What is the most interesting question you can ask to get to know someone?
08.06.2025 08:50
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
8- What's your favorite flavor of ice cream? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
New research links changes in walking patterns to early Alzheimer’s - The Brighter Side of News
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
51~ Are you willing to play adult games with your partner?
48~ Do you have any siblings? Are you close to your family?
BOJ braces for higher interest rates with provisions boost - Nikkei Asia
20- What’s your favorite candy? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
Nvidia tops Microsoft, regains most valuable company title for first time since January - CNBC
If you win, what will you make them do?
65~ Describe the best orgasm you’ve ever had? Care to share?
31- If given a chance to be immortal, would you take it? Why?
Trump travel ban rattles immigrant communities across U.S. - The Washington Post
3- What was the most surprising thing you’ve learned about me throughout our relationship?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If yes, what?
* Give a rating for each one (0-100)
12- What’s your favorite food? What’s your least favorite?
22- What is your favorite childhood memory? What is your least favorite?
When a narcissist mad at their new supply, do they take it out on the old supply?
6- Do you have dreams? Can you remember them? What do you usually dream about?
23- What is your dream job? What was it as a child?
52~ Are you willing to make “those types” of bets with your partner?
Knight, Nurse among unprotected in PWHL expansion - theScore.com
82~ Do you have any fantasies involving Role-Playing?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
83~ How do you feel about Porn?
Why do unattractive men assume that a pretty woman like me want them?
25~ How do you feel about PDA? (Public Display of Affection)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
47~ What would be your dream job and why?
'Orthorexia' Is More And More Common. Here's What You Should Know About It. - HuffPost
Please share Did you stop?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Can you Deep Throat? Do you like the taste of yourself?
Stock futures inch lower to kick off start of the new trading month: Live updates - CNBC
Would you allow me to clean every part of your body with my soapy hands and fingers?
10~ How many dates are necessary before you to have sex with someone?
Does the thought excite you? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
How old are you? Male or Female?
Over time has your thoughts on sex changed?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What is your view on sex? Meaning, When/Where/ How often/
Do you think this brought you closer together?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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,
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Would you do it again, and would you rather 2 females or 2 males?
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…
49~ How many times have you been married? Why did they end?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What have you learned about me that was new and/or surprising?
39~ What are your love languages?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
71~ Would you give your partner a hand or foot job? Would you receive one?
If NO, would you ever have one? Would it be with 2 men or 2 women?
11- How about if they like a certain sports team? 12-How about drinking too much?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
54~ Would you ever go skinny dipping 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)
9~ How many times over your lifetime do you think you have had sex so far?
13- What is the craziest/scariest thing you've ever done?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
* 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?
52~ What are your hobbies?
Do you like the “69” position? Do you prefer to be on top or bottom?
92~ Everyone needs a “safe” word. What is yours?
11~ Have you ever been caught by your parents or children or others while having sex?
*** Questions About Me ***
Would you ever want to be woken up with oral and/or intercourse?
11- What's your favorite restaurant? What’s your least favorite?
*** What’s Your Favorite…? ***
15~ Have you ever been “in love”? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
How about if they talk dirty and/or call you names?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13- What’s your favorite drink? What’s your least favorite?
1~ How old were you when you had your first kiss? 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?
Is it ok for a man to perform oral sex after he has ejaculated inside of 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?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
11- List at least 5 things on your bucket list. Have you done any of them already?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Family Relation Age Play
5- Have you ever been hypnotized? Would you allow yourself to be?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
40~ What’s the weirdest place you’ve ever had sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26~ What side of the bed do you sleep on?
Would /have you ever given your partner a lap dance and Striptease?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
*** Questions about Relationships/Past ***
30~ What's something unexpected that turns you on?
81~ Do you have any kinks and/or fetishes?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
61~ How willing would you be to try new sexual positions?
How many times do you think you have “made love”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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…
Do you have a favorite? Is it ok if your partner does?
3- Should Pluto still be considered a planet? 4- How about smoking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
7-What do I do in bed that drives you wild? How about, what turns you off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
48~ Have you ever paid or been paid for sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
50~ How many children do you have? What are their ages?
51~ What tends to bring a smile to your face?
Repairman/Lonely Wife Virgin/Experienced
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5~ When you first started having sex, was it what you thought it would be?
How well do you know me? And some of your thoughts about me
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
36~ What is your favorite time of day to have sex/make love?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
89~ Do you like taking showers together?
Do you watch it? What is your favorite?
Any that are a turn off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
19~ Who/when was your first “heartbreak”?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
13- How about having a certain hair cut/style?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
45~ How do you feel about me blindfolding you? How about blindfolding me?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
1- What’s your favorite animal? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Nothing too Serious
44~ Care to share something about yourself that no one else knows about you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
34~ Do you like the lights on or off during sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How many partners have you had oral sex with? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Any that are a turn off?
(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…)
That one or two things that made you go hmmmm, OMG or wow!
Will you cheat again? How can, you be sure? Define what cheating is to you.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
76~ Have you had a threesome? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
1- What was your first impression of me? Has it changed?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
You know that I will be 100% truthful, so ask.
70~ Would/do you have/like anal sex?
17- What’s your favorite holiday? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
21~ What was the best date you ever went on? What has been the worst?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Would you read them together?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Nurse/Patient Celebrity/Fan
8- What are your thoughts on politics?
37- Do you like your name? If you could change it, what would you change it too?
Escort/Client Job Applicant/Hiring Manager
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
If you say it, I will stop, and we can talk about it when you are ready.
28- What are some things that people do that irritate you?
42~ What’s your biggest regret in life?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
10- List 5 of your top pet peeves.
29~ What are some things that turn you off? What is your biggest turn off?
92~ Have you ever had or have an STD? How many? What was it?
12- What is the weirdest thing you've ever eaten?
38~ Share your most embarrassing sexual memory?
If YES, was it with 2 men or 2 women? Did you enjoy it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
17- Have you ever done drugs? Which ones? How often?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
I would allow you to do it… What would you do to me?
29- How superstitious are you?
Do you like it when they show and tell you what they want?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Deal Breaker Questions ***
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)
Have you ever? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
13~ Is there a difference between, making love, having sex, and fucking?
*** Random Questions ***
Would you mind if your partner watched it? How about together vs alone?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
21- What's your favorite way to spend a weekend or time off?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
15- What's your favorite saying? What word or phrase is your least favorite?
19- Do/have you smoked? What do you prefer? How often?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Model/Photographer Police/Criminal
Do you shave/trim your pubic hair? For you guys do you shave your balls?
62~ Have you used adult toys?
What is your favorite position? Why?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
18~ Who/when was your first “crush”?
14- What's your favorite dessert? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
18- How often do you drink alcohol? What is your favorite drink?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
7- What are your thoughts on religion? Is there an afterlife?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
27- What was/ is nickname? Does it have a meaning behind it?
What was the longest? What was the shortest?
What have you learned about yourself that you did not before this?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
2- What’s your favorite color? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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?
7- What if a person smells a certain way? 8- How about smoking?
Teacher/Student Stranger/One Night Stand
What would you say to prove to yourself that it was really you?
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?
3- What Superhero or Superpower would you want to be/have?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- What is your favorite family tradition? What’s your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Doctor/Nurse Stripper/Client
33- Beach or Mountains? Or is there another place to like better?
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?
The Ice Breaker Questions
22- Do you have any birth marks? How about scars? Care to share how you got them?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Prisoner/Prison Guard Landlord/Tenant
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Master/Slave Boss/Maid
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?