Online Dating When to Ask Someone Out - Cool Dating Advice

Online Dating When to Ask Someone Out

woman getting asked on a date online

Online dating when to ask someone out that you have been talking to online? There is no cut and dry answer on asking someone out when communicating on a dating website or app. If you feel you have connected enough over email then ask them out would be my advice.

Online dating is still a relatively new way of finding a companion. People for thousands upon thousands of years have relied on the same methods of finding a mate.

Today, things are much different, and online dating isn’t as cut and dry as many would like it to be.

You will find yourself at times with more questions than you do answers.


Sometimes those questions don’t have the type of answers that we would like them to have.

The goal of this article is to put to rest some of those questions so that you know when it’s the right time to ask someone out on that ever so important first date.

How long should you wait before asking someone out?

There is no magic number of days that you should wait before asking someone out on a date.

Does that mean you should ask the person out on a date during your first interaction? Well, you shouldn’t do that unless you want to sound hard up.

You will scare the person away if you try to put the moves on too fast. The other person will either think that you’re desperate or a criminal up to no good.

Yes, some criminals scour dating sites looking for easy victims. The easiest victims by far are those who are so lonely that they will go out on a date with almost anyone.

Anytime longer than a month is too long

So, you know that asking someone out on the first day is a bad idea. It’s equally as bad if the first date takes place after 30 days or longer.

Why? Someone who is in such a little hurry to go out on a date isn’t interested in dating.

Maybe they’re bored and want to do something to kill some time, who knows. The one thing that you do know is that they aren’t taking dating seriously.

The greater the time is between your initial contact and the first date, the less likely it is that the relationship will turn into something worthwhile.

Wait a few days and then start to make plans to meet each other

Talk a little on the internet and on the dating app IM to see if the two of you click. If you do, then try to set up a first date within a week.


Seven days is a reasonable amount of time for two people to get to know each other enough to see if they want to go out on a date.

If the two of you are too busy after a week, then it’s vital that you, at the very least, start to plan your first date.

If you go beyond the 30-day mark, then you might not ever hook up. If you’re okay with that, then think of the other person as a new online friend and nothing else.

What is the best way to ask someone out on a date that you’ve been talking to online?

Understandably, you might feel a little nervous when asking someone out on a date.

Just because everything is done on the internet doesn’t mean that anxiety doesn’t exist.

You are going to feel a little uneasy when asking someone if they’d like to take the relationship to the next level. Up until that point you’ve only talked online.

Some people do not speak to the other person on the phone or anything like that before seeing them.

If that’s the case, then it can be even more awkward when asking if they’d like to go out on a date.

Be clear as a bell when asking if the person you’re talking to would like to go on a date

You don’t want to there to be any confusion when asking to go on a first date. Be upfront and make sure the other person knows exactly what your intentions are.

Why? The first reason is that you want to make sure the person knows that you have an interest in more than only talking online.

You want them to know that you’re in the market for a boyfriend or a girlfriend.

You’re tired of being single, and you hope that they are searching for a partner just like you are.

The second reason is that you don’t want to get rejected by the person if they don’t understand what you’re saying.

Sometimes putting your feelings down in a message can be challenging, and the words might not come outright.

Be as straightforward and clear as possible, so they understand what you want.

How to tell if a boy or a girl likes you?

Here is the most challenging part of online dating by far. How do you tell if the person on the other end has any interest in you?

If you were talking to them in person, it would be far easier to recognize.

It’s hard to gauge someone’s interest online, but it isn’t impossible if you know what you’re looking for.

Anyone who has talked to people using a variety of methods online knows that it is possible to gauge not only interest but also the level of satisfaction a person has when communicating.

You spend more and more time talking to each other online

The method that you use to communicate with each other isn’t that important. You might still be using the instant messaging system provided by the dating service.

Then again, you could be talking via email, direct message on a social networking site, or by text message, the method of conversation is less important than the chatter itself.

You are now finding yourself talking to the person throughout the day.

It might be short messages during the day and lengthier conversations in the evening, it’s expected that you would talk less during busy times of the day.

