How To Create A Connection When You’re Dreading Conversation

Pexels/Katerina Holmes
Pexels/Katerina Holmes

When you’re dreading a conversation—whether it’s small talk at a party or catching up with someone you haven’t seen in ages—it’s easy to get stuck in your head. You overthink what to say, brace yourself for awkwardness, and hope it’s over quickly. The thing is, connection doesn’t need perfect timing or brilliant words. Sometimes it’s the smallest change in how you show up that makes things feel more human and less exhausting. With that in mind, here are some simple, low-pressure ways to build real connection, even when you’d rather hide behind the nearest pot plant.

Start by talking about your surroundings—yes, really.

When you’re feeling stuck, your environment is a cheat sheet. Comment on the music, the food, the weather, or literally anything you’re both experiencing. It lowers the pressure of needing something deep or clever to say. You’re not attempting to dazzle anyone here—you’re simply opening a door. Once there’s a bit of back and forth, your brain relaxes, and the rest of the conversation tends to feel more natural from there.

Let go of needing it to be “interesting.”

Trying to be impressive or fascinating makes most conversations worse. Instead, aim for real. People connect way faster through relatable moments than they do through overthought stories or forced banter. Say what’s true: “I always find these things awkward” or “I never know how to start conversations.” Weirdly, honesty like that makes people feel closer to you, not put off. The other person might feel the same, and the fact that you’re admitting it out loud could break the ice.

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Ask questions that aren’t about jobs.

The fastest way to kill a vibe is launching into career talk. Instead, try asking what someone’s been enjoying lately, what kind of day they’ve had, or even something small like what made them smile this week. People light up when you ask something off-script. It pulls them out of autopilot and into something a little more genuine, and suddenly, you’re not stuck in stiff, boring chat anymore.

Use humour, even a small amount.

You don’t have to be super funny, but a little lightness helps. A self-deprecating comment or playful remark breaks the tension and makes the other person feel more at ease, too. Humour creates connection because it basically says, “I’m not here to judge you, and I don’t take myself too seriously.” That alone can make people lean in instead of shut down.

Match the energy in the room.

Trying to be upbeat when the vibe is mellow, or vice versa, can make things feel more awkward. Pay attention to tone, pace, and body language, and meet people where they are. You don’t need to change yourself, just be aware of how you’re coming across. When your energy syncs with theirs, conversations tend to flow more easily without you needing to force anything.

Share a little vulnerability.

People connect when they feel like you’re being real with them. You don’t need to share your deepest secrets, just something slightly human, like “I was nervous to come tonight” or “I always forget how to do this kind of thing.” It makes the other person feel like they can drop their guard too. Vulnerability, even in tiny doses, can transform a conversation from surface-level to something that actually sticks.

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Watch their body language and respond appropriately.

Noticing how someone’s holding themselves gives you loads of quiet information. Are they fidgeting? Avoiding eye contact? Relaxed and open? It helps you adjust your own approach without having to guess. When you tune in like that, the conversation becomes less about trying to impress and more about responding to what’s actually going on, which makes everything less stressful.

Focus on making them feel seen.

Connection often comes down to one thing: does the other person feel noticed? Ask a follow-up question. Remember a detail. Nod when they speak. It’s basic stuff, but it makes people feel valued. You don’t need to be charming or deep. If someone walks away feeling like you actually cared about what they said, they’ll remember you in a good way.

Be okay with breaks in conversation.

Silence isn’t always a sign that things are going badly. Sometimes it’s just space to think. Instead of panicking and trying to fill every gap, let the quiet moments exist. It makes conversations feel less performative and more comfortable. People are usually more at ease around those who don’t make everything feel rushed or forced.

Admit if you’re bad at small talk.

Own it. Say, “I never know how to start these things,” or “I’m better at talking once I warm up.” Most people feel the same and will probably laugh or nod in total agreement. Being upfront like that breaks down the pressure to perform. It gives permission for both of you to ease into the chat instead of pretending you’re totally fine when you’re not.

Reflect something back.

If you’re feeling awkward, repeat a bit of what they just said and ask something simple about it. It shows you’re listening, and it keeps the ball rolling without needing to come up with something brand new. Example: “You mentioned you’ve been doing more hiking—where’s your favourite place to go?” It’s easy, natural, and makes the other person feel like you’re actually paying attention.

Give compliments that aren’t appearance-based.

Noticing someone’s vibe, humour, or ideas can be way more meaningful than commenting on clothes or looks. Try something like, “You’ve got a really calm energy,” or “You explain things in a way that makes them actually interesting.” It’s a great way to create warmth fast, and it steers the conversation into a more authentic direction, especially when you mean it.

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Avoid slipping into “performance mode.”

You don’t need to be the most engaging or confident person in the room. Just be present. People connect better with someone who’s relaxed and real than someone who’s trying too hard to impress. If you can go from “how do I sound?” to “how do they feel?” the whole energy changes. You become someone who’s easy to talk to, even if the topic is totally ordinary.

Know when to step away.

If it’s not flowing, that’s okay. Not every conversation has to be a hit. Sometimes the most respectful thing you can do is say, “Lovely chatting—going to grab a drink!” and move on. Creating connection isn’t about forcing chemistry. It’s about being present, kind, and open—then knowing when to gently call it. You showed up. That’s enough.