What is the most interesting question you can ask to get to know someone?
11.06.2025 08:29
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
37- Do you like your name? If you could change it, what would you change it too?
10- What is your favorite family tradition? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you have a favorite? Is it ok if your partner does?
29- How superstitious are you?
Why do you think Islam oppresses women when Christianity clearly does it more?
Get this wrong and this could mean the end… :-) some funny, some not…
Family Relation Age Play
7- What if a person smells a certain way? 8- How about smoking?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
1- What’s your favorite animal? Do you a least favorite?
42~ What’s your biggest regret in life?
What did your sister do to you that you can never forget?
Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What legal actions can be taken if a neighbor's unleashed dog causes harm or injury?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
How would you feel if your girlfriend had dick pics on her phone?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
13- What is the craziest/scariest thing you've ever done?
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?
What was your best experience of having your navel touched?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Teacher/Student Stranger/One Night Stand
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Japanese queue for hours as rice shortage deepens - Financial Times
3- Should Pluto still be considered a planet? 4- How about smoking?
1- What was your first impression of me? Has it changed?
19~ Who/when was your first “heartbreak”?
53~ How much can you tell me about the one thing you are most passionate about?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If NO, would you ever have one? Would it be with 2 men or 2 women?
What have you learned about yourself that you did not before this?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How well do you know me? And some of your thoughts about me
29~ What are some things that turn you off? What is your biggest turn off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
14- What is an embarrassing moment in your life? How about your most embarrassing?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
82~ Do you have any fantasies involving Role-Playing?
Prisoner/Prison Guard Landlord/Tenant
52~ Are you willing to make “those types” of bets with your partner?
What is your view on sex? Meaning, When/Where/ How often/
50~ How many children do you have? What are their ages?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
70~ Would/do you have/like anal sex?
49~ How many times have you been married? Why did they end?
39~ What are your love languages?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Questions about Relationships/Past ***
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…
*** Random Questions ***
38~ Share your most embarrassing sexual memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
10~ How many dates are necessary before you to have sex with someone?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
30~ What's something unexpected that turns you on?
11- What's your favorite restaurant? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
32- What's your greatest talent? Can I see it right now?
15~ Have you ever been “in love”? Who? Care to Share?
Please share Did you stop?
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
Would /have you ever given your partner a lap dance and Striptease?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
18- How often do you drink alcohol? What is your favorite drink?
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?
92~ Everyone needs a “safe” word. What is yours?
26~ What side of the bed do you sleep on?
21- What's your favorite way to spend a weekend or time off?
If you win, what will you make them do?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
That one or two things that made you go hmmmm, OMG or wow!
92~ Have you ever had or have an STD? How many? What was it?
How about if they talk dirty and/or call you names?
17- What’s your favorite holiday? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
47~ What would be your dream job and why?
11- How about if they like a certain sports team? 12-How about drinking too much?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would you read them together?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
3- What’s your favorite smell? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10- List 5 of your top pet peeves.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
48~ Have you ever paid or been paid for sex?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
45~ How do you feel about me blindfolding you? How about blindfolding me?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you like the “69” position? Do you prefer to be on top or bottom?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Any that are a turn off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If you say it, I will stop, and we can talk about it when you are ready.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
(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…)
*** Deal Breaker Questions ***
28- What are some things that people do that irritate you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
8- What are your thoughts on politics?
2- What’s your favorite color? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
17- Have you ever done drugs? Which ones? How often?
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?
How old are you? Male or Female?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
67~ Do you like it when your partner moans and/or is vocal during sex?
The Ice Breaker Questions
How many partners have you had oral sex with? Who? Care to Share?
Do you think this brought you closer together?
12- What’s your favorite food? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
19- Do/have you smoked? What do you prefer? How often?
81~ Do you have any kinks and/or fetishes?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
60~ How important is oral sex? Do you like receiving? Do you like giving?
*** What’s Your Favorite…? ***
61~ How willing would you be to try new sexual positions?
Repairman/Lonely Wife Virgin/Experienced
22- Do you have any birth marks? How about scars? Care to share how you got them?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
19- What’s your favorite fairytale? What’s your least favorite?
Doctor/Nurse Stripper/Client
Over time has your thoughts on sex changed?
Nurse/Patient Celebrity/Fan
Nothing too Serious
71~ Would you give your partner a hand or foot job? Would you receive one?
51~ What tends to bring a smile to your face?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Would you do it again, and would you rather 2 females or 2 males?
89~ Do you like taking showers together?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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) 😊
Escort/Client Job Applicant/Hiring Manager
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- How about having a certain hair cut/style?
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…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
I would allow you to do it… What would you do to me?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
43~ Ever had your hair pulled 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?
What would you say to prove to yourself that it was really you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
13~ Is there a difference between, making love, having sex, and fucking?
31- If given a chance to be immortal, would you take it? Why?
3- What Superhero or Superpower would you want to be/have?
Model/Photographer Police/Criminal
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
* Give a rating for each one (0-100)
11~ Have you ever been caught by your parents or children or others while having sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
83~ How do you feel about Porn?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
You know that I will be 100% truthful, so ask.
Any that are a turn off?
*** Questions About Me ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How many times do you think you have “made love”?
12- What is the weirdest thing you've ever eaten?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you like it when they show and tell you what they want?
14- What's your favorite dessert? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
Would you mind if your partner watched it? How about together vs alone?
48~ Do you have any siblings? Are you close to your family?
What is your favorite toy? Ever wanted to try a specific toy?
52~ What are your hobbies?
What is your favorite position? Why?
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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
5- Have you ever been hypnotized? Would you allow yourself to be?
28~ What are some things that turn on? What is your biggest turn on?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Would you ever want to be woken up with oral and/or intercourse?
If yes, what?
25~ How do you feel about PDA? (Public Display of Affection)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
76~ Have you had a threesome? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What do you dislike about me? I asked you to be 100% honest.
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,
Do you watch it? What is your favorite?
40~ What’s the weirdest place you’ve ever had sex?
7- What are your thoughts on religion? Is there an afterlife?
84~ How do you feel about reading/listening to adult stories?
4- For a pet, Cat, dog or other?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
22- What is your favorite childhood memory? What is your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
What was the longest? What was the shortest?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Does the thought excite you? Care to share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
36- Do you play video games? What is your favorite? Do you a least favorite?
62~ Have you used adult toys?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What have you learned about me that was new and/or surprising?
9- Is there something you’ve always wanted to ask me but you’re afraid?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
18~ Who/when was your first “crush”?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
21~ What was the best date you ever went on? What has been the worst?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
33- Beach or Mountains? Or is there another place to like better?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
36~ What is your favorite time of day to have sex/make love?
13- What’s your favorite drink? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9~ How many times over your lifetime do you think you have had sex so far?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Master/Slave Boss/Maid
23- What is your dream job? What was it as a child?
65~ Describe the best orgasm you’ve ever had? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts