80+ Flirty Truth or Dare Questions for HIM Over Text

The Texting version of the classic truth or dare questions game is a great opportunity to secretly flirt with the guy you like, get to know him better and find things you have in common – to get you closer than ever.

Flirt, Truth or Dare, relationships, date, love

Truth questions are also a life-saving way to start a conversation with your crush, a conversation that would likely continue over your next (of first) date.

They can also be used to reveal to your guy that you like him – without telling him directly. Huge bonus!

I’ve come up with more than 100 flirty (and funny, and embarrassing) truth or dare questions for text messages, guaranteed to take you and your crush or boyfriend – to the next level in your relationship.

(No matter where it’s at right now)

These questions/daring missions can be used for texting, Facebook, Snapchat, skype or facetime – whatever you like.

Since you are not talking face to face, the task given by you or him should be “scientifically proven” – you should both either take pictures, make videos or record your voice – according to the dare.

If you or he do not like the dare, you can choose to be given a different one – but this one is final and can’t be rejected.


I think you’ll love these.

relationships, love, dating, truth or dare

However you choose to play you’ll bond, be silly, discover deep secrets and have a lot of fun.

you can use these to dare your boyfriend as well! 😉

Let’s start with the truth right? because the truth will set you free (from being single that is)

Flirty TRUTH Questions Over Text

All of the quite intimate questions you’ll find below will help you get to know the guy better, and more importantly – they can help you become his confidant. It’s an amazing first step to a long-lasting relationship.

  1. When was the last time you got really angry?
  2. What’s something you can’t have your mom find out about?
  3. Do you have a name for your special places?
  4. Have you ever flashed someone?
  5. How many women have you kissed?
  6. What’s the most embarrassing thing you did while drunk? Describe in detail
  7. Who is the one person you most regret kissing?
  8. Have you ever stalked someone on Facebook?
  9. What’s the worst gift you’ve ever gotten?
  10. Have you ever shared a toothbrush with anyone?
  11. If I looked in your nightstand/under your bed, what would I find?
  12. What would you buy me if I gave you 50 dollars?
  13. Did you ever have a crush on a teacher?
  14. When did you watch adults-only videos for the first time?
  15. Do you trim down there?
  16. Do you have any interesting fetishes?
  17. What’s your favorite body part in a girl?
  18. Ever cheated on a girlfriend?
  19. Last time you cried?
  20. Do you have any spicy pictures or videos saved on your phone?
  21. What did you think of me when you first met me?
  22. If I went through your room, what would I be shocked to find?
  23. Have you ever cried because of me?
  24. What’s your biggest insecurity?
  25. Who’s the one that got away?
  26. Do you have a hot cousin?
  27. What would you name your children?
  28. Have you skinny-dipped in a public pool?
  29. What’s the farthest you’ve gone on a first date?
  30. Did your parents ever give you the “birds and the bees” talk?
  31. How old were you when you had your first kiss?
  32. Has anyone accidentally seen you naked?
  33. What is your opinion of hickies?
  34. Have you ever walked in on your parents doing it?
  35. What’s the first thing you would do if you woke up one day as a girl?
  36. Have you ever practiced kissing with a mirror?
  37. How would you rate your looks on a scale of 1 to 10?
  38. What color underwear are you wearing right now?
  39. If you were allowed to marry more than one person, would you?
  40. Have you ever been caught checking someone out?
  41. How far would you go to get a first date with a crush?
  42. Do you dance when you’re by yourself?
  43. Do you sleep in the nude?
39 Funny (& Embarassing) DARES for Text
  1. Wear “Kiss me…It’s my Birthday” board over your neck for 20 minutes
  2. Do 20 pushups and shout my name with each one
  3. Squeeze lemon juice on your elbow and lick it.
  4. Stop the next person you see on the road and tell “I Love You” to him or her.
  5. Sing out loud your favorite love song
  6. Find some lipstick and put it on
  7. Shave your chest
  8. Tell me something you always wanted to say me but you couldn’t
  9. Go shopping for a new dress with me
  10. Send a screenshot of your search history for the last 2 days.
  11. Send a romantic message to someone of your own gender. Feedback results.
  12. You have 10 minutes to write a short love poem
  13. List all your ex-girlfriends alphabetically
  14. Write something embarrassing somewhere on your body (that can be hidden with clothing) with a permanent marker.
  15. Try to breakdance for 30 seconds.
  16. Do push-ups until you can’t do anymore, wait 5 seconds, and then do one more.
  17. Spin an imaginary hula hoop around your waist for 30 seconds
  18. Poll dance for 1 minute with an imaginary pole
  19. Go to the bathroom, take off your underwear and put it on your head.
  20. Eat your next meal in your underwear
  21. Drop a few ice cubes down your pants and dance for 20 seconds
  22. Peel a potato/banana with your teeth
  23. Write my name on your chest and send me the picture
  24. Do a sexy dance on one leg
  25. Take off your shirt using only your teeth
  26. Vacuum your bedroom in your underwear
  27. Pick up a random book and read it in the most seductive voice you can manage
  28. Hit on me like we’re in a bar
  29. Change your Facebook status to “Feeling lonely . . .”
  30. Send the dirtiest text you can think of – to a guy friend
  31. Send the most unflattering picture of you that you have in your phone
  32. Send me the most recent text that you sent your mom
  33. Send a video of you eating a quarter cup of ketchup
  34. Put on every single pair of underwear you have and send a picture.
  35. Slap yourself
  36. You have one minute to change into the hottest outfit you have
  37. Draw a mustache on your face
  38. Read me the first email in your inbox


The 82 truth or dare questions you’ve found here are guaranteed to “take it up a notch” when it comes to you and your crush – in a fun, flirty way -and a lot of laughs.

The truth questions will help you find so many things about it, that you may regret ever asking them… 🙂
The dare “missions” will make you laugh out loud, and possibly help you see him in his underwear, at least…”)
Enjoy, and be sure to come back and let me know how they worked for you.

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