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Starting a conversation with a guy you like can be nerve-wracking, especially if you’re unsure what to say. 

Approaching someone you find attractive may bring on the jitters, but it’s also an exciting chance to connect. 

Having some tips in mind can make the whole process feel less intimidating.

Breaking the ice doesn’t need to be complicated. It’s often about finding something you both enjoy talking about or sharing something about yourself. 

By taking small steps like smiling, asking a simple question, or mentioning shared interests, you can ease into a fun and friendly chat.

In this article, you’ll find 12 simple tips for starting a conversation with a guy you like. 

They’re designed to help you feel comfortable, confident, and ready to chat with him in a way that’s natural and engaging. 

Whether it’s sharing a joke or talking about a shared interest, these tips will give you plenty of ideas to kick-start a great conversation.

1. Start With a Smile and a Simple Hello

Starting a conversation with a guy you like can seem scary, but it’s really about making the first small step. 

A smile is a friendly way to show you’re open and interested. Just saying “Hello” breaks the ice and opens the door for a chat. This can make both of you feel more comfortable right away.

Once you’ve greeted him, it’s a good idea to introduce yourself. This makes the interaction more personal and gives him an opening to introduce himself too. 

Keep your introduction light and brief; your name and maybe a comment about how you know each other or what brought you to the same place.

After your initial hello and introduction, observe his response. Does he smile back? Does he seem open to talking more? 

His reactions can guide your next steps. If he seems interested and responds positively, that’s your cue to keep the conversation going.

2. Mention Something Around You

beautiful woman and a handsome man

One of the easiest ways to start a conversation is to talk about something that you both can see or are experiencing. 

Maybe you’re both at a sports game, or perhaps you’re in the same class. You can make a comment or ask a question about what’s happening. 

This approach is not only natural but also takes the pressure off because you’re not struggling to come up with something random to say.

For example, if you’re both at a coffee shop, you could say something about the music playing or the coffee. “Have you tried the new seasonal drink yet? I’m thinking about it, but I’m not sure.” 

Questions like these invite him to give his opinion and can naturally lead into a longer conversation.

Also, this approach shows you’re observant and interested in things happening around you. 

It makes the conversation flow more easily and feels less forced. Plus, it helps you find common ground quickly, which can be a great foundation for a good chat.

3. Ask Open-Ended Questions

Asking questions that require more than a yes or no answer is a great strategy. 

These types of questions encourage him to share more, and give you better insight into his interests and thoughts. 

For instance, instead of asking, “Do you like music?” you could ask, “What kind of music do you like, and who are your favorite artists?”

Open-ended questions open up the conversation and give it room to grow. They show that you’re genuinely interested in knowing more about him, not just filling the silence. 

Plus, his answers will likely give you more ideas for where to steer the conversation next.

Keep your questions light and related to topics that most people are comfortable discussing. 

Sticking to interests, activities, and general observations about your shared environment keeps the conversation flowing. 

Listening carefully to his answers also shows you care about what he has to say, which can make him feel valued and comfortable to share more.

4. Share a Little About Yourself

woman talking to a guy

Letting the guy you like know a bit about you can also help get a conversation going. 

You don’t have to share your deepest secrets—just some fun facts or interesting things about your life. 

Maybe you’re really into a certain type of music, or perhaps you have a cool hobby. 

Sharing these details can spark his interest and might lead to discovering things you both enjoy.

Talk about a recent experience or something fun you did over the weekend. This not only gives him insight into what you like but also keeps the conversation light and engaging. 

It’s like giving him a little window into your world, which can be really intriguing.

Make sure you balance talking about yourself with asking questions about him. This back-and-forth makes the chat more of a two-way street. 

It shows you’re interested in learning about him as well, and it helps keep the conversation flowing smoothly.

5. Compliment Him

Everyone likes to feel appreciated, so a genuine compliment can go a long way in making someone feel good. 

Maybe you like his shirt, or you think he did a great job on a project or presentation. 

Letting him know you noticed shows that you are attentive and appreciate his qualities or style.

Make sure your compliments are sincere and specific. 

Instead of a general “You’re so cool,” try something more personal like, “Your taste in music is awesome, I love that band too!” 

This not only makes the compliment feel more genuine but also opens up the conversation for more topics.

