What is the most interesting question you can ask to get to know someone?
08.06.2025 03:42
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
48~ Do you have any siblings? Are you close to your family?
84~ How do you feel about reading/listening to adult stories?
7- What are your thoughts on religion? Is there an afterlife?
42~ What’s your biggest regret in life?
Get this wrong and this could mean the end… :-) some funny, some not…
The One Food Registered Dietitians Say Isn’t as Healthy as Most People Think - Yahoo
What have you learned about yourself that you did not before this?
25~ How do you feel about PDA? (Public Display of Affection)
9~ How many times over your lifetime do you think you have had sex so far?
Citadel's Esposito says US deficit is a 'ticking time bomb' - Yahoo Finance
If you win, what will you make them do?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
*** What’s Your Favorite…? ***
Can I see some saggy tit pics and huge areolas pics?
Nurse/Patient Celebrity/Fan
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your favorite toy? Ever wanted to try a specific toy?
How many boxes 600 x 400 x 200 go into a 20ft container?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Would you do it again, and would you rather 2 females or 2 males?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
U.S. Employers Are Shedding Jobs as DOGE Cuts Deep - Barron's
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What is your favorite position? Why?
4- For a pet, Cat, dog or other?
Woman on trial for poison mushroom killings says she was trying to fix "bland" meal - CBS News
61~ How willing would you be to try new sexual positions?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
In your humble opinion, why does the narcissist mistake kindness for weakness in some people?
(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…)
13~ Is there a difference between, making love, having sex, and fucking?
Does the thought excite you? Care to share?
Scientists Are Close to Replicating the First Living Thing - Yahoo
46~ Have you ever used furniture, or other types of things to aid you while having sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
51~ Are you willing to play adult games with your partner?
Do you watch it? What is your favorite?
15~ Have you ever been “in love”? Who? Care to Share?
Hailee Steinfeld Marries Bills QB Josh Allen - The Hollywood Reporter
71~ Would you give your partner a hand or foot job? Would you receive one?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would /have you ever given your partner a lap dance and Striptease?
Japanese queue for hours as rice shortage deepens - Financial Times
How old are you? Male or Female?
Repairman/Lonely Wife Virgin/Experienced
Nothing too Serious
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Any that are a turn off?
Any that are a turn off?
CVS is shutting down 271 stores in 18 states. Is your pharmacy affected? - NJ.com
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Where's the Civil War everyone on the left said would happen?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What was the longest? What was the shortest?
82~ Do you have any fantasies involving Role-Playing?
17- What’s your favorite holiday? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your view on sex? Meaning, When/Where/ How often/
39~ What are your love languages?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Prisoner/Prison Guard Landlord/Tenant
29~ What are some things that turn you off? What is your biggest turn off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
9- What’s your favorite season and why? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
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?
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…
45~ How do you feel about me blindfolding you? How about blindfolding me?
1~ How old were you when you had your first kiss? Who? Care to Share?
47~ What would be your dream job and why?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
62~ Have you used adult toys?
76~ Have you had a threesome? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11~ Have you ever been caught by your parents or children or others while having sex?
33- Beach or Mountains? Or is there another place to like better?
92~ Have you ever had or have an STD? How many? What was it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
7~ How many times in one day have you had sex? Who/When/Where? 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 NO, would you ever have one? Would it be with 2 men or 2 women?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
29- How superstitious are you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
33- If you could visit any time period, when would you pick? Please explain why?
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?
20- What’s your favorite candy? What’s your least favorite?
89~ Do you like taking showers together?
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,
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
13- What is the craziest/scariest thing you've ever done?
51~ What tends to bring a smile to your face?
If YES, was it with 2 men or 2 women? Did you enjoy it?
34~ Do you like the lights on or off during sex?
If you say it, I will stop, and we can talk about it when you are ready.
*** Deal Breaker Questions ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
70~ Would/do you have/like anal sex?
19- What’s your favorite fairytale? What’s your least favorite?
52~ What are your hobbies?
