What is the most interesting question you can ask to get to know someone?
10.06.2025 00:48
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
10- List 5 of your top pet peeves.
Who was the guy that had sex with the AIDS monkey?
How well do you know me? And some of your thoughts about me
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Mormon Wives Come Together for Season 2 Reunion -- But One Major MokTok Member Is Missing! - TooFab
If yes, what?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
32- What's your greatest talent? Can I see it right now?
Re-ranking the 16 super regional teams in the 2025 NCAA baseball tournament - NCAA.com
Over time has your thoughts on sex changed?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- What’s your favorite season and why? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
NJ electric bills are about to jump 20% — who's to blame and what can you do? - Gothamist
47~ What would be your dream job and why?
15~ Have you ever been “in love”? Who? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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Are you willing to help and encourage your partner to fulfill their fantasies and desires?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What is it like to be the slave in a mistress-slave relationship?
What is your favorite position? Why?
17- What’s your favorite holiday? 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?
What is the Abu Shusha massacre in Palestine?
Nothing too Serious
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
What do men find attractive in an older woman?
Get this wrong and this could mean the end… :-) some funny, some not…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How about if they talk dirty and/or call you names?
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I would allow you to do it… What would you do to me?
70~ Would/do you have/like anal sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Is it wise to choose your family over your honor?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
84~ How do you feel about reading/listening to adult stories?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Apple drops a spot on 2025 Fortune 500 list - 9to5Mac
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?
83~ How do you feel about Porn?
Any that are a turn off?
*** Random Questions ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you mind if your partner watched it? How about together vs alone?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
33- Beach or Mountains? Or is there another place to like better?
33- If you could visit any time period, when would you pick? Please explain why?
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…
Repairman/Lonely Wife Virgin/Experienced
15- What bad habit do you wish you could quit? Do you have any addictions?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you think this brought you closer together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
27- What was/ is nickname? Does it have a meaning behind it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How old are you? Male or Female?
42~ What’s your biggest regret in life?
34- Ever been to a concert? What was your favorite? Who would you like to see?
49~ How many times have you been married? Why did they end?
Do you like it when they show and tell you what they want?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
62~ Have you used adult toys?
Would you do it again, and would you rather 2 females or 2 males?
If you win, what will you make them do?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Please share Did you stop?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like the “69” position? Do you prefer to be on top or bottom?
50~ How many children do you have? What are their ages?
9~ How many times over your lifetime do you think you have had sex so far?
What was the longest? What was the shortest?
45~ How do you feel about me blindfolding you? How about blindfolding me?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
7-What do I do in bed that drives you wild? How about, what turns you off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
67~ Do you like it when your partner moans and/or is vocal during sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1~ How old were you when you had your first kiss? Who? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
82~ Do you have any fantasies involving Role-Playing?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
40~ What’s the weirdest place you’ve ever had sex?
36~ What is your favorite time of day to have sex/make love?
Teacher/Student Stranger/One Night Stand
48~ Have you ever paid or been paid for sex?
What do you dislike about me? I asked you to be 100% honest.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
11- List at least 5 things on your bucket list. Have you done any of them already?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- How about if they like a certain sports team? 12-How about drinking too much?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would /have you ever given your partner a lap dance and Striptease?
80~ Share your top three fantasies/desires. (Be detailed) 😊
17- Have you ever done drugs? Which ones? How often?
22- What is your favorite childhood memory? What is your least favorite?
Do you have a favorite? Is it ok if your partner does?
*** Questions About Me ***
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?
28- What are some things that people do that irritate you?
51~ What tends to bring a smile to your face?
13- How about having a certain hair cut/style?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
Doctor/Nurse Stripper/Client
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
92~ Have you ever had or have an STD? How many? What was it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What is your view on sex? Meaning, When/Where/ How often/
4- For a pet, Cat, dog or other?
Does the thought excite you? Care to share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
3- Should Pluto still be considered a planet? 4- How about smoking?
11- What's your favorite restaurant? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you say it, I will stop, and we can talk about it when you are ready.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
52~ Are you willing to make “those types” of bets with your partner?
12- What’s your favorite food? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
34~ Do you like the lights on or off during sex?
12- What is the weirdest thing you've ever eaten?
Escort/Client Job Applicant/Hiring Manager
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
8- What are your thoughts on politics?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
28~ What are some things that turn on? What is your biggest turn on?
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?
How many times do you think you have “made love”?
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,
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
31- If given a chance to be immortal, would you take it? Why?
*** Deal Breaker Questions ***
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
Any that are a turn off?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
71~ Would you give your partner a hand or foot job? Would you receive one?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
48~ Do you have any siblings? Are you close to your family?
21~ What was the best date you ever went on? What has been the worst?
Would you read them together?
Model/Photographer Police/Criminal
1- What’s your favorite animal? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
*** Questions about Relationships/Past ***
13~ Is there a difference between, making love, having sex, and fucking?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
19- What’s your favorite fairytale? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
* Give a rating for each one (0-100)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3- What Superhero or Superpower would you want to be/have?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
11~ Have you ever been caught by your parents or children or others while having sex?
26~ What side of the bed do you sleep on?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
9- If you could have three wishes, what would they be? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What would you say to prove to yourself that it was really you?
Master/Slave Boss/Maid
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
21- What's your favorite way to spend a weekend or time off?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you watch it? What is your favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How many partners have you had oral sex with? Who? Care to Share?
29- How superstitious are you?
15- What's your favorite saying? What word or phrase is your least favorite?
52~ What are your hobbies?
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?
76~ Have you had a threesome? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
You know that I will be 100% truthful, so ask.
18- How often do you drink alcohol? What is your favorite drink?
Would you ever want to be woken up with oral and/or intercourse?
89~ Do you like taking showers together?
7- What are your thoughts on religion? Is there an afterlife?
13- What’s your favorite drink? What’s your least favorite?
30~ What's something unexpected that turns you on?
*** What’s Your Favorite…? ***
What is your favorite toy? Ever wanted to try a specific toy?
37- Do you like your name? If you could change it, what would you change it too?
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 celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
14- What is an embarrassing moment in your life? How about your most embarrassing?
If YES, was it with 2 men or 2 women? Did you enjoy it?
23- What is your dream job? What was it as a child?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
13- What is the craziest/scariest thing you've ever done?
What have you learned about yourself that you did not before this?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
38~ Share your most embarrassing sexual memory?
19~ Who/when was your first “heartbreak”?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
81~ Do you have any kinks and/or fetishes?
The Ice Breaker Questions
19- Do/have you smoked? What do you prefer? How often?
18~ Who/when was your first “crush”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
5~ When you first started having sex, was it what you thought it would be?
8- What's your favorite flavor of ice cream? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
1- What was your first impression of me? Has it changed?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
39~ What are your love languages?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
51~ Are you willing to play adult games with your partner?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
10- What is your favorite family tradition? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
Can you Deep Throat? Do you like the taste of yourself?
Have you ever? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
36- Do you play video games? What is your favorite? Do you a least favorite?
What have you learned about me that was new and/or surprising?
Prisoner/Prison Guard Landlord/Tenant
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
That one or two things that made you go hmmmm, OMG or wow!
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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)
17~ What is the average length of your relationship(s)? What was the longest? 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…)
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?