How to Maintain a Conversation with the Person You Love

Talking to someone you have a crush on can seem intimidating at first, but you’ve got it! Now you just have to keep the story from ending any time soon. Maintaining a conversation with your loved one isn’t as hard as you might think, especially when you have a list of tips and questions to refer to. To help you, we’ve gathered here the most effective ways to keep the conversation going.

Table of Contents

Ask the person open-ended questions.

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The person you have a crush on will have to answer longer than just “yes” or “no” when you ask open-ended questions. Think of it as a summary question in an exam. What questions can you ask the person to tell in detail? Stick to “who,” “what,” “when,” “where,” “why,” and “how” questions to prolong the conversation. ^{[1] X Research Source}

“Who do you admire the most?”
“What do you usually like to do in your spare time? I like to dance.”
“When did you start learning the guitar?”
“What is your favorite place on earth? I like any place where there is sunshine.”
“Why do you like pizza so much?
“How did you get into sports?”

Follow up the previous questions with other questions.

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This will show that you’re engaged in the conversation and pique his interest. The best way to do this is to develop what they just said and pick something that interests you. Here are some examples: ^{[2] X Research Sources}

“Sounds fun! How did your passion begin?
“Very good. So what are you going to do when you get your degree?”
“Oh that’s bad. So can anyone help me?”
“Sounds like you had a wild day, right? Things must have been hectic?”

Show your funny side by sending your crush a meme.

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Laughter is an effective tool to bridge the gap. If you don’t know where to start the story, send a meme or an animation to let the person know how you feel right now. That way, you can start the flow of memes being sent back and forth that make both of you laugh, and the conversation will be comfortable and fun.

Send a funny meme on a TV show you’re both watching.
Share a meme of a favorite animal.
Show them your favorite memes.

Tell a funny story to show them your funny side.

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Get the person to laugh so they’re interested in continuing the conversation. Whether it’s your own funny story or something you see on the internet, tell your crush! Add a little drama or exaggeration so the conversation doesn’t end prematurely. ^{[3] X Research Sources}

“What happened yesterday at the store made me want to Apparate.”
“Did I tell you about the funny scene I saw last week?”
“You won’t believe what I did when I was a kid to make people laugh!”

Share a funny video.

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Your favorite video can spark a longer conversation. Everyone has a clip that makes them giggle every time – just thinking about it makes me laugh. If your words are starting to run dry, pull out your phone and send your crush a funny video you love. Maybe they’ve never seen a cat so afraid of a cucumber or a baby so brave. Even if they already have the video, chatting about it keeps the person interested and continues the conversation. ^{[4] X Research Sources}

“Have you seen this video yet? It’s my favorite video.”
“You have to watch this video. Die laughing!”
“Watching this is so much fun. Trust me!”

Tell him or her about your concerns.

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Talking about yourself is also a way to keep the conversation going. If you don’t know what to ask the person next and are worried the conversation will end soon, tell them about your day, your hobbies or interests. You can share stories through which the other person can learn a little more about you. Small stories about yourself can spark an idea for the next topic. ^{[5] X Research Sources}

“Have you seen WandaVision? I love it!”
“You can’t imagine the crazy story that happened today.”
“Last night you made delicious noodles. I would love to see it!”
“Today I started to draw a new picture. Do you want to see my paintings?”

Boldly praise the person you secretly love.

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The sweet compliments you pour into the ear of the person you secretly love can make them enjoy the conversation. That way, people will know you like them without you having to admit it. Maybe they will thank you or compliment you back. Be brave and keep the conversation going – you will! ^{[6] X Research Sources}

“Where did you cut your hair? Looks great!”
“Has anyone told you that you have an enchanting smile?”
“I love your shirt! Where did you buy it?”

Play the game “Which way do you choose?” with that person.

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Break the awkward silence with a game of choice. “Which way do you choose?” It’s a great way to keep the conversation going because the two of you will have to explain your choices. When you need a quick way to continue the conversation, you can try some of the following questions: ^{[7] X Research Sources}

“If you had to choose, would you choose Coke or Pepsi to drink for the rest of your life?”
“Do you want to be extremely lucky or extremely smart?”
“If you could wish for a superpower, would you rather be invisible or fly?”

Ask about his/her favorite movies.

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The person you secretly love will have the opportunity to tell what they like and the conversation will be lively. You can learn a lot about a person from their favorite movies, and it’s also a great way to start a friendly debate. Maybe the two of you have different tastes in movies, or your partner has seen a movie you haven’t seen yet. Anyway, this is a great way to liven up the conversation, because who doesn’t want to promote their favorite movie? ^{[8] X Research Sources}

“What was the last movie you watched at the theater?”
“Have you watched any good movies these days?”
“If you had to choose, would you choose Star Wars or Marvel?”

Put the person at ease with a joke.

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If you get nervous talking to someone you love, that’s okay too! That person means a lot to you, and you want to do anything to keep them from leaving. If you stumble upon an awkward silence, try breaking it with a joke. Maybe you both like folk jokes or are good at quizzes, but you probably wouldn’t know if you hadn’t tried it! ^{[9] X Research Source} Try a few sentences below:

“Yesterday I fell because I tripped on the doormat. It’s really “disgusting”.
“What disease do you have, the doctor can’t help you? Broken hand.”
“What do people usually do first thing in the morning? It is eye opening.”
“If the house is stolen, what is the air conditioner called? Loss.”

Kindly inquire about the person’s day.

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Ask the person about their day to keep the conversation going. That way they will be happy, but more importantly, they will talk to you. Sincerity will help you create the strongest connection, so let your crush know they can confide in you about anything. ^{[10] X Research Source}

“How was your work today?”
“How was your last weekend?”
“What happened to you last weekend?”

Change the subject if the story starts to seem bland.

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Switch to another topic to refresh the conversation if you feel the previous topic is about to hit a dead end. It’s great to let the conversation flow naturally, but sometimes you need to change direction a bit so the conversation doesn’t end anytime soon. Navigate to the same topic or rotate 180 degrees to a completely different topic! There are no rules here, you just have to remember what the other person said and expand from there. ^{[11] X Research Source}

Listen when the person speaks. You can use what they said to open another topic.
“Did you mention pizza earlier? I wonder if the new restaurant you said sells pizza?”
“I just remembered the story I was going to tell you earlier!”

Steps