Next Boyfriend

Dating Apps & Technology · 18 min read

The Art of the First Message: Making an Impact on Dating Apps in 2023

Your opening message on a dating app can make or break a potential connection. This guide provides expert tips for crafting compelling first messages that stand out and get a response.

The Art of the First Message: Making an Impact on Dating Apps in 2023 — Dating Apps & Technology article on Next Boyfriend

Olivia Chen · February 7, 2023

Our take

Let's be real: online dating can feel like a part-time job, especially when you're sifting through endless "heys" and questionable openers. But what if you could flip the script, turning those dreary first messages into your personal superpower? Your opening line isn't just a formality; it's your magnetic moment, your chance to cut through the noise and grab their attention with intelligence, wit, and genuine interest. This isn't about playing games; it's about reclaiming your agency, showcasing your fabulous personality, and strategically attracting the kind of thoughtful connection you deserve. Get ready to transform your messaging game from meh to absolutely memorable.

Key takeaways

  • In the swirling, often overwhelming vortex of modern dating apps, your first message isn't just a polite introduction; it's your most potent weapon.
  • Why do generic messages like "Hey" or "How are you?" almost universally fail?
  • The most fundamental principle of a winning first message, as Olivia Chen highlighted, is that "Personalization is Paramount." This isn't just a nice-to-have; it's the cornerstone of effective communication on dating ap…
  • Following closely on the heels of personalization is the critical need to "Ask an Open-Ended Question," as advised by Chen.

The Digital Dating Dilemma: Why Your Opener Matters More Than Ever

In the swirling, often overwhelming vortex of modern dating apps, your first message isn't just a polite introduction; it's your most potent weapon. Consider the landscape: algorithms constantly churning, profiles blurring into a sea of similar selfies, and an inbox (especially for men who are often bombarded) that quickly becomes an indistinguishable slurry of uninspired greetings. It's a competitive arena, and as Olivia Chen wisely highlighted in her insightful Glamour article, "your first message is your golden ticket." In a culture saturated with fleeting digital interactions, standing out isn't merely a bonus – it's an absolute necessity.

Think of it from their perspective. They've swiped right, expressing a baseline level of interest. Now, the ball is in your court to convert that casual click into a genuine curiosity. The digital dating world, particularly in 2023 and beyond, prioritizes efficiency and authenticity. People are tired of wasting time on dead-end conversations. Your opener isn't just about initiating dialogue; it's about signaling your value, your unique personality, and your respect for their time and individuality. This article isn't just a guide; it's an empowerment manifesto, equipping you with the strategies to not just get a response, but to spark a truly meaningful conversation.

Beyond "Hey": The Psychology of Standing Out

Why do generic messages like "Hey" or "How are you?" almost universally fail? It's not because they're rude; it's because they're lazy. In a world where effort is increasingly rare, a lack of it in a first message screams a lack of interest, imagination, and respect. Psychologically, it conveys that you haven't bothered to engage with their profile, suggesting you're either mass-messaging or simply aren't that interested in them specifically. This immediately devalues the potential connection before it even has a chance to form.

A compelling opener, however, does the opposite. It acts as a positive signal. It communicates that you've invested a moment of your time to genuinely look at their profile, that you possess a degree of wit or insight, and that you're interested in connecting on a deeper level than superficial pleasantries. As Chen's piece emphasizes, the goal is a "well-crafted opener that grabs attention and sparks conversation." This isn't about performing or being someone you're not; it's about showcasing your best, most engaging self right from the start. In the crowded digital space, differentiation is key, and your opening message is your primary tool to achieve it.

The Golden Rule: Personalization is Power

The most fundamental principle of a winning first message, as Olivia Chen highlighted, is that "Personalization is Paramount." This isn't just a nice-to-have; it's the cornerstone of effective communication on dating apps. But let's clarify what "personalization" truly means. It's more than just referencing something from their profile; it's about demonstrating that you've engaged with it, that you've processed the information and formulated a thoughtful, specific response.

