What is the most interesting question you can ask to get to know someone?
11.06.2025 03:09

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