Escort/Client Job Applicant/Hiring Manager
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
17- Have you ever done drugs? Which ones? How often?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If yes, what?
1- What was your first impression of me? Has it changed?
27- What was/ is nickname? Does it have a meaning behind it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you mind if your partner watched it? How about together vs alone?
How well do you know me? And some of your thoughts about me
10- What is your favorite family tradition? What’s your least favorite?
How about if they talk dirty and/or call you names?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- What's your favorite restaurant? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
9- If you could have three wishes, what would they be? Why?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
12- What is the weirdest thing you've ever eaten?
22- What is your favorite childhood memory? What is your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you like the “69” position? Do you prefer to be on top or bottom?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
13- What’s your favorite drink? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
53~ How much can you tell me about the one thing you are most passionate about?
You know that I will be 100% truthful, so ask.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
3- What Superhero or Superpower would you want to be/have?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
48~ Have you ever paid or been paid for sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
40~ What’s the weirdest place you’ve ever had sex?
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- 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?
*** Questions About Me ***
28~ What are some things that turn on? What is your biggest turn on?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
2- What’s your favorite color? Do you a least favorite?
10- List 5 of your top pet peeves.
36- Do you play video games? What is your favorite? Do you a least favorite?
37- Do you like your name? If you could change it, what would you change it too?
44~ Care to share something about yourself that no one else knows about you?
23- What is your dream job? What was it as a child?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
18~ Who/when was your first “crush”?
Would you ever want to be woken up with oral and/or intercourse?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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)
*** Random Questions ***
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Can you Deep Throat? Do you like the taste of yourself?
7-What do I do in bed that drives you wild? How about, what turns you off?
How many partners have you had oral sex with? Who? 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?
83~ How do you feel about Porn?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about me that was new and/or surprising?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Doctor/Nurse Stripper/Client
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
28- What are some things that people do that irritate you?
Master/Slave Boss/Maid
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Family Relation Age Play
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
11- How about if they like a certain sports team? 12-How about drinking too much?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
49~ How many times have you been married? Why did they end?
19~ Who/when was your first “heartbreak”?
50~ How many children do you have? What are their ages?
52~ Are you willing to make “those types” of bets with your partner?
1- What’s your favorite animal? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
21~ What was the best date you ever went on? What has been the worst?
The Ice Breaker Questions
21- What's your favorite way to spend a weekend or time off?
14- What's your favorite dessert? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
15- What bad habit do you wish you could quit? Do you have any addictions?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you think this brought you closer together?
Please share Did you stop?
11- List at least 5 things on your bucket list. Have you done any of them already?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
67~ Do you like it when your partner moans and/or is vocal during sex?
What would you say to prove to yourself that it was really you?
3- Should Pluto still be considered a planet? 4- How about smoking?
How many times do you think you have “made love”?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Model/Photographer Police/Criminal
* Give a rating for each one (0-100)
31- If given a chance to be immortal, would you take it? Why?
92~ Everyone needs a “safe” word. What is yours?
8- What are your thoughts on politics?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Will you cheat again? How can, you be sure? Define what cheating is to you.
12- What’s your favorite food? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- Do you have dreams? Can you remember them? What do you usually dream about?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Have you ever? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
30~ What's something unexpected that turns you on?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
Would you read them together?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Teacher/Student Stranger/One Night Stand
36~ What is your favorite time of day to have sex/make love?
5~ When you first started having sex, was it what you thought it would be?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you like it when they show and tell you what they want?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Questions about Relationships/Past ***
60~ How important is oral sex? Do you like receiving? Do you like giving?
13- How about having a certain hair cut/style?
18- How often do you drink alcohol? What is your favorite drink?
19- Do/have you smoked? What do you prefer? How often?
7- What if a person smells a certain way? 8- How about smoking?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
26~ What side of the bed do you sleep on?
5- Have you ever been hypnotized? Would you allow yourself to be?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
Over time has your thoughts on sex changed?
I would allow you to do it… What would you do to me?
81~ Do you have any kinks and/or fetishes?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts