14 Ways to Start a Conversation with Literally Anyone

You walk into a room that’s a sea of unfamiliar faces, and suddenly, the thought of starting a conversation feels like attempting a high-wire act without a safety net. Your mouth goes dry and your knees start a dance they didn't practice. How do you go from this to starting a good conversation?

When you’ve got the right mindset, starting a conversation can be as easy as, "How about this weather lately?" The good news is, the other person may be just as unnerved as you are, and they’re grateful you made the first move.

Here are a few tips to help you master the art of striking up a chat with anyone, no awkward small talk required (well, maybe just a little).

1. Offer Assistance

happy young couple in scarf and winter jacket walking in city talking laughingPhoto byPhoto Credit: Depositphotos.com.

One of the best ways to break the ice is by offering help. Whether it’s carrying something, giving directions, or sharing information about the event you’re both at, a simple gesture of assistance can open the door to conversation.

If you notice someone struggling to find a seat, catch their eye and say, “The chair next to me is free!” This not only initiates a conversation but also establishes a friendly rapport.

2. Ask for Help

Conversely, asking for help can also be a great conversation starter. It shows vulnerability and allows the other person to step into a more active role in the interaction. This tactic works especially well in social settings where people are mingling and may be eager to contribute.

For instance, you could approach someone and say, “I’m trying to pick the best breakout session—do you have any recommendations?” This invites them to share their thoughts while simultaneously making them feel valued for their input.

3. Make an Observation

Observations are excellent conversation starters. They provide a common ground from which both individuals can engage. Whether it’s commenting on the ambiance of the venue, the food, or something happening in the environment, an observation invites discussion.

Try saying something like, “I love the art on the walls—have you seen anything else interesting around here?” This encourages the other person to share their perspective, paving the way for further conversation.

4. Share a Relevant Experience

Group of friends in the bar counter with a woman talking on the side with a cocktailPhoto byPhoto Credit: Depositphotos.com.

Share a brief, relevant experience to get the other person's attention. It doesn’t need to be lengthy– a quick anecdote can make you relatable and create a connection. This also sets the stage for the other person to share their stories, making the conversation feel more balanced.

For instance, you might say, “I remember the last time I attended an event like this I met some amazing people." This not only shares a bit of yourself but also invites them to join in on the storytelling.

5. Be Genuinely Present

You know when you’re talking to someone and you can just tell they’re thinking about the Great Wall of China or whether or not they turned their stove? It’s not great, don’t be that person. When engaged in conversation, be fully there.

Put your phone away, make eye contact, and really listen. Being present doesn’t just make you a better conversationalist, it also makes the other person feel seen and heard.

6. Start With a Genuine Compliment

Okay, I promised I wouldn’t give you too many canned conversation starters, but here’s one that’s a classic for a reason: a genuine compliment. The trick is to make it authentic. Instead of a generic “Nice shirt!” dig a little deeper.

Compliments are a great icebreaker because they immediately set a positive tone for the interaction. It shows that you’ve been paying attention, which makes the other person feel valued from the get-go. Try something like, “That’s a cool pin! What’s the story behind it?”

7. Crack A Joke

Not every conversation needs to dive deep right away. Sometimes, a little lighthearted banter is all you need to break the ice. Humor is a fantastic way to connect and can instantly ease any tension in the room.

Try to gauge the other person’s sense of humor. A little playful teasing or a light joke can work wonders. Just remember to keep it friendly and avoid anything that might come across as offensive. Something simple like, “I promise I’m not as awkward as I look!” can lighten the mood.

8. Be Authentic

Two women engaged in deep conversation on a cozy couch.Photo byPhoto Credit: Depositphotos.com.

There are a lot of curated personas walking about so being genuine can set you apart. Don’t be afraid to let your true self shine through. People appreciate honesty and are drawn to those who are real.

Instead of trying to fit into a mold or mimic someone else’s style, embrace what makes you unique. This authenticity invites others to connect with you on a deeper level. You might say, “I’ve never been great at networking, but I’m trying to get better at it!”

9. Use Open-Ended Questions

To keep the conversation flowing, opt for open-ended questions that encourage detailed responses. Instead of asking, “Did you enjoy the event?” consider something like, “What was your favorite part of the event?”

This invites more than just a yes or no answer and allows the conversation to develop naturally. It also shows you’re interested in hearing more, creating a welcoming atmosphere.

10. Use and Read Appropriate Body Language

Communication goes beyond words—non-verbal cues play a significant role in conversations. Pay attention to your body language and that of others. Are they facing you, making eye contact, and nodding? Those are good signs!

On the flip side, if someone seems closed off or distracted, adjust your approach. You might need to change the subject or steer the conversation in a new direction. Staying attuned to body language can guide you through the ebb and flow of the interaction.

11. Use the Power of Storytelling

Everyone loves a good story. Incorporating storytelling into your conversations can make you more relatable and engaging. Whether it’s a funny anecdote or a personal experience, sharing a story can bridge gaps and create a connection.

Keep it concise and relevant to the conversation, don't be telling a murder story at a funeral. This allows the other person to jump in with their own stories, creating an engaging exchange. A simple opener could be, “That reminds me of a time when…”

12. Talk About Recent Events

Female Friends Conversing By CounterPhoto byPhoto Credit: Depositphotos.com.

Discussing current events is a great way to initiate a conversation and engage others. Stay informed about recent happenings in the world by keeping up with news outlets or social media, and choose events that might be relevant or of interest to your audience.

It can be an uplifting local news story, a fascinating discovery in science, or a popular upcoming movie, discussing recent events is not only informative but also prompts interaction and different perspectives. Be mindful to steer clear of sensitive topics.

13. Talk About Your Kids or Pets

People often enjoy sharing stories about their loved ones, be it their children or maybe even pets. Asking about someone’s kids or pet can quickly create a warm and personable atmosphere in a conversation.

You might start with something as simple as, "How are your kids doing?" This shows genuine interest and allows the other person to talk about something meaningful and personal.

14. Practice, Practice, Practice

Girl expressing empathy to one of group matesPhoto byPhoto Credit: Depositphotos.com.

Like any skill, starting conversations gets easier the more you do it. Don’t wait for the “perfect” moment to strike up a chat—practice in low-stakes environments. The more you put yourself out there, the more comfortable you’ll become in a variety of situations.

Eventually, starting conversations will feel like second nature, and the fear or anxiety that used to hold you back will fade. The more people you talk to, the better you get at reading body language, adjusting your approach, and handling those inevitable silences.

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