What is the most interesting question you can ask to get to know someone?
14.06.2025 11:50
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
17- What’s your favorite holiday? What’s your least 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?
36- Do you play video games? What is your favorite? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
92~ Everyone needs a “safe” word. What is yours?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you have a favorite? Is it ok if your partner does?
13- What is the craziest/scariest thing you've ever done?
What is the story of how you met your spouse?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
If yes, what?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Prisoner/Prison Guard Landlord/Tenant
23- What is your dream job? What was it as a child?
How many partners have you had oral sex with? 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)
*** Questions about Relationships/Past ***
Would you date a Muslim guy? Why/why not?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
10- List 5 of your top pet peeves.
Would you do it again, and would you rather 2 females or 2 males?
What is a common thought that keeps people up at night? Why do some people experience this?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Please share Did you stop?
The Ice Breaker Questions
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** What’s Your Favorite…? ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What are the best ways to treat seasonal allergies?
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?
39~ What are your love languages?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Report: Suns, Kevin Durant’s representatives sorting through multiple trade offers - NBC Sports
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?
Do you think this brought you closer together?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Term Sheet Next: SV Angel alum Steven Lee debuts Seven Stars with $40 million first fund - Fortune
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Nothing too Serious
80~ Share your top three fantasies/desires. (Be detailed) 😊
What is your view on sex? Meaning, When/Where/ How often/
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
How about if they talk dirty and/or call you names?
What CIA front organizations operated in the United States during the 1960s?
51~ Are you willing to play adult games with your partner?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
13~ Is there a difference between, making love, having sex, and fucking?
34~ Do you like the lights on or off during sex?
84~ How do you feel about reading/listening to adult stories?
4- For a pet, Cat, dog or other?
3- What Superhero or Superpower would you want to be/have?
71~ Would you give your partner a hand or foot job? Would you receive one?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like the “69” position? Do you prefer to be on top or bottom?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
50~ How many children do you have? What are their ages?
33- Beach or Mountains? Or is there another place to like better?
Can you Deep Throat? Do you like the taste of yourself?
Would you ever want to be woken up with oral and/or intercourse?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
19- What’s your favorite fairytale? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
38~ Share your most embarrassing sexual memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What is your favorite position? Why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Master/Slave Boss/Maid
22- What is your favorite childhood memory? What is your least favorite?
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- What are your thoughts on politics?
What have you learned about me that was new and/or surprising?
27- What was/ is nickname? Does it have a meaning behind it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
47~ What would be your dream job and why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
89~ Do you like taking showers together?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How many times do you think you have “made love”?
18~ Who/when was your first “crush”?
Will you cheat again? How can, you be sure? Define what cheating is to you.
1- What’s your favorite animal? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
32- What's your greatest talent? Can I see it right now?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
7-What do I do in bed that drives you wild? How about, what turns you off?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
44~ Care to share something about yourself that no one else knows about you?
62~ Have you used adult toys?
20- What’s your favorite candy? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What do you dislike about me? I asked you to be 100% honest.
9- What’s your favorite season and why? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
70~ Would/do you have/like anal sex?
If you say it, I will stop, and we can talk about it when you are ready.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
1~ How old were you when you had your first kiss? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
12- What’s your favorite food? What’s your least favorite?
14- What's your favorite dessert? 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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Questions About Me ***
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
52~ What are your hobbies?
42~ What’s your biggest regret in life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
5~ When you first started having sex, was it what you thought it would be?
How well do you know me? And some of your thoughts about me
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you watch it? What is your favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
49~ How many times have you been married? Why did they end?
13- How about having a certain hair cut/style?
92~ Have you ever had or have an STD? How many? What was it?
9~ How many times over your lifetime do you think you have had sex so far?
Any that are a turn off?
Would /have you ever given your partner a lap dance and Striptease?
76~ Have you had a threesome? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
15- What's your favorite saying? What word or phrase is your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Repairman/Lonely Wife Virgin/Experienced
81~ Do you have any kinks and/or fetishes?
11- How about if they like a certain sports team? 12-How about drinking too much?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Model/Photographer Police/Criminal
18- What’s your favorite way to relax after a long day? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
* Give a rating for each one (0-100)
28- What are some things that people do that irritate you?
1- What was your first impression of me? Has it changed?
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…
Teacher/Student Stranger/One Night Stand
Have you ever? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
83~ How do you feel about Porn?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
82~ Do you have any fantasies involving Role-Playing?
17- Have you ever done drugs? Which ones? How often?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- Should Pluto still be considered a planet? 4- How about smoking?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
26~ What side of the bed do you sleep on?
65~ Describe the best orgasm you’ve ever had? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
Doctor/Nurse Stripper/Client
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
52~ Are you willing to make “those types” of bets with your partner?
60~ How important is oral sex? Do you like receiving? Do you like giving?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
29- How superstitious are you?
48~ Have you ever paid or been paid for sex?
Would you read them together?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
61~ How willing would you be to try new sexual positions?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
48~ Do you have any siblings? Are you close to your family?
29~ What are some things that turn you off? What is your biggest turn off?
13- What’s your favorite drink? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
2- What’s your favorite color? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
9- Is there something you’ve always wanted to ask me but you’re afraid?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Escort/Client Job Applicant/Hiring Manager
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What would you say to prove to yourself that it was really you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
(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…)
28~ What are some things that turn on? What is your biggest turn on?
3- What’s your favorite smell? Do you a least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
12- What is the weirdest thing you've ever eaten?
33- If you could visit any time period, when would you pick? Please explain 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,
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)
14- What is an embarrassing moment in your life? How about your most embarrassing?
I would allow you to do it… What would you do to me?
15- What bad habit do you wish you could quit? Do you have any addictions?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
11- What's your favorite restaurant? What’s your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
7- What are your thoughts on religion? Is there an afterlife?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Do you like it when they show and tell you what they want?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Would you mind if your partner watched it? How about together vs alone?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
Over time has your thoughts on sex changed?
10- What is your favorite family tradition? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
40~ What’s the weirdest place you’ve ever had sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Family Relation Age Play
If you win, what will you make them do?
34- Ever been to a concert? What was your favorite? Who would you like to see?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What was the longest? What was the shortest?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
*** Random Questions ***
Does the thought excite you? Care to share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
37- Do you like your name? If you could change it, what would you change it too?
How old are you? Male or Female?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
You know that I will be 100% truthful, so ask.
*** Deal Breaker Questions ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
51~ What tends to bring a smile to your face?
What have you learned about yourself that you did not before this?
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…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Nurse/Patient Celebrity/Fan
6- Do you have dreams? Can you remember them? What do you usually dream about?
31- If given a chance to be immortal, would you take it? Why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
19- Do/have you smoked? What do you prefer? How often?
19~ Who/when was your first “heartbreak”?
21- What's your favorite way to spend a weekend or time off?
8- What's your favorite flavor of ice cream? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
11- List at least 5 things on your bucket list. Have you done any of them already?