PDF download Download Article
Friendly, in-depth, flirty—talk to any guy in style
PDF download Download Article

Let’s face it—starting a conversation with a guy you’ve just met or don’t know very well can seem really intimidating. You want to have a fun and engaging conversation that keeps a guy interested and avoids any awkwardness. So where do you start? Fortunately, there are so many different conversation starters for you to choose from. Here’s a list of the best talking points for a meaningful conversation with a guy that’ll leave you feeling confident and ready to start chatting!

Interesting Topics to Talk About

  1. Learn more about a guy's passions by asking about his hobbies and interests.
  2. Share a funny story to connect with him.
  3. Ask him what his favorite restaurant or meal is.
  4. Inquire about what he studies, does for a living, or aspires to do.
  5. Give him a chance to open up about his loved ones.
1

Hobbies and Interests

PDF download Download Article
  1. Let’s face it, we all enjoy talking about ourselves. Ease into the conversation by asking him about his interests. You might end up having some shared hobbies to bond over![1] Here are a few questions to get you started:
    • What are some fun facts about yourself?
    • What do you like to do in your free time?
    • What hobbies have you always wanted to try?
    • What is your favorite sport?
    • Do you have any hidden talents?
  2. Advertisement
2

Funny Stories

PDF download Download Article
  1. Laughter can be a great way to connect with people and relieve tension. Try telling him a joke or sharing a funny story. If he doesn’t find it funny, don’t be discouraged.[2] Keep the conversation going by asking him what he does find funny. You could ask:
    • What’s the funniest thing that’s ever happened to you?
    • What’s your favorite joke?
    • Do you have a favorite comedian?
    • What are some videos or memes that make you laugh?
    • What is the funniest text you’ve ever gotten or sent?
    • Reader Poll: We asked 416 wikiHow readers who've struggled with conversation, and 62% of them agreed the best way topic is something positive. [Take Poll]
10

Love and Relationships

PDF download Download Article
  1. Let’s be honest, if you are interested in the guy you are talking to, you are probably curious about his dating life.[5] Even if he’s already in a relationship or you just want to be friends, talking about his love life is a great way to share something heartfelt and meaningful. Start the conversation by asking:
    • Are you seeing anyone romantically?
    • What do you look for in a relationship?
    • What was your first date like?
    • What qualities do you find attractive in a partner?
    • What are your relationship deal breakers?
12

Social Media

PDF download Download Article
  1. Even if you don't have a heavy social media presence, we all have that one social media platform that we can’t get enough of or just spend too much time on. You may have even met or built a relationship with the guy you’re talking to online.[7] Here are some questions to get the conversation started:
    • What is your favorite or most visited social media site?
    • Do you spend a lot of time on social media?
    • Have you seen this meme or funny video?
    • What is your least favorite social media platform?
    • Do you prefer online or real life interactions?

Expert Q&A

Ask a Question
200 characters left
Include your email address to get a message when this question is answered.
Submit
Advertisement

Video

Tips

  • If you're at a social event or in a business environment, try asking the guy what his plans are for the weekend or break the ice by commenting on why you are currently at the same social event, as this can help him open up to speaking with you.
Submit a Tip
All tip submissions are carefully reviewed before being published
Name
Please provide your name and last initial
Thanks for submitting a tip for review!
Advertisement

Warnings

  • Avoid asking too many questions at once. The last thing you want in a conversation is to feel like you’re in the hot seat or being interrogated.[11]


Advertisement

You Might Also Like

Good Roasts160+ Good Roasts to Burn Your Friends & Family Members
Find Your Doppelganger Find Your Doppelgӓnger (or Twin)
Roast Someone Roast People: Finding Joke Ideas, Crafting Punchlines & More
Get Revenge on AnyoneGet Revenge on Anyone
Favorite Questions200+ Favorite Things Questions to Ask
Wish Someone a Bright Future50+ Ways to Wish Someone a Bright Future & Good Luck
Roasts to Say to a Guy160+ Best Roasts to Say to Guys (& Bruise Their Ego)
Thank You for Your Hospitality100 Simple & Sincere Ways to Say "Thank You for Your Hospitality"
Hot Takes ExamplesControversial Hot Takes and Prompts to Create Spicy Debates
Compliment a Girl's EyesCompliment a Girl's Eyes
Sigma Male vs Alpha MaleSimilarities and Differences Between Sigma Males and Alpha Males
Know if a Hug Is Romantic12 Signs a Hug is *Definitely* Romantic, According to Experts
Greet Someone During Advent Greet Someone During Advent
What He Thinks when You Don't Contact HimWhat He Thinks When You Don't Contact Him
Advertisement

About This Article

Maria Avgitidis
Co-authored by:
Matchmaker & Dating Expert
This article was co-authored by Maria Avgitidis and by wikiHow staff writer, Donna Sarkar. Maria Avgitidis is the CEO & Matchmaker of Agape Match, a matchmaking service based out of New York City. For over a decade, she has successfully combined four generations of family matchmaking tradition with modern relationship psychology and search techniques to ensure her professional clientele are introduced to their ultimate match. Maria and Agape Match have been featured in The New York Times, The Financial Times, Fast Company, CNN, Esquire, Elle, Reuters, Vice, and Thrillist. This article has been viewed 161,235 times.
53 votes - 75%
Co-authors: 5
Updated: August 2, 2024
Views: 161,235
Categories: Social Interactions
Thanks to all authors for creating a page that has been read 161,235 times.

Did this article help you?

Advertisement