Questions to Ask on Dating Apps: Funny, Flirty and Deep 💌

Questions to Ask on Dating Apps to Keep the Conversation Going

Dating apps are great question to ask for meeting new people. But online dating can be challenging when you're trying to keep the conversation going. Swiping right is just the first step - you still have to start a conversation and get to know each other. Coming up with the right questions to ask on dating apps is key to making a connection.

Here are some fun and interesting questions to ask online dating to spark an engaging conversation and get to know someone better:

Funny Questions to Ask in Online Dating Apps

Humor can be a great way to break the ice on dating apps and get the conversation flowing. Here are some funny and amusing questions you can ask on a dating app:

• If you were a pizza topping, what would you be? Pineapples, pepperoni, or plain cheese?
• What's your most useless, frivolous talent? Can you wiggle your ears, touch your tongue to your nose, or recite all 50 states in alphabetical order?
• If you could come up with your own superhero name and powers, what would they be? Examples like "Captain Nap" with the power to fall asleep anywhere or "Wi-Fi Man" who can detect signals anywhere. Get creative!
• If you had to eat just one meal everyday for the rest of your life what would it be? Grilled cheese and tomato soup? Steak and potatoes? Be specific on the details.
• What's the weirdest food combination you enjoy? Ask them to explain what draws them to their bizarre food preferences.
• What is something you are oddly very skilled at? Whether it's yodeling, hula hooping, or cup stacking, learn about a peculiar talent.
• What is your most useless purchase? Did they buy an inflatable cactus pool float they never use? Find out about their buyer's remorse.

Throwing in some lighthearted and fun questions at the start of a dating app conversation helps put you both at ease. It gets you talking about goofy topics and sets a humorous tone.

Thoughtful "Would You Rather" Questions to Ask on a Dating App

"Would you rather" questions also make for fun icebreakers on dating apps. They allow you to go down imaginary scenarios and learn what someone values in an amusing way. Some thoughtful "would you rathers" to ask:

• Would you rather be able to fly or be invisible? One reveals a desire for freedom, the other secrecy.
• Would you rather always be 10 minutes late or 30 minutes early? Do they value punctuality or having extra time more?
• Would you rather explore space or the deepest parts of the ocean? One represents adventure, one mystery.
• Would you rather never use social media again or never watch TV/movies again? Social connection or entertainment?
• Would you rather have unlimited international travel but always travel solo, or only be able to travel locally but with someone? Companionship or wanderlust?

You can come up with endless "would you rather" scenarios. They provide unique conversation starters that help you understand someone's personality and priorities. Plus, they tend to spark fun debates!

Flirty Questions to Ask a Guy to Increase Rapport

Flirty questions can also get the conversation going in a playful way on a dating app:

• What's your idea of the perfect first date? Find out if their ideal aligns with yours.
• What's your favorite romantic comedy? Ask what scenes or characters they like best to learn about their romantic side.
• What's one traditional romantic gesture you love? Options could include flowers, love letters, or slow dancing.
• Have you ever had a serendipitous "meet cute" moment? Ask for them to share the story.
• What's your love language? Find out if they value gifts, touch, words of affirmation, acts of service or quality time. See if it matches yours.
• How do you show someone you care about them? Learn their preferred ways to express affection.

Sprinkling in some flirtatious questions shows you're interested in romance, not just platonic friendship. Use them to increase rapport and see if your date ideas match up.

Thought-Provoking Questions to Go Deeper

Once you've broken the ice and established some back-and-forth, you can dive into more serious questions to ask on dating apps. This helps you get to know someone on a deeper level.

Some examples of thoughtful questions that reveal personality, values and life experiences:

• What cause or social issue is important to you right now? What changes would you like to see happen?
• What does your ideal future look like? Ask them to describe their career, family, lifestyle goals.
• What is one of your biggest dreams you're working towards? It could be anything from starting a business, getting a degree, traveling the world or raising a family.
• What're you most proud of accomplishing so far in your life? Look for stories of grit and resilience.
• What are you most grateful for in your life right now? Shows what they value most.
• What is one of your core values? Options could be loyalty, adventurousness, humor, generosity, ambition, etc. Have them explain why it matters to them.
• Do you have any personal heroes or role models? Ask what traits they admire in that person.
• What is one of your best memories from childhood? Get a glimpse of their upbringing.

Deeper questions like these reveal character, outlook on life, and important experiences. They help you go beyond surface level small talk and find out if you share common values.

Get to Know You Questions to Break the Ice

If you want to start off with easier, more neutral topics, here are some solid get to know you questions that make for safe opening questions on dating apps:

• What do you enjoy doing on weekends? Look for common interests like hiking, watching sports, trying new restaurants, seeing live music, etc.
• What is your favorite way to spend a warm sunny day? Beach, park, patio bars, or poolside?
• Tell me about your pets! Do they have cats, dogs, fish, lizards? What are their names?
• What are some of your other hobbies? Cooking, reading, video games, crafting? See if any match yours.
• What are some of your favorite local spots? Ask for restaurant, bar, coffee shop, bookstore, museum, or other recommendations near you.
• What is your dream vacation destination? Beach, European tour, mountain cabin, or exotic locale?
• What was the last great book you read or show you binged? Ask what they loved about it.
• What is one random fun fact about you? Gives them wide range to reveal something quirky.

