What is the most interesting question you can ask to get to know someone?
11.06.2025 01:41
What is your view on sex? Meaning, When/Where/ How often/
Do you think this brought you closer together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Testosterone heightens men’s sensitivity to social feedback and reshapes self-esteem - PsyPost
Would you do it again, and would you rather 2 females or 2 males?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Teens like me, what are your expectations when entering adulthood?
Family Relation Age Play
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you like the “69” position? Do you prefer to be on top or bottom?
27- What was/ is nickname? Does it have a meaning behind it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
19~ Who/when was your first “heartbreak”?
48~ Do you have any siblings? Are you close to your family?
The Ice Breaker Questions
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
What was your biggest culture shock going to Europe?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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 about if they talk dirty and/or call you names?
Mia Goth Joins Shawn Levy’s ‘Star Wars: Starfighter’ Alongside Ryan Gosling - Variety
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions About Me ***
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Is sunscreen toxic? The UV truthers on the internet sure think so. - The Boston Globe
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
82~ Do you have any fantasies involving Role-Playing?
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30- Do you prefer living in the countryside, in a town, or in a big city? Why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What is the craziest/scariest thing you've ever done?
Mayor of Palmer Lake resigns amid controversy surrounding proposed Buc-ee’s location - KRDO
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
47~ What would be your dream job and why?
Packers waive receiver, open up roster spot - Acme Packing Company
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
70~ Would/do you have/like anal sex?
32- What's your greatest talent? Can I see it right now?
Florida higher ed board stuns UF, blocks Santa Ono from becoming president - Gainesville Sun
Nothing too Serious
37- Do you like your name? If you could change it, what would you change it too?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
Taylor Swift Won Her Biggest Battle - The Ringer
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
62~ Have you used adult toys?
14- What's your favorite dessert? Do you a least favorite?
FAA Says Newark Airport Should Be OK by October - Newser
3- What Superhero or Superpower would you want to be/have?
That one or two things that made you go hmmmm, OMG or wow!
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Resilience spacecraft’s status after moon-landing attempt is unknown - CNN
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many partners have you had oral sex with? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What’s your favorite smell? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Master/Slave Boss/Maid
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Prisoner/Prison Guard Landlord/Tenant
10- List 5 of your top pet peeves.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
15- What bad habit do you wish you could quit? Do you have any addictions?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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.?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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,
8- What's your favorite flavor of ice cream? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
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…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- How about having a certain hair cut/style?
If YES, was it with 2 men or 2 women? Did you enjoy it?
36~ What is your favorite time of day to have sex/make love?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
8- What are your thoughts on politics?
Any that are a turn off?
61~ How willing would you be to try new sexual positions?
25~ How do you feel about PDA? (Public Display of Affection)
You know that I will be 100% truthful, so ask.
83~ How do you feel about Porn?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
42~ What’s your biggest regret in life?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
11- How about if they like a certain sports team? 12-How about drinking too much?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
18~ Who/when was your first “crush”?
13~ Is there a difference between, making love, having sex, and fucking?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
7- What if a person smells a certain way? 8- How about smoking?
67~ Do you like it when your partner moans and/or is vocal during sex?
34~ Do you like the lights on or off during sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Would you allow me to clean every part of your body with my soapy hands and fingers?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched 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?
53~ How much can you tell me about the one thing you are most passionate about?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Deal Breaker Questions ***
49~ How many times have you been married? Why did they end?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Do you have a favorite? Is it ok if your partner does?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
*** Random Questions ***
29- How superstitious are you?
7-What do I do in bed that drives you wild? How about, what turns you off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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?
Do you like it when they show and tell you what they want?
22- What is your favorite childhood memory? What is your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
4- For a pet, Cat, dog or other?
12- What’s your favorite food? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
Get this wrong and this could mean the end… :-) some funny, some not…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
I would allow you to do it… What would you do to me?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
18- How often do you drink alcohol? What is your favorite drink?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
33- Beach or Mountains? Or is there another place to like better?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you watch it? What is your favorite?
51~ Are you willing to play adult games with your partner?
If you say it, I will stop, and we can talk about it when you are ready.
28- What are some things that people do that irritate you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
50~ How many children do you have? What are their ages?
21- What's your favorite way to spend a weekend or time off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
2- What’s your favorite color? Do you a least favorite?
How many times do you think you have “made love”?
19- What’s your favorite fairytale? What’s your least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
(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…)
89~ Do you like taking showers together?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you mind if your partner watched it? How about together vs alone?
12- What is the weirdest thing you've ever eaten?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
38~ Share your most embarrassing sexual memory?
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?
Teacher/Student Stranger/One Night Stand
10~ How many dates are necessary before you to have sex with someone?
22- Do you have any birth marks? How about scars? Care to share how you got them?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would you ever want to be woken up with oral and/or intercourse?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Any that are a turn off?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What was the longest? What was the shortest?
7- What are your thoughts on religion? Is there an afterlife?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
*** What’s Your Favorite…? ***
Does the thought excite you? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
81~ Do you have any kinks and/or fetishes?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Please share Did you stop?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
48~ Have you ever paid or been paid for sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If you win, what will you make them do?
9~ How many times over your lifetime do you think you have had sex so far?
44~ Care to share something about yourself that no one else knows about you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
51~ What tends to bring a smile to your face?
11~ Have you ever been caught by your parents or children or others while having sex?
How well do you know me? And some of your thoughts about me
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What have you learned about yourself that you did not before this?
Model/Photographer Police/Criminal
80~ Share your top three fantasies/desires. (Be detailed) 😊
Have you ever? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Can you Deep Throat? Do you like the taste of yourself?
If yes, what?
Over time has your thoughts on sex changed?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
15- What's your favorite saying? What word or phrase is your least favorite?
1- What’s your favorite animal? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
17- Have you ever done drugs? Which ones? How often?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
11- List at least 5 things on your bucket list. Have you done any of them already?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
What would you say to prove to yourself that it was really you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What is your favorite position? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
65~ Describe the best orgasm you’ve ever had? 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…
39~ What are your love languages?
19- Do/have you smoked? What do you prefer? How often?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
15~ Have you ever been “in love”? Who? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How old are you? Male or Female?
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?
Nurse/Patient Celebrity/Fan
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
17- What’s your favorite holiday? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you read them together?
10- What is your favorite family tradition? What’s your least favorite?
*** Questions about Relationships/Past ***
1- What was your first impression of me? Has it changed?
31- If given a chance to be immortal, would you take it? Why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- What’s your favorite season and why? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
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?
33- If you could visit any time period, when would you pick? Please explain why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Doctor/Nurse Stripper/Client
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- If you could have three wishes, what would they be? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
What have you learned about me that was new and/or surprising?
52~ Are you willing to make “those types” of bets with your partner?
Would /have you ever given your partner a lap dance and Striptease?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
52~ What are your hobbies?
Repairman/Lonely Wife Virgin/Experienced
34- Ever been to a concert? What was your favorite? Who would you like to see?
13- What’s your favorite drink? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
23- What is your dream job? What was it as a child?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
92~ Everyone needs a “safe” word. What is yours?
* Give a rating for each one (0-100)
20- What’s your favorite candy? What’s your least favorite?
30~ What's something unexpected that turns you on?