What is the most interesting question you can ask to get to know someone?
10.06.2025 01:22
22- Do you have any birth marks? How about scars? Care to share how you got them?
62~ Have you used adult toys?
52~ What are your hobbies?
Why is digital marketing important?
84~ How do you feel about reading/listening to adult stories?
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?
42~ What’s your biggest regret in life?
Have you ever been forced to undress for money just once?
How old are you? Male or Female?
17- What’s your favorite holiday? What’s your least favorite?
*** Random Questions ***
What is the most memorable thing that happened in your college days?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
We Bought a ‘Peeing’ Robot Attack Dog From Temu. It Was Even Weirder Than Expected - WIRED
Can you Deep Throat? Do you like the taste of yourself?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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?
7- What are your thoughts on religion? Is there an afterlife?
One Of The Rarest Video Games Ever Has Been Preserved Online - GameSpot
* Give a rating for each one (0-100)
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
Why Mets are positioned to fare better than Yankees in latest Dodgers series - New York Post
11- How about if they like a certain sports team? 12-How about drinking too much?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
Michigan Cup starting lineup: Chase Briscoe wins third pole in a row - NBC Sports
13~ Is there a difference between, making love, having sex, and fucking?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
39~ What are your love languages?
Bradford researchers solve mystery of disease and wool trade - BBC
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
10- List 5 of your top pet peeves.
12- What is the weirdest thing you've ever eaten?
Latest AirPods Pro 2 feature is ahead of its time in the best way - 9to5Mac
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Would you do it again, and would you rather 2 females or 2 males?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Does the thought excite you? Care to share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
T Cells Found Living in Healthy Brains - Neuroscience News
21~ What was the best date you ever went on? What has been the worst?
Escort/Client Job Applicant/Hiring Manager
2- What’s your favorite color? Do you a least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Nurse/Patient Celebrity/Fan
32- What's your greatest talent? Can I see it right now?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
83~ How do you feel about Porn?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20- What’s your favorite candy? What’s your least favorite?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
15- What's your favorite saying? What word or phrase is your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
18~ Who/when was your first “crush”?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you have a favorite? Is it ok if your partner does?
19- What’s your favorite fairytale? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
47~ What would be your dream job and why?
9- What’s your favorite season and why? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Nothing too Serious
53~ How much can you tell me about the one thing you are most passionate about?
26~ What side of the bed do you sleep on?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
27- What was/ is nickname? Does it have a meaning behind it?
What is your favorite position? Why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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…
Master/Slave Boss/Maid
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
51~ Are you willing to play adult games with your partner?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
14- What is an embarrassing moment in your life? How about your most embarrassing?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
80~ Share your top three fantasies/desires. (Be detailed) 😊
40~ What’s the weirdest place you’ve ever had sex?
70~ Would/do you have/like anal sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
89~ Do you like taking showers together?
13- What’s your favorite drink? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Teacher/Student Stranger/One Night Stand
81~ Do you have any kinks and/or fetishes?
21- What's your favorite way to spend a weekend or time off?
61~ How willing would you be to try new sexual positions?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
What was the longest? What was the shortest?
I would allow you to do it… What would you do to me?
82~ Do you have any fantasies involving Role-Playing?
13- What is the craziest/scariest thing you've ever done?
How about if they talk dirty and/or call you names?
19~ Who/when was your first “heartbreak”?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you watch it? What is your favorite?
Do you like it when they show and tell you what they want?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Model/Photographer Police/Criminal
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What have you learned about me that was new and/or surprising?
Repairman/Lonely Wife Virgin/Experienced
10~ How many dates are necessary before you to have sex with someone?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What would you say to prove to yourself that it was really you?
8- What are your thoughts on politics?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What do you dislike about me? I asked you to be 100% honest.
3- What Superhero or Superpower would you want to be/have?
That one or two things that made you go hmmmm, OMG or wow!
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If yes, what?
31- If given a chance to be immortal, would you take it? Why?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If you win, what will you make them do?
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?
How many times do you think you have “made love”?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
65~ Describe the best orgasm you’ve ever had? Care to share?
The Ice Breaker Questions
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
18- How often do you drink alcohol? What is your favorite drink?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
37- Do you like your name? If you could change it, what would you change it too?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
38~ Share your most embarrassing sexual memory?
19- Do/have you smoked? What do you prefer? How often?
5~ When you first started having sex, was it what you thought it would be?
49~ How many times have you been married? Why did they end?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- What’s your favorite animal? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
28~ What are some things that turn on? What is your biggest turn on?
30~ What's something unexpected that turns you on?
*** Deal Breaker Questions ***
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
10- What is your favorite family tradition? 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
36~ What is your favorite time of day to have sex/make love?
Please share Did you stop?
5- Have you ever been hypnotized? Would you allow yourself to be?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
34~ Do you like the lights on or off during sex?
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?
22- What is your favorite childhood memory? What is your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
What is your view on sex? Meaning, When/Where/ How often/
49~ If you could, would you want to be the opposite sex for a day, week, or year?
33- If you could visit any time period, when would you pick? Please explain why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Doctor/Nurse Stripper/Client
Family Relation Age Play
28- What are some things that people do that irritate you?
50~ How many children do you have? What are their ages?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What have you learned about yourself that you did not before this?
45~ How do you feel about me blindfolding you? How about blindfolding me?
7- What if a person smells a certain way? 8- How about smoking?
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,
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Would you read them together?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
Do you think this brought you closer together?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
15~ Have you ever been “in love”? Who? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
*** What’s Your Favorite…? ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1- What was your first impression of me? Has it changed?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4- For a pet, Cat, dog or other?
Prisoner/Prison Guard Landlord/Tenant
48~ Have you ever paid or been paid for sex?
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If you say it, I will stop, and we can talk about it when you are ready.
How many partners have you had oral sex with? Who? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
67~ Do you like it when your partner moans and/or is vocal during sex?
Any that are a turn off?
23- What is your dream job? What was it as a child?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Would /have you ever given your partner a lap dance and Striptease?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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…
33- Beach or Mountains? Or is there another place to like better?
*** Questions about Relationships/Past ***
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?
25~ How do you feel about PDA? (Public Display of Affection)
12- What’s your favorite food? What’s your least favorite?
Any that are a turn off?
(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…)
You know that I will be 100% truthful, so ask.
Over time has your thoughts on sex changed?
3- What’s your favorite smell? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you ever want to be woken up with oral and/or intercourse?
44~ Care to share something about yourself that no one else knows about you?
51~ What tends to bring a smile to your face?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
52~ Are you willing to make “those types” of bets with your partner?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How well do you know me? And some of your thoughts about me
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13- How about having a certain hair cut/style?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9- If you could have three wishes, what would they be? Why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
48~ Do you have any siblings? Are you close to your family?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you mind if your partner watched it? How about together vs alone?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11- What's your favorite restaurant? What’s your least favorite?
29- How superstitious are you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions About Me ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
36- Do you play video games? What is your favorite? Do you a least favorite?