What is the most interesting question you can ask to get to know someone?
11.06.2025 01:32
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What was your first impression of me? Has it changed?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
11~ Have you ever been caught by your parents or children or others while having sex?
Why is there so much evil in the world?
Would you read them together?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What are the reasons why am I so tired before my period?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
1~ How old were you when you had your first kiss? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Diabetes drug shows benefits for patients with liver disease - Medical Xpress
53~ How much can you tell me about the one thing you are most passionate about?
33- If you could visit any time period, when would you pick? Please explain why?
Prisoner/Prison Guard Landlord/Tenant
Weed may be bad for your heart, whether you smoke or consume edibles - Live Science
8- What are your thoughts on politics?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What do you think of Obito Uchiha?
51~ Are you willing to play adult games with your partner?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Questions About Me ***
If my lovely sister sleeps with my boyfriend, what should I do about her?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
19~ Who/when was your first “heartbreak”?
19- Do/have you smoked? What do you prefer? How often?
The exit of ad giant WPP's CEO signals the end of Madison Avenue as we knew it - Business Insider
Master/Slave Boss/Maid
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10~ How many dates are necessary before you to have sex with someone?
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
(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…)
If You Deal With Pain From Sciatica, An Expert Says These Products May Help - HuffPost
51~ What tends to bring a smile to your face?
7-What do I do in bed that drives you wild? How about, what turns you off?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Utah health officials monitoring potential measles exposure in southwestern Utah - KSL.com
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
22- What is your favorite childhood memory? What is your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
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?
25~ How do you feel about PDA? (Public Display of Affection)
70~ Would/do you have/like anal sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
What is your favorite position? Why?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Teacher/Student Stranger/One Night Stand
13- What is the craziest/scariest thing you've ever done?
If YES, was it with 2 men or 2 women? Did you enjoy it?
38~ Share your most embarrassing sexual memory?
*** Questions about Relationships/Past ***
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
How many partners have you had oral sex with? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
5- Have you ever been hypnotized? Would you allow yourself to be?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Nothing too Serious
48~ Have you ever paid or been paid for sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
11- What's your favorite restaurant? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
67~ Do you like it when your partner moans and/or is vocal during sex?
10- What is your favorite family tradition? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
84~ How do you feel about reading/listening to adult stories?
3- Should Pluto still be considered a planet? 4- How about smoking?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What is your view on sex? Meaning, When/Where/ How often/
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
37- Do you like your name? If you could change it, what would you change it too?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
50~ How many children do you have? What are their ages?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
76~ Have you had a threesome? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
If you win, what will you make them do?
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?
30~ What's something unexpected that turns you on?
* Give a rating for each one (0-100)
13- What’s your favorite drink? What’s your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
4- For a pet, Cat, dog or other?
How well do you know me? And some of your thoughts about me
22~ What is the best pickup line anyone has ever used on you? What was the worst?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
20- What’s your favorite candy? What’s your least favorite?
Does the thought excite you? Care to share?
14- What's your favorite dessert? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would you mind if your partner watched it? How about together vs alone?
If yes, what?
Repairman/Lonely Wife Virgin/Experienced
48~ Do you have any siblings? Are you close to your family?
65~ Describe the best orgasm you’ve ever had? Care to share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you think this brought you closer together?
40~ What’s the weirdest place you’ve ever had sex?
Any that are a turn off?
Over time has your thoughts on sex changed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
9~ How many times over your lifetime do you think you have had sex so far?
34~ Do you like the lights on or off during sex?
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.
5~ When you first started having sex, was it what you thought it would be?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
17- What’s your favorite holiday? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13- How about having a certain hair cut/style?
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?
What would you say to prove to yourself that it was really you?
12- What’s your favorite food? What’s your least favorite?
Do you have a favorite? Is it ok if your partner does?
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?
How old are you? Male or Female?
29~ What are some things that turn you off? What is your biggest turn off?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you like it when they show and tell you what they want?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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…
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Please share Did you stop?
60~ How important is oral sex? Do you like receiving? Do you like giving?
83~ How do you feel about Porn?
What have you learned about me that was new and/or surprising?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
29- How superstitious are you?
3- What’s your favorite smell? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
12- What is the weirdest thing you've ever eaten?
21- What's your favorite way to spend a weekend or time off?
15- What bad habit do you wish you could quit? Do you have any addictions?
What was the longest? What was the shortest?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
That one or two things that made you go hmmmm, OMG or wow!
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Any that are a turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
7- What if a person smells a certain way? 8- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Model/Photographer Police/Criminal
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
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…
18- How often do you drink alcohol? What is your favorite drink?
21~ What was the best date you ever went on? What has been the worst?
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)
9- Is there something you’ve always wanted to ask me but you’re afraid?
11- List at least 5 things on your bucket list. Have you done any of them already?
*** Deal Breaker Questions ***
31- If given a chance to be immortal, would you take it? Why?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
81~ Do you have any kinks and/or fetishes?
7- What are your thoughts on religion? Is there an afterlife?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
52~ What are your hobbies?
1- What’s your favorite animal? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Nurse/Patient Celebrity/Fan
2- What’s your favorite color? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If NO, would you ever have one? Would it be with 2 men or 2 women?
*** Random Questions ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What have you learned about yourself that you did not before this?
28~ What are some things that turn on? What is your biggest turn on?
36- Do you play video games? What is your favorite? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Have you ever? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
The Ice Breaker Questions
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?
9- If you could have three wishes, what would they be? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a 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?
3- What Superhero or Superpower would you want to be/have?
61~ How willing would you be to try new sexual positions?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
23- What is your dream job? What was it as a child?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you allow me to clean every part of your body with my soapy hands and fingers?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Can you Deep Throat? Do you like the taste of yourself?
89~ Do you like taking showers together?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
I would allow you to do it… What would you do to me?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
39~ What are your love languages?
If you say it, I will stop, and we can talk about it when you are ready.
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
62~ Have you used adult toys?
*** What’s Your Favorite…? ***
92~ Have you ever had or have an STD? How many? What was it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
33- Beach or Mountains? Or is there another place to like better?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
You know that I will be 100% truthful, so ask.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
27- What was/ is nickname? Does it have a meaning behind it?
What do you dislike about me? I asked you to be 100% honest.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What is your favorite toy? Ever wanted to try a specific toy?
15~ Have you ever been “in love”? Who? Care to Share?
26~ What side of the bed do you sleep on?
How about if they talk dirty and/or call you names?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
18~ Who/when was your first “crush”?
Escort/Client Job Applicant/Hiring Manager
Do you watch it? What is your favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
49~ How many times have you been married? Why did they end?
10- List 5 of your top pet peeves.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
47~ What would be your dream job and why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
32- What's your greatest talent? Can I see it right now?
92~ Everyone needs a “safe” word. What is yours?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How many times do you think you have “made love”?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Would you ever want to be woken up with oral and/or intercourse?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
28- What are some things that people do that irritate you?
Doctor/Nurse Stripper/Client
Get this wrong and this could mean the end… :-) some funny, some not…
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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,
17- Have you ever done drugs? Which ones? How often?