What is the most interesting question you can ask to get to know someone?
10.06.2025 05:36

How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
10- List 5 of your top pet peeves.
Do you like it when they show and tell you what they want?
Witcher 4 Coming To State Of Unreal Event Tomorrow, Here's How To Watch - GameSpot
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What is your favorite toy? Ever wanted to try a specific toy?
Trump proclamation seeks to restrict international students from Harvard - The Washington Post
Would /have you ever given your partner a lap dance and Striptease?
27- What was/ is nickname? Does it have a meaning behind it?
* Give a rating for each one (0-100)
Why do older people have a hard time using technology?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Questions about Relationships/Past ***
Do you like the “69” position? Do you prefer to be on top or bottom?
Model/Photographer Police/Criminal
If you win, what will you make them do?
*** Random Questions ***
Live From: 125th U.S. Open Championship Final Qualifying - Metropolitan Golf Association
Get this wrong and this could mean the end… :-) some funny, some not…
What’s the longest time you gone without having sex, after, having it? How much time between the others?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
According to Trump, Ukraine started the war. Why?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
How do flat Earthers explain the existence of other spherical planets?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
30~ What's something unexpected that turns you on?
Fans slam Gearbox CEO Randy Pitchford's message to "cost sensitive" fans - Eurogamer
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9- What’s your favorite season and why? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Turning the Red Planet green? It's time to take terraforming Mars seriously, scientists say - Space
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
How did you respond to, "Why do you love me"?
44~ Care to share something about yourself that no one else knows about you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
28~ What are some things that turn on? What is your biggest turn on?
What are your best funny dating stories?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How many times do you think you have “made love”?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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 yourself that you did not before this?
What have you learned about me that was new and/or surprising?
Do you think this brought you closer together?
12- What’s your favorite food? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
51~ What tends to bring a smile to your face?
Please share Did you stop?
17- Have you ever done drugs? Which ones? How often?
33- If you could visit any time period, when would you pick? Please explain why?
52~ What are your hobbies?
1- What was your first impression of me? Has it changed?
Would you allow me to clean every part of your body with my soapy hands and fingers?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** What’s Your Favorite…? ***
That one or two things that made you go hmmmm, OMG or wow!
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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,
13- What’s your favorite drink? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
26~ What side of the bed do you sleep on?
What is your view on sex? Meaning, When/Where/ How often/
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
67~ Do you like it when your partner moans and/or is vocal during sex?
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?
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…
20- What’s your favorite candy? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Teacher/Student Stranger/One Night Stand
13- What is the craziest/scariest thing you've ever done?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
36- Do you play video games? What is your favorite? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
(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…)
22- What is your favorite childhood memory? What is your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
48~ Have you ever paid or been paid for sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
10- What is your favorite family tradition? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
65~ Describe the best orgasm you’ve ever had? Care to share?
21~ What was the best date you ever went on? What has been the worst?
23- What is your dream job? What was it as a child?
6- Do you have dreams? Can you remember them? What do you usually dream about?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13~ Is there a difference between, making love, having sex, and fucking?
47~ What would be your dream job and why?
10~ How many dates are necessary before you to have sex with someone?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
25~ How do you feel about PDA? (Public Display of Affection)
Would you mind if your partner watched it? How about together vs alone?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
39~ What are your love languages?
61~ How willing would you be to try new sexual positions?
9- If you could have three wishes, what would they be? Why?
31- If given a chance to be immortal, would you take it? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
53~ How much can you tell me about the one thing you are most passionate about?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
36~ What is your favorite time of day to have sex/make love?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Over time has your thoughts on sex changed?
2- What’s your favorite color? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
29- How superstitious are you?
If yes, what?
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?
*** Deal Breaker Questions ***
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Escort/Client Job Applicant/Hiring Manager
8- What's your favorite flavor of ice cream? Do you a least favorite?
70~ Would/do you have/like anal sex?
Nurse/Patient Celebrity/Fan
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
15~ Have you ever been “in love”? Who? Care to Share?
3- What Superhero or Superpower would you want to be/have?
49~ How many times have you been married? Why did they end?
1- What’s your favorite animal? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
38~ Share your most embarrassing sexual memory?
60~ How important is oral sex? Do you like receiving? Do you like giving?
83~ How do you feel about Porn?
Family Relation Age Play
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
92~ Everyone needs a “safe” word. What is yours?
What was the longest? What was the shortest?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
14- What's your favorite dessert? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
9~ How many times over your lifetime do you think you have had sex so far?
Repairman/Lonely Wife Virgin/Experienced
Would you do it again, and would you rather 2 females or 2 males?
33- Beach or Mountains? Or is there another place to like better?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- What's your favorite restaurant? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How old are you? Male or Female?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Prisoner/Prison Guard Landlord/Tenant
Master/Slave Boss/Maid
4- For a pet, Cat, dog or other?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Any that are a turn off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
28- What are some things that people do that irritate you?
15- What's your favorite saying? What word or phrase is your least favorite?
What is your favorite position? Why?
What do you dislike about me? I asked you to be 100% honest.
18- How often do you drink alcohol? What is your favorite drink?
3- Should Pluto still be considered a planet? 4- How about smoking?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
81~ Do you have any kinks and/or fetishes?
7- What are your thoughts on religion? Is there an afterlife?
12- What is the weirdest thing you've ever eaten?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
82~ Do you have any fantasies involving Role-Playing?
*** Questions About Me ***
7-What do I do in bed that drives you wild? How about, what turns you off?
Does the thought excite you? Care to share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would you read them together?
15- What bad habit do you wish you could quit? Do you have any addictions?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
50~ How many children do you have? What are their ages?
71~ Would you give your partner a hand or foot job? Would you receive one?
How about if they talk dirty and/or call you names?
What would you say to prove to yourself that it was really you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Nothing too Serious
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
If you say it, I will stop, and we can talk about it when you are ready.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
18~ Who/when was your first “crush”?
52~ Are you willing to make “those types” of bets with your partner?
89~ Do you like taking showers together?
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?
7- What if a person smells a certain way? 8- How about smoking?
17- What’s your favorite holiday? What’s your least favorite?
34~ Do you like the lights on or off during 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…
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
51~ Are you willing to play adult games with your partner?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
The Ice Breaker Questions
Would you ever want to be woken up with oral and/or intercourse?
21- Do you have any piercings? 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.?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- How about having a certain hair cut/style?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
How well do you know me? And some of your thoughts about me
37- Do you like your name? If you could change it, what would you change it too?
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?
92~ Have you ever had or have an STD? How many? What was it?
How many partners have you had oral sex with? Who? Care to Share?
62~ Have you used adult toys?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
42~ What’s your biggest regret in life?
21- What's your favorite way to spend a weekend or time off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you have a favorite? Is it ok if your partner does?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
11- How about if they like a certain sports team? 12-How about drinking too much?
You know that I will be 100% truthful, so ask.
Doctor/Nurse Stripper/Client
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8- What are your thoughts on politics?
Have you ever? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
I would allow you to do it… What would you do to me?
80~ Share your top three fantasies/desires. (Be detailed) 😊
11- List at least 5 things on your bucket list. Have you done any of them already?
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)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Do you watch it? What is your favorite?
48~ Do you have any siblings? Are you close to your family?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
3- What’s your favorite smell? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5~ When you first started having sex, was it what you thought it would be?