What is the most interesting question you can ask to get to know someone?
08.06.2025 00:05

Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Any that are a turn off?
17- Have you ever done drugs? Which ones? How often?
Escort/Client Job Applicant/Hiring Manager
5~ When you first started having sex, was it what you thought it would be?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Is the Philippines PH a poor 3rd world or 4th world country forever and forever?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
*** Questions about Relationships/Past ***
19- Do/have you smoked? What do you prefer? How often?
How can we understand the mind of a Trump supporter?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** Random Questions ***
89~ Do you like taking showers together?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
How old are you? Male or Female?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Man accused of writing Trump assassination letters was framed, officials say - BBC
Do you have a favorite? Is it ok if your partner does?
19- What’s your favorite fairytale? What’s your least favorite?
Do you like it when they show and tell you what they want?
As a guy, how do you know you if you are considered attractive?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
7- What are your thoughts on religion? Is there an afterlife?
If YES, was it with 2 men or 2 women? Did you enjoy it?
UNC Falls to Oklahoma, Setting Up Winner-Take-All Finale in Regional - 247Sports
37- Do you like your name? If you could change it, what would you change it too?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
The #1 Friday Habit You Should Start to Lose Visceral Fat, According to Dietitians - EatingWell
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you read them together?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Why do women have sex with dogs?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
28- What are some things that people do that irritate you?
31- If given a chance to be immortal, would you take it? Why?
Clair Obscur: Expedition 33 Developer "Wants To" Add One Of Its Most Requested Features - TheGamer
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
65~ Describe the best orgasm you’ve ever had? Care to share?
Nintendo Switch 2 passes JerryRigEverything durability test with one major flaw - Dexerto
Repairman/Lonely Wife Virgin/Experienced
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
(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…)
Steelers TE wants no part of Jonnu Smith trade - Behind the Steel Curtain
49~ How many times have you been married? Why did they end?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
'Orthorexia' Is More And More Common. Here's What You Should Know About It. - HuffPost
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What have you learned about me that was new and/or surprising?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
40~ What’s the weirdest place you’ve ever had sex?
* Give a rating for each one (0-100)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
32- What's your greatest talent? Can I see it right now?
80~ Share your top three fantasies/desires. (Be detailed) 😊
36- Do you play video games? What is your favorite? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Would you mind if your partner watched it? How about together vs alone?
If you win, what will you make them do?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
28~ What are some things that turn on? What is your biggest turn on?
Does the thought excite you? Care to share?
8- What are your thoughts on politics?
Would you do it again, and would you rather 2 females or 2 males?
3- Should Pluto still be considered a planet? 4- How about smoking?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
47~ What would be your dream job and why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- Is there something you’ve always wanted to ask me but you’re afraid?
*** Questions About Me ***
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 well do you know me? And some of your thoughts about me
*** What’s Your Favorite…? ***
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
Family Relation Age Play
17- What’s your favorite holiday? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
33- If you could visit any time period, when would you pick? Please explain why?
The Ice Breaker Questions
7-What do I do in bed that drives you wild? How about, what turns you off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
42~ What’s your biggest regret in life?
How about if they talk dirty and/or call you names?
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?
15~ Have you ever been “in love”? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Nurse/Patient Celebrity/Fan
Master/Slave Boss/Maid
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)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
48~ Have you ever paid or been paid for sex?
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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Any that are a turn off?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Model/Photographer Police/Criminal
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
12- What’s your favorite food? What’s your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How many times do you think you have “made love”?
7- What if a person smells a certain way? 8- How about smoking?
3- What’s your favorite smell? 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,
21~ What was the best date you ever went on? What has been the worst?
51~ What tends to bring a smile to your face?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What was the longest? What was the shortest?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
10- List 5 of your top pet peeves.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
48~ Do you have any siblings? Are you close to your family?
*** Deal Breaker Questions ***
Prisoner/Prison Guard Landlord/Tenant
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ Are you willing to make “those types” of bets with your partner?
30~ What's something unexpected that turns you on?
Have you ever? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
9- What’s your favorite season and why? What’s your least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
That one or two things that made you go hmmmm, OMG or wow!
Do you think this brought you closer together?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
3- What Superhero or Superpower would you want to be/have?
1- What was your first impression of me? Has it changed?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
51~ Are you willing to play adult games with your partner?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
18- How often do you drink alcohol? What is your favorite drink?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
84~ How do you feel about reading/listening to adult stories?
What would you say to prove to yourself that it was really you?
70~ Would/do you have/like anal sex?
11- What's your favorite restaurant? What’s your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Doctor/Nurse Stripper/Client
If you say it, I will stop, and we can talk about it when you are ready.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
34~ Do you like the lights on or off during sex?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
You know that I will be 100% truthful, so ask.
15- What bad habit do you wish you could quit? Do you have any addictions?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What is your favorite toy? Ever wanted to try a specific toy?
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?
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?
Please share Did you stop?
18~ Who/when was your first “crush”?
33- Beach or Mountains? Or is there another place to like better?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you watch it? What is your favorite?
9~ How many times over your lifetime do you think you have had sex so far?
13- What’s your favorite drink? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Nothing too Serious
83~ How do you feel about Porn?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
39~ What are your love languages?
23- What is your dream job? What was it as a child?
13- What is the craziest/scariest thing you've ever done?
12- What is the weirdest thing you've ever eaten?
Would you ever want to be woken up with oral and/or intercourse?
11- How about if they like a certain sports team? 12-How about drinking too much?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What is your view on sex? Meaning, When/Where/ How often/
What have you learned about yourself that you did not before this?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
92~ Have you ever had or have an STD? How many? What was it?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
If yes, what?
20- What’s your favorite candy? What’s your least favorite?
29- How superstitious are you?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
19~ Who/when was your first “heartbreak”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
5- Have you ever been hypnotized? Would you allow yourself to be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
22- What is your favorite childhood memory? What is your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
1- What’s your favorite animal? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
2- What’s your favorite color? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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…
26~ What side of the bed do you sleep on?
67~ Do you like it when your partner moans and/or is vocal during sex?
38~ Share your most embarrassing sexual memory?
Get this wrong and this could mean the end… :-) some funny, some not…
4- For a pet, Cat, dog or other?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
I would allow you to do it… What would you do to me?
21- What's your favorite way to spend a weekend or time off?
9- If you could have three wishes, what would they be? Why?
14- What's your favorite dessert? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What do you dislike about me? I asked you to be 100% honest.
81~ Do you have any kinks and/or fetishes?
13- How about having a certain hair cut/style?
52~ What are your hobbies?
29~ What are some things that turn you off? What is your biggest turn off?
10- What is your favorite family tradition? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
62~ Have you used adult toys?
82~ Do you have any fantasies involving Role-Playing?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
34- Ever been to a concert? What was your favorite? Who would you like to see?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What is your favorite position? Why?
Would /have you ever given your partner a lap dance and Striptease?
Teacher/Student Stranger/One Night Stand
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
How many partners have you had oral sex with? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Over time has your thoughts on sex changed?
8- What's your favorite flavor of ice cream? Do you a least favorite?
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…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
36~ What is your favorite time of day to have sex/make love?
Can you Deep Throat? Do you like the taste of yourself?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
13~ Is there a difference between, making love, having sex, and fucking?
14- What is an embarrassing moment in your life? How about your most embarrassing?
25~ How do you feel about PDA? (Public Display of Affection)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?