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How To Properly Ask Someone Out On A Date

A man and women staring into each other's eyes while walking hand in hand


Don’t hide from it, it’s hard to ask someone out on a date. You want to impress while also being sweet. You don’t want to be a douche bag or a bitch. But, it’s tough to ask someone out when not bragging or even stuttering. You would like to show confidence but also not too much where they think you are weird. There’s a lot of “what if’s” to asking out anyone. No matter if you are in a bar, coffee shop, or even online. It’s difficult, admit it, the lead up to the question, asking the question, then waiting for the answer. It’s like having a heart attack during the whole process. That is where we come in to help. Here are our tips on how to properly ask someone out on a date.

The First Conversation

In this class, you get extra credit for asking someone out on a date https://t.co/q3E3VdEThP pic.twitter.com/fUaJN3tMZk

— MotherNatureNetwork (@MotherNatureNet) April 29, 2018

This one is tricky. There is a lot that leads up to the conversation. You have to get the confidence to go up to this person, but then you worry about the first line. Don’t go straight for small talk, everyone hates small talk. However, that’s precisely what everyone’s default is. It’s okay to have a little small talk, but instead, try to be playful and thoughtful when talking. If you are at a coffee shop be playful and ask for advice on what to get. Like, “I’m having trouble with something, I can’t seem to decide on what to order. What do you think I should get?”. Once you have them hooked, draw them more in with the conversation. Like, “If you could have any superpower what would you have?”. But, overall, just start talking they will see you are trying and try as well.

Casual Ask

An idea you can use I ur thinking about asking someone out on a date ;) pic.twitter.com/JhkGIX9O

— Rabble Men (@Rabblemen) March 6, 2012

It’s time to dive into the question. If you are scared, relax and follow these three steps. Bring up a topic that will hook them in. Once you have done that bring in the emotion. Then ask a simple question. It should go something like this, “Hey, have you seen that new superhero movie? It has excellent ratings. Would you wanna go?”. Three sentences, not more than ten seconds. We promise you will survive, and with that type of question, they can’t say no.

Proper Ask

Breaking up with someone via post-it note- unacceptable. Asking someone out on a date with a post-it note? #dating101 pic.twitter.com/e4aHQAWD

— Jennifer Thomson (@thomsonjennifer) January 25, 2012

If you choose not to go with the casual ask and go for the more proper, “do you want to go on a date?” question, follow these four tips. Choose only one of these tips, if you choose all four, you will look like a creep who doesn’t know what he or she is talking about. First, you can be specific, which means be specific on what you would want to do on the date. Such as telling them where you would take them to dinner and then after go out for ice cream. Second, you can play it safe, do a simple lunch outing or even a coffee date. Third, try to compromise, this is when they could say no. And it’s okay if they say no, they could be busy, so compromise and suggest another day or time. Lastly, do not get too excited. Be casual, when they say yes, don’t jump up and down like a little girl. Smile and say something nice, like you can’t wait or you look forward to the date. Never be pushy or else they will feel uncomfortable and back out of date.

The Digital World

I'm thinking of asking someone out on a date – they're sooooo cute but a little older than I would usually go for *pic attached* what do you all think? Shall i do it? – Lenny pic.twitter.com/odjlt3djZ6

— London Gaymers (@londongaymers) January 28, 2018

This one is a go-to for most people. You are more confident when you are in front of a screen. You don’t stutter or mess up your speech, and you can think through your conversation without looking like you are taking an awkwardly long pause. Spike their interest over text message. Try to challenge them in something as a way of asking them out, like challenging them to a karaoke battle or a mini golf duel. Be playful in how you ask, but also don’t be afraid to be yourself. It would be bad if they saw your face to face and the person behind the screen is a fake. Also, never, on any circumstances, ever, say “I’m bored, want to hang?”. You are asking them to babysit you which will leave you alone with no one to talk to.

Humor Is The Key

There's a lot to be said for a good sense of humor! pic.twitter.com/Pl3YToast2

— The Cybersmile Foundation (@CybersmileHQ) September 15, 2017

You are looking for a person who has a good personality. And good personality always leads to humor. What humor can do is indicate that you are a fun and warm person. Humor is not only something people love, but it’s also the safe method to give you the best action to ask someone out. If you are saying to yourself, “I’m not funny,” you are sadly mistaken. A simple smile, play of words, or a funny face can be humorous. It’s not just about being funny it’s about being fun. And when you are fun, you will look more attractive to the other person.

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