For instance, instead of a bland, "Nice dog!" (which, while polite, is easily ignored), elevate it. If their profile shows a picture of them hiking with a golden retriever, try something like, "Your golden looks like the perfect adventure buddy! What's been your favorite trail together, or are they more of a couch potato after a good walk?" This instantly shows you've looked, you're curious, and you're inviting a story, not just a confirmation.

Consider these nuanced approaches to personalization:

  • Go Beyond the Obvious: If they list "travel" as an interest, don't just say, "I love travel too!" Instead, pick a specific place they've been or mentioned they want to go: "Your photo from Kyoto is stunning! What was the most unexpected thing you discovered while exploring Japan?" This shows you paid attention and are genuinely curious about their unique experiences.
  • Connect the Dots: If they mention a love for sci-fi and have a quote from a specific show, tie it together. "A fellow Trekkie! If you had to pick one starship to explore the galaxy in, which would it be and why?"
  • Embrace the Quirky: Often, the most memorable details in a profile are the unique, slightly odd ones. Did they mention a bizarre hobby like competitive cheese rolling, or a strange food preference? "Okay, competitive cheese rolling? I need to know the origin story behind that ambition!" This lighthearted approach is often very effective.
  • Comment on a Vibe: Sometimes it's less about a specific detail and more about the overall impression. "Your profile gives off such a warm, adventurous vibe! What's the last adventure you embarked on, big or small?"

The key is to use the profile as a launchpad for genuine curiosity, not just a checklist of facts. This demonstrates respect, attention, and effort—qualities that are universally attractive and tragically rare in the online dating sphere.

The Art of the Open-Ended Question: Inviting Dialogue, Not Dead Ends

Following closely on the heels of personalization is the critical need to "Ask an Open-Ended Question," as advised by Chen. This is where many well-intentioned messages fall flat. A simple "Do you like to hike?" can be answered with a "Yes," and then... crickets. The conversation dies before it even begins. Your goal isn't to quiz them; it's to open a door to deeper sharing.

An open-ended question is designed to elicit more than a one-word answer. It invites reflection, storytelling, and an exchange of ideas. Here's how to master this art:

  • Ask for Stories or Experiences: People love to talk about themselves and their experiences. If their profile mentions a passion for cooking, ask, "What's the most challenging dish you've ever attempted, and how did it turn out?" or "If you could only eat one cuisine for the rest of your life, which would it be and why?"
  • Pose a "Why" or "How" Question: These inherently require elaboration. Instead of "Do you like your job?" ask, "What do you find most fulfilling about your work?" or "How did you get into [their profession/hobby]?"
  • Introduce a Lighthearted Hypothetical: These can be fantastic icebreakers and reveal personality. "If you could instantly become an expert in any one thing, what would it be and why?" or "What's one thing you absolutely have to do when you travel to a new city?"
  • Seek an Opinion or Preference with Justification: "What's your go-to comfort movie, and why does it always hit the spot?" or "Coffee or tea, and what's your perfect preparation?"

The beauty of open-ended questions is that they give the recipient space to engage and reveal more about themselves, which in turn gives you more material for your next message. It's a foundational step in building rapport and moving beyond surface-level interaction.

Precision and Punch: Keeping it Concise and Engaging

In the rapid-fire world of dating apps, attention spans are notoriously short. While you want to be thoughtful, you also need to be efficient. "Keep it Concise and Engaging," Glamour's article rightly recommends. This means aiming for the sweet spot: enough information to show effort and personality, but not so much that it feels like a mini-essay. A few well-crafted sentences are far more effective than a rambling paragraph.

Imagine scrolling through dozens of messages. Are you more likely to stop and read a dense block of text, or a snappy, intriguing opener? Most people are looking for quick wins – a message that's easy to read, easy to digest, and most importantly, easy to respond to.

A good concise message often follows a simple structure:

  1. A hook: Something that immediately grabs their attention (often the personalized element).
  2. A brief, positive statement: Showing your appreciation or interest.
  3. An open-ended question: Inviting them to respond.

For example: "Your photos from Patagonia are incredible! I've always dreamed of hiking there. What was the most breathtaking view you experienced on that trip?" This is three sentences, highly personalized, positive, and ends with a clear, open invitation to connect. It respects their time while showcasing your engaging nature. Avoid oversharing personal details or asking multiple questions in one go; save those for when the conversation starts flowing naturally.

The Spark of Humor: When to Joke and When to Hold Back

A well-placed dose of humor can be an absolute game-changer in a first message. As Olivia Chen's guidance suggests, "Inject Humor (Carefully)." Humor disarms, makes you memorable, and instantly creates a more relaxed, approachable vibe. It signals confidence, wit, and a desirable lightness of spirit. However, the "carefully" part is crucial. Humor is subjective, and what one person finds hilarious, another might find confusing or even offensive.

Here's how to wield humor effectively:

  • Observational Humor: Comment on something funny or quirky in their profile. If they have a photo with a ridiculous prop, you might say, "I have so many questions about that [prop]! Does it come with you everywhere, or was that a special occasion?"
  • Lighthearted Self-Deprecation: A touch of self-effacing humor can be endearing, but don't overdo it or make it seem like you lack confidence. "My bio says I'm an avid reader, but honestly, I spend most of my time scrolling through dog videos. Any canine recommendations?"
  • Playful Banter: If their profile already has a playful tone, you can match it. If they say they're an expert at making bad puns, your opener could be, "Heard you're a master of puns. Prepare for a pun-ishment round of my own. What's your go-to?"
  • Avoid Sarcasm (Initially): Sarcasm doesn't translate well in text, especially with a stranger who can't pick up on your tone. What you intend as witty might come across as rude or aloof.
  • Steer Clear of Risky Topics: Don't joke about sensitive subjects, exes, politics, or anything that could be misinterpreted as aggressive or sexually suggestive. Keep it light, universally relatable, and positive.

Humor should always aim to connect, not to provoke or show off. When in doubt, err on the side of charming and understated. A small, genuine laugh can open more doors than any grand comedic declaration.

The Power of Positivity: Radiating Approachability

Imagine receiving a message that starts with a complaint, or an overly critical observation. How motivated would you be to respond? Not very, right? This is why the final piece of Olivia Chen's advice for crafting a great first message is so important: "Be Positive and Enthusiastic." Your tone, even in text, is infectious. A positive, upbeat message makes you seem more approachable, more enjoyable to interact with, and simply more attractive.

Positivity doesn't mean being overtly bubbly or fake. It means genuinely expressing interest and warmth. Avoid any hint of negativity, sarcasm, or complaining in your initial message. Don't start with how tired you are of dating apps, or criticize something in their profile. Instead, focus on what you like, what you're curious about, and what makes you smile.

Consider these ways to infuse positivity:

  • Express Genuine Interest: "I was really intrigued by your passion for [hobby] – it sounds fascinating!"
  • Use Upbeat Language: Words like "great," "love," "fascinating," "awesome," "intriguing" can subtly shift the tone.
  • Share Lighthearted Energy: Your choice of emoji (sparingly and appropriately) or phrasing can convey a sense of fun.
  • Avoid Backhanded Compliments: "You're actually much cuter than your pictures!" is not a compliment. Focus on genuine, straightforward praise.

A positive first impression sets the stage for a positive interaction. People are drawn to others who radiate good energy, especially in a dating environment that can often feel draining. Be the breath of fresh air they're scrolling for.

The Red Flags of Messaging: Common Blunders to Avoid

While understanding what makes a great first message is crucial, it's equally important to be aware of the pitfalls. Avoiding common mistakes can prevent an instant "delete" or "unmatch." Olivia Chen’s Glamour piece concisely outlines these errors, and we're going to dive deeper into why they are such deal-breakers for the "Next Boyfriend" woman.

