What is the most interesting question you can ask to get to know someone?
10.06.2025 02:31
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
10- List 5 of your top pet peeves.
"D Gukesh Was Blindly...": Magnus Carlsen's First Reaction After Loss To Indian GM - NDTV Sports
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
What do you think is the most powerful line in the song "Non, Je Ne Regrette Rien" by Édith Piaf?
37- Do you like your name? If you could change it, what would you change it too?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
New study raises big questions about taurine as anti-aging supplement - Live Science
11- How about if they like a certain sports team? 12-How about drinking too much?
7- What if a person smells a certain way? 8- How about smoking?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How do I become an intelligent man?
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?
30~ What's something unexpected that turns you on?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
13- What’s your favorite drink? 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?
Would you do it again, and would you rather 2 females or 2 males?
Do you watch it? What is your favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Don't you think Democrats are so full of it stool softener and an enema couldn't help them?
17- What’s your favorite holiday? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
Yuen: When cancer struck a second time, she found ‘euphoria’ - Star Tribune
Do you like the “69” position? Do you prefer to be on top or bottom?
How about if they talk dirty and/or call you names?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What does success really mean to you? Is it about happiness, money, or something else?
21- What's your favorite way to spend a weekend or time off?
1- What’s your favorite animal? Do you a least favorite?
Doctor/Nurse Stripper/Client
Blue Diamond to close historic midtown Sacramento plant; 600 jobs affected - Sacramento Bee
What is your view on sex? Meaning, When/Where/ How often/
8- What's your favorite flavor of ice cream? Do you a least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
The #1 Breakfast to Eat to Support Your Metabolism, According to Dietitians - EatingWell
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?
53~ How much can you tell me about the one thing you are most passionate about?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
* Give a rating for each one (0-100)
The Ice Breaker Questions
29- How superstitious are you?
Teacher/Student Stranger/One Night Stand
39~ What are your love languages?
Any that are a turn off?
Would you ever want to be woken up with oral and/or intercourse?
89~ Do you like taking showers together?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
12- What is the weirdest thing you've ever eaten?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
38~ Share your most embarrassing sexual memory?
15- What's your favorite saying? What word or phrase is your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you like it when they show and tell you what they want?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
80~ Share your top three fantasies/desires. (Be detailed) 😊
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
14- What is an embarrassing moment in your life? How about your most embarrassing?
62~ Have you used adult toys?
70~ Would/do you have/like anal sex?
What was the longest? What was the shortest?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
1- What was your first impression of me? Has it changed?
What do you dislike about me? I asked you to be 100% honest.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3- What Superhero or Superpower would you want to be/have?
31- If given a chance to be immortal, would you take it? Why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
How old are you? Male or Female?
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?
48~ Have you ever paid or been paid for sex?
76~ Have you had a threesome? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
32- What's your greatest talent? Can I see it right now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
3- What’s your favorite smell? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9~ How many times over your lifetime do you think you have had sex so far?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
33- If you could visit any time period, when would you pick? Please explain 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…
47~ What would be your dream job and why?
What is your favorite toy? Ever wanted to try a specific toy?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How many times do you think you have “made love”?
10- What is your favorite family tradition? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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,
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
*** Random Questions ***
What’s the longest time you gone without having sex, after, having it? How much time between the others?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Would you read them together?
51~ Are you willing to play adult games with your partner?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
50~ How many children do you have? What are their ages?
(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…)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
26~ What side of the bed do you sleep on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
That one or two things that made you go hmmmm, OMG or wow!
27- What was/ is nickname? Does it have a meaning behind it?
40~ What’s the weirdest place you’ve ever had sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
7-What do I do in bed that drives you wild? How about, what turns you off?
49~ How many times have you been married? Why did they end?
52~ What are your hobbies?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
19- What’s your favorite fairytale? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
Model/Photographer Police/Criminal
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
How well do you know me? And some of your thoughts about me
*** Deal Breaker Questions ***
71~ Would you give your partner a hand or foot job? Would you receive one?
65~ Describe the best orgasm you’ve ever had? Care to share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
44~ Care to share something about yourself that no one else knows about you?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
I would allow you to do it… What would you do to me?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
19~ Who/when was your first “heartbreak”?
2- What’s your favorite color? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
28~ What are some things that turn on? What is your biggest turn on?
61~ How willing would you be to try new sexual positions?
29~ What are some things that turn you off? What is your biggest turn off?
Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
You know that I will be 100% truthful, so ask.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
34~ Do you like the lights on or off during sex?
Please share Did you stop?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
28- What are some things that people do that irritate you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18~ Who/when was your first “crush”?
11- List at least 5 things on your bucket list. Have you done any of them already?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
8- What are your thoughts on politics?
11~ Have you ever been caught by your parents or children or others while having sex?
13- What is the craziest/scariest thing you've ever done?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What have you learned about me that was new and/or surprising?
51~ What tends to bring a smile to your face?
5- Have you ever been hypnotized? Would you allow yourself to be?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
*** Questions About Me ***
Nurse/Patient Celebrity/Fan
19- Do/have you smoked? What do you prefer? How often?
Get this wrong and this could mean the end… :-) some funny, some not…
67~ Do you like it when your partner moans and/or is vocal during sex?
Family Relation Age Play
81~ Do you have any kinks and/or fetishes?
22~ What is the best pickup line anyone has ever used on you? What was 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)
Nothing too Serious
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Any that are a turn off?
Would /have you ever given your partner a lap dance and Striptease?
82~ Do you have any fantasies involving Role-Playing?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
*** Questions about Relationships/Past ***
*** What’s Your Favorite…? ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- What's your favorite restaurant? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Can you Deep Throat? Do you like the taste of yourself?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
23- What is your dream job? What was it as a child?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22- What is your favorite childhood memory? What is your least favorite?
20- What’s your favorite candy? What’s your least favorite?
Over time has your thoughts on sex changed?
13~ Is there a difference between, making love, having sex, and fucking?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Everyone needs a “safe” word. What is yours?
14- What's your favorite dessert? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Does the thought excite you? Care to share?
If you win, what will you make them do?
What would you say to prove to yourself that it was really you?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Prisoner/Prison Guard Landlord/Tenant
What have you learned about yourself that you did not before this?
Would you mind if your partner watched it? How about together vs alone?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you think this brought you closer together?
25~ How do you feel about PDA? (Public Display of Affection)
84~ How do you feel about reading/listening to adult stories?
Repairman/Lonely Wife Virgin/Experienced
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Escort/Client Job Applicant/Hiring Manager
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
12- What’s your favorite food? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
Master/Slave Boss/Maid
15~ Have you ever been “in love”? Who? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If YES, was it with 2 men or 2 women? Did you enjoy it?
9- What’s your favorite season and why? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
13- How about having a certain hair cut/style?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
What is your favorite position? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
18- How often do you drink alcohol? What is your favorite drink?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5~ When you first started having sex, was it what you thought it would be?
83~ How do you feel about Porn?
42~ What’s your biggest regret in life?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If yes, what?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
3- Should Pluto still be considered a planet? 4- How about smoking?