The world of flirting can be tricky to navigate sometimes. You want the person to know that you're into them, but flirting the wrong way could come off as annoying, cringey, or just plain creepy. Not to worry–you’ve come to the right place. In this article, we'll share a ton of great tips to help you get your flirt on without being awkward or annoying.

1

Ask genuine questions about their interests.

  1. Asking someone a series of yes-or-no questions can be pretty annoying. Instead, they give the other person a chance to talk and share their opinion and prevent the conversation from turning into a pop quiz.[1] Make sure to really listen to what they have to say. No one likes a person who’s only halfway invested in a conversation![2] Here are a few Qs you can toss around next time:
    • “What’s your favorite place to visit in town?”
    • “What’s your favorite thing to do in your spare time?”
    • Always try to keep your questions open-ended; in other words, ask questions that the other person can’t answer in a single word.[3]
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2

Stay on topic.

  1. Jumping from topic to topic can make your conversation awkward. Commit to a topic when you first start talking–maybe you’re chatting about your plans for the weekend, or your favorite 90s TV shows. Whatever the case, stay on topic until you find a good opportunity to transition to something else.[4]
    • For instance, you wouldn’t want to randomly talk about your favorite video game immediately after chatting about your plans for the weekend. You could, however, segue into a discussion about your favorite video game if you plan on playing games over the weekend.
    • This applies to texting, too! Staying on topic is important for all conversations–even digital ones.
3

Keep your body language open and relaxed.

4

Keep the tone light and PG.

  1. Sexual comments tend to make most people uncomfortable. Flirting should be all about complimenting and uplifting the other person, not making them feel objectified.[8] Think each comment through before saying it aloud, so you can be totally sure that it falls into the “playful” category. Here are a couple of safe things you could say:
    • At a bar/restaurant: “I love martinis, mac ‘n cheese, and meeting beautiful women.”
    • At a club/dance:“I’d show you some of my dance moves, but I don’t think you’d be able to handle it.”
    • Keeping things light helps make the conversation more fun, relaxed, and easier to navigate. The other person probably won’t stick around if you’re acting super serious and stoic.
5

Respect the other person’s space.

  1. An unsolicited touch can be pretty creepy, and won’t win you any points. Yes, flirting can involve a playful, friendly touch–but you need to build rapport with the person first. Instead, pretend like there’s an 18 in (46 cm) bubble surrounding the other person that you can’t go through when you’re meeting for the first time.[9]
    • If you’d really like to give physical flirting a try, take baby steps first. For example, if you were at a restaurant, you might scooch closer to the other person to let someone pass through behind you. If the other party likes the close contact, they might move a little closer after you’ve stepped back to your original position.
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7

Give them your number instead of asking for theirs.

  1. This puts the ball in their court without putting them on the spot. Some people are wary of giving their number to someone they don’t know. Instead, open up a new avenue of conversation by offering your phone number, instead. Worst case scenario, they never end up texting or calling. Best case scenario, they shoot you a text and keep the conversation going later on.[11] You might say:
    • “I had a great time chatting with you tonight! Here’s my number if you want to meet up later.”
    • If the other person shoots you a text, you can confidently know that they’re interested in chatting with you and that you aren’t annoying them. After all, they started the conversation!
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8

Watch for cues that they aren’t interested.

  1. You don’t want to flirt with someone who isn’t feeling it. Pay close attention to the other person’s responses and reactions. Do they seem actively interested in what you have to say, or are they keeping their responses short and brisk? Are they making eye contact with you, or completely focused on someone else? If the other person isn’t invested in the conversation, then there’s no reason for you to be, either.[12]
    • Sometimes, people’s reactions and responses aren’t always cut-and-dry. If you aren’t totally sure what vibes the other person is giving off, play it safe and back away.
9

Steer clear of 1-word texts.

  1. Would you be excited to see a “hi,” “hey,” or “you up” text? These messages just aren’t interesting; plus, they’re really difficult and annoying to reply to. You’re much better off going the extra mile and putting some effort into your message.[13]
    • Instead of saying, “You up,” say something like, “Friendly advice: don’t drink coffee at 10 PM. I’m not gonna get any sleep. Anyway, how are you doing tonight?”
    • Instead of saying “hey,” say something like “Hey Kayla! Sorry you aren’t feeling well.😔 Wanna play a round of online mini golf tonight?”
    • Don’t send out super long texts to your crush, either! No one wants to scroll through a novel’s worth of text.
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11

Wait for a reply before texting them again.

12

Trust yourself instead of asking if you’re annoying.

Community Q&A

  • Question
    It's awkward when I talk to him. What can I do?
    Community Answer
    Community Answer
    Try to start am easy conversation. Pick a topic you enjoy, such as a sport or activity you're involved in.
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About This Article

Eddy Baller
Co-authored by:
Dating Coach
This article was co-authored by Eddy Baller and by wikiHow staff writer, Janice Tieperman. Eddy Baller is a Dating Coach and the Owner of a dating consulting and coaching service, Conquer and Win, based in Vancouver, Canada. Coaching since 2011, Eddy specializes in confidence building, advanced social skills, and relationships. Conquer and Win helps men worldwide have the love lives they deserve. His work has been featured in The Art of Manliness, LifeHack, and POF among others. This article has been viewed 480,810 times.
4 votes - 100%
Co-authors: 35
Updated: May 19, 2022
Views: 480,810
Categories: Featured Articles | Flirting
Article SummaryX

Flirting is fun, and if you choose subtle ways to go about it, you can avoid being annoying! One of the simplest ways to flirt over text is to let your humor shine through. For instance, you could text them a fun, silly greeting or send a few fun emojis. If you want to keep the conversation going, make sure to ask open-ended questions like “How was your day?” or “What have you been up to this weekend?” If you don’t hear from them for a while, take a break from texting them so you don’t seem desperate. If you’re flirting face to face, make eye contact and smile, which will go a long way! Don’t make eye contact for too long though, since this can come off as creepy. To learn how to keep the conversation light, read on!

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