Generic 'Hey' or 'How are you?': The Epitome of Low Effort

Let's reiterate: these are conversation killers. Why? Because they demand zero effort from the sender and place the entire burden of initiating a real conversation on the recipient. For women, who often receive a deluge of messages, a generic "Hey" is not just boring; it's insulting. It screams, "I didn't bother to read your profile, I'm probably sending this to fifty other people, and I expect you to entertain me." The Next Boyfriend woman understands that effort is a baseline requirement for mutual respect. If you wouldn't walk up to a stranger in a bar and just grunt "Hey," don't do it on an app.

Overly Sexual or Aggressive Messages: Instant Turn-Off

This should be a no-brainer, yet it's a shockingly common mistake. Any message that is overtly sexual, objectifying, aggressive, or contains unsolicited compliments about physical appearance in a suggestive way is an immediate red flag. For women, these messages don't convey confidence; they signal disrespect, a lack of emotional intelligence, and often, predatory intent. Even if your intentions are benign, if your opening message makes the recipient feel uncomfortable or unsafe, it has failed spectacularly. This isn't just about turning someone off; it's about establishing basic boundaries and respect. Focus on personality, not physicality, in your initial interactions.

Long, Rambling Messages: Respect Their Time and Attention

Your first message is an appetizer, not the main course. As Chen pointed out, "Long, Rambling Messages" are a major misstep. Sending a multi-paragraph biography, a detailed analysis of their profile, or a list of your life goals is overwhelming. It demands too much, too soon, and signals a lack of awareness of how people interact on dating apps. People are generally multitasking or quickly scanning. A lengthy message looks like work, not fun. Save the deep dives for when you've established some rapport and the conversation is naturally flowing. Your goal is to intrigue, not to exhaust.

Typographical Errors: The Small Detail That Speaks Volumes

While a single typo isn't the end of the world, a message riddled with errors can be problematic. "Typographical Errors" suggest a lack of attention to detail, a hurried approach, or even a disregard for making a good impression. For some, it can also subtly hint at a lack of education or intelligence (rightly or wrongly). It takes mere seconds to proofread your message before hitting send. This small act of care shows you value the interaction and take pride in your communication. Don't let a sloppy mistake detract from an otherwise great opener.

The True Goal: Conversation, Not Courtship (Yet!)

It's crucial to recalibrate your expectations for the first message. As Olivia Chen astutely notes, "The primary objective of your first message is not to secure a date, but to initiate a genuine conversation." This distinction is vital. Many people approach dating apps with an end goal of a date, which can lead to rushed, pressured, or overly forward messages. Instead, shift your mindset. Your first message is merely an invitation to chat, a small gesture to see if there's enough mutual interest and conversational chemistry to warrant further interaction.

Think of it as the handshake before the meeting, not the closing of the deal. A successful opener lays the groundwork. It sets a positive, intriguing tone and provides a clear pathway for the other person to respond in kind. If your message successfully sparks a back-and-forth, you've achieved your initial goal. The pressure to immediately escalate to a phone number or a coffee date can often smother a nascent connection. Focus on building genuine rapport, one thoughtful message at a time. This approach not only feels more authentic but also increases your chances of finding someone who truly resonates with you.

Crafting Your Signature Opener: A "Next Boyfriend" Strategy Guide

Now that you understand the anatomy of a stellar first message, it's time to develop your own personalized strategy. The "Next Boyfriend" woman doesn't just copy-paste; she understands the principles and applies them in her unique voice.

