What is the most interesting question you can ask to get to know someone?
12.06.2025 10:41
52~ Are you willing to make “those types” of bets with your partner?
What is your view on sex? Meaning, When/Where/ How often/
33- Beach or Mountains? Or is there another place to like better?
Elon Musk’s Reign of Corruption Chronicled in Elizabeth Warren Report - Rolling Stone
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If you win, what will you make them do?
2- What’s your favorite color? Do you a least favorite?
Why the end of Google as we know it could be your biggest opportunity yet - ZDNet
Do you have a favorite? Is it ok if your partner does?
48~ Do you have any siblings? Are you close to your family?
28~ What are some things that turn on? What is your biggest turn on?
84~ How do you feel about reading/listening to adult stories?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
25~ How do you feel about PDA? (Public Display of Affection)
Why does my ex boyfriend do this?
What was the longest? What was the shortest?
What have you learned about me that was new and/or surprising?
26~ What side of the bed do you sleep on?
What do most wives fantasize about?
51~ Are you willing to play adult games with your partner?
21- What's your favorite way to spend a weekend or time off?
If yes, what?
Tim McGraw's daughter Gracie McGraw comes out as queer: 'Happy freaking Pride' - USA Today
53~ How much can you tell me about the one thing you are most passionate about?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
15,000 Light-Years Away, Something Is Blinking – And It Might Rewrite Physics - SciTechDaily
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
3- Should Pluto still be considered a planet? 4- How about smoking?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
5 ways Diabetes impacts the eyes - Times of India
71~ Would you give your partner a hand or foot job? Would you receive one?
Do you think this brought you closer together?
The Ice Breaker Questions
Which animal has the best sense of smell? - Live Science
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If you say it, I will stop, and we can talk about it when you are ready.
Scientists Crack 30-Year Mystery Behind “Holy Grail” Cancer Drug - SciTechDaily
10~ How many dates are necessary before you to have sex with someone?
4- For a pet, Cat, dog or other?
82~ Do you have any fantasies involving Role-Playing?
Tender Moment Nurse Mare Adopts Orphaned Foal As Her Own Has Us in Tears - Yahoo
20- What’s your favorite candy? What’s your least favorite?
39~ What are your love languages?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
James Bond game 007 First Light gets first trailer - The Verge
Have you ever? Care to Share?
62~ Have you used adult toys?
*** Questions about Relationships/Past ***
What are some life hacks for living on your own?
Nurse/Patient Celebrity/Fan
Will you cheat again? How can, you be sure? Define what cheating is to you.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Doctor/Nurse Stripper/Client
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
29~ What are some things that turn you off? What is your biggest turn off?
92~ Have you ever had or have an STD? How many? What was it?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
(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…)
44~ Care to share something about yourself that no one else knows about you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
22- Do you have any birth marks? How about scars? Care to share how you got them?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Any that are a turn off?
8- What are your thoughts on politics?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
36- Do you play video games? What is your favorite? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Get this wrong and this could mean the end… :-) some funny, some not…
61~ How willing would you be to try new sexual positions?
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)
89~ Do you like taking showers together?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you watch it? What is your favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
17- Have you ever done drugs? Which ones? How often?
You know that I will be 100% truthful, so ask.
32- What's your greatest talent? Can I see it right now?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you like the “69” position? Do you prefer to be on top or bottom?
70~ Would/do you have/like anal sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Please share Did you stop?
What would you say to prove to yourself that it was really you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
76~ Have you had a threesome? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Teacher/Student Stranger/One Night Stand
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
30~ What's something unexpected that turns you on?
Would you read them together?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
17- What’s your favorite holiday? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Master/Slave Boss/Maid
19- Do/have you smoked? What do you prefer? How often?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
I would allow you to do it… What would you do to me?
12- What is the weirdest thing you've ever eaten?
