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