Neutral questions like these allow you to search for common interests and experiences in a natural way. Everyone enjoys talking about their pets, hobbies, favorite hangouts and pop culture likes. Use these to start a conversation and establish rapport.

Follow-Up Questions to Go Deeper

Don't just rapid-fire a series of getting to know you questions. Make sure to ask follow-up questions to go more in-depth on a topic once it's brought up.

If they mention a hobby like painting, you can ask:

• How did you get into painting?
• What type of themes or objects do you like to paint?
• What has been one of your favorite pieces you created?

If they named a favorite author, ask what genres they like to read and their favorite book by that author. When they name a TV show, ask what drew them to start watching it or what storylines interest them most.

Going deeper with follow-up questions shows your interest in who they are as an individual. Don't just move on after asking a surface level question - build the conversation from there.

Questions to Avoid on Dating Apps

Of course, not all questions are suited for dating app conversations when you're just getting to know someone. Here are some types of questions to avoid:

• Anything overtly sexual. Keep conversations PG until you know each other better.
• Controversial topics like politics or religion. These tend to spark debates rather than bonding.
• Interrogating questions about past relationships, income, health issues, family problems, etc. Keep it positive.
• Bragging about yourself. Don't spend the whole chat talking about yourself.
• Anything negative like complaints about work, exes, the dating scene, etc. Keep things upbeat.
• Pushy questions trying to arrange a date or move the chat off the app too quickly. Let things progress gradually.

The first conversations should focus on learning just enough to tell if you want to meet in person. Avoid sensitive stuff until future dates when you've established trust.

Balancing Serious and Lighthearted Questions

Mixing light and deeper questions together keeps conversations lively and balanced on dating apps. You want to get to know the real person, not just joke around endlessly - but you also want to avoid heavy topics before meeting.

After starting out with some icebreaker questions, sprinkle in thoughtful questions between the lighter ones. For example, you could ask:

• What would your superhero name be?
• What cause is important to you right now?
• What's your favorite way to spend a Saturday?
• What's one of your core values?
• If you could have an endless supply of one food, what would you choose?
• What's one of your biggest goals you're working towards right now?

Blending silly and serious questions shows you want to get to know them on multiple levels. Just don't go too heavy too fast. Keep things relatively light until a foundation is built.

Tailoring Questions Based on Their Profile

Personalizing questions based on their dating profile and photos is an easy way to break the ice and show genuine interest.

For example:

• Ask about their dog if they posted a photo with one. Want to know your dog's name? What's their personality like?
• If their profile mentions travel, ask about their favorite vacation spot or if they have any trips coming up. Where's your dream destination?
• If they posted hiking pics, ask how often they hit the trails or their favorite spots nearby. How long have you been hiking?
• Comment on a sports team logo or musical artist on their shirt. I see you're a SOMEBANDNAME fan, what do you love about them?
• Ask about their job if they mention what field they work in. How did you get into your field? What do you enjoy about it?

Tailoring questions based on clues in their profile makes the questions feel more natural and shows you took the time to get to know them already.

Asking Questions via Voice Messages or Video

While most initial dating app conversations start via text messaging, as you build rapport, consider switching to video chat or voice messages.

Having an real-time conversation enables:

• Seeing facial expressions and body language. You get more than just words on a screen.
• Hearing tone of voice. You get a better sense of someone's personality.
• Having a real back-and-forth. You can riff off each other's responses rather than waiting for typed replies.
• Increased engagement. Real conversations feel more human than text messages.
• Observing real chemistry. You'll get a sense if you have a connection before meeting up.

Don't feel tied to text only. Once you establish preliminary interest, switch to voice or video chats to have more natural conversations. The rapport will build faster when you can have real interactions.

Moving the Conversation Off the App

At some point, if you're both enjoying the conversation and feel an initial connection, one of you should suggest moving things off the dating app. This could be asking for their number, social media, or planning a real world date.

Here are some ways to smoothly move the conversation offline:

• "I've really been enjoying our chat! Want to continue this over coffee sometime this week?"
• "Would you be up for grabbing drinks at [place] this weekend? I'd love to keep our conversation going in person."
• "I have to run but really liked chatting - can I get your number so we can text directly?"
• "This has been fun but I'm not a big fan of the app. What's your Instagram? Would love to see more of your travel pics!"
• "Any interest in a walk around park together this weekend if the weather's nice? Could be a nice first date!"

Taking things off the dating app shows you're interested in more than just texting back and forth indefinitely. Suggest swapping contact info, social media, or an IRL date to take the next step.

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Creating Engaging Conversations

Using thoughtful, open-ended questions tailored to the person leads to better conversations on dating apps. You'll get a sense if you have enough in common to warrant a first date. When you match with someone intriguing, avoid yes/no questions. Instead, ask creative questions, listen closely to their answers, and engage in an organic, balanced dialogue. Show you want to know the real person, not just pass time with surface-level small talk.

Next time you match with someone promising, skip the standard "how was your weekend?" line and instead reference their profile for something unique to ask about. Throw in some fun "would you rathers" and flirty questions too. If you hit it off, don't let the conversation stay text-based for too long - transition to video or voice chats to observe real chemistry. With the right questions, you'll be making plans for coffee, drinks or other in-person dates in no time!