What is the most interesting question you can ask to get to know someone?
14.06.2025 01:22

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