What is the most interesting question you can ask to get to know someone?
11.06.2025 20:05
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10~ How many dates are necessary before you to have sex with someone?
What do you think of the Quora group "It's Ok to Be White" for people who are proud of being white?
34~ Do you like the lights on or off during sex?
How about if they talk dirty and/or call you names?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Random Questions ***
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Are MAGA the "useful idiots" for the radical-right billionaires like Charles Koch and Elon Musk?
If you win, what will you make them do?
That one or two things that made you go hmmmm, OMG or wow!
83~ How do you feel about Porn?
Fireball streaks through aurora-filled skies photo of the day for June 5, 2025 - Space
Any that are a turn off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
Do all therapists specialize in one specific type of therapy, or are they trained in multiple types?
28~ What are some things that turn on? What is your biggest turn on?
92~ Have you ever had or have an STD? How many? What was it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
27- What was/ is nickname? Does it have a meaning behind it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Why does my girlfriend keep asking me if I love her?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time 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,
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Does the thought excite you? Care to share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
33- If you could visit any time period, when would you pick? Please explain why?
15~ Have you ever been “in love”? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Model/Photographer Police/Criminal
13- What is the craziest/scariest thing you've ever done?
22- What is your favorite childhood memory? What is your least favorite?
Would you read them together?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
62~ Have you used adult toys?
13- How about having a certain hair cut/style?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
15- What bad habit do you wish you could quit? Do you have any addictions?
If you say it, I will stop, and we can talk about it when you are ready.
17- What’s your favorite holiday? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
47~ What would be your dream job and why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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…
92~ Everyone needs a “safe” word. What is yours?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
17- Have you ever done drugs? Which ones? How often?
42~ What’s your biggest regret in life?
29- How superstitious are you?
Do you have a favorite? Is it ok if your partner does?
Would you mind if your partner watched it? How about together vs alone?
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- What are your thoughts on religion? Is there an afterlife?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
11- How about if they like a certain sports team? 12-How about drinking too much?
4- For a pet, Cat, dog or other?
Do you like the “69” position? Do you prefer to be on top or bottom?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
48~ Do you have any siblings? Are you close to your family?
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?
26~ What side of the bed do you sleep on?
76~ Have you had a threesome? Care to Share?
30~ What's something unexpected that turns you on?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Nurse/Patient Celebrity/Fan
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?
18- How often do you drink alcohol? What is your favorite drink?
19~ Who/when was your first “heartbreak”?
51~ What tends to bring a smile to your face?
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?
What would you say to prove to yourself that it was really you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Master/Slave Boss/Maid
If yes, what?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Over time has your thoughts on sex changed?
32- What's your greatest talent? Can I see it right now?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What have you learned about me that was new and/or surprising?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
37- Do you like your name? If you could change it, what would you change it too?
Nothing too Serious
10- What is your favorite family tradition? What’s your least favorite?
39~ What are your love languages?
12- What is the weirdest thing you've ever eaten?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
Doctor/Nurse Stripper/Client
11- List at least 5 things on your bucket list. Have you done any of them already?
10- List 5 of your top pet peeves.
(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…)
Prisoner/Prison Guard Landlord/Tenant
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
3- Should Pluto still be considered a planet? 4- How about smoking?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
1- What’s your favorite animal? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** What’s Your 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?
52~ What are your hobbies?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
28- What are some things that people do that irritate you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
29~ What are some things that turn you off? What is your biggest turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
21~ What was the best date you ever went on? What has been the worst?
82~ Do you have any fantasies involving Role-Playing?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
11- What's your favorite restaurant? What’s your least favorite?
* Give a rating for each one (0-100)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
89~ Do you like taking showers together?
70~ Would/do you have/like anal sex?
What was the longest? What was the shortest?
22- Do you have any birth marks? How about scars? Care to share how you got them?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
1- What was your first impression of me? Has it changed?
9- What’s your favorite season and why? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Escort/Client Job Applicant/Hiring Manager
50~ How many children do you have? What are their ages?
Do you like it when they show and tell you what they want?
Teacher/Student Stranger/One Night Stand
80~ Share your top three fantasies/desires. (Be detailed) 😊
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What is your favorite position? Why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
44~ Care to share something about yourself that no one else knows about you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
Family Relation Age Play
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you watch it? What is your favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
I would allow you to do it… What would you do to me?
18~ Who/when was your first “crush”?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11~ Have you ever been caught by your parents or children or others while having sex?
12- What’s your favorite food? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
20- What’s your favorite candy? What’s your least favorite?
*** Questions about Relationships/Past ***
Please share Did you stop?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
53~ How much can you tell me about the one thing you are most passionate about?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
51~ Are you willing to play adult games with your partner?
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?
48~ Have you ever paid or been paid for sex?
61~ How willing would you be to try new sexual positions?
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…
How well do you know me? And some of your thoughts about me
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How old are you? Male or Female?
33- Beach or Mountains? Or is there another place to like better?
36- Do you play video games? What is your favorite? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What have you learned about yourself that you did not before this?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
6- Do you have dreams? Can you remember them? What do you usually dream about?
14- What's your favorite dessert? Do you a least favorite?
You know that I will be 100% truthful, so ask.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Get this wrong and this could mean the end… :-) some funny, some not…
7- What if a person smells a certain way? 8- How about smoking?
5~ When you first started having sex, was it what you thought it would be?
52~ Are you willing to make “those types” of bets with your partner?
9~ How many times over your lifetime do you think you have had sex so far?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- What Superhero or Superpower would you want to be/have?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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?
*** Deal Breaker Questions ***
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
60~ How important is oral sex? Do you like receiving? Do you like giving?
65~ Describe the best orgasm you’ve ever had? Care to share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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 many partners have you had oral sex with? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
31- If given a chance to be immortal, would you take it? Why?
19- What’s your favorite fairytale? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Questions About Me ***
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
45~ How do you feel about me blindfolding you? How about blindfolding me?
The Ice Breaker Questions
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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/
3- What’s your favorite smell? Do you a least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- What’s your favorite drink? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
What is your favorite toy? Ever wanted to try a specific toy?
23- What is your dream job? What was it as a child?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you think this brought you closer together?
71~ Would you give your partner a hand or foot job? Would you receive one?
What do you dislike about me? I asked you to be 100% honest.
49~ How many times have you been married? Why did they end?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Have you ever? Care to Share?
8- What are your thoughts on politics?
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?
Would you allow me to clean every part of your body with my soapy hands and fingers?
2- What’s your favorite color? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would you ever want to be woken up with oral and/or intercourse?
21- What's your favorite way to spend a weekend or time off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How many times do you think you have “made love”?