50 Dirty truth or dare questions

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  • “If you could swap genders, what would be the first thing you do?”
  • “What about the opposite sex gets you most hot and bothered?”
  • “What about the same-sex gets you most hot and bothered?”
  • “If you could have anyone be your sex slave, who would it be and what would you make them do?”
  • “Have you ever worn women’s panties?”
  • “If you could have a threesome with two people, who would you choose?”
  • “Would you have a threesome with 2 guys and 1 girl?”
  • “Would you have a threesome with 1 guy and 2 girls?”
  • “What kind of porn do you most hate?”
  • “When is the last time you watched porn?”
  • “When was the last time that you masturbated?”
  • “Have you ever been involved in a same-sex experience?”
  • “Have you ever gone a full day without wearing any underwear?”
  • “Have you ever regretted having sex with someone right after?”
  • “Have you wanted to have sex with someone that you would never in your life consider dating?”
  • “Have you ever skinny dipped?”
  • “Have you ever kissed more than one person from the same family?”
  • “What is the kinkiest and dirtiest dream you have ever had?”
  • “If you could add 3 inches to your penis or 3 inches to your height, which would you choose?”
  • “Would you rather see me in boy shorts or a short skirt?”
  • “Have you ever thought of anyone else during sex other than me?”
  • “Have you ever been completely dominated?”
  • “Have you ever completely dominated someone?”
  • “Do you own any sex toys?”
  • “What is your favorite sex toy”?
  • “Have you ever done the dirty in public? If not, would you want to?”
  • “Do you have any embarrassing sex stories?”
  • “How old were you the first time you masturbated?”
  • “Would you ever consider doing porn?”
  • “Have you ever tried anal?”
  • “Have you ever paid for sex?”
  • “Do you ever wish you had a bigger penis? If so, length, girth, or both?”
  • “Do you ever wish your boobs were bigger?”
  • “Have you ever done any role playing? If so, what is your most embarrassing role?”
  • “What is the most times you have had sex in one day?”
  • “What are the most orgasms you have had in one day?”
  • “What is the longest you have gone without sex or masturbating?”
  • “If you could make a living as a male prostitute, would you?”
  • “Where is the most insane place you have had sex?”
  • “Do you swallow or spit?”
  • “Have you ever snowballed?”
  • “If you had to have sex with an animal, what animal would you choose?
  • “On a scale of 1 to 10, how good am I at going down on you?”
  • “Have you ever had a sex dream about me?”
  • “Have we ever had horrible sex?”
  • “Do you like drunken sex?”
  • “Have you ever faked an orgasm?”
  • “Have you ever faked an orgasm with me?”
  • “What position have you always wanted to try?”
  • “Would you ever eat out my ass?”

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