What is the most interesting question you can ask to get to know someone?
Last Updated: 27.06.2025 02:40
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Any that are a turn off?
53~ How much can you tell me about the one thing you are most passionate about?
Have you ever? Care to Share?
Would you read them together?
51~ Are you willing to play adult games with your partner?
Blue Diamond to close historic midtown Sacramento plant; 600 jobs affected - Sacramento Bee
Will you cheat again? How can, you be sure? Define what cheating is to you.
Nurse/Patient Celebrity/Fan
What do you dislike about me? I asked you to be 100% honest.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
65~ Describe the best orgasm you’ve ever had? Care to share?
13- What is the craziest/scariest thing you've ever done?
Can someone with ADHD describe the feeling of paralysis and how it affects them?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
80~ Share your top three fantasies/desires. (Be detailed) 😊
1- What was your first impression of me? Has it changed?
Experimental cholesterol pill cuts heart attack risk with 'convenient' once-daily dose - AOL.com
3- What Superhero or Superpower would you want to be/have?
14- What's your favorite dessert? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
The Toyota Supra Won't Stay Dead For Long - Motor1.com
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
34- Ever been to a concert? What was your favorite? Who would you like to see?
"Elio" lands Pixar's worst box office debut - Axios
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
48~ Have you ever paid or been paid for sex?
These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…
Inside Ukraine’s audacious drone attack on Russian air bases - CNN
19- Do/have you smoked? What do you prefer? How often?
If you say it, I will stop, and we can talk about it when you are ready.
9- What’s your favorite season and why? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
Master/Slave Boss/Maid
44~ Care to share something about yourself that no one else knows about you?
Hegseth warns China poses 'imminent' threat to Taiwan and urges Asia to boost defence - BBC
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?
Any that are a turn off?
How do you feel about the impending end of what Donald Trump calls "the Green New scam"?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Over time has your thoughts on sex changed?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
36- Do you play video games? What is your favorite? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Which document should be pointed out to a holocaust denier?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
32- What's your greatest talent? Can I see it right now?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Oldest depiction of the Milky Way galaxy discovered in an Egyptian sarcophagus - Earth.com
11- How about if they like a certain sports team? 12-How about drinking too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Would you do it again, and would you rather 2 females or 2 males?
Chemists find a surprisingly simple way to remove microplastics from tap water - Earth.com
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Does the thought excite you? Care to share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
49~ How many times have you been married? Why did they end?
14- What is an embarrassing moment in your life? How about your most embarrassing?
What would you say to prove to yourself that it was really you?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
29- How superstitious are you?
You know that I will be 100% truthful, so ask.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you like it when they show and tell you what they want?
11- List at least 5 things on your bucket list. Have you done any of them already?
*** Deal Breaker Questions ***
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?
*** What’s Your Favorite…? ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?
28- What are some things that people do that irritate you?
59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?
Would /have you ever given your partner a lap dance and Striptease?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)
1~ How old were you when you had your first kiss? Who? Care to Share?
What is your favorite position? Why?
Do you have a favorite? Is it ok if your partner does?
11- What's your favorite restaurant? What’s your least favorite?
50~ How many children do you have? What are their ages?
23- What is your dream job? What was it as a child?
40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?
89~ Do you like taking showers together?
Do you watch it? What is your favorite?
10- List 5 of your top pet peeves.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
15- What bad habit do you wish you could quit? Do you have any addictions?
37- Do you like your name? If you could change it, what would you change it too?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
20- What’s your favorite candy? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Model/Photographer Police/Criminal
What have you learned about me that was new and/or surprising?
9- If you could have three wishes, what would they be? Why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13~ Is there a difference between, making love, having sex, and fucking?
62~ Have you used adult toys?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
76~ Have you had a threesome? Care to Share?
*** Questions about Relationships/Past ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
21~ What was the best date you ever went on? What has been the worst?
67~ Do you like it when your partner moans and/or is vocal during sex?
