What is the most interesting question you can ask to get to know someone?
10.06.2025 00:48
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Life from oceans to savannas explained with one single rule - Phys.org
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
37- Do you like your name? If you could change it, what would you change it too?
92~ Have you ever had or have an STD? How many? What was it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
The #1 Breakfast to Eat to Support Your Metabolism, According to Dietitians - EatingWell
1- What was your first impression of me? Has it changed?
48~ Do you have any siblings? Are you close to your family?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Listen to the eerie sounds of Mars recorded by a NASA rover - Mashable
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If yes, what?
Mets’ need their all-time lost opportunity to be a Dodgers aberration - New York Post
22~ What is the best pickup line anyone has ever used on you? What was the worst?
18~ Who/when was your first “crush”?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Fireball streaks through aurora-filled skies photo of the day for June 5, 2025 - Space
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Have you ever? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
Finance leaders fear destructive U.S. debt scenario - Axios
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,
What is your view on sex? Meaning, When/Where/ How often/
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
The man who refused to die, and came back from his death 6 times - Times of India
*** What’s Your Favorite…? ***
*** Questions about Relationships/Past ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Travis Kelce Salutes Taylor Swift for Buying Her Masters Back, 'It's Finally Hers' - Bleacher Report
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
89~ Do you like taking showers together?
'Cosmic miracle!' James Webb Space Telescope discovers the earliest galaxy ever seen - Yahoo
25~ How do you feel about PDA? (Public Display of Affection)
10~ How many dates are necessary before you to have sex with someone?
2- What’s your favorite color? Do you a least favorite?
Shelved Europa Lander mission concept could be used to explore Enceladus instead - Phys.org
21~ What was the best date you ever went on? What has been the worst?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would you mind if your partner watched it? How about together vs alone?
What is your favorite position? Why?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Nurse/Patient Celebrity/Fan
65~ Describe the best orgasm you’ve ever had? Care to share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
36~ What is your favorite time of day to have sex/make love?
What is your favorite toy? Ever wanted to try a specific toy?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
70~ Would/do you have/like anal sex?
Get this wrong and this could mean the end… :-) some funny, some not…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
(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…)
Doctor/Nurse Stripper/Client
How well do you know me? And some of your thoughts about me
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)
Does the thought excite you? Care to share?
48~ Have you ever paid or been paid for sex?
Would /have you ever given your partner a lap dance and Striptease?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
11- How about if they like a certain sports team? 12-How about drinking too much?
39~ What are your love languages?
How old are you? Male or Female?
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
84~ How do you feel about reading/listening to adult stories?
71~ Would you give your partner a hand or foot job? Would you receive one?
20- What’s your favorite candy? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
27- What was/ is nickname? Does it have a meaning behind it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7- What are your thoughts on religion? Is there an afterlife?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
How many times do you think you have “made love”?
19- Do/have you smoked? What do you prefer? How often?
52~ Are you willing to make “those types” of bets with your partner?
23- What is your dream job? What was it as a child?
60~ How important is oral sex? Do you like receiving? Do you like giving?
34~ Do you like the lights on or off during sex?
28~ What are some things that turn on? What is your biggest turn on?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What have you learned about yourself that you did not before this?
Will you cheat again? How can, you be sure? Define what cheating is to you.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
12- What’s your favorite food? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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…
9- Is there something you’ve always wanted to ask me but you’re afraid?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
92~ Everyone needs a “safe” word. What is yours?
13- What’s your favorite drink? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
I would allow you to do it… What would you do to me?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
15~ Have you ever been “in love”? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
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?
The Ice Breaker Questions
5~ When you first started having sex, was it what you thought it would be?
Please share Did you stop?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- What’s your favorite season and why? What’s your least favorite?
Any that are a turn off?
33- If you could visit any time period, when would you pick? Please explain why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
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 ever want to be woken up with oral and/or intercourse?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What is an embarrassing moment in your life? How about your most embarrassing?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Nothing too Serious
19~ Who/when was your first “heartbreak”?
33- Beach or Mountains? Or is there another place to like better?
Do you like it when they show and tell you what they want?
Repairman/Lonely Wife Virgin/Experienced
62~ Have you used adult toys?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
18- How often do you drink alcohol? What is your favorite drink?
8- What are your thoughts on politics?
15- What bad habit do you wish you could quit? Do you have any addictions?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
13~ Is there a difference between, making love, having sex, and fucking?
47~ What would be your dream job and why?
3- What Superhero or Superpower would you want to be/have?
Model/Photographer Police/Criminal
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you watch it? What is your favorite?
Would you read them together?
76~ Have you had a threesome? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
28- What are some things that people do that irritate you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How many partners have you had oral sex with? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
52~ What are your hobbies?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Any that are a turn off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
*** Random Questions ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
83~ How do you feel about Porn?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
51~ What tends to bring a smile to your face?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
If YES, was it with 2 men or 2 women? Did you enjoy it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain 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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If NO, would you ever have one? Would it be with 2 men or 2 women?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
3- What’s your favorite smell? Do you a least favorite?
14- What's your favorite dessert? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
40~ What’s the weirdest place you’ve ever had sex?
26~ What side of the bed do you sleep on?
11- List at least 5 things on your bucket list. Have you done any of them already?
Escort/Client Job Applicant/Hiring Manager
9~ How many times over your lifetime do you think you have had sex so far?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9- If you could have three wishes, what would they be? Why?
13- How about having a certain hair cut/style?
13- What is the craziest/scariest thing you've ever done?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
*** Deal Breaker Questions ***
You know that I will be 100% truthful, so ask.
5- Have you ever been hypnotized? Would you allow yourself to be?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
67~ Do you like it when your partner moans and/or is vocal during sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
32- What's your greatest talent? Can I see it right now?
12- What is the weirdest thing you've ever eaten?
* Give a rating for each one (0-100)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
11~ Have you ever been caught by your parents or children or others while having sex?
61~ How willing would you be to try new sexual positions?
30~ What's something unexpected that turns you on?
Can you Deep Throat? Do you like the taste of yourself?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
10- List 5 of your top pet peeves.
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
1~ How old were you when you had your first kiss? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
42~ What’s your biggest regret in life?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ How many times have you been married? Why did they end?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
82~ Do you have any fantasies involving Role-Playing?
36- Do you play video games? What is your favorite? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
50~ How many children do you have? What are their ages?
Master/Slave Boss/Maid
51~ Are you willing to play adult games with your partner?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
81~ Do you have any kinks and/or fetishes?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
7- What if a person smells a certain way? 8- How about smoking?
1- What’s your favorite animal? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
17- Have you ever done drugs? Which ones? How often?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you think this brought you closer together?
What would you say to prove to yourself that it was really you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
19- What’s your favorite fairytale? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
10- What is your favorite family tradition? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
44~ Care to share something about yourself that no one else knows about you?
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?
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?
Prisoner/Prison Guard Landlord/Tenant
Teacher/Student Stranger/One Night Stand
4- For a pet, Cat, dog or other?
17- What’s your favorite holiday? What’s your least favorite?
What have you learned about me that was new and/or surprising?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Family Relation Age Play
If you win, what will you make them do?
What was the longest? What was the shortest?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
29- How superstitious are you?
53~ How much can you tell me about the one thing you are most passionate about?
*** Questions About Me ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How about if they talk dirty and/or call you names?
Over time has your thoughts on sex changed?
Would you do it again, and would you rather 2 females or 2 males?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
49~ If you could, would you want to be the opposite sex for a day, week, or year?