Dirty Questions to Ask Women About Dildos

Here are some dirty questions to ask women about dildos. You may think these types of questions are only for adult truth or dare party games or for newly dating couples. However, even couples in long term relationships can benefit by asking these intimate questions. If you believe you already “know” your partner, be prepared to be pleasantly shocked. That is, if you’re willing to listen with an open mind. When your partner feels sexually confident and emotionally comfortable with you, they may reveal intimate secrets they self-censored early in your relationship. Unfortunately, when it comes to dildos, they may still be hiding them from you.

Since many dildos tend to be phallic shaped with realistic features, men may experience various levels of comparison anxiety. Size, performance and even potential replacement concerns often create a sort of dildo envy jealousy. If you’re a guy with these concerns, consider the “manly” equipment you have in your toolbox. Would you consider yourself less of a man if you used “tools” to get the job done instead of your bare hands? Give yourself a new perspective, buy yourself a sex toy cabinet and stock it full of pleasuring potential.

The following list of dildo questions is a continuation of our original article: Dirty Sex Questions to Ask Girls About Sex Toys.

  • Have you ever been caught masturbating with a dildo?
  • Have you ever caught anyone else using your dildo?
  • Can you orgasm while masturbating with just a dildo?
  • What do you fantasize about while masturbating with a dildo?
  • Have you ever practiced giving head using a dildo?
  • Have you ever sucked on a penis shaped dildo while masturbating?
  • Do you purchase your own dildos or are they mostly gifts?
  • Are your dildos purchased online or in sex toy stores?
  • How many dildos do you own?
  • Do you prefer hard, medium or soft dildos?
  • Have you ever used a dildo together with a vibrator?
  • Have you ever used a dildo with a lover? In what ways?
  • Have you ever put a condom on a dildo before using it?
  • What is the most number of dildos you’ve used at the same time? In one night of pleasure?
  • Have you ever used a dildo in the shower or bath?
  • Have you ever tried a dildo with suction cup base? In what ways?
  • Have you ever squirted using a dildo?


  • Have you ever used an anal dildo or probe?
  • What is the largest dildo you’ve ever used in your pussy/bum?
  • Do you prefer realistic, penis shaped dildos or other designs?
  • Do you like balls attached to your dildos?
  • What is the weirdest shaped dildo you’ve ever seen/used?
  • What size of dildo do you prefer?
  • Have you ever had sex with a guy whose penis was bigger than your largest dildo?
  • Have you ever gone out in public wearing dildo or buttplug?
  • Have you ever used a dildo to masturbate at work?
  • What new style of dildo would you most like to buy?
  • Have you ever named a dildo after one of your boy friends?
  • What’s the most expensive dildo you own?
  • What’s the best dildo you’ve ever tried? Worst?
  • Have you ever discovered dildos from your friends or relatives?
  • If you were to design the ultimate dildo for women, how would it look and what features would it have?
  • Have you ever put a glass dildo in the freezer before using it?
  • Have you ever made or used an ice dildo?
  • What’s your favorite color of dildo?
  • Would you be interested in trying a “monster cock” or dragon penis dildo?
  • Have you ever tried double penetration with a real penis and a dildo?
  • Other than being ever hard and ready, in what ways do you think a dildo is better than a real penis?
  • Would you use a dildo that could ejaculate warm lube or another tasty substance? What flavour?
  • Would you use a double ended or strap-on dildo for pegging?
  • Have you ever used a double ended dildo with a partner for mutual anal pleasuring?

 
These are just a sample to inspire your own dirty sex questions about dildos and sex toys in general.

Dildos are not just for single women or unsatisfied wives. Sex toys are designed to enhance adult play. Vibrators and dildos are for fun and pleasure, whether alone or with a partner. When you play together as a couple, they can be even more delightful. To inspire other couples to play with their dildos and vibrators together more often, we challenged ourselves to come up with a hot list of sex toy foreplay ideas. See our article Frisky Vibrations: Foreplay Ideas for Couples With a Vibrator. But, before you take a look, consider playing a sexy game with your partner. Take the erotic challenge together and see who can come up with the best list of playful dildo pleasures. Just thinking of new sexy ideas together is like mental foreplay that’ll get you both excited.

When you want more fun sexy questions to ask, check out one of our books featured in the sidebar. If you’re ready to step out of your sexual comfort zone, get our Extra Naughty Frisky Foreplay game book. We also have a variety of Creative Sex Apps including games like Sex Questions 42 and Succulent Expressions.

Want to stimulate even more dirty talk and maybe a bit of kinky foreplay? Check out our Spicy Dares & Desires adult game books. These naughty truth or dare games for couples will get you talking dirty and playing dirty. There are plenty of vibrator and dildo questions and dares included.

 

Please Note: The Powers That Be do not allow us to advertise our books due to their sexual content. When you support us by purchasing one or more of our books, please provide a nice rating and leave an appropriate review so other people can find them. Push the limits of the censors by providing reviews that include your own dirty sex questions to ask about dildos and the dirty games you can play with them. Let’s fight back against the prudes. Share the links to these books anyway you can.

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