What is the most interesting question you can ask to get to know someone?
09.06.2025 02:42
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Teacher/Student Stranger/One Night Stand
Would you do it again, and would you rather 2 females or 2 males?
62~ Have you used adult toys?
22- What is your favorite childhood memory? What is your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is the meanest thing your husband has said to you?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you ever want to be woken up with oral and/or intercourse?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Mario Kart World tech analysis, including frame rate and resolution - Nintendo Everything
31- If given a chance to be immortal, would you take it? Why?
How many partners have you had oral sex with? Who? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
Why does cocaine makes me want to dress up and get fuck
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
15- What's your favorite saying? What word or phrase is your least favorite?
If yes, what?
Research roundup: Ping-pong bots, the genetic key for ginger cats, and more - Ars Technica
51~ Are you willing to play adult games with your partner?
18~ Who/when was your first “crush”?
7- What if a person smells a certain way? 8- How about smoking?
Self-learning neural network cracks iconic black holes - Phys.org
3- What was the most surprising thing you’ve learned about me throughout our relationship?
36- Do you play video games? What is your favorite? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
Backstage Report On WWE Raw Talent Being Discussed For Worlds Collide Appearance - Wrestling Inc.
21~ What was the best date you ever went on? What has been the worst?
26~ What side of the bed do you sleep on?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Los Angeles Area Emmy Awards Nominations Revealed - Deadline
What is your favorite position? Why?
What is your favorite toy? Ever wanted to try a specific toy?
9- If you could have three wishes, what would they be? Why?
Why are white women not interested in dating Asian men? Are they not attractive to you at all?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
What is the best way to get over your ex?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Any that are a turn off?
3- Should Pluto still be considered a planet? 4- How about smoking?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
23- What is your dream job? What was it as a child?
10- What is your favorite family tradition? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
92~ Have you ever had or have an STD? How many? What was it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
Any that are a turn off?
71~ Would you give your partner a hand or foot job? Would you receive one?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
11~ Have you ever been caught by your parents or children or others while having sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Would you read them together?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What have you learned about yourself that you did not before this?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
50~ How many children do you have? What are their ages?
How well do you know me? And some of your thoughts about me
27- What was/ is nickname? Does it have a meaning behind it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Nurse/Patient Celebrity/Fan
38~ Share your most embarrassing sexual memory?
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?
29~ What are some things that turn you off? What is your biggest turn off?
52~ What are your hobbies?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How many times do you think you have “made love”?
33- Beach or Mountains? Or is there another place to like better?
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?
Would you mind if your partner watched it? How about together vs alone?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
21- What's your favorite way to spend a weekend or time off?
10- List 5 of your top pet peeves.
Does the thought excite you? Care to share?
4- For a pet, Cat, dog or other?
How old are you? Male or Female?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Questions about Relationships/Past ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
52~ Are you willing to make “those types” of bets with your partner?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Nothing too Serious
11- List at least 5 things on your bucket list. Have you done any of them already?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
You know that I will be 100% truthful, so ask.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ How many times have you been married? Why did they end?
* Give a rating for each one (0-100)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
13- What is the craziest/scariest thing you've ever done?
Model/Photographer Police/Criminal
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you think this brought you closer together?
32- What's your greatest talent? Can I see it right now?
89~ Do you like taking showers together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
61~ How willing would you be to try new sexual positions?
67~ Do you like it when your partner moans and/or is vocal during sex?
76~ Have you had a threesome? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8- What are your thoughts on politics?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What have you learned about me that was new and/or surprising?
70~ Would/do you have/like anal sex?
10~ How many dates are necessary before you to have sex with someone?
9- What’s your favorite season and why? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Do you have a favorite? Is it ok if your partner does?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What’s the longest time you gone without having sex, after, having it? How much time between the others?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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,
14- What is an embarrassing moment in your life? How about your most embarrassing?
83~ How do you feel about Porn?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
13- What’s your favorite drink? What’s your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
(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…)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
34- Ever been to a concert? What was your favorite? Who would you like to see?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
17- What’s your favorite holiday? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
5- Have you ever been hypnotized? Would you allow yourself to be?
Escort/Client Job Applicant/Hiring Manager
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- What was your first impression of me? Has it changed?
3- What Superhero or Superpower would you want to be/have?
What was the longest? What was the shortest?
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?
13- How about having a certain hair cut/style?
51~ What tends to bring a smile to your face?
29- How superstitious are you?
11- How about if they like a certain sports team? 12-How about drinking too much?
Have you ever? Care to Share?
Over time has your thoughts on sex changed?
44~ Care to share something about yourself that no one else knows about you?
47~ What would be your dream job and why?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
Please share Did you stop?
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…
36~ What is your favorite time of day to have sex/make love?
33- If you could visit any time period, when would you pick? Please explain why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
9~ How many times over your lifetime do you think you have had sex so far?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3- What’s your favorite smell? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Master/Slave Boss/Maid
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Family Relation Age Play
2- What’s your favorite color? Do you a least favorite?
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?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
The Ice Breaker Questions
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If you win, what will you make them do?
Prisoner/Prison Guard Landlord/Tenant
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
39~ What are your love languages?
What do you dislike about me? I asked you to be 100% honest.
*** What’s Your Favorite…? ***
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
*** Deal Breaker Questions ***
64~ When was your very first orgasm? When was your first from having sex? Care to share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
11- What's your favorite restaurant? What’s your least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you like it when they show and tell you what they want?
42~ What’s your biggest regret in life?
37- Do you like your name? If you could change it, what would you change it too?
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)
34~ Do you like the lights on or off during sex?
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?
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?
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?
19- What’s your favorite fairytale? What’s your least favorite?
28- What are some things that people do that irritate you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
19~ Who/when was your first “heartbreak”?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
19- Do/have you smoked? What do you prefer? How often?
25~ How do you feel about PDA? (Public Display of Affection)
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…
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
I would allow you to do it… What would you do to me?
*** Questions About Me ***
12- What’s your favorite food? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
92~ Everyone needs a “safe” word. What is yours?
Can you Deep Throat? Do you like the taste of yourself?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
*** Random Questions ***
Would you allow me to clean every part of your body with my soapy hands and fingers?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
82~ Do you have any fantasies involving Role-Playing?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
48~ Have you ever paid or been paid for sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
81~ Do you have any kinks and/or fetishes?
48~ Do you have any siblings? Are you close to your family?
What is your view on sex? Meaning, When/Where/ How often/
12- What is the weirdest thing you've ever eaten?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
40~ What’s the weirdest place you’ve ever had sex?
30~ What's something unexpected that turns you on?
7- What are your thoughts on religion? Is there an afterlife?
That one or two things that made you go hmmmm, OMG or wow!
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
84~ How do you feel about reading/listening to adult stories?
If you say it, I will stop, and we can talk about it when you are ready.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What would you say to prove to yourself that it was really you?
Do you like the “69” position? Do you prefer to be on top or bottom?
Doctor/Nurse Stripper/Client
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
5~ When you first started having sex, was it what you thought it would be?
Would /have you ever given your partner a lap dance and Striptease?
9- Is there something you’ve always wanted to ask me but you’re afraid?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
7-What do I do in bed that drives you wild? How about, what turns you off?