83~ How do you feel about Porn?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
12- What is the weirdest thing you've ever eaten?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
Would you mind if your partner watched it? How about together vs alone?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
19~ Who/when was your first “heartbreak”?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
36~ What is your favorite time of day to have sex/make love?
33- If you could visit any time period, when would you pick? Please explain why?
48~ Do you have any siblings? Are you close to your family?
41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?
How old are you? Male or Female?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
21- What's your favorite way to spend a weekend or time off?
8- What are your thoughts on politics?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Family Relation Age Play
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
39~ What are your love languages?
* Give a rating for each one (0-100)
5- Have you ever been hypnotized? Would you allow yourself to be?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
52~ Are you willing to make “those types” of bets with your partner?
18~ Who/when was your first “crush”?
28~ What are some things that turn on? What is your biggest turn on?
52~ What are your hobbies?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What's your favorite flavor of ice cream? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
5~ When you first started having sex, was it what you thought it would be?
40~ What’s the weirdest place you’ve ever had sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
92~ Have you ever had or have an STD? How many? What was it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,
33- Beach or Mountains? Or is there another place to like better?
Would you allow me to clean every part of your body with my soapy hands and fingers?
34~ Do you like the lights on or off during sex?
Repairman/Lonely Wife Virgin/Experienced
Prisoner/Prison Guard Landlord/Tenant
That one or two things that made you go hmmmm, OMG or wow!
27- What was/ is nickname? Does it have a meaning behind it?
Escort/Client Job Applicant/Hiring Manager
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What have you learned about yourself that you did not before this?
Doctor/Nurse Stripper/Client
Please share Did you stop?
42~ What’s your biggest regret in life?
30~ What's something unexpected that turns you on?
If you win, what will you make them do?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
81~ Do you have any kinks and/or fetishes?
9~ How many times over your lifetime do you think you have had sex so far?
Get this wrong and this could mean the end… :-) some funny, some not…
29~ What are some things that turn you off? What is your biggest turn off?
Do you think this brought you closer together?
Teacher/Student Stranger/One Night Stand
How about if they talk dirty and/or call you names?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
25~ How do you feel about PDA? (Public Display of Affection)
22- Do you have any birth marks? How about scars? Care to share how you got them?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Nothing too Serious
31- If given a chance to be immortal, would you take it? Why?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
70~ Would/do you have/like anal sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13- How about having a certain hair cut/style?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
26~ What side of the bed do you sleep on?
45~ How do you feel about me blindfolding you? How about blindfolding me?
*** Questions About Me ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
I would allow you to do it… What would you do to me?
18- How often do you drink alcohol? What is your favorite drink?
How many partners have you had oral sex with? Who? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
12- What’s your favorite food? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…
17- What’s your favorite holiday? What’s your least favorite?
How many times do you think you have “made love”?
2- What’s your favorite color? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
51~ What tends to bring a smile to your face?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
If yes, what?
71~ Would you give your partner a hand or foot job? Would you receive one?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
84~ How do you feel about reading/listening to adult stories?
Do you like the “69” position? Do you prefer to be on top or bottom?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What was the longest? What was the shortest?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
47~ What would be your dream job and why?
7-What do I do in bed that drives you wild? How about, what turns you off?
15- What's your favorite saying? What word or phrase is your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
4- For a pet, Cat, dog or other?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
9- Is there something you’ve always wanted to ask me but you’re afraid?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
10~ How many dates are necessary before you to have sex with someone?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
11~ Have you ever been caught by your parents or children or others while having sex?
11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?
If YES, was it with 2 men or 2 women? Did you enjoy it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Random Questions ***
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
The Ice Breaker Questions
82~ Do you have any fantasies involving Role-Playing?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
92~ Everyone needs a “safe” word. What is yours?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
17- Have you ever done drugs? Which ones? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
How well do you know me? And some of your thoughts about me
13- What’s your favorite drink? What’s your least favorite?