The Art of Flirting in Online Casual Dating

Apr 19, 2023 | Casual Dating Tips

Flirting is a universal way of communicating interest. It’s an art that combines body language, intellect, creativity, and empathy.

Whether you’re vying for sex, looking to build a relationship, or simply having fun, flirting is an essential skill to master. And, it’s something that all humans are capable of doing.

1. Don’t be afraid to make the first move

Online casual dating is a great way to meet new people and find love without any strings attached. But it can also feel daunting when you’re chatting with someone who you’re interested in and don’t know how to make the first move.

Taking the first step in flirting with your online casual dating partner can be intimidating, but it’s a necessary skill for anyone trying to build a relationship online. It’s a confidence-builder and a way to show that you’re not afraid of asking for what you want.

If you’re not sure how to start a conversation with your online casual dating partner, try asking him questions about himself or his interests. This will help you figure out if there’s any chemistry between the two of you.

As you get to know him better, you may feel a spark of interest between the two of you, which means it’s time to make the first move. That can mean a simple message, or something more involved like an in-person meet-up or phone call.

However, it’s important to remember that making the first move in a casual relationship is different from asking someone out on a date, says Hogi. In a casual relationship, it’s also important to be honest and let your date know if you’re not feeling comfortable.

The key to successful casual dating is having respect and having fun. If you’re a confident person who knows their boundaries, it can be a lot of fun to go on multiple dates with a variety of guys.

You can keep things light and easy by texting your casual dating partner about fun events and plans, but don’t get too personal with your texts. For example, don’t text your casual dating partner about how annoying a specific coworker is. And keep your casual relationship separate from any other relationships you have with your friends or family, as this can lead to some awkward situations.

2. Keep it short and sweet

Flirting in online casual dating is an art that can be difficult to master. But it can be done, and the key is to learn how to play your cards right!

It’s not just about being “flirty.” According to professional online dating coach Kevin Murray, it’s also about using your personality and interests to make the conversation fun.

To do that, he suggests avoiding the temptation to go overboard with your messages. Instead, try to be concise and engaging, making it easy for the person you’re chatting with to respond in kind.

One way to get the ball rolling is to ask her about something that she posted on social media recently, he says. That can be a story about something she recently went to or a picture of a delicious meal she posted.

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This can help you to get a feel for her likes, dislikes, and quirks, Murray suggests. Those details are important because they can help you find out what she’s looking for in a partner.

You could also do a bit of teasing, but do so gently. For example, if she tells you that she’s a fan of a band, you might gently rib her about it in an off-color manner, Murray recommends.

Similarly, asking her about her favorite movies can give you some insight into her interests, Murray adds. You can even use this opportunity to suggest something you want to see together, he suggests.

Texting is a great way to flirt, but it can be a bit of a challenge if you don’t know how to do it right. In order to keep things light, Boodram and Artschwager recommend using emojis to spice up your text messages and give them some flair.

3. Don’t overdo it with texts

Texting is a great way to stay connected with someone, but you don’t want to overdo it. Sending too many texts or not replying back at all will only make your flirtation seem desperate and push the person away.

Instead, try to use the text message space as a chance to get her to know you better, and keep it casual. Start with a thoughtful or playful message that shows how much you care about her.

You can send a song, photo, or inside joke to show how special she is to you and add a personal touch to your conversation. Or you can use the texting space to ask her about something she’s been thinking about, like a place she has always wanted to visit or a person she has admired.

Unlike in real life, you can’t see what someone is thinking or feeling, so it’s easy to misinterpret or confuse someone over text. That’s why it’s important to communicate clearly and re-explain what you mean if your conversation seems to be going off course.

Another thing to remember when flirting with a texter is to be thoughtful and original. You don’t have to be perfect at spelling and grammar, but you do want to make sure that your messages are interesting and well-thought out.

One of the best ways to keep your conversations interesting is by asking questions and letting her lead the discussion. This will keep her engaged and prevent the conversation from going too far off topic.

You can also re-iterate that you’re only interested in casual dating and not romantic feelings. Depending on your personality and how the relationship develops, this can be a good way to keep your flirting on track without coming off as too desperate.

4. Be playful

Flirting can be an enjoyable and exciting part of dating, but sometimes it can also lead to hurt feelings or disappointment if not done right. It’s important to know how to flirt with an online casual dating partner in a way that will make them feel comfortable and show that you have a genuine interest in them.

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Online Casual Dating How to Keep It Casual Without Being Too Casual

When you’re flirting with a casual date, try to be playful and have fun. This will help them to feel more at ease with you, and it will encourage them to respond in a positive way.

Asking questions is another great way to be playful. It will help you get a better sense of what they’re like, and it will allow you to see if they have any interests or hobbies that you might be interested in.

Adding cute or playful emojis to your texts can also go a long way in making them feel more comfortable. You can use the heart-eyes emoji, the hug emoji, or even a smile emoji to make your message more interesting and romantic.

You can also compliment your online casual dating partner on things that they do well or that you admire about them. This will make them feel good about themselves and it will show that you have a genuine interest in their personality.

Don’t be afraid to tell your online casual dating partner if you want something more serious in the future. This will help them to decide whether or not they’d like to pursue a relationship with you in the future.

5. Ask her about her interests

When it comes to flirting, there are a few key factors you need to remember. These include maintaining proper eye contact and keeping your language light and playful.

Maintaining eye contact will help you to connect with her on a deeper level, especially when you are talking online. It will also show her that you are interested in her and that you want to get to know her better.

Another way to show her that you are interested in her is by asking her about her interests and hobbies. This will give you more information about her and allow you to make her feel special.

You can ask her about the books she has read recently, her favorite movie or music artist, or her current TV series. This will help you learn more about her interests, which will make it easier for you to get to know her and build a relationship with her, according to Boodram.

Likewise, you can ask her about her family and friends. This will give you more insight into her personality and help you to know if she’s a good match for you.

Finally, you can ask her about her spiritual beliefs. This will allow you to learn more about her and get a sense of whether she’s a person who trusts in god or not, Boodram says.

It’s important to remember that flirting is a very subtle art. If you aren’t careful, it can come off as creepy and even aggressive. This is why it’s important to keep your texting style light and playful, Boodram advises. This will keep you from scaring her away or making her think you are trying too hard to be “flirty” with her.