yogurt?

2. Send cute notes

You can try something cute like pasting post-its secretly on his desk or someplace where only he can see and spark the romance. You can write ‘I like you,’ ‘Looking good, my handsome’ or something you wish to tell him. Then text him saying you left something for him to read. He might feel excited and impressed by your sweet attempt.

3. Write a sweet poem

If you have strong feelings for this guy, pursue them in the form of poetry. It does not have to be the best poem. Even a silly verse expressing your feelings for him will do. Conclude it by asking him to reply through an e-mail or by meeting you at a particular place at a specific time.

4. Seek his help

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A simple way of asking him out is by seeking his help with something you think he would do well. Once done, offer him a treat at a coffee house or invite him to dinner or lunch at your favorite restaurant. Make sure you don’t look desperate for a date.

5. Tell him you are hungry

In case you share a good camaraderie with him, walk up to him and express your hunger. Tell him you hate eating by yourself or that you wish to try the new restaurant. If he joins you, you have your date. Talk to him and get to know him more before revealing your feelings.

Point to consider

You can try asking if he is busy on a certain day or week. If he says an instant no, ask him out for coffee or a movie! But if he says he’s busy more than a couple of times, he is probably not interested.

6. Ask for a gift

When he wishes you on a festive day or your birthday, cutely ask him for a gift. He might feel flustered at first but if he asks you what you want, tell him you want to go on a date with him as his girlfriend.

7. Offer him an ‘extra ticket’

Find out about a game or event of his interest and tell him you have an extra ticket for it. If he accompanies you, you’ve got your date.

8. Hang out casually

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If you think the guy likes you, ask him to hang out with you. You can invite him out to a food joint or a coffee shop for a conversation. When you feel the time’s right, tell him what you feel for him.

9. Try using a pick-up line

Not all women use pick-up lines, so using one on him may come as a surprise. It’s okay if the line is silly. Your aim should be to make him smile and ask him to go out with you.

10. Find out any common interests

The guy you like could be into guitars or books. If you two share common interests, it can make a good conversation. You will also have his undivided attention, and he will warm up to you before you share your interest in him.

11. Be funny

You may be good friends with him, and you often hang out together. Try telling him your feelings in a light and funny way. If he takes you seriously, that’s your chance to seize it. If not, let it be a joke to avoid any awkwardness between you.

12. Flirt with him

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You can flirt with him by asking questions such as ‘do you have a girlfriend’ or ‘would you like to have a girlfriend?’ Based on his response, try to gauge the situation. If you get a positive reply, go ahead and tell him you like him.

13. Ask a friend to introduce you

In case the guy is not directly approachable, try to find out common friends. Ask them to mediate and introduce you to him. Before meeting him, prep yourself up by asking about his interests, likes, and dislikes.

14. Play a fun game

Find out what he feels about you by asking him a set of questions as a part of a game. Start by asking casual questions and then go ahead and ask about the kind of girl he likes. If you feel he is giving positive answers, ask him out on a date.

Point to consider

Although the initial thrill may seem uber-exciting, think twice before asking him out. Be sure about your feelings and whether he is the one for you!

15. Ask a friend to be your ‘wing woman’

If you cannot approach him directly, ask your friend to do it for you. Your best friend may not feel nervous approaching a guy and play a cupid. She can tell him it would be great if you two could talk and know each other.

16. Place a note in his book or CD

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Borrow a book or a CD from him and when you return it, place a note inside it. Write your feelings for him and mention that it is okay if he does not share the same feelings that you feel for him.

17. Research about his passion

Find out what interests him the most and use it as a pretext to talk to him. For instance, if he likes guitars, you can approach him for guitar lessons. If he offers to teach you, you get a chance to spend more time with him before confessing your feelings.

18. Ask for a group date

If asking him out on a date alone seems uncomfortable, try planning a group date. You can even get yourself invited to a group outing where he would be joining. Once together, strike a conversation and try not to leave his side. You can easily talk to him in the company of your friends, and if he does not show interest, you can safely move on to speak to other friends.

19. Trick him into asking you out

Guys like to save the day for someone. So, if you tell him that you have been wanting to visit the new bowling alley or restaurant but haven’t been able to find someone to go with, chances are he might offer to take you.

20. Offer him an escape

Suppose you are in a group and you find him bored or disinterested, offer to take him to a better party or place where you know he might enjoy. Once you are outside, take him to a nice quiet place and tell him you wanted to spend time alone with him.

21. Be upfront

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Sometimes, being upfront works. If you have been in touch with this guy for a while, and you think he likes you too but is too shy to ask you out, be confident and ask him out directly. He might be pleasantly surprised by your gesture and might be more than happy to oblige.

Mistakes To Avoid When You Ask A Guy Out

It can be brave and empowering to ask a guy out, but you should go into it with the right attitude and plan. Avoid making common mistakes to get a positive response and a possible date.

• Keep things simple; making things too hard can cause extra stress.
• To determine his interest, watch his body language and how he responds to your conversations.
• Make what you want to do clear so no one gets confused about whether it’s a date or a relaxed get-together.
• It is best to ask him in a private or relaxed place instead of in front of other people so that he can respond to it without feeling any pressure.
• Pick a date idea that will be enjoyable for both of you.
• Do not change who you are; being real is essential for nurturing a relationship.
• Do not take it personally if he tells you that he’s not interested.

Infographic: How Should You Plan For A Date With Your Man?

Now that you have convinced him to come with you, you must also ensure you make the most of it. You can plan a date with a time schedule to ensure everything goes smoothly. This infographic includes a complete schedule for a potential date. But remember to have fun and not enforce it with military-style discipline!

Illustration: Momjunction Design Team

Image: Dall·E/MomJunction Design Team

Feeling nervous about asking out that special someone? Check out this video for tips on how to ask a guy out.

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Donna MurphyBSW, MSW, RSW Cert. Ad.Ed

Donna Murphy is a social worker and operates a private practice in Calgary, Alberta, Canada. In her 15 years of experience, she has seen individuals and couples transform their lives when they begin to make changes within. As a result, Donna has undertaken a writing project that will assist people in first understanding themselves and second changing their lives for...more

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