What is the most interesting question you can ask to get to know someone?
11.06.2025 18:51
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Repairman/Lonely Wife Virgin/Experienced
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
7-What do I do in bed that drives you wild? How about, what turns you off?
31- If given a chance to be immortal, would you take it? Why?
Denise Austin’s 5 Habits to Tackle Stubborn Belly Fat - Eat This Not That
If YES, was it with 2 men or 2 women? Did you enjoy it?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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,
Are rich people harder workers than poor people as a whole?
32- What's your greatest talent? Can I see it right now?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What would you say to prove to yourself that it was really you?
Are there really people who still believe the Earth is flat?
(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…)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
9- Is there something you’ve always wanted to ask me but you’re afraid?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
33- Beach or Mountains? Or is there another place to like better?
Any that are a turn off?
Broadcom’s AI Bonanza Has Limits - WSJ
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
40~ What’s the weirdest place you’ve ever had sex?
61~ How willing would you be to try new sexual positions?
Indiana Pacers assistant Lloyd Pierce taking lessons for next opportunity as head coach - Andscape
12- What is the weirdest thing you've ever eaten?
80~ Share your top three fantasies/desires. (Be detailed) 😊
4- For a pet, Cat, dog or other?
What do you say after "Hi" when chatting?
* Give a rating for each one (0-100)
28- What are some things that people do that irritate you?
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)
How might an Indian girl respond to someone saying "I love you"?
Do you think this brought you closer together?
15- What bad habit do you wish you could quit? Do you have any addictions?
Model/Photographer Police/Criminal
How do you go about getting invited to an orgy?
47~ What would be your dream job and why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Have you ever had or have an STD? How many? What was it?
How can I handle my distrust and jealousy for my partner?
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?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
Apple Has a Huge Siri Problem That WWDC 2025 Probably Won’t Fix - Gizmodo
7- What are your thoughts on religion? Is there an afterlife?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
12- What’s your favorite food? What’s your least favorite?
Do you believe that Jesus was God on Earth?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
19~ Who/when was your first “heartbreak”?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Real TikTokers are pretending to be Veo 3 AI creations for fun, attention - Ars Technica
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- What was your first impression of me? Has it changed?
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?
I have a "fat pussy" and I'm super self cautions about it. Do guys think it's gross?
8- What are your thoughts on politics?
6- Do you have dreams? Can you remember them? What do you usually dream about?
76~ Have you had a threesome? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
5- Have you ever been hypnotized? Would you allow yourself to be?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What is your favorite toy? Ever wanted to try a specific toy?
Have you ever? Care to Share?
How about if they talk dirty and/or call you names?
3- What Superhero or Superpower would you want to be/have?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you watch it? What is your favorite?
If you say it, I will stop, and we can talk about it when you are ready.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
15~ Have you ever been “in love”? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
22- Do you have any birth marks? How about scars? Care to share how you got them?
92~ Everyone needs a “safe” word. What is yours?
11~ Have you ever been caught by your parents or children or others while having sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
That one or two things that made you go hmmmm, OMG or wow!
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
1- What’s your favorite animal? Do you a least favorite?
Any that are a turn off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Does the thought excite you? Care to share?
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?
If yes, what?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What is your favorite position? Why?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
23- What is your dream job? What was it as a child?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
65~ Describe the best orgasm you’ve ever had? Care to share?
Doctor/Nurse Stripper/Client
89~ Do you like taking showers together?
51~ Are you willing to play adult games with your partner?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
5~ When you first started having sex, was it what you thought it would be?
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?
70~ Would/do you have/like anal sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? 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…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Can you Deep Throat? Do you like the taste of yourself?
3- What’s your favorite smell? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
17- Have you ever done drugs? Which ones? How often?
Nothing too Serious
53~ How much can you tell me about the one thing you are most passionate about?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you have a favorite? Is it ok if your partner does?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would you do it again, and would you rather 2 females or 2 males?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Please share Did you stop?
62~ Have you used adult toys?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
14- What's your favorite dessert? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
13- How about having a certain hair cut/style?
14- What is an embarrassing moment in your life? How about your most embarrassing?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Family Relation Age Play
8- What's your favorite flavor of ice cream? Do you a least favorite?
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…
44~ Care to share something about yourself that no one else knows about you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
11- What's your favorite restaurant? What’s your least favorite?
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?
Would you mind if your partner watched it? How about together vs alone?
19- What’s your favorite fairytale? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
If you win, what will you make them do?
Get this wrong and this could mean the end… :-) some funny, some not…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
82~ Do you have any fantasies involving Role-Playing?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
You know that I will be 100% truthful, so ask.
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
13- What’s your favorite drink? What’s your least favorite?
49~ How many times have you been married? Why did they end?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
29- How superstitious are you?
The Ice Breaker Questions
42~ What’s your biggest regret in life?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
2- What’s your favorite color? Do you a least favorite?
51~ What tends to bring a smile to your face?
36- Do you play video games? What is your favorite? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
38~ Share your most embarrassing sexual memory?
Master/Slave Boss/Maid
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
26~ What side of the bed do you sleep on?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
34~ Do you like the lights on or off during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
34- Ever been to a concert? What was your favorite? Who would you like to see?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
29~ What are some things that turn you off? What is your biggest turn off?
*** Questions About Me ***
22- What is your favorite childhood memory? What is your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
7- What if a person smells a certain way? 8- How about smoking?
Would you read them together?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
19- Do/have you smoked? What do you prefer? How often?
9~ How many times over your lifetime do you think you have had sex so far?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Teacher/Student Stranger/One Night Stand
9- If you could have three wishes, what would they be? Why?
39~ What are your love languages?
Over time has your thoughts on sex changed?
67~ Do you like it when your partner moans and/or is vocal during sex?
13~ Is there a difference between, making love, having sex, and fucking?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
48~ Have you ever paid or been paid for sex?
What do you dislike about me? I asked you to be 100% honest.
3- Should Pluto still be considered a planet? 4- How about smoking?
How many times do you think you have “made love”?
11- How about if they like a certain sports team? 12-How about drinking too much?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What have you learned about me that was new and/or surprising?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
27- What was/ is nickname? Does it have a meaning behind it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What was the longest? What was the shortest?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
17- What’s your favorite holiday? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
*** What’s Your Favorite…? ***
21- What's your favorite way to spend a weekend or time off?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What have you learned about yourself that you did not before this?
*** Deal Breaker Questions ***
52~ Are you willing to make “those types” of bets with your partner?
84~ How do you feel about reading/listening to adult stories?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
10- List 5 of your top pet peeves.
7~ How many times in one day have you had sex? Who/When/Where? 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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How old are you? Male or Female?
81~ Do you have any kinks and/or fetishes?
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?
Would /have you ever given your partner a lap dance and Striptease?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How many partners have you had oral sex with? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
50~ How many children do you have? What are their ages?
I would allow you to do it… What would you do to me?
37- Do you like your name? If you could change it, what would you change it too?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What is your view on sex? Meaning, When/Where/ How often/
Do you like it when they show and tell you what they want?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
*** Random Questions ***
*** Questions about Relationships/Past ***
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
83~ How do you feel about Porn?
Nurse/Patient Celebrity/Fan
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
18~ Who/when was your first “crush”?
30~ What's something unexpected that turns you on?
How well do you know me? And some of your thoughts about me
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you ever want to be woken up with oral and/or intercourse?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
28~ What are some things that turn on? What is your biggest turn on?
20- What’s your favorite candy? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
21~ What was the best date you ever went on? What has been the worst?
Prisoner/Prison Guard Landlord/Tenant
71~ Would you give your partner a hand or foot job? Would you receive one?
48~ Do you have any siblings? Are you close to your family?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
9- What’s your favorite season and why? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?