What is the most interesting question you can ask to get to know someone?
08.06.2025 16:34
Over time has your thoughts on sex changed?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
You know that I will be 100% truthful, so ask.
I have a bad reputation and need help. What should I do?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you mind if your partner watched it? How about together vs alone?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Can I use the LEG PRESS to build muscle?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
(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…)
What happened to your school bully?
7- What are your thoughts on religion? Is there an afterlife?
What is your favorite position? Why?
82~ Do you have any fantasies involving Role-Playing?
Isn’t freedom of speech and expression an absolute right?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
81~ Do you have any kinks and/or fetishes?
What is your view on sex? Meaning, When/Where/ How often/
What have you learned about me that was new and/or surprising?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How old are you? Male or Female?
Mark Hughes dissects how Verstappen's win bid imploded - The Race
Do you like it when they show and tell you what they want?
8- What are your thoughts on politics?
19~ Who/when was your first “heartbreak”?
This Philosophy Quiz Will Prove Whether You're Actually Smart Or Just Pretending - BuzzFeed
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
13- What is the craziest/scariest thing you've ever done?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Yankees get completely manhandled by Dodgers in ghastly blowout loss - New York Post
51~ What tends to bring a smile to your face?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
40~ What’s the weirdest place you’ve ever had sex?
Which is the worst Bollywood movie you have ever seen and why?
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)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
How many times do you think you have “made love”?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
If yes, what?
62~ Have you used adult toys?
53~ How much can you tell me about the one thing you are most passionate about?
6- Do you have dreams? Can you remember them? What do you usually dream about?
33- If you could visit any time period, when would you pick? Please explain why?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
61~ How willing would you be to try new sexual positions?
Can you Deep Throat? Do you like the taste of yourself?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
76~ Have you had a threesome? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
15- What's your favorite saying? What word or phrase is your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
28- What are some things that people do that irritate you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
26~ What side of the bed do you sleep on?
1- What was your first impression of me? Has it changed?
27- What was/ is nickname? Does it have a meaning behind it?
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…
20- What’s your favorite candy? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Does the thought excite you? Care to share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
10- What is your favorite family tradition? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
Do you like the “69” position? Do you prefer to be on top or bottom?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
11- How about if they like a certain sports team? 12-How about drinking too much?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Random Questions ***
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
14- What's your favorite dessert? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
19- Do/have you smoked? What do you prefer? How often?
How well do you know me? And some of your thoughts about me
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Escort/Client Job Applicant/Hiring Manager
Repairman/Lonely Wife Virgin/Experienced
*** Deal Breaker Questions ***
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
9- If you could have three wishes, what would they be? Why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18~ Who/when was your first “crush”?
13- How about having a certain hair cut/style?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
49~ How many times have you been married? Why did they end?
Do you watch it? What is your favorite?
Model/Photographer Police/Criminal
11- What's your favorite restaurant? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
70~ Would/do you have/like anal sex?
Do you think this brought you closer together?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
12- What’s your favorite food? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Nothing too Serious
What do you dislike about me? I asked you to be 100% honest.
35- Do you like playing board or cards game? What is your favorite? Do you a 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.
Nurse/Patient Celebrity/Fan
44~ Care to share something about yourself that no one else knows about you?
*** Questions About Me ***
How many partners have you had oral sex with? Who? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
23- What is your dream job? What was it as a child?
What would you say to prove to yourself that it was really you?
12- What is the weirdest thing you've ever eaten?
50~ How many children do you have? What are their ages?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
71~ Would you give your partner a hand or foot job? Would you receive one?
34- Ever been to a concert? What was your favorite? Who would you like to see?
84~ How do you feel about reading/listening to adult stories?
Would you read them together?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
48~ Do you have any siblings? Are you close to your family?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
30~ What's something unexpected that turns you on?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How about if they talk dirty and/or call you names?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
22- What is your favorite childhood memory? What is your least favorite?
34~ Do you like the lights on or off during sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
3- What Superhero or Superpower would you want to be/have?
Teacher/Student Stranger/One Night Stand
Would you do it again, and would you rather 2 females or 2 males?
19- What’s your favorite fairytale? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
2- What’s your favorite color? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
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.
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?
*** What’s Your Favorite…? ***
56~ Would you ever go to a strip club 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?
52~ What are your hobbies?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
83~ How do you feel about Porn?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you have a favorite? Is it ok if your partner does?
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?
Family Relation Age Play
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
45~ How do you feel about me blindfolding you? How about blindfolding me?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What is your favorite toy? Ever wanted to try a specific toy?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
32- What's your greatest talent? Can I see it right now?
5~ When you first started having sex, was it what you thought it would be?
42~ What’s your biggest regret in life?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
51~ Are you willing to play adult games with your partner?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
89~ Do you like taking showers together?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
7- What if a person smells a certain way? 8- How about smoking?
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,
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Any that are a turn off?
What have you learned about yourself that you did not before this?
21~ What was the best date you ever went on? What has been the worst?
37- Do you like your name? If you could change it, what would you change it too?
28~ What are some things that turn on? What is your biggest turn on?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Would you ever want to be woken up with oral and/or intercourse?
65~ Describe the best orgasm you’ve ever had? Care to share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If YES, was it with 2 men or 2 women? Did you enjoy it?
13~ Is there a difference between, making love, having sex, and fucking?
92~ Have you ever had or have an STD? How many? What was it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
5- Have you ever been hypnotized? Would you allow yourself to be?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
*** Questions about Relationships/Past ***
What was the longest? What was the shortest?
Have you ever? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
25~ How do you feel about PDA? (Public Display of Affection)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Master/Slave Boss/Maid
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
That one or two things that made you go hmmmm, OMG or wow!
I would allow you to do it… What would you do to me?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18- How often do you drink alcohol? What is your favorite drink?
47~ What would be your dream job and why?
* Give a rating for each one (0-100)
9~ How many times over your lifetime do you think you have had sex so far?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
10- List 5 of your top pet peeves.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
If you say it, I will stop, and we can talk about it when you are ready.
Prisoner/Prison Guard Landlord/Tenant
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
39~ What are your love languages?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
38~ Share your most embarrassing sexual memory?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
If you win, what will you make them do?
4- For a pet, Cat, dog or other?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
14- What is an embarrassing moment in your life? How about your most embarrassing?
1- What’s your favorite animal? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
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…
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Please share Did you stop?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
52~ Are you willing to make “those types” of bets with your partner?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
The Ice Breaker Questions
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
48~ Have you ever paid or been paid for sex?
3- What’s your favorite smell? Do you a least favorite?
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?
17- Have you ever done drugs? Which ones? How often?
29~ What are some things that turn you off? What is your biggest turn off?
21- What's your favorite way to spend a weekend or time off?
8- What's your favorite flavor of ice cream? Do you a least favorite?
29- How superstitious are you?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
31- If given a chance to be immortal, would you take it? Why?
Doctor/Nurse Stripper/Client
17- What’s your favorite holiday? 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?