What is the most interesting question you can ask to get to know someone?
12.06.2025 03:58
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
81~ Do you have any kinks and/or fetishes?
42~ What’s your biggest regret in life?
*** Deal Breaker Questions ***
Would you allow me to clean every part of your body with my soapy hands and fingers?
65~ Describe the best orgasm you’ve ever had? Care to share?
What is your favourite summer outfit? Why?
13~ Is there a difference between, making love, having sex, and fucking?
9- If you could have three wishes, what would they be? Why?
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…
Used vehicle prices ease from tariff fear-buying highs but remain elevated - CNBC
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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 can a hacker damage me, realistically?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
62~ Have you used adult toys?
13- What is the craziest/scariest thing you've ever done?
The European Central Bank is almost guaranteed to cut rates. Here's what could happen next - CNBC
34- Ever been to a concert? What was your favorite? Who would you like to see?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Why would Trump make conspiracy claims that Haitians are eating pets in Ohio?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
47~ What would be your dream job and why?
39~ What are your love languages?
Isn’t freedom of speech and expression an absolute right?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
19- What’s your favorite fairytale? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Over-the-counter supplement could prevent heart disease in type 2 diabetes patients - Medical Xpress
What have you learned about yourself that you did not before this?
83~ How do you feel about Porn?
67~ Do you like it when your partner moans and/or is vocal during sex?
Which city should one visit between Nice and Cannes? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
*** What’s Your Favorite…? ***
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How do you recognize when your mental health might need attention?
33- If you could visit any time period, when would you pick? Please explain why?
If you win, what will you make them do?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
How much of lounge pianists playing is from repertoire, and how much is improvised?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
29- How superstitious are you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
28~ What are some things that turn on? What is your biggest turn on?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
51~ What tends to bring a smile to your face?
89~ Do you like taking showers together?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
4- For a pet, Cat, dog or other?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
19~ Who/when was your first “heartbreak”?
How about if they talk dirty and/or call you names?
44~ Care to share something about yourself that no one else knows about you?
15- What bad habit do you wish you could quit? Do you have any addictions?
Have you ever? Care to Share?
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
84~ How do you feel about reading/listening to adult stories?
40~ What’s the weirdest place you’ve ever had sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would /have you ever given your partner a lap dance and Striptease?
14- What is an embarrassing moment in your life? How about your most embarrassing?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
You know that I will be 100% truthful, so ask.
18~ Who/when was your first “crush”?
29~ What are some things that turn you off? What is your biggest turn off?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
10- What is your favorite family tradition? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
7- What are your thoughts on religion? Is there an afterlife?
11- How about if they like a certain sports team? 12-How about drinking too much?
26~ What side of the bed do you sleep on?
Nurse/Patient Celebrity/Fan
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
17- Have you ever done drugs? Which ones? How often?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
61~ How willing would you be to try new sexual positions?
14- What's your favorite dessert? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
70~ Would/do you have/like anal sex?
Master/Slave Boss/Maid
2- What’s your favorite color? Do you a least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
The Ice Breaker Questions
38~ Share your most embarrassing sexual memory?
* Give a rating for each one (0-100)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
49~ How many times have you been married? Why did they end?
(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…)
18- How often do you drink alcohol? What is your favorite drink?
76~ Have you had a threesome? Care to Share?
3- What Superhero or Superpower would you want to be/have?
15- What's your favorite saying? What word or phrase is your least favorite?
11- What's your favorite restaurant? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
*** Random Questions ***
36~ What is your favorite time of day to have sex/make love?
How many times do you think you have “made love”?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Repairman/Lonely Wife Virgin/Experienced
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
22- What is your favorite childhood memory? What is your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Do you think this brought you closer together?
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- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
92~ Have you ever had or have an STD? How many? What was it?
What is your favorite position? Why?
48~ Do you have any siblings? Are you close to your family?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Teacher/Student Stranger/One Night Stand
32- What's your greatest talent? Can I see it right now?
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…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- What’s your favorite animal? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
53~ How much can you tell me about the one thing you are most passionate about?
8- What are your thoughts on politics?
48~ Have you ever paid or been paid for sex?
What do you dislike about me? I asked you to be 100% honest.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
52~ What are your hobbies?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Nothing too Serious
Please share Did you stop?
If you say it, I will stop, and we can talk about it when you are ready.
31- If given a chance to be immortal, would you take it? Why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
17- What’s your favorite holiday? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
21~ What was the best date you ever went on? What has been the worst?
Get this wrong and this could mean the end… :-) some funny, some not…
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
7- What if a person smells a certain way? 8- How about smoking?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
10- List 5 of your top pet peeves.
What have you learned about me that was new and/or surprising?
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)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you have a favorite? Is it ok if your partner does?
*** Questions about Relationships/Past ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Family Relation Age Play
3- What was the most surprising thing you’ve learned about me throughout our relationship?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
34~ Do you like the lights on or off during sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What would you say to prove to yourself that it was really you?
What was the longest? What was the shortest?
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 the “69” position? Do you prefer to be on top or bottom?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
That one or two things that made you go hmmmm, OMG or wow!
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
13- How about having a certain hair cut/style?
Do you like it when they show and tell you what they want?
Any that are a turn off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
10~ How many dates are necessary before you to have sex with someone?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- What’s your favorite smell? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
I would allow you to do it… What would you do to me?
Do you watch it? What is your favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
1- What was your first impression of me? Has it changed?
6- Do you have dreams? Can you remember them? What do you usually dream about?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28- What are some things that people do that irritate you?
51~ Are you willing to play adult games with your partner?
15~ Have you ever been “in love”? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
How well do you know me? And some of your thoughts about me
18- What’s your favorite way to relax after a long day? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Doctor/Nurse Stripper/Client
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you mind if your partner watched it? How about together vs alone?
Prisoner/Prison Guard Landlord/Tenant
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How old are you? Male or Female?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Over time has your thoughts on sex changed?
What is your view on sex? Meaning, When/Where/ How often/
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
33- Beach or Mountains? Or is there another place to like better?
23- What is your dream job? What was it as a child?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Model/Photographer Police/Criminal
5~ When you first started having sex, was it what you thought it would be?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Does the thought excite you? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- What’s your favorite season and why? What’s your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
60~ How important is oral sex? Do you like receiving? Do you like giving?
30~ What's something unexpected that turns you on?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
82~ Do you have any fantasies involving Role-Playing?
If yes, what?
21- What's your favorite way to spend a weekend or time off?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
*** Questions About Me ***
25~ How do you feel about PDA? (Public Display of Affection)
12- What is the weirdest thing you've ever eaten?
50~ How many children do you have? What are their ages?
27- What was/ is nickname? Does it have a meaning behind it?
9~ How many times over your lifetime do you think you have had sex so far?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
37- Do you like your name? If you could change it, what would you change it too?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
12- What’s your favorite food? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
9- Is there something you’ve always wanted to ask me but you’re afraid?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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,
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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
13- What’s your favorite drink? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you read them together?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?