What is the most interesting question you can ask to get to know someone?
Last Updated: 29.06.2025 00:06
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?
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?
*** Questions About Me ***
Human minds see what we "expect" to see, not what we actually see - Earth.com
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
36- Do you play video games? What is your favorite? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Trump must stop the AI bloodbath before it’s too late - The Hill
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
12- What’s your favorite food? What’s your least favorite?
If yes, what?
You know that I will be 100% truthful, so ask.
What do you dislike about me? I asked you to be 100% honest.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Predator: Killer of Killers Ending Explained - Does It Set Up Prey 2? - IGN
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Nothing too Serious
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Trump-Musk feud leaves some DOGE staffers worried about their futures: Sources - ABC News
17- Have you ever done drugs? Which ones? How often?
Get this wrong and this could mean the end… :-) some funny, some not…
1~ How old were you when you had your first kiss? Who? Care to Share?
Israel recovers bodies of three dead hostages from Gaza - BBC
Escort/Client Job Applicant/Hiring Manager
Over time has your thoughts on sex changed?
What is your favorite position? Why?
Warming climate may flip the script on the amount of CO₂ released by trees, study finds - Phys.org
14- What's your favorite dessert? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
32- What's your greatest talent? Can I see it right now?
The Nippon Steel Deal: A Master Class in Winning the Working Class - The Free Press
5- Have you ever been hypnotized? Would you allow yourself to be?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Have you ever? Care to Share?
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?
18~ Who/when was your first “crush”?
How old are you? Male or Female?
States Are Making It Easier to Get Ivermectin - Newser
11- How about if they like a certain sports team? 12-How about drinking too much?
62~ Have you used adult toys?
42~ What’s your biggest regret in life?
PSG vs Inter: Opta Supercomputer Champions League Final Prediction - Opta Analyst
Would you allow me to clean every part of your body with my soapy hands and fingers?
Nurse/Patient Celebrity/Fan
10- What is your favorite family tradition? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
*** Deal Breaker Questions ***
13- What is the craziest/scariest thing you've ever done?
23- What is your dream job? What was it as a child?
Do you think this brought you closer together?
34- Ever been to a concert? What was your favorite? Who would you like to see?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
How about if they talk dirty and/or call you names?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
13~ Is there a difference between, making love, having sex, and fucking?
27- What was/ is nickname? Does it have a meaning behind it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
The Ice Breaker Questions
21- What's your favorite way to spend a weekend or time off?
48~ Do you have any siblings? Are you close to your family?
*** Random Questions ***
49~ How many times have you been married? Why did they end?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
48~ Have you ever paid or been paid for sex?
61~ How willing would you be to try new sexual positions?
33- If you could visit any time period, when would you pick? Please explain why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
50~ How many children do you have? What are their ages?
What have you learned about yourself that you did not before this?
8- What's your favorite flavor of ice cream? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
26~ What side of the bed do you sleep on?
I would allow you to do it… What would you do to me?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
7- What if a person smells a certain way? 8- How about smoking?
25~ How do you feel about PDA? (Public Display of Affection)
Do you have a favorite? Is it ok if your partner does?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
How many partners have you had oral sex with? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9~ How many times over your lifetime do you think you have had sex so far?
11~ Have you ever been caught by your parents or children or others while having sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
21~ What was the best date you ever went on? What has been the worst?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
60~ How important is oral sex? Do you like receiving? Do you like giving?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
44~ Care to share something about yourself that no one else knows about you?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Any that are a turn off?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Doctor/Nurse Stripper/Client
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What is your favorite toy? Ever wanted to try a specific toy?
Would you mind if your partner watched it? How about together vs alone?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Teacher/Student Stranger/One Night Stand
9- If you could have three wishes, what would they be? Why?
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
92~ Everyone needs a “safe” word. What is yours?
15- What's your favorite saying? What word or phrase is your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
*** Questions about Relationships/Past ***
83~ How do you feel about Porn?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
3- What’s your favorite smell? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
89~ Do you like taking showers together?
3- What Superhero or Superpower would you want to be/have?
Do you like the “69” position? Do you prefer to be on top or bottom?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
20- What’s your favorite candy? What’s your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- What’s your favorite color? Do you a least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
52~ What are your hobbies?
51~ What tends to bring a smile to your face?
If YES, was it with 2 men or 2 women? Did you enjoy it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
* Give a rating for each one (0-100)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
*** What’s Your Favorite…? ***
Would you do it again, and would you rather 2 females or 2 males?
12- What is the weirdest thing you've ever eaten?
70~ Would/do you have/like anal sex?
47~ What would be your dream job and why?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
29- How superstitious are you?
19- What’s your favorite fairytale? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What is your view on sex? Meaning, When/Where/ How often/
28~ What are some things that turn on? What is your biggest turn on?
Would you ever want to be woken up with oral and/or intercourse?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
28- What are some things that people do that irritate you?
80~ Share your top three fantasies/desires. (Be detailed) 😊
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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…
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Can you Deep Throat? Do you like the taste of yourself?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
37- Do you like your name? If you could change it, what would you change it too?
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?
30~ What's something unexpected that turns you on?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
76~ Have you had a threesome? Care to Share?
4- For a pet, Cat, dog or other?
(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…)
71~ Would you give your partner a hand or foot job? Would you receive one?
13- How about having a certain hair cut/style?
67~ Do you like it when your partner moans and/or is vocal during sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What would you say to prove to yourself that it was really you?
9- What’s your favorite season and why? What’s your least favorite?
10- List 5 of your top pet peeves.
1- What’s your favorite animal? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
8- What are your thoughts on politics?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What’s your favorite drink? What’s your least favorite?
Master/Slave Boss/Maid
33- Beach or Mountains? Or is there another place to like better?
Repairman/Lonely Wife Virgin/Experienced
If you say it, I will stop, and we can talk about it when you are ready.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Family Relation Age Play
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Model/Photographer Police/Criminal
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would /have you ever given your partner a lap dance and Striptease?
84~ How do you feel about reading/listening to adult stories?
15~ Have you ever been “in love”? Who? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What was the longest? What was the shortest?
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?
How well do you know me? And some of your thoughts about me
15- What bad habit do you wish you could quit? Do you have any addictions?
10~ How many dates are necessary before you to have sex with someone?
Please share Did you stop?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
51~ Are you willing to play adult games with your partner?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
11- List at least 5 things on your bucket list. Have you done any of them already?
17- What’s your favorite holiday? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
19~ Who/when was your first “heartbreak”?
31- If given a chance to be immortal, would you take it? Why?
36~ What is your favorite time of day to have sex/make love?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
1- What was your first impression of me? Has it changed?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Would you read them together?
7-What do I do in bed that drives you wild? How about, what turns you off?
92~ Have you ever had or have an STD? How many? What was it?
34~ Do you like the lights on or off during sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
52~ Are you willing to make “those types” of bets with your partner?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Does the thought excite you? Care to share?
11- What's your favorite restaurant? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
If you win, what will you make them do?
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…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
18- How often do you drink alcohol? What is your favorite drink?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
40~ What’s the weirdest place you’ve ever had sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
7- What are your thoughts on religion? Is there an afterlife?
29~ What are some things that turn you off? What is your biggest turn off?
38~ Share your most embarrassing sexual memory?
What have you learned about me that was new and/or surprising?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How many times do you think you have “made love”?
65~ Describe the best orgasm you’ve ever had? Care to share?
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 watch it? What is your favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
39~ What are your love languages?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Prisoner/Prison Guard Landlord/Tenant
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Do you like it when they show and tell you what they want?
That one or two things that made you go hmmmm, OMG or wow!
Will you kiss after your partner has gone down on you? Swallow or spit semen?
81~ Do you have any kinks and/or fetishes?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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,
Any that are a turn off?
22- What is your favorite childhood memory? What is your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
14- What is an embarrassing moment in your life? How about your most embarrassing?
19- Do/have you smoked? What do you prefer? How often?