What is the most interesting question you can ask to get to know someone?
12.06.2025 00:12
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
Teacher/Student Stranger/One Night Stand
25~ How do you feel about PDA? (Public Display of Affection)
If you win, what will you make them do?
A former police chief who escaped from an Arkansas prison is captured - NPR
23- What is your dream job? What was it as a child?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
I would allow you to do it… What would you do to me?
Any that are a turn off?
Can you Deep Throat? Do you like the taste of yourself?
92~ Have you ever had or have an STD? How many? What was it?
Novel coating shields iron from rust with 99.6% efficiency - Phys.org
48~ Have you ever paid or been paid for sex?
Family Relation Age Play
What was the longest? What was the shortest?
Why do our deceased do not protect us from other bad spirits?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
92~ Everyone needs a “safe” word. What is yours?
Scientists Warn: Long Work Hours May Physically Alter Your Brain - SciTechDaily
15- What bad habit do you wish you could quit? Do you have any addictions?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
The World's Largest Organism Is Slowly Being Eaten - ScienceAlert
What is your favorite toy? Ever wanted to try a specific toy?
8- What are your thoughts on politics?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
34~ Do you like the lights on or off during sex?
19- What’s your favorite fairytale? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Rory McIlroy makes an 8, barely breaks 80 in missing cut at RBC Canadian Open - NBC Sports
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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,
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
36~ What is your favorite time of day to have sex/make love?
83~ How do you feel about Porn?
Graphene Is Stretchable? Physicists Make “Miracle Material” Bend Like Never Before - SciTechDaily
Escort/Client Job Applicant/Hiring Manager
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you regret being married to your current wife?
You know that I will be 100% truthful, so ask.
38~ Share your most embarrassing sexual memory?
52~ What are your hobbies?
*** Questions About Me ***
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…
*** What’s Your Favorite…? ***
Former church in Northern Kentucky now a heavenly home for sale - WWMT
1~ How old were you when you had your first kiss? Who? Care to Share?
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)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
11~ Have you ever been caught by your parents or children or others while having sex?
5~ When you first started having sex, was it what you thought it would be?
How many times do you think you have “made love”?
13- What is the craziest/scariest thing you've ever done?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- If you could have three wishes, what would they be? Why?
10~ How many dates are necessary before you to have sex with someone?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you read them together?
31- If given a chance to be immortal, would you take it? Why?
How old are you? Male or Female?
51~ What tends to bring a smile to your face?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Doctor/Nurse Stripper/Client
28- What are some things that people do that irritate you?
9~ How many times over your lifetime do you think you have had sex so far?
39~ What are your love languages?
3- What Superhero or Superpower would you want to be/have?
26~ What side of the bed do you sleep on?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
8- What's your favorite flavor of ice cream? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
71~ Would you give your partner a hand or foot job? Would you receive one?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
2- What’s your favorite color? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Deal Breaker Questions ***
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
84~ How do you feel about reading/listening to adult stories?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
That one or two things that made you go hmmmm, OMG or wow!
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If you say it, I will stop, and we can talk about it when you are ready.
30~ What's something unexpected that turns you on?
1- What was your first impression of me? Has it changed?
21~ What was the best date you ever went on? What has been the worst?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How about if they talk dirty and/or call you names?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Get this wrong and this could mean the end… :-) some funny, some not…
13~ Is there a difference between, making love, having sex, and fucking?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
81~ Do you have any kinks and/or fetishes?
82~ Do you have any fantasies involving Role-Playing?
3- What’s your favorite smell? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
How many partners have you had oral sex with? Who? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
89~ Do you like taking showers together?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
50~ How many children do you have? What are their ages?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
9- What’s your favorite season and why? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What is your favorite position? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Will you cheat again? How can, you be sure? Define what cheating is to you.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Do you watch it? What is your favorite?
*** Random Questions ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4- For a pet, Cat, dog or other?
37- Do you like your name? If you could change it, what would you change it too?
10- List 5 of your top pet peeves.
17- Have you ever done drugs? Which ones? How often?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Have you ever? Care to Share?
Over time has your thoughts on sex changed?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
*** Questions about Relationships/Past ***
Nothing too Serious
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What would you say to prove to yourself that it was really you?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What have you learned about me that was new and/or surprising?
76~ Have you had a threesome? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
Would you ever want to be woken up with oral and/or intercourse?
51~ Are you willing to play adult games with your partner?
17- What’s your favorite holiday? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
22- What is your favorite childhood memory? What is your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
* Give a rating for each one (0-100)
Does the thought excite you? Care to share?
Do you like it when they show and tell you what they want?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you do it again, and would you rather 2 females or 2 males?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
60~ How important is oral sex? Do you like receiving? Do you like giving?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
12- What’s your favorite food? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Nurse/Patient Celebrity/Fan
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If NO, would you ever have one? Would it be with 2 men or 2 women?
What do you dislike about me? I asked you to be 100% honest.
3- Should Pluto still be considered a planet? 4- How about smoking?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
65~ Describe the best orgasm you’ve ever had? Care to share?
Any that are a turn off?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
42~ What’s your biggest regret in life?
61~ How willing would you be to try new sexual positions?
18- How often do you drink alcohol? What is your favorite drink?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you have a favorite? Is it ok if your partner does?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
14- What's your favorite dessert? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
22- Do you have any birth marks? How about scars? Care to share how you got them?
13- How about having a certain hair cut/style?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
Model/Photographer Police/Criminal
36- Do you play video games? What is your favorite? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
11- What's your favorite restaurant? What’s your least favorite?
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…
29~ What are some things that turn you off? What is your biggest turn off?
Would you mind if your partner watched it? How about together vs alone?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
18~ Who/when was your first “crush”?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
33- If you could visit any time period, when would you pick? Please explain why?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
13- What’s your favorite drink? What’s your least favorite?
If yes, what?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
19- Do/have you smoked? What do you prefer? How often?
What have you learned about yourself that you did not before this?
(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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
53~ How much can you tell me about the one thing you are most passionate about?
Do you like the “69” position? Do you prefer to be on top or bottom?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
The Ice Breaker Questions
15~ Have you ever been “in love”? Who? Care to Share?
48~ Do you have any siblings? Are you close to your family?
Prisoner/Prison Guard Landlord/Tenant
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Please share Did you stop?
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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ How many times have you been married? Why did they end?
32- What's your greatest talent? Can I see it right now?
19~ Who/when was your first “heartbreak”?
How well do you know me? And some of your thoughts about me
Do you think this brought you closer together?
15- What's your favorite saying? What word or phrase is your least favorite?
Master/Slave Boss/Maid
What is your view on sex? Meaning, When/Where/ How often/
21- What's your favorite way to spend a weekend or time off?
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?
47~ What would be your dream job and why?
1- What’s your favorite animal? Do you a least favorite?
70~ Would/do you have/like anal sex?
62~ Have you used adult toys?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
33- Beach or Mountains? Or is there another place to like better?
27- What was/ is nickname? Does it have a meaning behind it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
29- How superstitious are you?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
28~ What are some things that turn on? What is your biggest turn on?
20- What’s your favorite candy? What’s your least favorite?