60~ How important is oral sex? Do you like receiving? Do you like giving?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
38~ Share your most embarrassing sexual memory?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
3- What Superhero or Superpower would you want to be/have?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
28- What are some things that people do that irritate you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
8- What's your favorite flavor of ice cream? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
36~ What is your favorite time of day to have sex/make love?
13- What is the craziest/scariest thing you've ever done?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
29- How superstitious are you?
How many partners have you had oral sex with? Who? Care to Share?
81~ Do you have any kinks and/or fetishes?
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…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
9- If you could have three wishes, what would they be? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
13- What’s your favorite drink? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
13- How about having a certain hair cut/style?
Model/Photographer Police/Criminal
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- What’s your favorite season and why? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
Do you like it when they show and tell you what they want?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
80~ Share your top three fantasies/desires. (Be detailed) 😊
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
*** Random Questions ***
37- Do you like your name? If you could change it, what would you change it too?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do 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?
18~ Who/when was your first “crush”?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
51~ What tends to bring a smile to your face?
*** Deal Breaker Questions ***
If YES, was it with 2 men or 2 women? Did you enjoy it?
How old are you? Male or Female?
What do you dislike about me? I asked you to be 100% honest.
How well do you know me? And some of your thoughts about me
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
How about if they talk dirty and/or call you names?
*** What’s Your Favorite…? ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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,
11- List at least 5 things on your bucket list. Have you done any of them already?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you do it again, and would you rather 2 females or 2 males?
33- If you could visit any time period, when would you pick? Please explain why?
1- What’s your favorite animal? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
21~ What was the best date you ever went on? What has been the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
40~ What’s the weirdest place you’ve ever had sex?
42~ What’s your biggest regret in life?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
65~ Describe the best orgasm you’ve ever had? Care to share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
6- Do you have dreams? Can you remember them? What do you usually dream about?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
23- What is your dream job? What was it as a child?
47~ What would be your dream job and why?
Can you Deep Throat? Do you like the taste of yourself?
1- What was your first impression of me? Has it changed?
14- What's your favorite dessert? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- How about if they like a certain sports team? 12-How about drinking too much?
18- How often do you drink alcohol? What is your favorite drink?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
19- What’s your favorite fairytale? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind 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?
83~ How do you feel about Porn?
That one or two things that made you go hmmmm, OMG or wow!
11~ Have you ever been caught by your parents or children or others while having sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
15~ Have you ever been “in love”? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
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?
Would /have you ever given your partner a lap dance and Striptease?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you mind if your partner watched it? How about together vs alone?
10- What is your favorite family tradition? What’s your least favorite?
What is your favorite position? Why?
7- What if a person smells a certain way? 8- How about smoking?
7- What are your thoughts on religion? Is there an afterlife?
Over time has your thoughts on sex changed?
* Give a rating for each one (0-100)
10- List 5 of your top pet peeves.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you ever want to be woken up with oral and/or intercourse?
5~ When you first started having sex, was it what you thought it would be?
What is your favorite toy? Ever wanted to try a specific toy?
48~ Have you ever paid or been paid for sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Questions About Me ***
3- What’s your favorite smell? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
49~ How many times have you been married? Why did they end?
Nothing too Serious
31- If given a chance to be immortal, would you take it? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
15- What's your favorite saying? What word or phrase is your least favorite?
22- What is your favorite childhood memory? What is your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
52~ What are your hobbies?
7- What’s your favorite book? Do you have a favorite genre? 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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Does the thought excite you? Care to share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
34~ Do you like the lights on or off during sex?
13~ Is there a difference between, making love, having sex, and fucking?
11- What's your favorite restaurant? What’s your least favorite?
Any that are a turn off?
67~ Do you like it when your partner moans and/or is vocal during sex?
How many times do you think you have “made love”?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What have you learned about yourself that you did not before this?
92~ Everyone needs a “safe” word. What is yours?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
1~ How old were you when you had your first kiss? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Prisoner/Prison Guard Landlord/Tenant
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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…
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
50~ How many children do you have? What are their ages?
Family Relation Age Play