How To Ask For A Date on OkCupid (And Get a “Yes!” Every Time)

Looking for love online can be a nerve-wracking task for even the bravest of individuals. However, once you’ve found someone with excellent compatibility and chemistry, you must get to know them more.

Of course, this can only be done if you make the transition from the online dating world to the real dating world. This, however, is by no means an easy task and can seem awfully daunting in the beginning.

But the rewards are definitely worth taking the risk. If you’re unsure of how to go about asking someone out for a date on OkCupid, we’ve put together a short guide for you that will help you solve this dilemma that has your heart racing!

How To Ask For A Date on OkCupid

You should keep a few things in mind before asking someone out from cupid to ensure a positive outcome. Firstly, you have to be sure of the timing as it is key in these situations. A message sent at the right time is more likely to get a response than one sent too early or too late. The “right time” depends on the flow of the conversation and what you are talking about. I recommend asking for a date after you have built some rapport and gotten to know each other. This can take 2-3 days.

Next, you must ensure that your conversations are going smoothly with this person and slowly slip in the question when the timing feels most natural. Start the conversation with a witty yet inviting and warm message and follow through with the casual conversation. Avoid topics that could land you in hot waters, such as this:

In the text above, the person has good intentions, but the text backfires. This happens because you’re not really aware of the other person and their situation.

If you’re unsure about how to have a successful and fruitful conversation with someone on OkCupid, we have an article that might be of help.

Once you’ve got a good flow going and are getting subtle signs that the other person may also be interested in you, suggest a meetup. A good example of how to approach the other person is this:

This is a great way to ask someone out. It incorporates some humor and doesn’t come across as being too strong either.

You are more likely to get a positive response by keeping things casual. Although a casual meet-up is nearly the same as a date, it sounds more relaxed and inviting. It is important to give them a choice for the place and timing. This gesture will show the other person that you are flexible and caring enough to consider their needs and wants. Once you know their schedule, I recommend giving them a couple of options of places to check out or activities to do.

For example:

Do you have time this week on Wednesday after 6 pm or Friday at 8 pm? I know this really cool Jazz bar that plays amazing music that we should check out. I know you love it. 

Keep the conversation open-ended, but don’t leave things up in the air, and make sure you set a date, time, and place for your date. By following these messaging etiquettes, you are bound to leave the conversation with a successful date planned.

However, if your efforts seem to be going in vain, and you are on the verge of blocking someone because they keep ignoring you or reply very late, read this article before pressing the block button.

When Should I Ask To Meet Someone On OkCupid?

When you are exchanging messages on OkCupid with someone, they have an ulterior motive in mind and aren’t only looking for friendship. So, if they don’t get the desired response from you, they just might move on to the next best match. Therefore, it is important to first gauge someone’s feelings towards you on OkCupid and then make a move at the right time.

Although some say that you should have at least exchanged a dozen messages before asking someone out, there is no hard and fast rule for this. However, during this phase, avoid insensitive humor that could instantly get you blocked, for example, the person below.

The conversation above is a good example of insensitive humor. The person in question is making a joke out of a serious medical condition, which might be okay once you get to know each other but definitely not when you’re getting to know each other.

If you believe that you have built a good rapport quickly and that the other person is also showing signs of interest, now would be as good a time as any to take this relationship forward.

However, if you’re not getting replies on time and feel that there is still some time before the other person is comfortable enough to respond to your offer, holding off on asking someone out on OkCupid may be a good idea.

If you’re confused about why you’re not getting replies on OkCupid and are worried about what that could mean, this article is a great way to figure out what you’re doing wrong. On the other hand, if someone has rejected your offer for a date or has friendzoned you, but continues to message, then here is an article to help you figure out their true intentions.

Is OkCupid For Serious Relationships?

Any romantic interaction has risks of being unsuccessful in the long run. However, a few things may hint towards long-term success if you pay enough attention to notice them. Dating websites, especially the likes of OkCupid, have a lot of people looking for love.

The best thing about such websites is that they have an algorithm set to find you the best possible match according to their database. Since the profile requires one to answer thought-provoking questions with detailed answers, someone who fills these out is more likely to look for something serious.

There is also a section in the dating bio that asks individuals what they’re looking for, and most people are upfront about whether they would prefer something casual or a long-term serious relationship. This is crucial to do. You must also be clear about what you’re looking for in a partner. Do you want someone who can go to the gym with you? Or someone to just stay home and watch movies with you? Maybe someone with shared interests like anime or k-pop? Remember to state all of this in your bio!

When looking on OkCupid, also remember to read other people’s bios! A lot of people tend to judge just by pictures, but someone’s bio can tell you all you need to know about your match. So, don’t skip out on the bios next time.

Another great way of figuring out a person’s true intentions is by simply asking them. Although chances are they may not always be truthful in their answer, you will be making your stance clear. Any person not on the same page is likely to come clean sooner than later.

Here’s an in-depth guide on how to boost your visibility on OkCupid.

Scared To Meet Someone From OkCupid?

Flirting online aside, meeting someone in the real world is nothing short of frightening. There may be a million questions running through your mind before your first date, such as what if they don’t like me? Or what if they’re not who they pretended to be online?

These are followed by a myriad of security concerns. Although these concerns are valid, they are also hindrances for you to have a great date and a wonderful relationship. However, there are a few steps you can take to ensure your safety:

• Ask a friend to keep tabs on you while you’re on the date
• Send a friend your trackable location so that they can track you till the date ends
• Have emergency contacts on speed dial
• Do not meet someone new alone in an isolated area
• Don’t ask your date to pick or drop you in the first few meetings
• Ask for help from waiters or bartenders if you feel threatened

If you still suffer from anxiety after taking all precautions, then you could just be suffering from the jitters about meeting someone new. This is a normal and common response to meeting someone you like for the first time. However, you must not let it get in the way of you having a good time.

Meeting people online may be nerve-wracking but it’s an exciting opportunity to make new friends that could bud into something more. Being nervous is completely normal but enjoy the process! The worst thing that could happen when you message someone online is not getting a response – and that’s not the end of the world!

Here are 3 texts that you must send after your first date. 

What To Ask On A First Date From OkCupid

When you successfully score a date, there are a few questions you should prepare beforehand to ensure the event goes smoothly.

Fun yet simple questions that can give you some insight into your date’s likes and dislikes include the commonly asked questions of whether they like or dislike horror movies, if they have traveled alone in any other country and if they consider it fun to leave everything behind and simply live on a sailboat!

Fun yet simple questions that can give you some insight into your date’s likes and dislikes. Here are some common questions you can ask:

• What’s your favorite movie genre?
• Have you ever traveled alone?
• What country have you always wanted to visit?
• What’s your favorite food?
• What’s your pet peeve?
• What’s on your bucket list?
• What’s the craziest thing you have done this year?

These lighthearted questions not only provide something to laugh about but can also predict whether you are compatible with your date.

Final Thoughts

Dating websites such as OkCupid are an excellent place to match with like-minded individuals that you can actually form a connection. However, if you’re serious about having a relationship, you must ask them out on a date, so don’t be discouraged and pop the question!

If you want to improve your dating life and get better matches, then you’ve come to the right place! As a professional dating profile ghostwriter, I can help you create an excellent dating profile that will get you numerous instant replies! And if you need help with feedback on your text messages, I can do that for you too! Get it in touch 🙂