This article was co-authored by Laura Bilotta
and by wikiHow staff writer, Bailey Cho
. Laura Bilotta is a Dating Coach, Matchmaker, and the Founder of Single in the City, her dating and relationship coaching service based in Toronto, Ontario, Canada. With over 18 years of experience, she focuses on helping singles date more intentionally, encouraging them to let go of negative patterns so that they can attract the love that they deserve. Her experience, skills, and insights have led to thousands of successfully united over 65,000 singles through events and one-on-one matchmaking coaching sessions. She has been the host of The Dating and Relationship Show on Global News Radio 640 Toronto (AM640) for 6 years and is known as The Hookup Queen of Clubhouse; her popular singles club, Single in the City, has over 95.5K members who regularly join in weekly dating and relationship-focused rooms.
This article has been fact-checked, ensuring the accuracy of any cited facts and confirming the authority of its sources.
This article has been viewed 757,356 times.
Looking to learn more about your other half and keep the spark alive? If so, we’ve got you covered! Truth or Dare is a classic way to get to know someone better, but it’s even more exciting when you play with your boyfriend. In this article, we’re providing the ultimate list of romantic and spicy questions to deepen your relationship and get both of your hearts racing (even if you’re not in the same room).
The Best Truth or Dare Questions for Your Boyfriend
- Truth: When do I look the most attractive?
- Dare: Send me a flirty text only using emojis.
- Truth: Where’s your favorite place to be kissed?
- Dare: Pretend you don’t know me, and try to pick me up.
- Truth: What’s your favorite memory of us?
- Dare: Strip down to your underwear for the rest of the game.
- Truth: What’s the most annoying thing I do?
- Dare: Sing a romantic song for me.
Steps
Flirty Truth Questions
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1When do you feel the sexiest?
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2When do I look the most attractive?Advertisement
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3What song puts you in the mood?
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4What’s something non-sexual that turns you on?
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5What turns you on?
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6What’s your biggest turn-off?
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7What’s your favorite thing I do in bed?
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8What’s your favorite body part of mine?
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9What’s your biggest guilty pleasure?
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10What outfit do I look the sexiest in?
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11Do you ever clear your search history?
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12Have you ever been in a secret relationship?
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13Have you ever been turned on at work?
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14What’s your favorite place to be kissed?
Spicy Truth Questions
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1Have you ever been caught in action? If so, by who?
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2Have you ever gone skinny dipping?
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3Do you prefer giving or receiving?
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4What’s your biggest sexual fantasy? [1] X Research source
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5What are your thoughts on open relationships?
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6What’s your most awkward or embarrassing sexual experience? [2] X Research source
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7Where’s the craziest place you’ve had sex?
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8How would you define cheating?
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9Where’s your favorite place to be kissed?
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10What was your sexual awakening?
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11What’s the biggest lie you’ve ever told an ex?
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12Who’s your celebrity hall pass?
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13Have you ever sent a dirty text to the wrong person?
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14If you woke up like me tomorrow, what’s the first thing you would do?
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15Would you rather give up kissing or sex?
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16Would you rather have average sex every day or incredible sex once a month?
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17Do you prefer being dominant or submissive?
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18What’s your favorite position?
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19Do you prefer morning sex or night sex?
Romantic Truth Questions
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1What’s your love language?
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2What’s the first thing you noticed about me?
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3What’s your favorite thing we do together?
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4What’s your favorite memory of us?
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5What’s the most annoying thing I do?
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6What’s your favorite thing about me?
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7When was your first kiss?
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8What’s your biggest red flag in a relationship?
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9What’s the most romantic gift you’ve ever received?
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10Do you believe in soulmates?
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11Do you believe in love at first sight?
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12How would you approach me if we weren’t dating?
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13Do you think age gaps matter in a relationship?
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14When did you realize you really liked me?
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15What’s the most embarrassing thing you’ve ever done to get someone’s attention?
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16What’s a secret you’ve never told anyone?
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17What’s your biggest fear about our relationship?
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18How did you know I was attracted to you?
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19What’s your favorite meal that I cook?
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20What was your longest relationship?
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21What’s the most childish thing you’ve ever done in a relationship?