Compliments can break the ice and make the person feel more relaxed around you. They can be a simple yet effective way to show your interest without coming on too strong.

6. Talk About Food

man and woman eating

Food is a universal topic and something most people love talking about. 

You can start by asking about his favorite food or the best meal he’s ever had. This is a fun and light topic that can get anyone talking. 

Plus, it can lead to great ideas for future outings if the conversation goes well.

You could also bring up any new restaurants or food trends you’ve heard about. Perhaps there’s a new burger place in town or a food festival coming up. 

This shows that you are interested in local events and can be a good way to suggest going out together without making it feel like a big deal.

Discussing food not only keeps the conversation interesting but also gives you both a chance to talk about personal tastes and experiences. 

It’s a comfortable, engaging topic that can help you learn a lot about each other.

7. Use Humor

Bringing humor into the conversation can lighten the mood and make the guy you like feel more at ease. 

A funny observation about your surroundings or a light-hearted joke can show your playful side. 

Laughter connects people, and if you can share a laugh, it often makes both of you more comfortable.

Be mindful of the type of humor you use—stick to jokes or funny stories that are appropriate and won’t offend. 

Sensitivity to how he reacts to your humor will guide you on what works best. If he laughs or smiles, it’s a good sign that you’re on the right track.

Using humor shows you’re not too serious and that you enjoy having fun. 

Everyone wants to spend time with someone who makes them laugh, so this can make you more appealing and enjoyable to be around.

8. Bring Up Shared Interests

Finding out what you both like can make starting a conversation much easier. 

Maybe you both enjoy a certain type of movie, or perhaps you like the same sports team. 

Discussing shared interests naturally keeps the conversation flowing and shows that you have things in common. It’s a great way to deepen your connection early on.

You could mention a recent game or a new movie release, and ask his thoughts on it. 

Engaging him in topics you both enjoy creates a comfortable space for both of you to open up and share opinions. 

9. Ask for His Advice

People often enjoy sharing their knowledge or expertise. 

Asking for his advice on something he knows about or is interested in can make him feel valued and smart. 

For example, if he’s good at technology, you could ask for help deciding on a new phone or app. This makes him an active participant in the conversation and can boost his confidence.

Choose something that you genuinely need advice on, so the conversation feels authentic. 

This approach not only keeps the chat engaging but also builds respect and appreciation between you both. 

Plus, it can lead to more conversations in the future as you update him or ask for more advice.

10. Talk About Recent Events

Bringing up something interesting that recently happened in your community or in the world can spark a good conversation. 

Whether it’s a local festival, a community project, or a major sports event, talking about recent happenings can provide plenty of topics to discuss. 

It shows you’re aware of your surroundings and engaged with the world.

Keep the topics light and avoid anything that could lead to controversy or conflict. The goal is to enjoy the conversation and get to know each other better, not debate heavy issues. 

This can help both of you feel more connected to your community or the larger world while sharing your thoughts and experiences.

11. Mention Upcoming Events

Talking about upcoming events, whether they’re personal, local, or global, can be a great conversation starter. 

Perhaps there’s a concert coming up that you’re excited about, or a holiday event in town. 

Bringing up these events can lead to discussions about future plans and even open the door to going out together.

You can ask if he’s interested in any of the events you mention. This not only keeps the conversation lively but also subtly checks if he might want to join you. 

Discussing future happenings is a hopeful and positive way to engage, showing you’re someone who looks forward to new experiences.

12. Discuss Favorite Books or Shows

Talking about your favorite books or TV shows can open up a world of conversation. It’s an easy way to share what you like and learn about his tastes too. 

You might find out you both love the same sci-fi series or are fans of the same mystery author. These discoveries create a quick connection and plenty to talk about.

If he mentions a show or a book you haven’t heard of, you can ask him to tell you more about it. 

This shows you’re interested in his interests and gives him a chance to share something he enjoys. 

It can be fun to get new recommendations and see what stories captivate others.

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Destiny Femi

Destiny Femi is a dating coach whose work has helped transform the love lives of countless people. With a writing style that is both insightful and relatable, Destiny has amassed a following of hundreds of thousands of readers who turn to him for advice on everything from finding the perfect partner to maintaining a healthy relationship. Through his articles he has inspired people around the world to become more confident, authentic, and successful in their dating life.

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