What is the most interesting question you can ask to get to know someone?
12.06.2025 03:08
You know that I will be 100% truthful, so ask.
Any that are a turn off?
What is your favorite toy? Ever wanted to try a specific toy?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Nothing too Serious
Do you think this brought you closer together?
What was your best sex experience that still makes you horny?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
51~ What tends to bring a smile to your face?
11~ Have you ever been caught by your parents or children or others while having sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What are some ballbusting stories?
39~ What are your love languages?
7-What do I do in bed that drives you wild? How about, what turns you 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?
Master/Slave Boss/Maid
Escort/Client Job Applicant/Hiring Manager
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Why am I so afraid that gun owners have set traps to kill me outside my house or my car?
That one or two things that made you go hmmmm, OMG or wow!
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
25~ How do you feel about PDA? (Public Display of Affection)
What do you do you do if your motorcycle chain snaps while riding on the highway?
How well do you know me? And some of your thoughts about me
*** Random Questions ***
Does the thought excite you? Care to share?
Why do Indian parents force their kids to do stuff?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What would you say to prove to yourself that it was really you?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How the Menstrual Cycle Affects ADHD - The Cut
Do you watch it? What is your favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Nintendo Switch 2 Launch Week Restocks - Here's What We Know So Far - GameSpot
2- What’s your favorite color? Do you a least favorite?
Over time has your thoughts on sex changed?
If yes, what?
Why do I feel like I want to suck a big dick after injecting meth?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Would you mind if your partner watched it? How about together vs alone?
Prisoner/Prison Guard Landlord/Tenant
Robinhood Traders Playing S&P Index-Guessing Game Get Schooled - Bloomberg
11- List at least 5 things on your bucket list. Have you done any of them already?
29- How superstitious are you?
1~ How old were you when you had your first kiss? Who? Care to Share?
How come Jesus died on Friday and rose on Sunday? That's not 3 days and three nights.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How about if they talk dirty and/or call you names?
92~ Everyone needs a “safe” word. What is yours?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
* Give a rating for each one (0-100)
11- What's your favorite restaurant? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
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 read them together?
13- What’s your favorite drink? What’s your least favorite?
13- How about having a certain hair cut/style?
Any that are a turn off?
65~ Describe the best orgasm you’ve ever had? Care to share?
23- What is your dream job? What was it as a child?
15- What's your favorite saying? What word or phrase is your least favorite?
8- What are your thoughts on politics?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
How many partners have you had oral sex with? 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)
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
51~ Are you willing to play adult games with your partner?
31- If given a chance to be immortal, would you take it? Why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
9- If you could have three wishes, what would they be? Why?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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)
14- What is an embarrassing moment in your life? How about your most embarrassing?
61~ How willing would you be to try new sexual positions?
7- What are your thoughts on religion? Is there an afterlife?
5~ When you first started having sex, was it what you thought it would be?
71~ Would you give your partner a hand or foot job? Would you receive one?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
34- Ever been to a concert? What was your favorite? Who would you like to see?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
28~ What are some things that turn on? What is your biggest turn on?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
If you win, what will you make them do?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your favorite animal? Do you a least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would /have you ever given your partner a lap dance and Striptease?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
7- What if a person smells a certain way? 8- How about smoking?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21- What's your favorite way to spend a weekend or time off?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Can you Deep Throat? Do you like the taste of yourself?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How many times do you think you have “made love”?
5- Have you ever been hypnotized? Would you allow yourself to be?
What was the longest? What was the shortest?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Repairman/Lonely Wife Virgin/Experienced
89~ Do you like taking showers together?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
17- What’s your favorite holiday? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If NO, would you ever have one? Would it be with 2 men or 2 women?
47~ What would be your dream job and why?
What is your view on sex? Meaning, When/Where/ How often/
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,
I would allow you to do it… What would you do to me?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
*** Deal Breaker Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
36- Do you play video games? What is your favorite? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
52~ Are you willing to make “those types” of bets with your partner?
29~ What are some things that turn you off? What is your biggest turn off?
26~ What side of the bed do you sleep on?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
44~ Care to share something about yourself that no one else knows about you?
22- What is your favorite childhood memory? What is your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
(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…)
67~ Do you like it when your partner moans and/or is vocal during sex?
*** What’s Your Favorite…? ***
If you say it, I will stop, and we can talk about it when you are ready.
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What have you learned about yourself that you did not before this?
32- What's your greatest talent? Can I see it right now?
19~ Who/when was your first “heartbreak”?
53~ How much can you tell me about the one thing you are most passionate about?
Do you like it when they show and tell you what they want?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
4- For a pet, Cat, dog or other?
62~ Have you used adult toys?
40~ What’s the weirdest place you’ve ever had sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How old are you? Male or Female?
9- What’s your favorite season and why? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
9~ How many times over your lifetime do you think you have had sex so far?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
30~ What's something unexpected that turns you on?
10- List 5 of your top pet peeves.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
37- Do you like your name? If you could change it, what would you change it too?
Would you ever want to be woken up with oral and/or intercourse?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Would you allow me to clean every part of your body with my soapy hands and fingers?
92~ Have you ever had or have an STD? How many? What was it?
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- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
*** Questions About Me ***
3- What Superhero or Superpower would you want to be/have?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Teacher/Student Stranger/One Night Stand
60~ How important is oral sex? Do you like receiving? Do you like giving?
76~ Have you had a threesome? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
33- If you could visit any time period, when would you pick? Please explain why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What was your first impression of me? Has it changed?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
18- How often do you drink alcohol? What is your favorite drink?
48~ Do you have any siblings? Are you close to your family?
45~ How do you feel about me blindfolding you? How about blindfolding me?
14- What's your favorite dessert? 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…
52~ What are your hobbies?
27- What was/ is nickname? Does it have a meaning behind it?
83~ How do you feel about Porn?
The Ice Breaker Questions
Have you ever? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Family Relation Age Play
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
34~ Do you like the lights on or off during sex?
13~ Is there a difference between, making love, having sex, and fucking?
20- What’s your favorite candy? What’s your least favorite?
42~ What’s your biggest regret in life?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
9- Is there something you’ve always wanted to ask me but you’re afraid?
3- What’s your favorite smell? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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?
What is your favorite position? Why?
Model/Photographer Police/Criminal
*** Questions about Relationships/Past ***
13- What is the craziest/scariest thing you've ever done?
21~ What was the best date you ever went on? What has been the worst?
Doctor/Nurse Stripper/Client
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?
10~ How many dates are necessary before you to have sex with someone?
82~ Do you have any fantasies involving Role-Playing?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
49~ How many times have you been married? Why did they end?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
19- Do/have you smoked? What do you prefer? How often?
50~ How many children do you have? What are their ages?
48~ Have you ever paid or been paid for sex?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
84~ How do you feel about reading/listening to adult stories?
28- What are some things that people do that irritate you?
Do you have a favorite? Is it ok if your partner does?
15~ Have you ever been “in love”? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
Will you cheat again? How can, you be sure? Define what cheating is to you.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
18~ Who/when was your first “crush”?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do 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…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
8- What's your favorite flavor of ice cream? Do you a least favorite?
70~ Would/do you have/like anal sex?
81~ Do you have any kinks and/or fetishes?
12- What is the weirdest thing you've ever eaten?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
33- Beach or Mountains? Or is there another place to like better?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Nurse/Patient Celebrity/Fan
Please share Did you stop?
What have you learned about me that was new and/or surprising?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Would you do it again, and would you rather 2 females or 2 males?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?