What is the most interesting question you can ask to get to know someone?
09.06.2025 06:16
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
18~ Who/when was your first “crush”?
*** Questions About Me ***
World Boxing apologizes for naming Olympic champion Imane Khelif in sex test policy - NBC News
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
15- What bad habit do you wish you could quit? Do you have any addictions?
17- What’s your favorite holiday? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Do you like the “69” position? Do you prefer to be on top or bottom?
81~ Do you have any kinks and/or fetishes?
Private-sector firms added just 37,000 jobs in May, the lowest total in more than two years - CNN
10- List 5 of your top pet peeves.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
26~ What side of the bed do you sleep on?
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…
Massive iron reserve worth trillions discovered could reshape the global economy - Glass Almanac
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
83~ How do you feel about Porn?
36- Do you play video games? What is your favorite? Do you a least favorite?
Have you ever accidentally seen your mother-in-law doing something that was private to her?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What would you say to prove to yourself that it was really you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
*** Deal Breaker Questions ***
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
1- What’s your favorite animal? Do you a least favorite?
Amazon launches new R&D group focused on agentic AI and robotics - TechCrunch
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you like it when they show and tell you what they want?
Get this wrong and this could mean the end… :-) some funny, some not…
How does gut health affect mental well-being?
51~ Are you willing to play adult games with your partner?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
1~ How old were you when you had your first kiss? Who? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
30~ What's something unexpected that turns you on?
Do you have a favorite? Is it ok if your partner does?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
36~ What is your favorite time of day to have sex/make love?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
29~ What are some things that turn you off? What is your biggest turn off?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What is your favorite position? Why?
9~ How many times over your lifetime do you think you have had sex so far?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
65~ Describe the best orgasm you’ve ever had? Care to share?
Does the thought excite you? Care to share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
10- What is your favorite family tradition? What’s your least favorite?
How old are you? Male or Female?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
29- How superstitious are you?
2- What’s your favorite color? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
49~ How many times have you been married? Why did they end?
Repairman/Lonely Wife Virgin/Experienced
48~ Have you ever paid or been paid for sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
67~ Do you like it when your partner moans and/or is vocal during sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Master/Slave Boss/Maid
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
The Ice Breaker Questions
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9- Is there something you’ve always wanted to ask me but you’re afraid?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
8- What are your thoughts on politics?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- What is the craziest/scariest thing you've ever done?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
How many times do you think you have “made love”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Nurse/Patient Celebrity/Fan
14- What's your favorite dessert? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
19~ Who/when was your first “heartbreak”?
37- Do you like your name? If you could change it, what would you change it too?
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,
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
51~ What tends to bring a smile to your face?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
47~ What would be your dream job and why?
I would allow you to do it… What would you do to me?
15~ Have you ever been “in love”? Who? Care to Share?
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 is your favorite toy? Ever wanted to try a specific toy?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Teacher/Student Stranger/One Night Stand
52~ What are your hobbies?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
8- What's your favorite flavor of ice cream? Do you a least favorite?
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?
What is your view on sex? Meaning, When/Where/ How often/
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
19- What’s your favorite fairytale? What’s your least favorite?
Would you read them together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
If NO, would you ever have one? Would it be with 2 men or 2 women?
23- What is your dream job? What was it as a child?
15- What's your favorite saying? What word or phrase is your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
7- What if a person smells a certain way? 8- How about smoking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7-What do I do in bed that drives you wild? How about, what turns you off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9- If you could have three wishes, what would they be? Why?
71~ Would you give your partner a hand or foot job? Would you receive one?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
76~ Have you had a threesome? Care to Share?
28- What are some things that people do that irritate you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What is the weirdest thing you've ever eaten?
13- What’s your favorite drink? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
44~ Care to share something about yourself that no one else knows about you?
You know that I will be 100% truthful, so ask.
11~ Have you ever been caught by your parents or children or others while having sex?
13- How about having a certain hair cut/style?
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?
Doctor/Nurse Stripper/Client
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you watch it? What is your favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
84~ How do you feel about reading/listening to adult stories?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Would you do it again, and would you rather 2 females or 2 males?
92~ Have you ever had or have an STD? How many? What was it?
Please share Did you stop?
5~ When you first started having sex, was it what you thought it would be?
Prisoner/Prison Guard Landlord/Tenant
What have you learned about me that was new and/or surprising?
Would you mind if your partner watched it? How about together vs alone?
22- What is your favorite childhood memory? What is your least favorite?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10~ How many dates are necessary before you to have sex with someone?
Escort/Client Job Applicant/Hiring Manager
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
70~ Would/do you have/like anal sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
38~ Share your most embarrassing sexual memory?
61~ How willing would you be to try new sexual positions?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Nothing too Serious
3- Should Pluto still be considered a planet? 4- How about smoking?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- What was your first impression of me? Has it changed?
48~ Do you have any siblings? Are you close to your family?
25~ How do you feel about PDA? (Public Display of Affection)
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
9- What’s your favorite season and why? What’s your least favorite?
62~ Have you used adult toys?
28~ What are some things that turn on? What is your biggest turn on?
Do you think this brought you closer together?
60~ How important is oral sex? Do you like receiving? Do you like giving?
82~ Do you have any fantasies involving Role-Playing?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
92~ Everyone needs a “safe” word. What is yours?
55~ Would you ever go to a nude beach/resort 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
7- What are your thoughts on religion? Is there an afterlife?
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)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
40~ What’s the weirdest place you’ve ever had sex?
21~ What was the best date you ever went on? What has been the worst?
33- Beach or Mountains? Or is there another place to like better?
27- What was/ is nickname? Does it have a meaning behind it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How well do you know me? And some of your thoughts about me
Any that are a turn off?
17- Have you ever done drugs? Which ones? How often?
19- Do/have you smoked? What do you prefer? How often?
53~ How much can you tell me about the one thing you are most passionate about?
11- How about if they like a certain sports team? 12-How about drinking too much?
20- What’s your favorite candy? What’s your least favorite?
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?
Over time has your thoughts on sex changed?
That one or two things that made you go hmmmm, OMG or wow!
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Family Relation Age Play
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What was the longest? What was the shortest?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Any that are a turn off?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Would you ever want to be woken up with oral and/or intercourse?
Would /have you ever given your partner a lap dance and Striptease?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
If yes, what?
33- If you could visit any time period, when would you pick? Please explain why?
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?
42~ What’s your biggest regret in life?
Model/Photographer Police/Criminal
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
32- What's your greatest talent? Can I see it right now?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
3- What Superhero or Superpower would you want to be/have?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Have you ever? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
*** Questions about Relationships/Past ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
13~ Is there a difference between, making love, having sex, and fucking?
21- What's your favorite way to spend a weekend or time off?
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?
How many partners have you had oral sex with? Who? Care to Share?
39~ What are your love languages?
If you say it, I will stop, and we can talk about it when you are ready.
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you win, what will you make them do?
50~ How many children do you have? What are their ages?
What have you learned about yourself that you did not before this?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
52~ Are you willing to make “those types” of bets with your partner?
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…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
4- For a pet, Cat, dog or other?
*** What’s Your Favorite…? ***
(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…)
How about if they talk dirty and/or call you names?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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?
89~ Do you like taking showers together?
34~ Do you like the lights on or off during sex?
*** Random Questions ***
* Give a rating for each one (0-100)
Would you allow me to clean every part of your body with my soapy hands and fingers?
12- What’s your favorite food? What’s your least favorite?