What is the most interesting question you can ask to get to know someone?
10.06.2025 00:57
Over time has your thoughts on sex changed?
9~ How many times over your lifetime do you think you have had sex so far?
How many partners have you had oral sex with? Who? Care to Share?
Have you ever? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Why is the world male-dominated?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
33- Beach or Mountains? Or is there another place to like better?
2- What’s your favorite color? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Nutritionists Reveal the Surprising Amount of Protein You Actually Need - AOL.com
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Any that are a turn off?
29~ What are some things that turn you off? What is your biggest turn off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What would you say to prove to yourself that it was really you?
*** What’s Your Favorite…? ***
*** Questions About Me ***
What is the most craziest dream you ever had?
11- How about if they like a certain sports team? 12-How about drinking too much?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Why do narcissists want to hurt your feelings, even after they discard you?
How old are you? Male or Female?
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)
80~ Share your top three fantasies/desires. (Be detailed) 😊
The big, bad bond market could derail Trump’s big, beautiful bill - vox.com
Do you have a favorite? Is it ok if your partner does?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
What was your biggest culture shock going to Europe?
84~ How do you feel about reading/listening to adult stories?
31- If given a chance to be immortal, would you take it? Why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Who is the most trusted person in your life, and do they have the same trust on you?
15- What's your favorite saying? What word or phrase is your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
Why do people with trauma easily recognize other people with trauma through eye contact?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
The Ice Breaker Questions
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How to Watch Tonight's NBA Finals Indiana Pacers vs. Oklahoma City Thunder Game 1 for Free - CNET
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
37- Do you like your name? If you could change it, what would you change it too?
13~ Is there a difference between, making love, having sex, and fucking?
33- If you could visit any time period, when would you pick? Please explain why?
25~ How do you feel about PDA? (Public Display of Affection)
49~ How many times have you been married? Why did they end?
Nurse/Patient Celebrity/Fan
34- Ever been to a concert? What was your favorite? Who would you like to see?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
(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…)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
28- What are some things that people do that irritate you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would you do it again, and would you rather 2 females or 2 males?
15~ Have you ever been “in love”? Who? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13- How about having a certain hair cut/style?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
13- What is the craziest/scariest thing you've ever done?
5- Have you ever been hypnotized? Would you allow yourself to be?
12- What’s your favorite food? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How well do you know me? And some of your thoughts about me
Master/Slave Boss/Maid
40~ What’s the weirdest place you’ve ever had sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
19~ Who/when was your first “heartbreak”?
14- What's your favorite dessert? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would /have you ever given your partner a lap dance and Striptease?
Escort/Client Job Applicant/Hiring Manager
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- What’s your favorite drink? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you Deep Throat? Do you like the taste of yourself?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
38~ Share your most embarrassing sexual memory?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
65~ Describe the best orgasm you’ve ever had? Care to share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
8- What are your thoughts on politics?
14- What is an embarrassing moment in your life? How about your most embarrassing?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What have you learned about me that was new and/or surprising?
30~ What's something unexpected that turns you on?
What have you learned about yourself that you did not before this?
10- What is your favorite family tradition? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
70~ Would/do you have/like anal sex?
* Give a rating for each one (0-100)
71~ Would you give your partner a hand or foot job? Would you receive one?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10- List 5 of your top pet peeves.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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…
1- What was your first impression of me? Has it changed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
I would allow you to do it… What would you do to me?
12- What is the weirdest thing you've ever eaten?
51~ What tends to bring a smile to your face?
Prisoner/Prison Guard Landlord/Tenant
46~ Have you ever used furniture, or other types of things to aid you while having sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
29- How superstitious are you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- What’s your favorite animal? Do you a least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Model/Photographer Police/Criminal
1~ How old were you when you had your first kiss? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
17- What’s your favorite holiday? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If you win, what will you make them do?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Does the thought excite you? Care to share?
92~ Everyone needs a “safe” word. What is yours?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
*** Deal Breaker Questions ***
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?
21~ What was the best date you ever went on? What has been the worst?
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?
10~ How many dates are necessary before you to have sex with someone?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
81~ Do you have any kinks and/or fetishes?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
92~ Have you ever had or have an STD? How many? What was it?
*** Random Questions ***
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Do you like it when they show and tell you what they want?
39~ What are your love languages?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
4- For a pet, Cat, dog or other?
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,
36- Do you play video games? What is your favorite? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
3- What’s your favorite smell? Do you a least favorite?
89~ Do you like taking showers together?
Any that are a turn off?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
What is your favorite position? Why?
*** Questions about Relationships/Past ***
You know that I will be 100% truthful, so ask.
51~ Are you willing to play adult games with your partner?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
42~ What’s your biggest regret in life?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
7-What do I do in bed that drives you wild? How about, what turns you off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
44~ Care to share something about yourself that no one else knows about you?
15- What bad habit do you wish you could quit? Do you have any addictions?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
62~ Have you used adult toys?
Do you think this brought you closer together?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
67~ Do you like it when your partner moans and/or is vocal during sex?
52~ What are your hobbies?
36~ What is your favorite time of day to have sex/make love?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
5~ When you first started having sex, was it what you thought it would be?
53~ How much can you tell me about the one thing you are most passionate about?
7- What are your thoughts on religion? Is there an afterlife?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
20- What’s your favorite candy? What’s your 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?
9- If you could have three wishes, what would they be? Why?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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 times do you think you have “made love”?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
18- How often do you drink alcohol? What is your favorite drink?
52~ Are you willing to make “those types” of bets with your partner?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How about if they talk dirty and/or call you names?
61~ How willing would you be to try new sexual positions?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What was the longest? What was the shortest?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Will you cheat again? How can, you be sure? Define what cheating is to you.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Doctor/Nurse Stripper/Client
50~ How many children do you have? What are their ages?
9- What’s your favorite season and why? What’s your least favorite?
47~ What would be your dream job and why?
If yes, what?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you read them together?
Nothing too Serious
28~ What are some things that turn on? What is your biggest turn on?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
7- What if a person smells a certain way? 8- How about smoking?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
76~ Have you had a threesome? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Teacher/Student Stranger/One Night Stand
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18~ Who/when was your first “crush”?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What is your view on sex? Meaning, When/Where/ How often/
23- What is your dream job? What was it as a child?
6- Do you have dreams? Can you remember them? What do you usually dream about?
That one or two things that made you go hmmmm, OMG or wow!
Would you allow me to clean every part of your body with my soapy hands and fingers?
48~ Have you ever paid or been paid for sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What do you dislike about me? I asked you to be 100% honest.
48~ Do you have any siblings? Are you close to your family?
What is your favorite toy? Ever wanted to try a specific toy?
22- Do you have any birth marks? How about scars? Care to share how you got them?
If YES, was it with 2 men or 2 women? Did you enjoy it?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you mind if your partner watched it? How about together vs alone?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you watch it? What is your favorite?
Please share Did you stop?
Repairman/Lonely Wife Virgin/Experienced
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
Family Relation Age Play
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
26~ What side of the bed do you sleep on?
82~ Do you have any fantasies involving Role-Playing?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
17- Have you ever done drugs? Which ones? How often?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
8- What's your favorite flavor of ice cream? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
83~ How do you feel about Porn?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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…
3- What Superhero or Superpower would you want to be/have?
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?