What is the most interesting question you can ask to get to know someone?
13.06.2025 01:43
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ How many times have you been married? Why did they end?
Family Relation Age Play
Do you shave/trim your pubic hair? For you guys do you shave your balls?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you think the constitution and laws should be taught in school?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Nurse/Patient Celebrity/Fan
Would you ever want to be woken up with oral and/or intercourse?
Report: Packers taking full dead cap hit of $17 million on Jaire Alexander in 2025 - NBC Sports
Over time has your thoughts on sex changed?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Why don't people like Nickelback?
5- Have you ever been hypnotized? Would you allow yourself to be?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
12- What’s your favorite food? What’s your least favorite?
Why does my mom never wear underwear?
37- Do you like your name? If you could change it, what would you change it too?
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
You know that I will be 100% truthful, so ask.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Scientists find proof that birds nested in the Arctic alongside dinosaurs - Earth.com
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** What’s Your Favorite…? ***
Vernon Reid on Why Sly and the Family Stone Were the Greatest American Band - Rolling Stone
19- What’s your favorite fairytale? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
19- Do/have you smoked? What do you prefer? How often?
What were some things that the ancient Greeks excelled at compared to the Romans?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
12- What is the weirdest thing you've ever eaten?
Would you mind if your partner watched it? How about together vs alone?
76~ Have you had a threesome? Care to Share?
Do you have a favorite? Is it ok if your partner does?
Please share Did you stop?
What is the most heartbreaking thing your child has told you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you like it when they show and tell you what they want?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
3- What Superhero or Superpower would you want to be/have?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
9- Is there something you’ve always wanted to ask me but you’re afraid?
70~ Would/do you have/like anal sex?
13- What is the craziest/scariest thing you've ever done?
Doctor/Nurse Stripper/Client
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
65~ Describe the best orgasm you’ve ever had? Care to share?
What have you learned about me that was new and/or surprising?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
84~ How do you feel about reading/listening to adult stories?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
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?
(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…)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Questions about Relationships/Past ***
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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 have you learned about yourself that you did not before this?
Would you do it again, and would you rather 2 females or 2 males?
48~ Do you have any siblings? Are you close to your family?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
29- How superstitious are you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
* Give a rating for each one (0-100)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
14- What's your favorite dessert? Do you a least favorite?
52~ What are your hobbies?
Any that are a turn off?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How old are you? Male or Female?
Escort/Client Job Applicant/Hiring Manager
Teacher/Student Stranger/One Night Stand
50~ How many children do you have? What are their ages?
3- What’s your favorite smell? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
Repairman/Lonely Wife Virgin/Experienced
If yes, what?
36- Do you play video games? What is your favorite? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Any that are a turn off?
How well do you know me? And some of your thoughts about me
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What would you say to prove to yourself that it was really you?
Does the thought excite you? Care to share?
How about if they talk dirty and/or call you names?
8- What are your thoughts on politics?
11~ Have you ever been caught by your parents or children or others while having sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
32- What's your greatest talent? Can I see it right now?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
How many partners have you had oral sex with? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
15~ Have you ever been “in love”? Who? Care to Share?
51~ Are you willing to play adult games with your partner?
1- What was your first impression of me? Has it changed?
29~ What are some things that turn you off? What is your biggest turn off?
17- What’s your favorite holiday? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Nothing too Serious
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
*** Questions About Me ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
39~ What are your love languages?
If you win, what will you make them do?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Prisoner/Prison Guard Landlord/Tenant
48~ Have you ever paid or been paid for sex?
28- What are some things that people do that irritate you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Do you like the “69” position? Do you prefer to be on top or bottom?
67~ Do you like it when your partner moans and/or is vocal during sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
89~ Do you like taking showers together?
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…
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
3- Should Pluto still be considered a planet? 4- How about smoking?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
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…
33- Beach or Mountains? Or is there another place to like better?
1- What’s your favorite animal? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
9- If you could have three wishes, what would they be? Why?
21- What's your favorite way to spend a weekend or time off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
10- What is your favorite family tradition? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
Do you think this brought you closer together?
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?
26~ What side of the bed do you sleep on?
1~ How old were you when you had your first kiss? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
28~ What are some things that turn on? What is your biggest turn on?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How much can you tell me about the one thing you are most passionate about?
17- Have you ever done drugs? Which ones? How often?
That one or two things that made you go hmmmm, OMG or wow!
83~ How do you feel about Porn?
44~ Care to share something about yourself that no one else knows about you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
11- List at least 5 things on your bucket list. Have you done any of them already?
7- What if a person smells a certain way? 8- How about smoking?
81~ Do you have any kinks and/or fetishes?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
11- How about if they like a certain sports team? 12-How about drinking too much?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
92~ Everyone needs a “safe” word. What is yours?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
33- If you could visit any time period, when would you pick? Please explain why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
25~ How do you feel about PDA? (Public Display of Affection)
7- What are your thoughts on religion? Is there an afterlife?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you read them together?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you watch it? What is your favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What was the longest? What was the shortest?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What is your view on sex? Meaning, When/Where/ How often/
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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)
31- If given a chance to be immortal, would you take it? Why?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
92~ Have you ever had or have an STD? How many? What was it?
If you say it, I will stop, and we can talk about it when you are ready.
47~ What would be your dream job and why?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What is your favorite position? Why?
5~ When you first started having sex, was it what you thought it would be?
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?
9- What’s your favorite season and why? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
61~ How willing would you be to try new sexual positions?
How many times do you think you have “made love”?
13- How about having a certain hair cut/style?
42~ What’s your biggest regret in life?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
51~ What tends to bring a smile to your face?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** Deal Breaker Questions ***
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,
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
38~ Share your most embarrassing sexual memory?
7-What do I do in bed that drives you wild? How about, what turns you off?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
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?
40~ What’s the weirdest place you’ve ever had sex?
15- What's your favorite saying? What word or phrase is your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
The Ice Breaker Questions
36~ What is your favorite time of day to have sex/make love?
10~ How many dates are necessary before you to have sex with someone?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Get this wrong and this could mean the end… :-) some funny, some not…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
If YES, was it with 2 men or 2 women? Did you enjoy it?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Model/Photographer Police/Criminal
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
*** Random Questions ***
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
30~ What's something unexpected that turns you on?
Master/Slave Boss/Maid
11- What's your favorite restaurant? What’s your least favorite?
62~ Have you used adult toys?
80~ Share your top three fantasies/desires. (Be detailed) 😊
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
18~ Who/when was your first “crush”?
20- What’s your favorite candy? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
34~ Do you like the lights on or off during sex?
4- For a pet, Cat, dog or other?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Have you ever? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
13- What’s your favorite drink? What’s your least favorite?
23- What is your dream job? What was it as a child?
82~ Do you have any fantasies involving Role-Playing?