If you’re wondering how to get better at flirting, the first thing to do is to really understand what flirting is and why we do it in the first place. From there, it’ll be easier to understand how to flirt in a way that truly feels natural for you. A more modern, human definition of flirting as it functions in our culture today would be to think of it simply as any method you use to signal to someone that you find them interesting and want to engage with them further. It’s often a fun, lighthearted activity, though it can also involve an invitation to connect on a deeper level. Either way, flirting ideally feels good for both people if the feelings are mutual. It’s about shared curiosity and excitement. While people often associate flirting with showing you want to date or have sex, research shows people flirt for all sorts of reasons1: to see if there’s sexual or romantic potential, yes, but also sometimes just to make the other person feel good, to boost one’s own self-esteem, or even just to be playful and have fun with someone. “With everything this world has been through in the last few years and is still going through, and really the state of our world, we are starved for honest and genuine connection,” she says. “Thinking, ‘OK, how do I flirt better?’ I think is the very thing that kills our ability to have that kind of interaction.” That might sound fluffy to you, but the confidence that comes with really being yourself and owning it is something that often draws people in. Artschwager also notes that being real even about the parts of yourself or your life that are a little messy can also make people want to be more open with you, too. That openness is what breeds intimacy. “When you meet someone, whether it’s in a romantic context or a work context or anything, and you feel how at ease they are with themselves, that makes you feel good. That makes you want to open up, whether you realize it or not,” she explains. “That’s when we’re like, this is a nice interaction. This is a nice conversation.” That means there doesn’t need to be as much ambiguity in dating: By being clear about what you’re looking for upfront, it’s much easier to find people who have similar desires to yours—because they’re probably looking for you, too. “People now know what they want and aren’t afraid to go after it, so if you think you may be interested in someone, feel empowered to make the first move and don’t hesitate to be the first one to initiate the flirting!” Boodram says. It’s better to know right away if you’re on the same page than to languish in uncertainty and what-ifs. By just going for it, you can jump right into exploring that connection right away or move on to the other fish in the sea. “People can also keep this same approach in mind when it comes to flirting,” Boodram explains. “Don’t feel pressured to dive headfirst into flirting if that doesn’t feel natural to you, especially after the past few years where we’ve all had limited social contact. Go at your own pace!” Don’t worry about nailing the art of flirting smoothly or jumping to make big overtures right away. If you think someone’s cool, ask them to take a walk with you. Get a cup of coffee together. Ask thoughtful questions, and see if the interest is mutual. “Flirting” can be as simple as that. Below are a few body language cues that often signal interest in someone, according to Boodram: Instead, just focus on shaking off your nerves and doing what comes naturally around a person you like, which may very well be some combination of the above actions. People love feeling seen and appreciated. The caveat, Boodram notes, is to not get too long-winded about it. “Long-winded compliments in person, or even sending a long and detailed message, can sometimes come across as too intense.” Especially if you want to comment on someone’s looks, she recommends keeping it short, sweet, and casual—“Wow, you have an incredible smile.” “Many people think that making the first move has to be big, like asking someone for their number or going in for physical contact. On the contrary, it can be as subtle as asking someone for the time to open the lines of communication and see what they do once the ball is in their court,” Boodram explains. She recommends approaching someone with a simple question to kick things off, such as “Have you been here before?” or “How do you know so-and-so?” Then, ask thoughtful follow-ups to keep the conversation going. “Circle back to things they’ve previously said to show you are paying attention,” she adds. “I recommend that you assess (and reassess!) how the other person is reacting to you,” Boodram says. “If it’s in person, look at their body language: Have they stepped away from the conversation, or are they not making direct eye contact with you? If you’re flirting with someone over text message or a dating app like Bumble, are they giving you short, one-worded answers? Be aware of when conversations are fizzling out and you’re not getting a response.” If the other person isn’t reciprocating the interest, don’t take that as an invitation to try harder or approach them again in another medium, she adds. “Rather than finding other means of communication, such as approaching them again over a DM, take this as a sign that they may not be the right person for you.” Take no for an answer, and keep it moving. Try to take rejection lightly, too—not everyone is going to be into what you’re putting down, and that’s OK! If you’re too busy in the moment of an interaction thinking about where you’re putting your arm or how smooth you sound, you’re missing out on being present in the moment and actually doing the thing you’re trying to do: actually connect with another human being. So again, focus less on trying to be “more flirty.” Instead, go into these interactions trying to be as authentic and yourself as you can possibly be, Artschwager recommends. In the meantime, Boodram says that the best way to convey interest in someone over text is to stay engaged with the conversation and actually show interest in what they say. “Remember small details about their story and bring them up later, like: ‘Hey! I walked past a billboard advertising the latest Marvel movie, and I remember you were going to watch it with friends. How did you like it?’” You can also use playful language and emoji, she adds. Again, the key here is to do what’s natural to you—how do you usually show enthusiasm and engagement while texting people? “Flirting is so personal,” Artschwager explains. What one person finds flirty won’t always be the same as what another person finds flirty. “You have to find your own flavor and definition of that. So then the male-female question kind of becomes superfluous because it’s not really about that. It’s about what it means for you.” “We all have to accept that people can’t read minds,” Boodram adds. “Sometimes, flirting doesn’t come in the form we are used to experiencing it. Be mindful of the small ways people can show they care.” That said, one area where gender may actually be important to the flirting experience is when it comes to LGBTQ+ dating, Boodram notes. Especially if you’re flirting with someone of the same gender, or any situation where the relationship between the two of you wouldn’t be the conventional cis-heteronormative one, it may be necessary to be a little more overt about your interest. “You might need to be a little more directional in your efforts so the person is clear you are being more than friendly. In cities where members of the LGBTQIA+ community do not feel safe, this can be even more important because they might be afraid of misreading the situation,” Boodram explains. “Being more directional does not mean aggressive—it means raising the flirty stakes one notch at a time with the goal to get to a place where your feelings aren’t ambiguous.” Here’s a real-life example she offers: “If you make eye contact with someone a few times, go over to pay them a compliment. If they compliment back, lean in and tell them that their words mean a lot because they’re the only person whose opinion you care about that night. Then, of course, smile.” And have fun with it! Flirting can and should be fun for both of you, so lean into play and try not to take it too seriously. With her warm, playful approach to coaching and facilitation, Kelly creates refreshingly candid spaces for processing and healing challenges around dating, sexuality, identity, body image, and relationships. She’s particularly enthusiastic about helping softhearted women get re-energized around the dating experience and find joy in the process of connecting with others. She believes relationships should be easy—and that, with room for self-reflection and the right toolkit, they can be. You can stay in the loop about her latest programs, gatherings, and other projects through her newsletter: kellygonsalves.com/newsletter
