What is the most interesting question you can ask to get to know someone?
09.06.2025 00:29
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
Do snipers lay on top of tank turrets during combat?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would you mind if your partner watched it? How about together vs alone?
* Give a rating for each one (0-100)
Why aren't there any Indian girls married to Chinese guys but Chinese girls married to Indian guys?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How about if they talk dirty and/or call you names?
42~ What’s your biggest regret in life?
Have you ever had sex with your mother-in-law? If so, how was it and did your wife ever find out?
Any that are a turn off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
20- What’s your favorite candy? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
How many partners have you had oral sex with? Who? Care to Share?
Why, after a divorce, would one still want to ruin the other one’s life?
Would you read them together?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How old are you? Male or Female?
Would you do it again, and would you rather 2 females or 2 males?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- Should Pluto still be considered a planet? 4- How about smoking?
Why do ugly men flirt with girls that are really hot?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What would you say to prove to yourself that it was really you?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Americans Are Growing Less Interested in Buying Electric Vehicles, Study Says - Road & Track
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
10- What is your favorite family tradition? What’s your least favorite?
What is your review of X-Men '97 season 1?
13~ Is there a difference between, making love, having sex, and fucking?
Nurse/Patient Celebrity/Fan
17- What’s your favorite holiday? What’s your least favorite?
My boyfriend won’t tell me his past and it hurts me so I broke up with him what do I do?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
3- What Superhero or Superpower would you want to be/have?
Would /have you ever given your partner a lap dance and Striptease?
Midea is recalling its U-shaped air conditioners because of potential mold growth - The Verge
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
80~ Share your top three fantasies/desires. (Be detailed) 😊
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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…
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Do you regret being married to your current wife?
2- What’s your favorite color? Do you a least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
52~ Are you willing to make “those types” of bets with your partner?
7- What are your thoughts on religion? Is there an afterlife?
65~ Describe the best orgasm you’ve ever had? Care to share?
39~ What are your love languages?
10~ How many dates are necessary before you to have sex with someone?
21~ What was the best date you ever went on? What has been the worst?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
81~ Do you have any kinks and/or fetishes?
Doctor/Nurse Stripper/Client
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
The Ice Breaker Questions
62~ Have you used adult toys?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
33- Beach or Mountains? Or is there another place to like better?
92~ Have you ever had or have an STD? How many? What was it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
15- What's your favorite saying? What word or phrase is your least favorite?
47~ What would be your dream job and why?
What have you learned about yourself that you did not before this?
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?
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?
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?
23- What is your dream job? What was it as a child?
11- What's your favorite restaurant? What’s your least favorite?
Do you think this brought you closer together?
Do you like it when they show and tell you what they want?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
1- What was your first impression of me? Has it changed?
12- What’s your favorite food? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
Do you watch it? What is your favorite?
If yes, what?
How many times do you think you have “made love”?
30~ What's something unexpected that turns you on?
*** Questions About Me ***
You know that I will be 100% truthful, so ask.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
5~ When you first started having sex, was it what you thought it would be?
Any that are a turn off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11~ Have you ever been caught by your parents or children or others while having sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
49~ How many times have you been married? Why did they end?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
29~ What are some things that turn you off? What is your biggest turn off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
36~ What is your favorite time of day to have sex/make love?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
*** Questions about Relationships/Past ***
40~ What’s the weirdest place you’ve ever had sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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…
What is your favorite position? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
*** Deal Breaker Questions ***
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Nothing too Serious
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Escort/Client Job Applicant/Hiring Manager
7- What if a person smells a certain way? 8- How about smoking?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
(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…)
15- What bad habit do you wish you could quit? Do you have any addictions?
14- What is an embarrassing moment in your life? How about your most embarrassing?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
9- If you could have three wishes, what would they be? Why?
14- What's your favorite dessert? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
52~ What are your hobbies?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
17- Have you ever done drugs? Which ones? How often?
12- What is the weirdest thing you've ever eaten?
26~ What side of the bed do you sleep on?
Model/Photographer Police/Criminal
70~ Would/do you have/like anal sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
18~ Who/when was your first “crush”?
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)
If NO, would you ever have one? Would it be with 2 men or 2 women?
1- What’s your favorite animal? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
61~ How willing would you be to try new sexual positions?
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?
33- If you could visit any time period, when would you pick? Please explain why?
What have you learned about me that was new and/or surprising?
13- What is the craziest/scariest thing you've ever done?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- How about if they like a certain sports team? 12-How about drinking too much?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
31- If given a chance to be immortal, would you take it? Why?
What do you dislike about me? I asked you to be 100% honest.
Master/Slave Boss/Maid
21- What's your favorite way to spend a weekend or time off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What is your view on sex? Meaning, When/Where/ How often/
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
1~ How old were you when you had your first kiss? Who? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
89~ Do you like taking showers together?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
Have you ever? Care to Share?
Over time has your thoughts on sex changed?
*** What’s Your Favorite…? ***
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
Teacher/Student Stranger/One Night Stand
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If you say it, I will stop, and we can talk about it when you are ready.
Do you like the “69” position? Do you prefer to be on top or bottom?
Can you Deep Throat? Do you like the taste of yourself?
How well do you know me? And some of your thoughts about me
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15~ Have you ever been “in love”? Who? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
19~ Who/when was your first “heartbreak”?
34~ Do you like the lights on or off during sex?
13- What’s your favorite drink? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
Would you allow me to clean every part of your body with my soapy hands and fingers?
50~ How many children do you have? What are their ages?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
28~ What are some things that turn on? What is your biggest turn on?
Get this wrong and this could mean the end… :-) some funny, some not…
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
53~ How much can you tell me about the one thing you are most passionate about?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Repairman/Lonely Wife Virgin/Experienced
38~ Share your most embarrassing sexual memory?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
That one or two things that made you go hmmmm, OMG or wow!
Family Relation Age Play
22- What is your favorite childhood memory? What is your least favorite?
I would allow you to do it… What would you do to me?
Please share Did you stop?
Do you have a favorite? Is it ok if your partner does?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
If you lose, are you willing to be their sex slave for a day, (anything goes)?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9- What’s your favorite season and why? What’s your least favorite?
*** Random Questions ***
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
27- What was/ is nickname? Does it have a meaning behind it?
9~ How many times over your lifetime do you think you have had sex so far?
What was the longest? What was the shortest?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
37- Do you like your name? If you could change it, what would you change it too?
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,
44~ Care to share something about yourself that no one else knows about you?
11- List at least 5 things on your bucket list. Have you done any of them already?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
83~ How do you feel about Porn?
If you win, what will you make them do?
Does the thought excite you? Care to share?
19- Do/have you smoked? What do you prefer? How often?
8- What are your thoughts on politics?
10- List 5 of your top pet peeves.
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?
28- What are some things that people do that irritate you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Prisoner/Prison Guard Landlord/Tenant
48~ Do you have any siblings? Are you close to your family?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
29- How superstitious are you?
82~ Do you have any fantasies involving Role-Playing?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
76~ Have you had a threesome? Care to Share?
32- What's your greatest talent? Can I see it right now?
71~ Would you give your partner a hand or foot job? Would you receive one?
48~ Have you ever paid or been paid for sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
51~ What tends to bring a smile to your face?
3- What’s your favorite smell? Do you a least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
67~ Do you like it when your partner moans and/or is vocal during sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
4- For a pet, Cat, dog or other?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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?
84~ How do you feel about reading/listening to adult stories?