What is the most interesting question you can ask to get to know someone?
09.06.2025 05:05
Repairman/Lonely Wife Virgin/Experienced
39~ What are your love languages?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
4- For a pet, Cat, dog or other?
29~ What are some things that turn you off? What is your biggest turn off?
62~ Have you used adult toys?
17- Have you ever done drugs? Which ones? How often?
What is your favorite toy? Ever wanted to try a specific toy?
*** Questions About Me ***
Procter & Gamble to cut 7,000 jobs as part of broader restructuring - CNBC
50~ How many children do you have? What are their ages?
51~ Are you willing to play adult games with your partner?
15- What's your favorite saying? What word or phrase is your least favorite?
Important scientific finding confirms ancient biblical events - The Brighter Side of News
What have you learned about me that was new and/or surprising?
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?
92~ Everyone needs a “safe” word. What is yours?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
3 Black Holes Caught Eating Massive Stars in NASA Data - NASA Science (.gov)
How many partners have you had oral sex with? Who? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Can you write a short story with a twist ending?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
John Brenkus, host of Emmy-winning ‘Sport Science’ on ESPN, died by suicide - New York Post
* Give a rating for each one (0-100)
Nurse/Patient Celebrity/Fan
How about if they talk dirty and/or call you names?
52~ What are your hobbies?
13- What is the craziest/scariest thing you've ever done?
9- What’s your favorite season and why? What’s your least favorite?
What ESPN’s Football Power Index is projecting for Big 12 rivals BYU and Utah in 2025 - Deseret News
10- What is your favorite family tradition? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Early Humans Did More Than Just Walk—They Mastered a Surprising Skill Set - Indian Defence Review
*** What’s Your Favorite…? ***
34~ Do you like the lights on or off during sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
What were some of the unforgettable incidents from your school life?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
25~ How do you feel about PDA? (Public Display of Affection)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
81~ Do you have any kinks and/or fetishes?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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…
23- What is your dream job? What was it as a child?
22- What is your favorite childhood memory? What is your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you have a favorite? Is it ok if your partner does?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Master/Slave Boss/Maid
45~ How do you feel about me blindfolding you? How about blindfolding me?
Get this wrong and this could mean the end… :-) some funny, some not…
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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)
You know that I will be 100% truthful, so ask.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would you mind if your partner watched it? How about together vs alone?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3- What Superhero or Superpower would you want to be/have?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
29- How superstitious are you?
89~ Do you like taking showers together?
27- What was/ is nickname? Does it have a meaning behind it?
*** Random Questions ***
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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,
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
48~ Have you ever paid or been paid for sex?
Does the thought excite you? Care to share?
Model/Photographer Police/Criminal
34- Ever been to a concert? What was your favorite? Who would you like to see?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
47~ What would be your dream job and why?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
1- What’s your favorite animal? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
65~ Describe the best orgasm you’ve ever had? Care to share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What is your view on sex? Meaning, When/Where/ How often/
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
76~ Have you had a threesome? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
*** Deal Breaker Questions ***
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
37- Do you like your name? If you could change it, what would you change it too?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
10~ How many dates are necessary before you to have sex with someone?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
33- If you could visit any time period, when would you pick? Please explain why?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do 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?
19- What’s your favorite fairytale? What’s your least favorite?
1- What was your first impression of me? Has it changed?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How many times do you think you have “made love”?
8- What are your thoughts on politics?
15~ Have you ever been “in love”? Who? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
How well do you know me? And some of your thoughts about me
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
12- What’s your favorite food? What’s your least favorite?
If yes, what?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
7- What if a person smells a certain way? 8- How about smoking?
10- List 5 of your top pet peeves.
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
52~ Are you willing to make “those types” of bets with your partner?
If NO, would you ever have one? Would it be with 2 men or 2 women?
36~ What is your favorite time of day to have sex/make love?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
30~ What's something unexpected that turns you on?
21- What's your favorite way to spend a weekend or time off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- What’s your favorite smell? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
13- How about having a certain hair cut/style?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Would you allow me to clean every part of your body with my soapy hands and fingers?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Family Relation Age Play
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Escort/Client Job Applicant/Hiring Manager
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
61~ How willing would you be to try new sexual positions?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
33- Beach or Mountains? Or is there another place to like better?
Please share Did you stop?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
7- What are your thoughts on religion? Is there an afterlife?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What was the longest? What was the shortest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
2- What’s your favorite color? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
Do you think this brought you closer together?
The Ice Breaker Questions
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
38~ Share your most embarrassing sexual memory?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
11- How about if they like a certain sports team? 12-How about drinking too much?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
26~ What side of the bed do you sleep on?
Over time has your thoughts on sex changed?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
20- What’s your favorite candy? What’s your least favorite?
Would you read them together?
What have you learned about yourself that you did not before this?
How old are you? Male or Female?
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?
32- What's your greatest talent? Can I see it right now?
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.
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- If you could have three wishes, what would they be? Why?
Have you ever? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
Would you ever want to be woken up with oral and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Will you cheat again? How can, you be sure? Define what cheating is to you.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31- If given a chance to be immortal, would you take it? Why?
Doctor/Nurse Stripper/Client
Can you Deep Throat? Do you like the taste of yourself?
If you win, what will you make them do?
6- Do you have dreams? Can you remember them? What do you usually dream about?
If you say it, I will stop, and we can talk about it when you are ready.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
28- What are some things that people do that irritate you?
53~ How much can you tell me about the one thing you are most passionate about?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
49~ How many times have you been married? Why did they end?
Do you like it when they show and tell you what they want?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you watch it? What is your favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
70~ Would/do you have/like anal sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
17- What’s your favorite holiday? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
42~ What’s your biggest regret in life?
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?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
*** Questions about Relationships/Past ***
Would you do it again, and would you rather 2 females or 2 males?
84~ How do you feel about reading/listening to adult stories?
18~ Who/when was your first “crush”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
19- Do/have you smoked? What do you prefer? How often?
5- Have you ever been hypnotized? Would you allow yourself to be?
Any that are a turn off?
67~ Do you like it when your partner moans and/or is vocal during sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
83~ How do you feel about Porn?
19~ Who/when was your first “heartbreak”?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
48~ Do you have any siblings? Are you close to your family?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
51~ What tends to bring a smile to your face?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
(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…)
Nothing too Serious
What is your favorite position? Why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What would you say to prove to yourself that it was really you?
12- What is the weirdest thing you've ever eaten?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9~ How many times over your lifetime do you think you have had sex so far?
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…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14- What's your favorite dessert? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
That one or two things that made you go hmmmm, OMG or wow!
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
I would allow you to do it… What would you do to me?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
92~ Have you ever had or have an STD? How many? What was it?
13~ Is there a difference between, making love, having sex, and fucking?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?