When messaging a girl for the first time, you’ll undoubtedly want to leave a memorable impression. However, generic messages like “Hi” or “Have you eaten?” won’t help you stand out. Don’t worry; whether you’re texting or talking face-to-face, there are plenty of ways to initiate a funny and witty conversation. This article will suggest some jokes, questions, and humorous icebreakers for you to choose from before starting the conversation.
Steps
Ask a question with an unusual twist.

A silly question can make her smile and keep the conversation going. Start with a fun and clever question that makes her think. Then, wait and see where the conversation leads!
- A question like “Would you rather live in a rundown apartment with your best friend or in a luxurious mansion with your worst enemy?” can spark an interesting and humorous discussion.
- “Would you prefer having one eye or two noses?” or “Would you eat a raw potato or a whole lemon?” are also great funny conversation starters.
Plan a survival strategy for the zombie apocalypse.

This unreal scenario is sure to bring plenty of laughs. You can ask about escape plans and survival tactics if the world were overrun by zombies. Don’t hesitate to share your survival plan with her. Both of you will laugh together while pointing out flaws and issues in each other’s strategies.
- You could text, “Imagine tomorrow is the day zombies rise. What would you do to handle this scenario?”
- “On a scale of 1 to 10, how ‘freaked out’ would you be if zombies came back to life?” is another fun question.
Ask silly and challenging food-related questions.

Using absurd food-related questions is a humorous and effective way to break the ice. You can ask basic questions like “Is dessert soup?” and see where the conversation goes. These funny, harmless questions can spark an entertaining discussion!
- Some other interesting questions include “Is a hot dog a type of sandwich?” or “What’s your take on adding pineapple to pizza?”.
Start the conversation with a joke or a pun.

Using jokes or puns is a memorable way to start a conversation and leave a lasting impression. Add a pun or joke to your first message and see how she responds. If she seems amused, keep the playful tone going in a few follow-up messages. Who knows, she might even join in on the creativity!
- You could text, “My friend asked: What do you call it when you’re tired but still take your partner to watch the sunset? I couldn’t figure it out—it’s called a ‘sunset glow.’”
- Or, you could send, “What do you call a silly corn? - Naive corn.”
Impress her with a silly poem.

Boost the humor with a rhyming message. You don’t need to write a masterpiece to make her laugh. Just send a couple of rhyming lines to express your thoughts without overdoing it. After sending the poem, you can follow up by joking about your “poetic talent.”
- For example, “Catching a cold is because of the wind. But catching feelings? That’s because of you.”
- You could also add, “Who knew my poetry skills were this impressive?”
Recall awkward and funny moments together.

Bringing up funny memories is a lighthearted and memorable way to connect. Everyone has a hilarious story to share. You can tell your own experience and encourage her to share hers. Sharing these stories is sure to bring plenty of laughter!
- You could ask, “What’s the craziest thing you’ve ever done in college?” or “Do you have any funny high school memories?”
Talk about disastrous fashion choices.

Bring up the fashion disasters you’ve worn in the past. Try asking about the weird outfits she wore as a kid and share your own silly stories. Comparing fashion mishaps is a humorous and effective way to bond.
- You could say, “I used to wear all black to school. Have you ever worn something ‘out there’ to class?”
- Or, “I just found some old photos and couldn’t stop laughing. Do you have any memorable pictures from your school days?”
Ask about the craziest WiFi name she’s ever seen.

This harmless question can also keep the conversation going. She’s probably come across some bizarre WiFi names on her phone or computer. Try listing the weirdest WiFi names you’ve both encountered and see where the conversation leads.
- You could say, “Today at the library, I found a WiFi named ‘Broken WiFi.’ Do you know any crazier ones?”
Imagine a classic movie turned into a musical.

Ask her which movie she thinks would be better as a musical. Wait to see what titles she suggests, or you can throw in some quirky ideas. Imagining a classic film turned into a musical is sure to make her smile.
- You could joke and say, “I think Terminator would be better as a musical. Do you have any other suggestions?”
Talk about funny experiences during the pandemic.

Everyone has memorable stories about life during COVID-19. You can ask about the weirdest thing she bought during the pandemic or if she picked up any new hobbies during that time. You could also mention hilarious Zoom call moments or funny tech fails.
- For example, “Have you ever been in a weird Zoom call?” or “What’s the strangest thing you bought during the pandemic?”
Tips
- Small talk won’t leave a lasting impression or go far. Instead of asking generic questions like “What are you doing?” or “What’s your favorite subject?”, start the conversation with something humorous and creative.