If the two of you are talking every day, that’s a great sign. It either means you have nothing better to do, or the two of you are clicking big time.

There might be some sparks flying between the two of you, or you find each other entertaining.

No matter the reason behind your communication, it’s a good sign, and it means that you find each other so enjoyable that you’re willing to spend your precious free time with them.

That’s saying a lot since it takes quite a bit to take you away from your favorite YouTube videos.

How long will it take before you start talking to the person regularly throughout the day?

Usually, an online romance begins after a few days. If the two of you aren’t sending quite a few messages to each other after a week or two at the most, then nothing is ever going to happen.

If you find yourself looking at your phone throughout the day to see if they sent you a message, then that’s a good sign.

Quite a few people overlook the importance of early communication when starting an online relationship, but things need to move forward.

If you don’t like talking to the person on the internet, you aren’t going to enjoy their company when sitting next to them in a restaurant.

The early days of your online conversation speak volumes as to how things are going to progress in the not so distant future.

How do you know if the girl likes you but is too shy to say it?

Emotions are difficult to express online, and sometimes it’s impossible to know what someone else is thinking or feeling.

It isn’t too out of the ordinary for a girl to be shy about saying she has an interest in a guy online.

Girls sometimes have a hard time talking about their feelings, and that can cause a guy to be taken back.

Most guys think that girls are the ones who are always honest and upfront about what they’re feeling.

If you believe that’s the case, then you’ve got a whole lot to learn about girls. Sometimes girls have a more difficult time sharing their feelings in a romantic sense than guys do.

Is she playing hard to get?

No. The girl may genuinely be shy or afraid of rejection. Yes, girls are fearful of being rejected just like guys are.

Sometimes girls feel that it’s not their place to put the moves on a guy, or they are taught to hide these feelings when the relationship is beginning.

Guys, these are delicate times in the relationship, and you should allow it to blossom.

The best thing to do is to allow her to warm up to you, and she will eventually be able to speak about her feelings after she is comfortable in the relationship.

How do you know if a girl likes you but is hiding it?

The cutest way by far is to put text on a picture of a fuzzy, cuddly animal. Try to find a cute kitten or puppy and put some text on the picture, asking the girl out.

You don’t need to be a Photoshop expert or anything like that. Canva is a free tool that allows you to put text on pictures, and there are other online tools that you can use.

A few words from the heart is all that it takes.

Memes are great too, and you might even consider making a video asking the girl out. The video can be funny that will make her giggle.

Making a girl laugh is a great way to get her attention since it will help break the ice more quickly.

Study the stuff people are saying online and do something like that. Look at the memes she likes and try to come up with something catchy and funny.

The picture must be cute, but you also want funny. If there isn’t at least a little humor involved when asking her out, it won’t have the same impact as if it were there.

For the best results, warm her heart then afterward make her chuckle.

If you want to know what the winning recipe for success in getting a girl to date you online, it would be affection and humor.

Take the pressure off of yourself and enjoy the online dating process

You should thank your lucky stars that you weren’t born a hundred years ago.

Dating back then was much more challenging than it is today. You don’t need to leave your home to have access to hundreds, if not thousands of singles in your area.

The smartphone in your pocket is capable of giving you access to more people to date than what people had a few short years ago.

Get to know as many people as you can and don’t ruin the process by trying to hurry it.

You aren’t going to go out on dates with most of the people who you talk with. Don’t be surprised if quite a few people don’t respond back when you send them a message.

People are busy, and sometimes they forget to discontinue their dating site account or whatever.

They might be too busy to talk or found someone else that piques their interest.

Try to make as many online friends as possible and see how the chips to fall where they may.


Don’t force yourself into a relationship or beg someone to go out on a date with you. If it happens, then great, if not, then it’s no big deal.

You are going to stumble upon quite a few people who seem to be interesting, but turn out to be duds.

Everyone talks to people online who may seem attractive, but for whatever reason, it doesn’t pan out, and the result isn’t a date.

Those conversations that do result in dates will make you appreciate the process and will give you the experience to spot where things are going.

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