What is the most interesting question you can ask to get to know someone?
11.06.2025 06:23
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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17- Have you ever done drugs? Which ones? How often?
36~ What is your favorite time of day to have sex/make love?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Can you share the entire summary of your spiritual life?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
15- What's your favorite saying? What word or phrase is your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
How do you stop your balls from sweating?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Would you mind if your partner watched it? How about together vs alone?
When was the first time you felt discriminated against because you were female?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
92~ Everyone needs a “safe” word. What is yours?
Patriots OTAs takeaways: Drake Maye rises, Stefon Diggs returns, rookie WR shines - Boston Herald
19~ Who/when was your first “heartbreak”?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
2- What’s your favorite color? Do you a least favorite?
Are female judges more lenient than male ones?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
I would allow you to do it… What would you do to me?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What is the best way to keep my vagina clean and fresh?
65~ Describe the best orgasm you’ve ever had? Care to share?
92~ Have you ever had or have an STD? How many? What was it?
7-What do I do in bed that drives you wild? How about, what turns you off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
29~ What are some things that turn you off? What is your biggest turn off?
Would you do it again, and would you rather 2 females or 2 males?
Murder, Sexual Assault, And Massive Fraud: 15 Celebrities Who Are In Jail For A Long Time - BuzzFeed
Can you Deep Throat? Do you like the taste of yourself?
11~ Have you ever been caught by your parents or children or others while having sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would /have you ever given your partner a lap dance and Striptease?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Family Relation Age Play
10- List 5 of your top pet peeves.
25~ How do you feel about PDA? (Public Display of Affection)
Doctor/Nurse Stripper/Client
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Repairman/Lonely Wife Virgin/Experienced
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
49~ How many times have you been married? Why did they end?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
37- Do you like your name? If you could change it, what would you change it too?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10~ How many dates are necessary before you to have sex with someone?
31- If given a chance to be immortal, would you take it? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What have you learned about yourself that you did not before this?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What's your favorite flavor of ice cream? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
How old are you? Male or Female?
81~ Do you have any kinks and/or fetishes?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
51~ What tends to bring a smile to your face?
32- What's your greatest talent? Can I see it right now?
What is your favorite position? Why?
4- For a pet, Cat, dog or other?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
67~ Do you like it when your partner moans and/or is vocal during sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Teacher/Student Stranger/One Night Stand
12- What’s your favorite food? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
Escort/Client Job Applicant/Hiring Manager
How about if they talk dirty and/or call you names?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If you say it, I will stop, and we can talk about it when you are ready.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3- What’s your favorite smell? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
3- Should Pluto still be considered a planet? 4- How about smoking?
Have you ever? Care to Share?
8- What are your thoughts on politics?
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…
*** Questions About Me ***
Would you ever want to be woken up with oral and/or intercourse?
3- What Superhero or Superpower would you want to be/have?
13- How about having a certain hair cut/style?
Does the thought excite you? Care to share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
27- What was/ is nickname? Does it have a meaning behind it?
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?
You know that I will be 100% truthful, so ask.
15- What bad habit do you wish you could quit? Do you have any addictions?
28- What are some things that people do that irritate you?
(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…)
If you win, what will you make them do?
82~ Do you have any fantasies involving Role-Playing?
Nothing too Serious
22- Do you have any birth marks? How about scars? Care to share how you got them?
What was the longest? What was the shortest?
19- What’s your favorite fairytale? What’s your least favorite?
55~ Would you ever go to a nude beach/resort 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?
11- List at least 5 things on your bucket list. Have you done any of them already?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What have you learned about me that was new and/or surprising?
51~ Are you willing to play adult games with your partner?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Model/Photographer Police/Criminal
62~ Have you used adult toys?
*** Questions about Relationships/Past ***
* Give a rating for each one (0-100)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
89~ Do you like taking showers together?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
9~ How many times over your lifetime do you think you have had sex so far?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17- What’s your favorite holiday? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
28~ What are some things that turn on? What is your biggest turn on?
*** Random Questions ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
44~ Care to share something about yourself that no one else knows about you?
What is your favorite toy? Ever wanted to try a specific toy?
48~ Have you ever paid or been paid for sex?
Any that are a turn off?
13- What is the craziest/scariest thing you've ever done?
18- How often do you drink alcohol? What is your favorite drink?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
26~ What side of the bed do you sleep on?
9- What’s your favorite season and why? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
What is your view on sex? Meaning, When/Where/ How often/
45~ How do you feel about me blindfolding you? How about blindfolding me?
38~ Share your most embarrassing sexual memory?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How many times do you think you have “made love”?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you read them together?
47~ What would be your dream job and why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
The Ice Breaker Questions
84~ How do you feel about reading/listening to adult stories?
70~ Would/do you have/like anal sex?
Do you watch it? What is your favorite?
33- If you could visit any time period, when would you pick? Please explain why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
39~ What are your love languages?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
83~ How do you feel about Porn?
80~ Share your top three fantasies/desires. (Be detailed) 😊
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
30~ What's something unexpected that turns you on?
29- How superstitious are you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
52~ Are you willing to make “those types” of bets with your partner?
33- Beach or Mountains? Or is there another place to like better?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Over time has your thoughts on sex changed?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
20- What’s your favorite candy? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If yes, what?
76~ Have you had a threesome? Care to Share?
42~ What’s your biggest regret in life?
Will you cheat again? How can, you be sure? Define what cheating is to you.
21- What's your favorite way to spend a weekend or time off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- How about if they like a certain sports team? 12-How about drinking too much?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Do you have a favorite? Is it ok if your partner does?
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,
Any that are a turn off?
52~ What are your hobbies?
15~ Have you ever been “in love”? 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)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14- What is an embarrassing moment in your life? How about your most embarrassing?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
40~ What’s the weirdest place you’ve ever had sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
53~ How much can you tell me about the one thing you are most passionate about?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Master/Slave Boss/Maid
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
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…
Do you think this brought you closer together?
48~ Do you have any siblings? Are you close to your family?
How well do you know me? And some of your thoughts about me
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?
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?
Prisoner/Prison Guard Landlord/Tenant
1- What’s your favorite animal? Do you a least favorite?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
9- If you could have three wishes, what would they be? Why?
5~ When you first started having sex, was it what you thought it would be?
61~ How willing would you be to try new sexual positions?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
That one or two things that made you go hmmmm, OMG or wow!
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
Please share Did you stop?
What do you dislike about me? I asked you to be 100% honest.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
13~ Is there a difference between, making love, having sex, and fucking?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
34~ Do you like the lights on or off during sex?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
23- What is your dream job? What was it as a child?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
1- What was your first impression of me? Has it changed?
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?
50~ How many children do you have? What are their ages?
18~ Who/when was your first “crush”?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Nurse/Patient Celebrity/Fan
10- What is your favorite family tradition? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
*** Deal Breaker Questions ***
*** What’s Your Favorite…? ***
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
7- What if a person smells a certain way? 8- How about smoking?
7- What are your thoughts on religion? Is there an afterlife?