What is the most interesting question you can ask to get to know someone?
11.06.2025 09:09
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
Smoking Weed and Eating Edibles Share This Surprising Health Risk - Gizmodo
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
47~ What would be your dream job and why?
Palantir's stock price surges on AI news, gamma squeeze - TheStreet
What is your favorite toy? Ever wanted to try a specific toy?
17- Have you ever done drugs? Which ones? How often?
11- List at least 5 things on your bucket list. Have you done any of them already?
Why didn't Taylor Swift do Taylor Swift (Taylors version)?
76~ Have you had a threesome? Care to Share?
How many times do you think you have “made love”?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How do I cope with the fact that I will never have a girlfriend?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
17- What’s your favorite holiday? What’s your least favorite?
What should I expect after a BBL surgery?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
36~ What is your favorite time of day to have sex/make love?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What firsthand information do you have on prisoner-on-prisoner sexual abuse/rape?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If YES, was it with 2 men or 2 women? Did you enjoy it?
30~ What's something unexpected that turns you on?
19- Do/have you smoked? What do you prefer? How often?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Is it right to visit any shrine or tomb in Islam?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
1- What was your first impression of me? Has it changed?
How to watch Apple’s WWDC 2025 keynote - TechCrunch
52~ What are your hobbies?
70~ Would/do you have/like anal sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What Your Sweat Could Reveal About Your Health - CNN
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Michigan International Speedway weekend schedule, TV info for NASCAR Cup, Truck, ARCA - NBC Sports
61~ How willing would you be to try new sexual positions?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to clean every part of your body with my soapy hands and fingers?
What are some photos of female sexual organs?
9- If you could have three wishes, what would they be? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Teacher/Student Stranger/One Night Stand
50~ How many children do you have? What are their ages?
Woodruff departs rehab outing after taking liner to elbow - MLB.com
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If you win, what will you make them do?
10- List 5 of your top pet peeves.
15~ Have you ever been “in love”? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
28~ What are some things that turn on? What is your biggest turn on?
67~ Do you like it when your partner moans and/or is vocal during sex?
19~ Who/when was your first “heartbreak”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would /have you ever given your partner a lap dance and Striptease?
Over time has your thoughts on sex changed?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
18~ Who/when was your first “crush”?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
1- What’s your favorite animal? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
7-What do I do in bed that drives you wild? How about, what turns you off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
15- What bad habit do you wish you could quit? Do you have any addictions?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
29~ What are some things that turn you off? What is your biggest turn off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
92~ Have you ever had or have an STD? How many? What was it?
29- How superstitious are you?
Would you mind if your partner watched it? How about together vs alone?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
39~ What are your love languages?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Nothing too Serious
9- Is there something you’ve always wanted to ask me but you’re afraid?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Any that are a turn off?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
27- What was/ is nickname? Does it have a meaning behind it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What do you dislike about me? I asked you to be 100% honest.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
62~ Have you used adult toys?
Do you like the “69” position? Do you prefer to be on top or bottom?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Model/Photographer Police/Criminal
71~ Would you give your partner a hand or foot job? Would you receive one?
Do you have a favorite? Is it ok if your partner does?
Have you ever? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would you do it again, and would you rather 2 females or 2 males?
3- What’s your favorite smell? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
That one or two things that made you go hmmmm, OMG or wow!
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…
Escort/Client Job Applicant/Hiring Manager
You know that I will be 100% truthful, so ask.
48~ Do you have any siblings? Are you close to your family?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Family Relation Age Play
*** Questions About Me ***
25~ How do you feel about PDA? (Public Display of Affection)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
9- What’s your favorite season and why? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
11- How about if they like a certain sports team? 12-How about drinking too much?
(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…)
8- What are your thoughts on politics?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Do you watch it? What is your favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
I would allow you to do it… What would you do to me?
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~ Have you ever been caught by your parents or children or others while having sex?
11- What's your favorite restaurant? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
21~ What was the best date you ever went on? What has been the worst?
38~ Share your most embarrassing sexual memory?
65~ Describe the best orgasm you’ve ever had? Care to share?
5- Have you ever been hypnotized? Would you allow yourself to be?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
13- How about having a certain hair cut/style?
92~ Everyone needs a “safe” word. What is yours?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
51~ Are you willing to play adult games with your partner?
33- If you could visit any time period, when would you pick? Please explain why?
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?
52~ Are you willing to make “those types” of bets with your partner?
10~ How many dates are necessary before you to have sex with someone?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How about if they talk dirty and/or call you names?
6- Do you have dreams? Can you remember them? What do you usually dream about?
23- What is your dream job? What was it as a child?
5~ When you first started having sex, was it what you thought it would be?
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?
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…
13~ Is there a difference between, making love, having sex, and fucking?
12- What’s your favorite food? What’s your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Do you think this brought you closer together?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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)
10- What is your favorite family tradition? What’s your least favorite?
Nurse/Patient Celebrity/Fan
Repairman/Lonely Wife Virgin/Experienced
89~ Do you like taking showers together?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
48~ Have you ever paid or been paid for sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What would you say to prove to yourself that it was really you?
49~ How many times have you been married? Why did they end?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
4- For a pet, Cat, dog or other?
Any that are a turn off?
2- What’s your favorite color? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
51~ What tends to bring a smile to your face?
22- Do you have any birth marks? How about scars? Care to share how you got them?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
28- What are some things that people do that irritate you?
20- What’s your favorite candy? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
83~ How do you feel about Porn?
13- What is the craziest/scariest thing you've ever done?
7- What are your thoughts on religion? Is there an afterlife?
32- What's your greatest talent? Can I see it right now?
15- What's your favorite saying? What word or phrase is your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
81~ Do you have any kinks and/or fetishes?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If NO, would you ever have one? Would it be with 2 men or 2 women?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
26~ What side of the bed do you sleep on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What’s your favorite drink? What’s your least favorite?
*** Questions about Relationships/Past ***
Do you like it when they show and tell you what they want?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Will you cheat again? How can, you be sure? Define what cheating is to you.
14- What's your favorite dessert? 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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Can you Deep Throat? Do you like the taste of yourself?
84~ How do you feel about reading/listening to adult stories?
*** Random Questions ***
40~ What’s the weirdest place you’ve ever had sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Please share Did you stop?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
What have you learned about yourself that you did not before this?
12- What is the weirdest thing you've ever eaten?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
The Ice Breaker Questions
22- What is your favorite childhood memory? What is your least favorite?
What have you learned about me that was new and/or surprising?
21- What's your favorite way to spend a weekend or time off?
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?
* Give a rating for each one (0-100)
Doctor/Nurse Stripper/Client
82~ Do you have any fantasies involving Role-Playing?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What is your favorite position? Why?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
31- If given a chance to be immortal, would you take it? Why?
Prisoner/Prison Guard Landlord/Tenant
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
33- Beach or Mountains? Or is there another place to like better?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- Should Pluto still be considered a planet? 4- How about smoking?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
How well do you know me? And some of your thoughts about me
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What was the longest? What was the shortest?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Does the thought excite you? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you read them together?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
3- What Superhero or Superpower would you want to be/have?
Master/Slave Boss/Maid
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,
34- Ever been to a concert? What was your favorite? Who would you like to see?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
44~ Care to share something about yourself that no one else knows about you?
How many partners have you had oral sex with? Who? Care to Share?
If yes, what?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would you ever want to be woken up with oral and/or intercourse?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How old are you? Male or Female?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
*** What’s Your Favorite…? ***
*** Deal Breaker Questions ***
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?