What is the most interesting question you can ask to get to know someone?
12.06.2025 06:01
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Why is my ex still keeping in touch with me even though she dumped me?
44~ Care to share something about yourself that no one else knows about you?
83~ How do you feel about Porn?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Why did my ex move on so fast, we have only been broken up for 2 weeks?
29- How superstitious are you?
67~ Do you like it when your partner moans and/or is vocal during sex?
15~ Have you ever been “in love”? Who? Care to Share?
What are some common examples of condescending behavior?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
36- Do you play video games? What is your favorite? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
🌿🌻Why are Meghan and Harry not treated like royalty in the United States anymore?
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,
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
30~ What's something unexpected that turns you on?
Is it okay for a wife who comes home from a date to tell her husband what she did?
40~ What’s the weirdest place you’ve ever had sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
11- What's your favorite restaurant? What’s your least favorite?
In what ways does Islam oppress women?
34- Ever been to a concert? What was your favorite? Who would you like to see?
50~ How many children do you have? What are their ages?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Joni Ernst Issues Non-Apology for Joke About People Dying Due to GOP Medicaid Cuts - Rolling Stone
Teacher/Student Stranger/One Night Stand
25~ How do you feel about PDA? (Public Display of Affection)
23- What is your dream job? What was it as a child?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Would you do it again, and would you rather 2 females or 2 males?
What have you learned about me that was new and/or surprising?
What are James Potter's flaws?
1- What was your first impression of me? Has it changed?
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 is your view on sex? Meaning, When/Where/ How often/
13~ Is there a difference between, making love, having sex, and fucking?
If yes, what?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
19- What’s your favorite fairytale? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
Doctor/Nurse Stripper/Client
Popular chicken chain shares, massive expansion plan - TheStreet
What would you say to prove to yourself that it was really you?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
The Full ‘Squid Game’ Season 3 Trailer Teases a Wild and Violent End - Gizmodo
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
38~ Share your most embarrassing sexual memory?
3- What Superhero or Superpower would you want to be/have?
Microsoft belatedly attempts to tame USB-C confusion with its rules for PC OEMs - Ars Technica
65~ Describe the best orgasm you’ve ever had? Care to share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
11- List at least 5 things on your bucket list. Have you done any of them already?
NASA raises the odds that an asteroid could hit the moon in 2032 - Space
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
3- What’s your favorite smell? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
17- What’s your favorite holiday? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Nothing too Serious
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14- What's your favorite dessert? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
If you win, what will you make them do?
Would you ever want to be woken up with oral and/or intercourse?
52~ What are your hobbies?
27- What was/ is nickname? Does it have a meaning behind it?
Master/Slave Boss/Maid
You know that I will be 100% truthful, so ask.
32- What's your greatest talent? Can I see it right now?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15- What's your favorite saying? What word or phrase is your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
42~ What’s your biggest regret in life?
51~ Are you willing to play adult games with your partner?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
9~ How many times over your lifetime do you think you have had sex so far?
What is your favorite position? Why?
What was the longest? What was the shortest?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
21~ What was the best date you ever went on? What has been the worst?
I would allow you to do it… What would you do to me?
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?
28- What are some things that people do that irritate you?
33- If you could visit any time period, when would you pick? Please explain 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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Repairman/Lonely Wife Virgin/Experienced
Would you mind if your partner watched it? How about together vs alone?
3- Should Pluto still be considered a planet? 4- How about smoking?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
* Give a rating for each one (0-100)
31- If given a chance to be immortal, would you take it? Why?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
15- What bad habit do you wish you could quit? Do you have any addictions?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
The Ice Breaker Questions
*** What’s Your Favorite…? ***
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
36~ What is your favorite time of day to have sex/make love?
What have you learned about yourself that you did not before this?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
26~ What side of the bed do you sleep on?
9- What’s your favorite season and why? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
34~ Do you like the lights on or off during sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
11- How about if they like a certain sports team? 12-How about drinking too much?
Please share Did you stop?
*** Deal Breaker Questions ***
13- What’s your favorite drink? What’s your least favorite?
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)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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…
Do you think this brought you closer together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
19- Do/have you smoked? What do you prefer? How often?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you like the “69” position? Do you prefer to be on top or bottom?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
61~ How willing would you be to try new sexual positions?
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?
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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If YES, was it with 2 men or 2 women? Did you enjoy it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Family Relation Age Play
7- What if a person smells a certain way? 8- How about smoking?
11~ Have you ever been caught by your parents or children or others while having sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
29~ What are some things that turn you off? What is your biggest turn off?
5~ When you first started having sex, was it what you thought it would be?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Model/Photographer Police/Criminal
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…
10- What is your favorite family tradition? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
17- Have you ever done drugs? Which ones? How often?
82~ Do you have any fantasies involving Role-Playing?
80~ Share your top three fantasies/desires. (Be detailed) 😊
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How much can you tell me about the one thing you are most passionate about?
92~ Everyone needs a “safe” word. What is yours?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would /have you ever given your partner a lap dance and Striptease?
*** Questions About Me ***
Have you ever? Care to Share?
62~ Have you used adult toys?
70~ Would/do you have/like anal sex?
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?
Would you read them together?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
1- What’s your favorite animal? Do you a least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
8- What are your thoughts on politics?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
19~ Who/when was your first “heartbreak”?
*** Random Questions ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Prisoner/Prison Guard Landlord/Tenant
47~ What would be your dream job and why?
13- What is the craziest/scariest thing you've ever done?
81~ Do you have any kinks and/or fetishes?
12- What is the weirdest thing you've ever eaten?
51~ What tends to bring a smile to your face?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Questions about Relationships/Past ***
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Nurse/Patient Celebrity/Fan
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
2- What’s your favorite color? Do you a least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
52~ Are you willing to make “those types” of bets with your partner?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
76~ Have you had a threesome? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
9- Is there something you’ve always wanted to ask me but you’re afraid?
48~ Have you ever paid or been paid for sex?
89~ Do you like taking showers together?
48~ Do you have any siblings? Are you close to your family?
Do you like it when they show and tell you what they want?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Over time has your thoughts on sex changed?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
9- If you could have three wishes, what would they be? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
7-What do I do in bed that drives you wild? How about, what turns you off?
Any that are a turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Get this wrong and this could mean the end… :-) some funny, some not…
49~ How many times have you been married? Why did they end?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you have a favorite? Is it ok if your partner does?
How many times do you think you have “made love”?
92~ Have you ever had or have an STD? How many? What was it?
Escort/Client Job Applicant/Hiring Manager
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
(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…)
Do you watch it? What is your favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- Beach or Mountains? Or is there another place to like better?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
28~ What are some things that turn on? What is your biggest turn on?
13- How about having a certain hair cut/style?
10~ How many dates are necessary before you to have sex with someone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
84~ How do you feel about reading/listening to adult stories?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How well do you know me? And some of your thoughts about me
What do you dislike about me? I asked you to be 100% honest.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
18- How often do you drink alcohol? What is your favorite drink?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
That one or two things that made you go hmmmm, OMG or wow!
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
39~ What are your love languages?
37- Do you like your name? If you could change it, what would you change it too?
How about if they talk dirty and/or call you names?
22- Do you have any birth marks? How about scars? Care to share how you got them?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
21- What's your favorite way to spend a weekend or time off?
Does the thought excite you? Care to share?
How old are you? Male or Female?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
22- What is your favorite childhood memory? What is your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
18~ Who/when was your first “crush”?