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22When was the first time you fell in love?
Flirty Dares
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1Send me a sexy photo of yourself that I’ve never seen.
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2Send me a video of yourself performing a sexy dance.
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3Send me a sexy audio message.
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4Send me a flirty text only using emojis.
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5Let me go through your search history.
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6Play me a song that puts you in the mood.
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7Pretend you don’t know me, and try to pick me up.
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8Order a sexy outfit for me online.
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9Try to find my most ticklish spot.
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10Pretend to be my pet for the next 10 minutes.
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11Do as many pushups as you can with me sitting on you.
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12Recreate a couple’s yoga pose with me.
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13Spell the alphabet on your favorite part of my body.
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14Describe your biggest turn-on without naming it.
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15“Accidentally” text your sibling a sexy message.
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16
Spicy Dares
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1Try to turn me on without touching me.
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2Give me your best sexy crawl.
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3Make out with an object in your room.
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4Pick one piece of clothing you want me to take off.
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5Perform a striptease for me.
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6Call your friend and moan in the middle of the conversation.
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7Call your friend and describe your biggest turn-on.
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8Leave your friend a spicy voicemail.
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9Describe the hottest dream you’ve had about me.
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10Strip down to your underwear for the rest of the game.
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11Spell a word on my body, using your tongue.
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12Let me shave one part of your body.
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13Switch outfits with me (including underwear).
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14Create an outfit with anything but clothes.
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15Lick whipped cream off my body.
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16Hold an ice cube between your teeth and run it across my neck.
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17Write my name on your chest and send me a photo.
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18Kiss your favorite part of my body. [3] X Research source
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19Take off one piece of my clothing with your teeth.
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20Eat food of your choice in the most seductive way possible.
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21Give me a lap dance. [4] X Research source
Romantic Dares
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1Tell me something you’ve never told anyone before.
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2Send me the most embarrassing photo of yourself.
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3Record an ASMR video for me.
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4Write me a romantic poem.
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5Draw a portrait of me.
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6Tell me about your first crush.
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7Do your best impression of me.
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8Sing a romantic song for me.
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9Braid my hair.
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10Give me a foot massage.
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11Let me give you a makeover.
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12Act out your favorite romantic scene with me.
Flirty Dares to Send Over Text
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1Send me the last note you wrote on your Notes app.
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2Send a flirty DM to your celebrity crush (and send me a screenshot).
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3Soft-launch our relationship on Instagram.
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4Send me a screenshot of the last 5 things you bought on Amazon.
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5Send me the last screenshot you took on your phone.
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6Draw my name somewhere visible on your body with a Sharpie.
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7Get on the ground and do 10 push-ups right now.
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8Write a romantic haiku and put it on your Instagram story.
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9Film a 30-second ASMR video for me.
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10Reenact how you like to kiss me on FaceTime.
Expert Tips for Playing Truth or Dare with Your Boyfriend
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Playing Truth or Dare with your boyfriend can be super fun and flirty—and it can really help you bond as a couple! However, asking tough questions or posing risky dares can lead to some uncomfortable situations if mutually agreed-upon rules aren’t stated ahead of time. Before kicking off the game with your boo, dating coach and matchmaker Laura Bilotta recommends taking the following steps:
- Establish boundaries: “Before starting the game,” says Bilotta, “discuss what topics are off-limits or uncomfortable for each of you. This can include things like past relationships or personal traumas.”
- Keep it light: “Focus on fun and playful dares,” continues Bilotta, “rather than embarrassing or risky ones. You can dare your partner to do something silly or make a funny face instead of asking them to reveal their deepest secrets.”
- Use the “skip” option: If a truth question is too personal or uncomfortable, Bilotta advises to “use the ‘skip’ option and move on to the next question.”
- Respect each other’s comfort level: If your partner doesn’t want to answer a truth question or do a dare, Bilotta asserts that you should “respect their boundaries and move on to something else.”
- Have fun! “Remember that the goal of the game is to have fun and strengthen your bond with your partner,” Bilotta concludes, “so keep it light-hearted and enjoyable for both of you.”
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Thanks for reading our article! If you’d like to learn more about relationships, check out our in-depth interview with Laura Bilotta .