What is the most interesting question you can ask to get to know someone?
13.06.2025 03:22
Any that are a turn off?
14- What is an embarrassing moment in your life? How about your most embarrassing?
15~ Have you ever been “in love”? Who? Care to Share?
Nurse/Patient Celebrity/Fan
25~ How do you feel about PDA? (Public Display of Affection)
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?
Would you ever want to be woken up with oral and/or intercourse?
Doctor/Nurse Stripper/Client
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Checkers Sweep Laval to Earn Trip to Calder Cup Finals - Charlotte Checkers Hockey
7- What are your thoughts on religion? Is there an afterlife?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** Random Questions ***
The dancing monk: Why mature people don’t chase total control - Big Think
Do you think this brought you closer together?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How many times do you think you have “made love”?
Would /have you ever given your partner a lap dance and Striptease?
42~ What’s your biggest regret in life?
Practice Report (6/9): Notes from the sideline - New York Giants
52~ What are your hobbies?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
19- What’s your favorite fairytale? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
83~ How do you feel about Porn?
What have you learned about yourself that you did not before this?
Why has my ex moved on so fast after years of being together with me?
65~ Describe the best orgasm you’ve ever had? Care to share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Does the thought excite you? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you like the “69” position? Do you prefer to be on top or bottom?
Why do you think it is bad to allow people to self-identify as a different gender?
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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…
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Why do atheists want to see God so badly?
31- If given a chance to be immortal, would you take it? Why?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
32- What's your greatest talent? Can I see it right now?
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?
89~ Do you like taking showers together?
Should you track your blood sugar with a continuous glucose monitor? - NPR
Repairman/Lonely Wife Virgin/Experienced
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
51~ Are you willing to play adult games with your partner?
What are the reasons why am I so tired before my period?
Model/Photographer Police/Criminal
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Please share Did you stop?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you do it again, and would you rather 2 females or 2 males?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
11- What's your favorite restaurant? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
13- What’s your favorite drink? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
14- What's your favorite dessert? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
47~ What would be your dream job and why?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
51~ What tends to bring a smile to your face?
What is your favorite toy? Ever wanted to try a specific toy?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
If you say it, I will stop, and we can talk about it when you are ready.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
13~ Is there a difference between, making love, having sex, and fucking?
How old are you? Male or Female?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13- How about having a certain hair cut/style?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Master/Slave Boss/Maid
Over time has your thoughts on sex changed?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
12- What is the weirdest thing you've ever eaten?
33- If you could visit any time period, when would you pick? Please explain why?
3- What’s your favorite smell? Do you a least favorite?
49~ How many times have you been married? Why did they end?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Escort/Client Job Applicant/Hiring Manager
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13- What is the craziest/scariest thing you've ever done?
67~ Do you like it when your partner moans and/or is vocal during sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
48~ Do you have any siblings? Are you close to your family?
52~ Are you willing to make “those types” of bets with your partner?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
*** Deal Breaker Questions ***
15- What bad habit do you wish you could quit? Do you have any addictions?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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,
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
12- What’s your favorite food? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
30~ What's something unexpected that turns you on?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
(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…)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
You know that I will be 100% truthful, so ask.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Have you ever? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
36~ What is your favorite time of day to have sex/make love?
9~ How many times over your lifetime do you think you have had sex so far?
Do you watch it? What is your favorite?
81~ Do you have any kinks and/or fetishes?
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
44~ Care to share something about yourself that no one else knows about you?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- Do you have any birth marks? How about scars? Care to share how you got them?
Will you cheat again? How can, you be sure? Define what cheating is to you.
1- What was your first impression of me? Has it changed?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Prisoner/Prison Guard Landlord/Tenant
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How about if they talk dirty and/or call you names?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
76~ Have you had a threesome? Care to Share?
*** Questions About Me ***
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- What is your favorite family tradition? What’s your least favorite?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Everyone needs a “safe” word. What is yours?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
34- Ever been to a concert? What was your favorite? Who would you like to see?
The Ice Breaker Questions
26~ What side of the bed do you sleep on?
40~ What’s the weirdest place you’ve ever had sex?
Nothing too Serious
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Get this wrong and this could mean the end… :-) some funny, some not…
2- What’s your favorite color? 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
29- How superstitious are you?
48~ Have you ever paid or been paid for sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16~ Do you believe in “soulmates”? Have you found yours? Who? 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…
10- List 5 of your top pet peeves.
3- Should Pluto still be considered a planet? 4- How about smoking?
9- If you could have three wishes, what would they be? Why?
9- What’s your favorite season and why? What’s your least favorite?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your favorite position? Why?
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would you read them together?
18~ Who/when was your first “crush”?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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)
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What would you say to prove to yourself that it was really you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you like it when they show and tell you what they want?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
28- What are some things that people do that irritate you?
How well do you know me? And some of your thoughts about me
5~ When you first started having sex, was it what you thought it would be?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
38~ Share your most embarrassing sexual memory?
7- What if a person smells a certain way? 8- How about smoking?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
I would allow you to do it… What would you do to me?
62~ Have you used adult toys?
7-What do I do in bed that drives you wild? How about, what turns you off?
17- What’s your favorite holiday? What’s your least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
39~ What are your love languages?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What Superhero or Superpower would you want to be/have?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
22- What is your favorite childhood memory? What is your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
19~ Who/when was your first “heartbreak”?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you have a favorite? Is it ok if your partner does?
37- Do you like your name? If you could change it, what would you change it too?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
4- For a pet, Cat, dog or other?
*** What’s Your Favorite…? ***
What is your view on sex? Meaning, When/Where/ How often/
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
* Give a rating for each one (0-100)
20- What’s your favorite candy? What’s your 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?
What do you dislike about me? I asked you to be 100% honest.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
92~ Have you ever had or have an STD? How many? What was it?
18- How often do you drink alcohol? What is your favorite drink?
1~ How old were you when you had your first kiss? Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
17- Have you ever done drugs? Which ones? How often?
82~ Do you have any fantasies involving Role-Playing?
What was the longest? What was the shortest?
8- What are your thoughts on politics?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
23- What is your dream job? What was it as a child?
70~ Would/do you have/like anal sex?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Teacher/Student Stranger/One Night Stand
61~ How willing would you be to try new sexual positions?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
If yes, what?
6- Do you have dreams? Can you remember them? What do you usually dream about?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Questions about Relationships/Past ***
50~ How many children do you have? What are their ages?
53~ How much can you tell me about the one thing you are most passionate about?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
11- List at least 5 things on your bucket list. Have you done any of them already?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you win, what will you make them do?
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?
What have you learned about me that was new and/or surprising?
33- Beach or Mountains? Or is there another place to like better?
11- How about if they like a certain sports team? 12-How about drinking too much?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
29~ What are some things that turn you off? What is your biggest turn off?
That one or two things that made you go hmmmm, OMG or wow!
Would you mind if your partner watched it? How about together vs alone?
45~ How do you feel about me blindfolding you? How about blindfolding me?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
34~ Do you like the lights on or off during sex?