What is the most interesting question you can ask to get to know someone?
08.06.2025 04:31
76~ Have you had a threesome? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
89~ Do you like taking showers together?
What causes you to be tired all the time and major headaches?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
The Ice Breaker Questions
61~ How willing would you be to try new sexual positions?
What exactly is female squirting? Is it only urine or a combination of liquids?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Oilers-Panthers tale of the tape: Who has the edge in Cup Final rematch? - theScore.com
81~ Do you have any kinks and/or fetishes?
28- What are some things that people do that irritate you?
48~ Have you ever paid or been paid for sex?
Is modular building a fix for NY's housing crisis? State officials hope so. - Gothamist
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?
14- What's your favorite dessert? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
When will dating stop being so hard for Gen Z?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
15- What bad habit do you wish you could quit? Do you have any addictions?
Nothing too Serious
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you mind if your partner watched it? How about together vs alone?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Is it possible for the U.S. government to get rid of the constitution for national safety?
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,
Do you shave/trim your pubic hair? For you guys do you shave your balls?
38~ Share your most embarrassing sexual memory?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How well do you know me? And some of your thoughts about me
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)
Have you ever? Care to Share?
Over time has your thoughts on sex changed?
Doctor/Nurse Stripper/Client
How many wishes do people get on their birthday?
65~ Describe the best orgasm you’ve ever had? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
23- What is your dream job? What was it as a child?
Solar Storms Are Pushing Elon Musk’s Satellites Back to Earth - Gizmodo
42~ What’s your biggest regret in life?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
Colorado has now recorded 10 measles cases this year as airport outbreak grows - GazetteXtra
18- How often do you drink alcohol? What is your favorite drink?
36- Do you play video games? What is your favorite? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How is cultural invasion being carried out by Bollywood?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
6- Do you have dreams? Can you remember them? What do you usually dream about?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
10- List 5 of your top pet peeves.
44~ Care to share something about yourself that no one else knows about you?
19- What’s your favorite fairytale? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
22- What is your favorite childhood memory? What is your least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
37- Do you like your name? If you could change it, what would you change it too?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- What is the craziest/scariest thing you've ever done?
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…
*** Questions About Me ***
3- What Superhero or Superpower would you want to be/have?
31- If given a chance to be immortal, would you take it? Why?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Please share Did you stop?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What have you learned about me that was new and/or surprising?
That one or two things that made you go hmmmm, OMG or wow!
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
19- Do/have you smoked? What do you prefer? How often?
48~ Do you have any siblings? Are you close to your family?
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?
You know that I will be 100% truthful, so ask.
19~ Who/when was your first “heartbreak”?
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Does the thought excite you? Care to share?
29- How superstitious are you?
25~ How do you feel about PDA? (Public Display of Affection)
1- What’s your favorite animal? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
If yes, what?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you ever want to be woken up with oral and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you read them together?
21~ What was the best date you ever went on? What has been the worst?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you like the “69” position? Do you prefer to be on top or bottom?
67~ Do you like it when your partner moans and/or is vocal during sex?
Can you Deep Throat? Do you like the taste of yourself?
9~ How many times over your lifetime do you think you have had sex so far?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
12- What’s your favorite food? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
50~ How many children do you have? What are their ages?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
13- How about having a certain hair cut/style?
71~ Would you give your partner a hand or foot job? Would you receive one?
15- What's your favorite saying? What word or phrase is your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Random Questions ***
26~ What side of the bed do you sleep on?
18~ Who/when was your first “crush”?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
11- List at least 5 things on your bucket list. Have you done any of them already?
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…
3- What was the most surprising thing you’ve learned about me throughout our relationship?
I would allow you to do it… What would you do to me?
Nurse/Patient Celebrity/Fan
20- What’s your favorite candy? What’s your least favorite?
4- For a pet, Cat, dog or other?
9- What’s your favorite season and why? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
62~ Have you used adult toys?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
51~ Are you willing to play adult games with your partner?
17- What’s your favorite holiday? What’s your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
34- Ever been to a concert? What was your favorite? Who would you like to see?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
7- What are your thoughts on religion? Is there an afterlife?
34~ Do you like the lights on or off during sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
Any that are a turn off?
45~ How do you feel about me blindfolding you? How about blindfolding 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?
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?
Do you watch it? What is your favorite?
11- What's your favorite restaurant? What’s your least favorite?
What would you say to prove to yourself that it was really you?
52~ Are you willing to make “those types” of bets with your partner?
30~ What's something unexpected that turns you on?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Family Relation Age Play
9- If you could have three wishes, what would they be? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
Any that are a turn off?
*** What’s Your Favorite…? ***
33- If you could visit any time period, when would you pick? Please explain why?
80~ Share your top three fantasies/desires. (Be detailed) 😊
(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…)
Do you have a favorite? Is it ok if your partner does?
10- What is your favorite family tradition? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
8- What are your thoughts on politics?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
40~ What’s the weirdest place you’ve ever had sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
14- What is an embarrassing moment in your life? How about your most embarrassing?
27- What was/ is nickname? Does it have a meaning behind it?
Master/Slave Boss/Maid
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
* Give a rating for each one (0-100)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
28~ What are some things that turn on? What is your biggest turn on?
Would you do it again, and would you rather 2 females or 2 males?
Do you like it when they show and tell you what they want?
*** Deal Breaker Questions ***
5~ When you first started having sex, was it what you thought it would be?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Repairman/Lonely Wife Virgin/Experienced
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
1- What was your first impression of me? Has it changed?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
How about if they talk dirty and/or call you names?
12- What is the weirdest thing you've ever eaten?
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?
70~ Would/do you have/like anal sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
84~ How do you feel about reading/listening to adult stories?
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Escort/Client Job Applicant/Hiring Manager
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
5- Have you ever been hypnotized? Would you allow yourself to be?
1~ How old were you when you had your first kiss? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If you win, what will you make them do?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
83~ How do you feel about Porn?
21- What's your favorite way to spend a weekend or time off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Model/Photographer Police/Criminal
How old are you? Male or Female?
What have you learned about yourself that you did not before this?
Would /have you ever given your partner a lap dance and Striptease?
2- What’s your favorite color? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
17- Have you ever done drugs? Which ones? How often?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
53~ How much can you tell me about the one thing you are most passionate about?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
15~ Have you ever been “in love”? Who? Care to Share?
What is your favorite position? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Will you cheat again? How can, you be sure? Define what cheating is to you.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
39~ What are your love languages?
10~ How many dates are necessary before you to have sex with someone?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
47~ What would be your dream job and why?
Teacher/Student Stranger/One Night Stand
*** Questions about Relationships/Past ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3- What’s your favorite smell? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
13~ Is there a difference between, making love, having sex, and fucking?
11- How about if they like a certain sports team? 12-How about drinking too much?
What was the longest? What was the shortest?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
49~ How many times have you been married? Why did they end?
92~ Everyone needs a “safe” word. What is yours?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you think this brought you closer together?
How many times do you think you have “made love”?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If you say it, I will stop, and we can talk about it when you are ready.
92~ Have you ever had or have an STD? How many? What was it?
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?
13- What’s your favorite drink? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Get this wrong and this could mean the end… :-) some funny, some not…
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?