30 Dirty "Would You Rather" Questions

Updated on February 26, 2017
tutta profile image

I'm Tatiana and am a firm believer in the power of holistic healing and home remedies! Apple cider vinegar for the win!

The game “Would You Rather” is no new game to be played amongst friends and couples all over; in fact, it’s a great game to get to know someone new as well!

Whether you are on a first date or a party with close friends, Would You Rather can always create moments of laughter and moments of shock. It’s always a good time!


Dirty Would You Rather Questions

While many people choose to keep the game squeaky clean, others will throw curveballs or set new rules altogether, making plenty of room for dirty Would You Rather questions. Before taking the dirty route, there’s a few things you should consider:

  • Personality: Some people just will not take well to being asked dirty questions so it is up to you to be the judge! If it’s a few friends, why not? If it’s a new date, well, you might just want to play it safe!

  • Sense of humor: Anyone with a good sense of humor can usually take these questions pretty well and laugh them off, as ridiculous as they can get. Again, be sure to survey their personality first!

  • Relationship: Relationships are important for this kind of game. You would not want to involve your grandma in such dirty talk (or maybe you would…) likewise, if this is a new girlfriend or boyfriend, be careful as you would not want to scare them off!

  • Place and time: There is a place and time for everything and this is not the kind of game that should be played in say… a nice restaurant where other patrons can overhear your dirty talk!


Sexy Would You Rather Questions

Now that I have gone over a few tips, it’s time to give you some example dirty "Would You Rather" questions.

Would you rather...

  • Cuddle up in front of a fireplace or light your fire in bed?
  • Wrestle naked in a pool of Jello or chocolate pudding?

  • Make whoopee in your parents' bed or at a mattress store?

  • Accidentally send a dirty text to your boss or a sexy voicemail to your mom?

  • Talk dirty to me over the phone or through text/picture messages?

  • Make out at the movies or in the back seat of my car?

  • Make love on a beach or in a Jacuzzi?

  • Lose your sense of feeling during love or lose your sense of taste?

  • Tease with hot wax or with ice cubes?

  • Play teacher's pets or play doctor?

  • Have your man dress as a manly lumberjack or a sharp-dressed man?

  • Have your girl dress as a sexy librarian or exotic dancer?

  • Get a massage with peanut butter or maple syrup?

  • French kiss Betty White or Miley Cyrus?

  • Take a body shot off of me or me take a body shot off of you?

  • Walk in on your parent's making love or have them walk in on you?

  • Be caught in the act by a cop or your in-laws?

  • Do it in 32° weather or in 100° weather?

  • Be completely hairless or completely covered in hair?

  • Take a bubble bath or a steamy shower?

  • Cuddle in the morning or at night?

  • Be on top or on the bottom?

  • Sweat profusely in the bedroom or have insatiable dry-mouth?

  • Be kinky or be romantic?

  • Fart in the bedroom or belch while kissing?

  • Have your hair pulled or scratches on your back?

  • Be naked once in public or be a 'never-nude'?

  • Have a hickey or give a hickey?

  • Walk in on your best friend naked or have your best friend walk in on you naked?

  • Have a naked picture of you become an internet meme or be caught on camera naked during a live newscast?

Flirty Questions for Couples


Think Before You Ask Flirty Questions

Always know where to draw the line with your dirty would you rather questions. I’ve heard some of the really disgusting questions that people have asked during the game that ultimately led to me questioning their morals and who they are as a person!

If you plan on playing the game, don’t wait until you have a few drinks in you to come up with questions as this will severely impact your judgement. Instead, have a list of questions prepared and ask your fellow player to do the same!

This will only build up the anticipation leading up to playing the game, and it will give you more time to think about some good and dirty questions to ask!

Would you rather...

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Awkward Would You Rather

Questions & Answers


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      • profile image

        nope 5 weeks ago

        had sex right before I saw this

      • profile image

        sex 4 months ago

        i tried it and my best friend had sex with me(my best friend is a guy and im a girl)

      • profile image

        Random person 5 months ago

        Really fun to do with your boyfriend x3

      • profile image

        Poop 9 months ago

        Omg that is shocking

      • profile image

        YA BOI 10 months ago

        did this challenge w/ a friend and it was kind of kinky ("_")

      • profile image

        Ghaelach 3 years ago

        Hi Tutta.

        Never heard of he game. Sounds like it's a young person game, rather than a 50 + or so. But I must say it does sound very interesting.

        Take care and have a nice day or "would you rather" lol

        Jimmy...............aka Ghaelach