What is the most interesting question you can ask to get to know someone?
Last Updated: 02.07.2025 01:47
92~ Everyone needs a “safe” word. What is yours?
* Give a rating for each one (0-100)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Whole Foods is opening new stores in 2025: See locations - USA Today
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
*** Random Questions ***
51~ Are you willing to play adult games with your partner?
Chicago Bears offense has 94-yard TD drive in 2 minute drill at minicamp - Windy City Gridiron
3- Should Pluto still be considered a planet? 4- How about smoking?
10- List 5 of your top pet peeves.
I would allow you to do it… What would you do to me?
44~ Care to share something about yourself that no one else knows about you?
18- How often do you drink alcohol? What is your favorite drink?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
$14B in EV, renewable projects scrapped as tax credit fears grow - Electrek
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What have you learned about yourself that you did not before this?
Would you do it again, and would you rather 2 females or 2 males?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
(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…)
19- Do/have you smoked? What do you prefer? How often?
AI Cracks Mars Mystery: 500,000 Streaks Solved Without a Drop of Water - SciTechDaily
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like the “69” position? Do you prefer to be on top or bottom?
Kuorans, what is your January Spotify wrapped?
34~ Do you like the lights on or off during sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Does the thought excite you? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
33- If you could visit any time period, when would you pick? Please explain why?
5~ When you first started having sex, was it what you thought it would be?
What would you say to prove to yourself that it was really you?
How old are you? Male or Female?
49~ How many times have you been married? Why did they end?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Escort/Client Job Applicant/Hiring Manager
37- Do you like your name? If you could change it, what would you change it too?
Prisoner/Prison Guard Landlord/Tenant
This tiny Gmail change will make it easier to manage your inbox on Android - Android Authority
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
83~ How do you feel about Porn?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If you say it, I will stop, and we can talk about it when you are ready.
If yes, what?
25~ How do you feel about PDA? (Public Display of Affection)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
28~ What are some things that turn on? What is your biggest turn on?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
11~ Have you ever been caught by your parents or children or others while having sex?
Any that are a turn off?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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 gotten a lap dance? Would/have you watched your partner get a lap dance?
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)
2- What’s your favorite color? Do you a least favorite?
26~ What side of the bed do you sleep on?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
You know that I will be 100% truthful, so ask.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
1- What’s your favorite animal? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
The Ice Breaker Questions
18~ Who/when was your first “crush”?
Repairman/Lonely Wife Virgin/Experienced
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
53~ How much can you tell me about the one thing you are most passionate about?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What do you dislike about me? I asked you to be 100% honest.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
28- What are some things that people do that irritate you?
9- What’s your favorite season and why? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How about if they talk dirty and/or call you names?
Teacher/Student Stranger/One Night Stand
10- What is your favorite family tradition? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
20- What’s your favorite candy? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
30~ What's something unexpected that turns you on?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
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?
That one or two things that made you go hmmmm, OMG or wow!
Nothing too Serious
15~ Have you ever been “in love”? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
38~ Share your most embarrassing sexual memory?
Nurse/Patient Celebrity/Fan
51~ What tends to bring a smile to your face?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you have a favorite? Is it ok if your partner does?
13- What is the craziest/scariest thing you've ever done?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Model/Photographer Police/Criminal
15- What's your favorite saying? What word or phrase is your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What was the longest? What was the shortest?
12- What’s your favorite food? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
29~ What are some things that turn you off? What is your biggest turn off?
19~ Who/when was your first “heartbreak”?
Do you watch it? What is your favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- What's your favorite restaurant? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
36~ What is your favorite time of day to have sex/make love?
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…
Family Relation Age Play
3- What Superhero or Superpower would you want to be/have?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
4- For a pet, Cat, dog or other?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would /have you ever given your partner a lap dance and Striptease?
15- What bad habit do you wish you could quit? Do you have any addictions?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Any that are a turn off?
36- Do you play video games? What is your favorite? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What is your favorite toy? Ever wanted to try a specific toy?
*** Questions About Me ***
Can you Deep Throat? Do you like the taste of yourself?
11- How about if they like a certain sports team? 12-How about drinking too much?
7- What are your thoughts on religion? Is there an afterlife?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
42~ What’s your biggest regret in life?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
14- What's your favorite dessert? Do you a least favorite?
23- What is your dream job? What was it as a child?
Do you like it when they show and tell you what they want?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
21~ What was the best date you ever went on? What has been the worst?
Do you think this brought you closer together?
12- What is the weirdest thing you've ever eaten?
19- What’s your favorite fairytale? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- What’s your favorite smell? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Will you kiss after your partner has gone down on you? Swallow or spit semen?
65~ Describe the best orgasm you’ve ever had? Care to share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
17- Have you ever done drugs? Which ones? How often?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
27- What was/ is nickname? Does it have a meaning behind it?
7-What do I do in bed that drives you wild? How about, what turns you off?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
48~ Do you have any siblings? Are you close to your family?
84~ How do you feel about reading/listening to adult stories?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How many partners have you had oral sex with? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your view on sex? Meaning, When/Where/ How often/
71~ Would you give your partner a hand or foot job? Would you receive one?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would you read them together?
34- Ever been to a concert? What was your favorite? Who would you like to see?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Would you ever want to be woken up with oral and/or intercourse?
1- What was your first impression of me? Has it changed?
92~ Have you ever had or have an STD? How many? What was it?
Over time has your thoughts on sex changed?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
50~ How many children do you have? What are their ages?
45~ How do you feel about me blindfolding you? How about blindfolding me?
How well do you know me? And some of your thoughts about me
29- How superstitious are you?
22- What is your favorite childhood memory? What is your least favorite?
8- What are your thoughts on politics?
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…
47~ What would be your dream job and why?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
11- List at least 5 things on your bucket list. Have you done any of them already?
40~ What’s the weirdest place you’ve ever had sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
*** Questions about Relationships/Past ***
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?
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,
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Have you ever? Care to Share?
48~ Have you ever paid or been paid for sex?
61~ How willing would you be to try new sexual positions?
Would you mind if your partner watched it? How about together vs alone?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
70~ Would/do you have/like anal sex?
9~ How many times over your lifetime do you think you have had sex so far?
*** What’s Your Favorite…? ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
21- What's your favorite way to spend a weekend or time off?
Please share Did you stop?
39~ What are your love languages?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
9- Is there something you’ve always wanted to ask me but you’re afraid?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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)
13- How about having a certain hair cut/style?
81~ Do you have any kinks and/or fetishes?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
If YES, was it with 2 men or 2 women? Did you enjoy it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What is your favorite position? Why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
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?
32- What's your greatest talent? Can I see it right now?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Master/Slave Boss/Maid
13- What’s your favorite drink? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
52~ Are you willing to make “those types” of bets with your partner?
*** Deal Breaker Questions ***
52~ What are your hobbies?
What have you learned about me that was new and/or surprising?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
17- What’s your favorite holiday? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
10~ How many dates are necessary before you to have sex with someone?
62~ Have you used adult toys?
33- Beach or Mountains? Or is there another place to like better?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
89~ Do you like taking showers together?
76~ Have you had a threesome? Care to Share?