What is the most interesting question you can ask to get to know someone?
11.06.2025 04:19
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you regret being married to your current wife?
Would you mind if your partner watched it? How about together vs alone?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How many partners have you had oral sex with? Who? Care to Share?
South Korea’s Venus-focused cubesat advances as larger missions face NASA cuts - SpaceNews
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
How well do you know me? And some of your thoughts about me
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If You Fit Into One Of These 6 Categories, You Should Be Taking Creatine - MindBodyGreen
34- Ever been to a concert? What was your favorite? Who would you like to see?
Over time has your thoughts on sex changed?
13- What’s your favorite drink? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
*** Random Questions ***
62~ Have you used adult toys?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
22- What is your favorite childhood memory? What is your least favorite?
Apple details the end of Intel Mac support and a phaseout for Rosetta 2 - Ars Technica
Does the thought excite you? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
92~ Have you ever had or have an STD? How many? What was it?
Palantir's stock price surges on AI news, gamma squeeze - TheStreet
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you share any "backstage pass" experiences you have had at concerts?
15- What bad habit do you wish you could quit? Do you have any addictions?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Witcher 4 Coming To State Of Unreal Event Tomorrow, Here's How To Watch - GameSpot
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What Makes the Florida Panthers Special? Gaudreau Tribute a Fine Example - Florida Hockey Now
18~ Who/when was your first “crush”?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
51~ What tends to bring a smile to your face?
11~ Have you ever been caught by your parents or children or others while having sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
76~ Have you had a threesome? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Doctor/Nurse Stripper/Client
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
47~ What would be your dream job and why?
Teacher/Student Stranger/One Night Stand
Would /have you ever given your partner a lap dance and Striptease?
Would you do it again, and would you rather 2 females or 2 males?
8- What are your thoughts on politics?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
Escort/Client Job Applicant/Hiring Manager
5- Have you ever been hypnotized? Would you allow yourself to be?
36- Do you play video games? What is your favorite? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
8- What's your favorite flavor of ice cream? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
Master/Slave Boss/Maid
* Give a rating for each one (0-100)
20- What’s your favorite candy? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
30~ What's something unexpected that turns you on?
Please share Did you stop?
Would you ever want to be woken up with oral and/or intercourse?
Do you think this brought you closer together?
19- Do/have you smoked? What do you prefer? How often?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
37- Do you like your name? If you could change it, what would you change it too?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Prisoner/Prison Guard Landlord/Tenant
Any that are a turn off?
22- Do you have any birth marks? How about scars? Care to share how you got them?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
49~ How many times have you been married? Why did they end?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
67~ Do you like it when your partner moans and/or is vocal during sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
11- What's your favorite restaurant? What’s your least favorite?
*** Questions About Me ***
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
33- If you could visit any time period, when would you pick? Please explain why?
Would you read them together?
27- What was/ is nickname? Does it have a meaning behind it?
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?
50~ How many children do you have? What are their ages?
What is your favorite toy? Ever wanted to try a specific toy?
38~ Share your most embarrassing sexual memory?
17- Have you ever done drugs? Which ones? How often?
Model/Photographer Police/Criminal
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7-What do I do in bed that drives you wild? How about, what turns you off?
7- What are your thoughts on religion? Is there an afterlife?
33- Beach or Mountains? Or is there another place to like better?
2- What’s your favorite color? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What have you learned about yourself that you did not before this?
80~ Share your top three fantasies/desires. (Be detailed) 😊
6- Do you have dreams? Can you remember them? What do you usually dream about?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
51~ Are you willing to play adult games with your partner?
19- What’s your favorite fairytale? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What do you dislike about me? I asked you to be 100% honest.
40~ What’s the weirdest place you’ve ever had sex?
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 is your dream job? What was it as a child?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
14- What's your favorite dessert? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
The Ice Breaker Questions
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
*** Questions about Relationships/Past ***
15- What's your favorite saying? What word or phrase is your least favorite?
19~ Who/when was your first “heartbreak”?
28- What are some things that people do that irritate you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
*** What’s Your Favorite…? ***
If you say it, I will stop, and we can talk about it when you are ready.
13- What is the craziest/scariest thing you've ever done?
*** Deal Breaker Questions ***
53~ How much can you tell me about the one thing you are most passionate about?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Do you watch it? What is your favorite?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What have you learned about me that was new and/or surprising?
If YES, was it with 2 men or 2 women? Did you enjoy it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What if a person smells a certain way? 8- How about smoking?
1- What’s your favorite animal? Do you a least favorite?
(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…)
10- What is your favorite family tradition? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Repairman/Lonely Wife Virgin/Experienced
32- What's your greatest talent? Can I see it right now?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18- How often do you drink alcohol? What is your favorite drink?
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?
29- How superstitious are you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
84~ How do you feel about reading/listening to adult stories?
3- What’s your favorite smell? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How many times do you think you have “made love”?
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…
9- What’s your favorite season and why? What’s your least favorite?
4- For a pet, Cat, dog or other?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
31- If given a chance to be immortal, would you take it? Why?
You know that I will be 100% truthful, so ask.
81~ Do you have any kinks and/or fetishes?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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…
3- What Superhero or Superpower would you want to be/have?
52~ What are your hobbies?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10- List 5 of your top pet peeves.
1- What was your first impression of me? Has it changed?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you have a favorite? Is it ok if your partner does?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
70~ Would/do you have/like anal 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?
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,
What is your view on sex? Meaning, When/Where/ How often/
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
34~ Do you like the lights on or off during 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?
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you like it when they show and tell you what they want?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Will you cheat again? How can, you be sure? Define what cheating is to you.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
89~ Do you like taking showers together?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
12- What is the weirdest thing you've ever eaten?
Nurse/Patient Celebrity/Fan
11- List at least 5 things on your bucket list. Have you done any of them already?
11- How about if they like a certain sports team? 12-How about drinking too much?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1~ How old were you when you had your first kiss? Who? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
83~ How do you feel about Porn?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How old are you? Male or Female?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What is your favorite position? Why?
Have you ever? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
Any that are a turn off?
13- How about having a certain hair cut/style?
That one or two things that made you go hmmmm, OMG or wow!
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5~ When you first started having sex, was it what you thought it would be?
If NO, would you ever have one? Would it be with 2 men or 2 women?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What was the longest? What was the shortest?
15~ Have you ever been “in love”? Who? Care to Share?
What would you say to prove to yourself that it was really you?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If you win, what will you make them do?
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
39~ What are your love languages?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Nothing too Serious
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
12- What’s your favorite food? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
Do you like the “69” position? Do you prefer to be on top or bottom?
42~ What’s your biggest regret in life?
48~ Do you have any siblings? Are you close to your family?
If yes, what?
Can you Deep Throat? Do you like the taste of yourself?
36~ What is your favorite time of day to have sex/make love?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
29~ What are some things that turn you off? What is your biggest turn off?
71~ Would you give your partner a hand or foot job? Would you receive one?
I would allow you to do it… What would you do to me?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
21- What's your favorite way to spend a weekend or time off?