This will help determine whether there is enough chemistry and interest to meet them in person. “How can you fast track that qualifying process?” she said. You do not want to ask them out on the initial message since the other person may feel like you’re just pursuing them for how they look, said Quinn. On the other hand, you do not want to wait too long to ask someone out since things can lose momentum and people can disengage from the app. She has a master’s degree in journalism from Syracuse University, lives in Brooklyn, and proudly detests avocados. If the conversation doesn’t progress (despite this grade-A advice), it’s probably not you.
Another good opener that often gets a response is a simple “this or that” question, said OkCupid dating coach Damona Hoffman, host of the “Dates and Mates” podcast. Even though my approach was successful, I’ve been out of the game a long time now, and I’m no expert. So, I turned to actual experts for their best tips for striking up a conversation with a match. After building trust, scammers often ask to continue the conversation on private platforms like WhatsApp, Telegram, or email. Moving off the dating platform helps them to avoid detection and makes it easier to manipulate people. Friend-focused platforms reduce friction by matching you with people who also want new connections.
Once you’ve reviewed the profile, pick one or two elements that feel like good entry points for dialogue. This could be a shared interest, a question implied by their information, or something amusing in their photos. The key is to choose triggers that invite a response rather than yes/no answers. Accept that you may match with people who aren’t compatible with you. “Part of the process of getting to meet people you really connect with (is) to meet people that you just don’t really feel it with,” said Quinn. “That’s essentially still moving you towards finding that connection that you want.”
You want them to be open-ended questions, rather than “yes or no” ones, said dating expert and matchmaker Jasmine Diaz of the Diaz Dating Group. Practical guidance for modern dating in Taiwan—how communication, boundaries, social life, and online habits shape relationships when connecting with Taiwanese women. As a 35-year-old navigating the world of online dating, I wasn’t sure what to expect when I signed up for Dating.com. One of those matches, from quite far away, ended up being someone I really connected with on a deeper level. There’s no one-size-fits-all, but many shy daters find 3–7 messages enough to confirm mutual interest and logistics. If either person needs more time, suggest a short, public meetup to test chemistry without pressure.
Focus on being concise, friendly, and compelling—just enough to spark curiosity and open a dialogue. If things progress, you can naturally share more over time. Try to identify something specific that naturally intrigues you—maybe a hobby, travel destination, or a clever phrase they’ve written. Avoid relying only on physical appearance; the goal is to show you took the time to learn a little about who they are. Utilize the available tools to keep yourself safe and assess how your match is interacting with you.
The communication services are top-notch, with easy-to-use messaging features and real-time conversations that feel genuinely is Lauradate free engaging. What really stands out to me, though, is the level of security. Dating.com takes user safety seriously, which gives me peace of mind while interacting with others.
For more casual, swipe-heavy apps you can be slightly bolder or playful. On apps where profiles are longer and prompts are used, use prompt-based openers to reflect attention. If you want suggestions on writing a profile that supports these openers, see our guide on what to say about yourself. Playful or game-style openers create a tiny shared activity that makes continuing the conversation natural. Direct invites remove ambiguity for users who prefer moving from chat to meeting—use them sparingly and only when your profile supports that tone. That’s how to start a conversation on a dating app that actually goes somewhere.
Because daters hope their next partner “gets” their personality (43%), sense of humor (35%), and interests & passions (34%)2. That’s what the first conversation should be about! Here are some examples of how to start a conversation on a dating app on the right foot.
Pick something that you have a strong opinion about and whether or not you agree, you’ll almost always start an interesting conversation,” Hoffman told HuffPost. If they posted a picture from Mexico City, you could say, “I’ve always wanted to go! ” If they mentioned that “Curb Your Enthusiasm” is their top show, you could ask about their favorite character or episode. And if something in their profile cracked you up, say so, Diaz suggested. It was, perhaps, an overly sassy reply to diverging fro-yo preferences, but he found it charming and the conversation unfolded from there.
Let’s be honest – most dating apps just throw you in. Endless swiping, dry intros, and a lot of ghosting. But starting a conversation on a dating app doesn’t have to feel that chaotic. These messages are confident without overthinking it.
Always have a variety of photos on your profile, Ray said. The rule of thumb is to include at least a clear face photo without filters and photo including your torso and upper body. Activity-based photos and candid shots, such as while hiking or reading, are also great to add since it also helps potential matches spark conversation on said activity.
Julie Spira, online dating expert and founder of Cyber Dating Expert, said users should take note of the prompts on apps, like Hinge and Bumble, when sending out a first message. Starting a conversation on a dating app can be nerve-wracking, no matter how experienced you are. The profile you’re looking at might feel intimidating, or you might struggle to find a natural opener that invites a reply. The truth is, sending a message that stands out and feels authentic is a skill you can develop, with the right approach. But finding a love connection is not the easiest task, particularly on dating apps. Sometimes, you reach out to a match only to get no response, or what started out as good flirtation quickly went dry.
A well-crafted profile reduces pressure by attracting people who already share your style. Use specific, low-effort prompts (favorite weekend hobby, recent book or show, a simple “I’m happiest when…” line) to invite easy replies. Mention activities you enjoy that double as date ideas (board games, coffee shops, walking museums). For practical tips on photos and wording, see these dating profile tips. Look for platforms that encourage thoughtful profiles and conversation over swiping marathons. Try one focused option at a time and give it a few weeks before switching.
Think of your dating app first message like a virtual handshake. And in an environment where everyone’s juggling multiple chats, it helps you stand out. Your first message should feel approachable and relaxed instead of overly formal or overly casual. Strike a balance that reflects your personality and fits the vibe of the profile you’re engaging with. Confidence is attractive but avoid coming off as arrogant or presumptive.
Over time, take note of which conversation starters receive better responses and which do not. Adjust your approach as needed, experimenting with different styles, tones, or topics based on what resonates. Keeping a positive and open mindset helps you stay resilient while navigating the ups and downs of online dating. Remember, every message you send is a step closer to meeting the right person.
De-Reviews Team, made up of experienced researchers and online safety advocates, has been exposing scams since 2014. A member of the GASA and a content partner for ScamAdviser, we provide trusted insights on scam-related activities. They may ask for wire transfers, gift cards, or access to your bank account.
If you need to take a break from dating apps, do so. The process of matching and messaging can become draining, so it is OK to take a break for self care for however long you need. While dating apps can be fun, they can also be frustrating. Here is some advice to keep in mind while using them. So, conversation is flowing, and you want to ask your dating app match out on a date. There is a timeline for when you should ask someone out after matching on a dating app, experts say.