What is the most interesting question you can ask to get to know someone?
11.06.2025 07:31
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
64~ When was your very first orgasm? When was your first from having 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?
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…
28~ What are some things that turn on? What is your biggest turn on?
Any that are a turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
17- What’s your favorite holiday? What’s your least favorite?
What is the meanest thing your husband has said to you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
21~ What was the best date you ever went on? What has been the worst?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
In your humble opinion, why does the narcissist mistake kindness for weakness in some people?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What have you learned about me that was new and/or surprising?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
The Dogs of Chernobyl Are Experiencing Rapid Evolution, Study Suggests - MSN
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
10~ How many dates are necessary before you to have sex with someone?
*** Questions About Me ***
The European Central Bank is almost guaranteed to cut rates. Here's what could happen next - CNBC
20- What’s your favorite candy? What’s your least favorite?
Doctor/Nurse Stripper/Client
What would you say to prove to yourself that it was really you?
Why can't we send flat Earthers to space and show them the shape of Earth?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What’s your favorite smell? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Resident Evil 9, Requiem, Announced At Summer Game Fest With Trailer And Release Date - GameSpot
70~ Would/do you have/like anal sex?
26~ What side of the bed do you sleep on?
*** Random Questions ***
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…
34~ Do you like the lights on or off during sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
9- If you could have three wishes, what would they be? Why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
49~ How many times have you been married? Why did they end?
How old are you? Male or Female?
19- Do/have you smoked? What do you prefer? How often?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What do you dislike about me? I asked you to be 100% honest.
Would you mind if your partner watched it? How about together vs alone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
13- What’s your favorite drink? What’s your least favorite?
What is your favorite position? 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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
(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…)
Prisoner/Prison Guard Landlord/Tenant
3- What Superhero or Superpower would you want to be/have?
Would /have you ever given your partner a lap dance and Striptease?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** What’s Your Favorite…? ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If you win, what will you make them do?
1- What was your first impression of me? Has it changed?
If you say it, I will stop, and we can talk about it when you are ready.
50~ How many children do you have? What are their ages?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
67~ Do you like it when your partner moans and/or is vocal during sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
4- For a pet, Cat, dog or other?
51~ What tends to bring a smile to your face?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5~ When you first started having sex, was it what you thought it would be?
Nurse/Patient Celebrity/Fan
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
2- What’s your favorite color? Do you a least favorite?
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)
52~ What are your hobbies?
37- Do you like your name? If you could change it, what would you change it too?
What was the longest? What was the shortest?
That one or two things that made you go hmmmm, OMG or wow!
48~ Do you have any siblings? Are you close to your family?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
*** Deal Breaker Questions ***
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
12- What’s your favorite food? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Have you ever? Care to Share?
12- What is the weirdest thing you've ever eaten?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What’s your favorite animal? Do you a least favorite?
10- What is your favorite family tradition? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? 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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Model/Photographer Police/Criminal
92~ Everyone needs a “safe” word. What is yours?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
13- How about having a certain hair cut/style?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
29- How superstitious are you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
71~ Would you give your partner a hand or foot job? Would you receive one?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
Get this wrong and this could mean the end… :-) some funny, some not…
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
I would allow you to do it… What would you do to me?
36- Do you play video games? What is your favorite? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
13~ Is there a difference between, making love, having sex, and fucking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
84~ How do you feel about reading/listening to adult stories?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you think this brought you closer together?
*** Questions about Relationships/Past ***
30~ What's something unexpected that turns you on?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
32- What's your greatest talent? Can I see it right now?
15~ Have you ever been “in love”? Who? Care to Share?
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?
33- If you could visit any time period, when would you pick? Please explain why?
27- What was/ is nickname? Does it have a meaning behind it?
28- What are some things that people do that irritate you?
Can you Deep Throat? Do you like the taste of yourself?
83~ How do you feel about Porn?
Repairman/Lonely Wife Virgin/Experienced
15- What's your favorite saying? What word or phrase is your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
Please share Did you stop?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
19~ Who/when was your first “heartbreak”?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Escort/Client Job Applicant/Hiring Manager
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,
25~ How do you feel about PDA? (Public Display of Affection)
18- How often do you drink alcohol? What is your favorite drink?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
89~ Do you like taking showers together?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Teacher/Student Stranger/One Night Stand
8- What are your thoughts on politics?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Do you have a favorite? Is it ok if your partner does?
19- What’s your favorite fairytale? What’s your least favorite?
18~ Who/when was your first “crush”?
1~ How old were you when you had your first kiss? Who? Care to Share?
Nothing too Serious
Would you do it again, and would you rather 2 females or 2 males?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
What have you learned about yourself that you did not before this?
47~ What would be your dream job and why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
29~ What are some things that turn you off? What is your biggest turn off?
22- What is your favorite childhood memory? What is your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
81~ Do you have any kinks and/or fetishes?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
36~ What is your favorite time of day to have sex/make love?
* Give a rating for each one (0-100)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
11- What's your favorite restaurant? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
7- What if a person smells a certain way? 8- How about smoking?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Would you ever want to be woken up with oral and/or intercourse?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How many times do you think you have “made love”?
65~ Describe the best orgasm you’ve ever had? Care to share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
22- Do you have any birth marks? How about scars? Care to share how you got them?
13- What is the craziest/scariest thing you've ever done?
What is your view on sex? Meaning, When/Where/ How often/
44~ Care to share something about yourself that no one else knows about you?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How many partners have you had oral sex with? Who? Care to Share?
The Ice Breaker Questions
Does the thought excite you? 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.
7- What are your thoughts on religion? Is there an afterlife?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
17- Have you ever done drugs? Which ones? How often?
21- What's your favorite way to spend a weekend or time off?
If yes, what?
9- What’s your favorite season and why? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
If NO, would you ever have one? Would it be with 2 men or 2 women?
82~ Do you have any fantasies involving Role-Playing?
61~ How willing would you be to try new sexual positions?
33- Beach or Mountains? Or is there another place to like better?
42~ What’s your biggest regret in life?
11- List at least 5 things on your bucket list. Have you done any of them already?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
48~ Have you ever paid or been paid for sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would you allow me to clean every part of your body with my soapy hands and fingers?
62~ Have you used adult toys?
How about if they talk dirty and/or call you names?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
52~ Are you willing to make “those types” of bets with your partner?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Master/Slave Boss/Maid
14- What's your favorite dessert? 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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
31- If given a chance to be immortal, would you take it? Why?
40~ What’s the weirdest place you’ve ever had sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Over time has your thoughts on sex changed?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
53~ How much can you tell me about the one thing you are most passionate about?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you like it when they show and tell you what they want?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Family Relation Age Play
How well do you know me? And some of your thoughts about me
11- How about if they like a certain sports team? 12-How about drinking too much?
10- List 5 of your top pet peeves.
Do you watch it? What is your favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you read them together?
What is your favorite toy? Ever wanted to try a specific toy?
76~ Have you had a threesome? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Do you like the “69” position? Do you prefer to be on top or bottom?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
92~ Have you ever had or have an STD? How many? What was it?
39~ What are your love languages?
23- What is your dream job? What was it as a child?
You know that I will be 100% truthful, so ask.
51~ Are you willing to play adult games with your partner?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Any that are a turn off?