What is the most interesting question you can ask to get to know someone?
12.06.2025 07:01
1~ How old were you when you had your first kiss? 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,
10~ How many dates are necessary before you to have sex with someone?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
11- What's your favorite restaurant? What’s your least favorite?
Do people really have sex with animals?
37- Do you like your name? If you could change it, what would you change it too?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
14- What's your favorite dessert? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
Nintendo Switch 2 launch: GameStop investigating claims of console damage - NBC News
What do you dislike about me? I asked you to be 100% honest.
Does the thought excite you? Care to share?
40~ What’s the weirdest place you’ve ever had sex?
Why do some people enjoy being dominated?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
The Ice Breaker Questions
8- What's your favorite flavor of ice cream? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
11~ Have you ever been caught by your parents or children or others while having sex?
That one or two things that made you go hmmmm, OMG or wow!
67~ Do you like it when your partner moans and/or is vocal during sex?
Have you ever witnessed political correctness harm someone?
9- Is there something you’ve always wanted to ask me but you’re afraid?
12- What’s your favorite food? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Why aren't F1 cars popular on the street?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
23- What is your dream job? What was it as a child?
9- If you could have three wishes, what would they be? Why?
Sharpest View of the Sun Reveals Magnetic Stripes the Size of Manhattan - Gizmodo
How old are you? Male or Female?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
State of Play Confirmed for 4th June, 40+ Minutes of PS5 Games - Push Square
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
48~ Do you have any siblings? Are you close to your family?
Prisoner/Prison Guard Landlord/Tenant
Want to lower your cholesterol? Try a daily cup of this common bean - The Independent
6- Do you have dreams? Can you remember them? What do you usually dream about?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Watch BETA Technologies’ electric aircraft fly into NYC with passengers onboard [Video] - Electrek
What is your favorite position? Why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
When you visit a store, do you go to shop or buy?
15- What's your favorite saying? What word or phrase is your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you ever want to be woken up with oral and/or intercourse?
48~ Have you ever paid or been paid for sex?
Family Relation Age Play
Any that are a turn off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
10- What is your favorite family tradition? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Model/Photographer Police/Criminal
What is your favorite toy? Ever wanted to try a specific toy?
21- What's your favorite way to spend a weekend or time off?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
29- How superstitious are you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
1- What’s your favorite animal? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
*** Deal Breaker Questions ***
31- If given a chance to be immortal, would you take it? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Doctor/Nurse Stripper/Client
49~ If you could, would you want to be the opposite sex for a day, week, or year?
20- What’s your favorite candy? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
19- Do/have you smoked? What do you prefer? How often?
33- Beach or Mountains? Or is there another place to like better?
14- What is an embarrassing moment in your life? How about your most embarrassing?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Escort/Client Job Applicant/Hiring Manager
15- What bad habit do you wish you could quit? Do you have any addictions?
61~ How willing would you be to try new sexual positions?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
62~ Have you used adult toys?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
47~ What would be your dream job and why?
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?
How about if they talk dirty and/or call you names?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Do you think this brought you closer together?
What was the longest? What was the shortest?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you have a favorite? Is it ok if your partner does?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
45~ How do you feel about me blindfolding you? How about blindfolding me?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
1- What was your first impression of me? Has it changed?
(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…? ***
*** Questions About Me ***
If you say it, I will stop, and we can talk about it when you are ready.
11- How about if they like a certain sports team? 12-How about drinking too much?
13~ Is there a difference between, making love, having sex, and fucking?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
If yes, what?
* Give a rating for each one (0-100)
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
30~ What's something unexpected that turns you on?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
25~ How do you feel about PDA? (Public Display of Affection)
19- What’s your favorite fairytale? What’s your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
92~ Have you ever had or have an STD? How many? What was it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
13- What’s your favorite drink? What’s your least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
Do you like it when they show and tell you what they want?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
7-What do I do in bed that drives you wild? How about, what turns you off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
51~ What tends to bring a smile to your face?
If you win, what will you make them do?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Nurse/Patient Celebrity/Fan
52~ What are your hobbies?
26~ What side of the bed do you sleep on?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
If NO, would you ever have one? Would it be with 2 men or 2 women?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
28- What are some things that people do that irritate you?
How well do you know me? And some of your thoughts about me
Nothing too Serious
50~ How many children do you have? What are their ages?
82~ Do you have any fantasies involving Role-Playing?
Master/Slave Boss/Maid
12- What is the weirdest thing you've ever eaten?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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)
84~ How do you feel about reading/listening to adult stories?
Have you ever? Care to Share?
10- List 5 of your top pet peeves.
92~ Everyone needs a “safe” word. What is yours?
80~ Share your top three fantasies/desires. (Be detailed) 😊
46~ Have you ever used furniture, or other types of things to aid you while having sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- What’s your favorite smell? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
89~ Do you like taking showers together?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
22- What is your favorite childhood memory? What is your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7- What are your thoughts on religion? Is there an afterlife?
44~ Care to share something about yourself that no one else knows about you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Teacher/Student Stranger/One Night Stand
Please share Did you stop?
*** Random Questions ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
70~ Would/do you have/like anal sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Over time has your thoughts on sex changed?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
3- What Superhero or Superpower would you want to be/have?
27- What was/ is nickname? Does it have a meaning behind it?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
33- If you could visit any time period, when would you pick? Please explain why?
What have you learned about me that was new and/or surprising?
How many partners have you had oral sex with? Who? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
13- What is the craziest/scariest thing you've ever done?
51~ Are you willing to play adult games with your partner?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Any that are a turn off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
34~ Do you like the lights on or off during sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Get this wrong and this could mean the end… :-) some funny, some not…
38~ Share your most embarrassing sexual memory?
32- What's your greatest talent? Can I see it right now?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
8- What are your thoughts on politics?
13- How about having a certain hair cut/style?
39~ What are your love languages?
Do you watch it? What is your favorite?
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?
How many times do you think you have “made love”?
Would you mind if your partner watched it? How about together vs alone?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
83~ How do you feel about Porn?
I would allow you to do it… What would you do to me?
Would you do it again, and would you rather 2 females or 2 males?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
21~ What was the best date you ever went on? What has been the worst?
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?
42~ What’s your biggest regret in life?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
81~ Do you have any kinks and/or fetishes?
29~ What are some things that turn you off? What is your biggest turn off?
76~ Have you had a threesome? Care to Share?
What would you say to prove to yourself that it was really you?
Would you read them together?
71~ Would you give your partner a hand or foot job? Would you receive one?
15~ Have you ever been “in love”? Who? Care to Share?
What have you learned about yourself that you did not before this?
65~ Describe the best orgasm you’ve ever had? Care to share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would /have you ever given your partner a lap dance and Striptease?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18~ Who/when was your first “crush”?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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- Do you have any birth marks? How about scars? Care to share how you got them?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
5~ When you first started having sex, was it what you thought it would be?
If YES, was it with 2 men or 2 women? Did you enjoy it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
You know that I will be 100% truthful, so ask.
9~ How many times over your lifetime do you think you have had sex so far?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Questions about Relationships/Past ***
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
36~ What is your favorite time of day to have sex/make love?
49~ How many times have you been married? Why did they end?
53~ How much can you tell me about the one thing you are most passionate about?
2- What’s your favorite color? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18- How often do you drink alcohol? What is your favorite drink?
5- Have you ever been hypnotized? Would you allow yourself to be?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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…