  1. Analyze Your Successes: Look back at any messages that have historically gotten good responses from people you were genuinely interested in. What did they have in common? What felt authentic to you?
  2. Develop a Template (Not a Script): Don't write 20 generic messages. Instead, internalize a structure: (Personalized hook + Positive statement + Open-ended question). Then, adapt this structure to each unique profile you engage with. For example:
    • Hook: "Your [specific detail/photo] really caught my eye..."
    • Positive Statement: "...it looks like [something positive about it]."
    • Open Question: "What was the story behind that?"
  3. Practice Makes Perfect: The more you apply these principles, the more natural they'll become. You'll start to quickly identify interesting profile details and formulate engaging questions. Don't overthink every single message, but do take a moment to ensure it meets your own standards.
  4. Embrace Authenticity: The best message is one that sounds like you. If you're naturally witty, let that shine. If you're more thoughtful, lean into that. Trying to be someone you're not will eventually fall flat. Your personality is your superpower; let it infuse your words.
  5. Quality Over Quantity: It's better to send five genuinely personalized, thoughtful messages to people you're truly interested in than to spray-and-pray with 50 generic "heys." The return on investment for effort is exponentially higher.
  6. Confidence is Key: Believe in the value you bring to a conversation. Your message isn't a plea; it's an invitation. Approach each interaction with the confidence that you are interesting, worthy, and capable of sparking a meaningful connection.

Beyond the First Reply: Nurturing the Digital Dialogue

Getting a response to your meticulously crafted first message is a victory, but it's just the beginning. The art of conversation extends beyond the opener. Once they've replied, your focus shifts to keeping the momentum going and nurturing the digital dialogue toward a potential real-world connection.

  • Read Carefully, Respond Thoughtfully: Continue the personalization. Reference something specific they said in their response. This shows you're actively listening (or reading) and genuinely engaged.
  • Keep Asking Questions (But Not an Interrogation): Weave in more open-ended questions related to their answers. If they shared a story, ask a follow-up question that invites more detail or a related experience. However, avoid rapid-fire questions that make it feel like an interview.
  • Share a Little About Yourself: Conversation is a two-way street. After asking a question, you can briefly share a relevant thought or experience of your own. This builds reciprocity and allows them to learn about you.
  • Gauge Their Investment: Pay attention to the length and thoughtfulness of their responses. Are they putting in effort? Are they asking you questions? If it feels like you're carrying the entire conversation, it might be a sign they're not genuinely invested.
  • Know When to Suggest the Next Step: After a few solid exchanges, if the chemistry is there, don't be afraid to suggest moving off the app – perhaps exchanging numbers, or even better, suggesting a low-pressure first date like coffee or a casual drink. "This has been a really fun chat, I'd love to continue it over a coffee sometime this week if you're free?" is a great way to transition. The goal, ultimately, is a real-life connection, and the app is merely a bridge.

Conclusion: Your Message, Your Momentum

In the often-overwhelming world of dating apps, your first message is far more than just a formality—it's your most powerful tool for connection, differentiation, and empowerment. As Olivia Chen's insights remind us, a well-crafted opener is your golden ticket, setting the stage for everything that follows. By embracing personalization, mastering the open-ended question, maintaining conciseness, carefully infusing humor, and radiating positivity, you transform a generic interaction into a genuine opportunity.

The "Next Boyfriend" woman understands that online dating isn't about passive waiting; it's about strategic engagement. It's about taking control of your narrative, showcasing your best self, and actively attracting the kind of thoughtful, respectful interactions you deserve. Stop settling for "hey." Start sending messages that truly resonate, that spark curiosity, and that invite a deeper conversation. Your confidence, your wit, and your authentic interest are your greatest assets. Wield them wisely, and watch your dating journey transform from a frustrating chore into an exciting adventure, one compelling message at a time.

Questions about Dating Apps & Technology

Which dating app is best?

It depends entirely on your goal. Apps skew differently by intent, age, and region — some toward serious relationships, some toward volume and casual meeting. Match the app to your goal rather than joining whichever is largest, and read platform-specific reviews before investing time.

How do dating app algorithms work?

Most rank profiles using a desirability score derived from how people who have swiped on you behave, then show you profiles with similar scores. Activity matters too: recent, frequent, selective users generally get more visibility than dormant accounts that like everyone.

Why do I get so few matches?

Usually photos and specificity, in that order. Clear, well-lit, face-forward lead photos outperform group shots and filtered images, and profiles with concrete detail give people something to respond to. Swiping selectively rather than mass-liking also improves how the algorithm ranks you.

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