What is the most interesting question you can ask to get to know someone?
08.06.2025 02:14
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
34- Ever been to a concert? What was your favorite? Who would you like to see?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Why do I sweat a great deal while exercising the same on some days and not so much on others?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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?
52~ What are your hobbies?
45~ How do you feel about me blindfolding you? How about blindfolding me?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
21~ What was the best date you ever went on? What has been the worst?
12- What is the weirdest thing you've ever eaten?
Over time has your thoughts on sex changed?
5- Have you ever been hypnotized? Would you allow yourself to be?
Meta found 'covertly tracking' Android users through Instagram and Facebook - Sky News
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
23- What is your dream job? What was it as a child?
Testosterone heightens men’s sensitivity to social feedback and reshapes self-esteem - PsyPost
11- What's your favorite restaurant? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
3- What’s your favorite smell? Do you a least favorite?
What was your first gay male experience?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
13- How about having a certain hair cut/style?
28~ What are some things that turn on? What is your biggest turn on?
* Give a rating for each one (0-100)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What has been your best sexual experience?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
10- What is your favorite family tradition? What’s your 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…
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
The Ice Breaker Questions
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
9- Is there something you’ve always wanted to ask me but you’re afraid?
39~ What are your love languages?
3- What Superhero or Superpower would you want to be/have?
48~ Have you ever paid or been paid for sex?
Have you ever? Care to Share?
18~ Who/when was your first “crush”?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
31- If given a chance to be immortal, would you take it? Why?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
If NO, would you ever have one? Would it be with 2 men or 2 women?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
28- What are some things that people do that irritate you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
If you say it, I will stop, and we can talk about it when you are ready.
29~ What are some things that turn you off? What is your biggest turn off?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18- How often do you drink alcohol? What is your favorite drink?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Family Relation Age Play
13~ Is there a difference between, making love, having sex, and fucking?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do you watch it? What is your favorite?
4- For a pet, Cat, dog or other?
Nothing too Serious
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Any that are a turn off?
82~ Do you have any fantasies involving Role-Playing?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you think this brought you closer together?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
29- How superstitious are you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you mind if your partner watched it? How about together vs alone?
7- What if a person smells a certain way? 8- How about smoking?
*** Deal Breaker Questions ***
*** Questions About Me ***
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Please share Did you stop?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What do you dislike about me? I asked you to be 100% honest.
33- Beach or Mountains? Or is there another place to like better?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19~ Who/when was your first “heartbreak”?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What would you say to prove to yourself that it was really you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Teacher/Student Stranger/One Night Stand
21- What's your favorite way to spend a weekend or time off?
52~ Are you willing to make “those types” of bets with your partner?
3- Should Pluto still be considered a planet? 4- How about smoking?
19- What’s your favorite fairytale? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9- If you could have three wishes, what would they be? Why?
9- What’s your favorite season and why? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
51~ Are you willing to play adult games with your partner?
I would allow you to do it… What would you do to me?
*** What’s Your Favorite…? ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
8- What are your thoughts on politics?
89~ Do you like taking showers together?
12- What’s your favorite food? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
30~ What's something unexpected that turns you on?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
44~ Care to share something about yourself that no one else knows about you?
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?
Escort/Client Job Applicant/Hiring Manager
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
1- What’s your favorite animal? Do you a least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
50~ How many children do you have? What are their ages?
How well do you know me? And some of your thoughts about me
25~ How do you feel about PDA? (Public Display of Affection)
Would you read them together?
Would you ever want to be woken up with oral and/or intercourse?
83~ How do you feel about Porn?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
36~ What is your favorite time of day to have sex/make love?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5~ When you first started having sex, was it what you thought it would be?
How many partners have you had oral sex with? Who? Care to Share?
Does the thought excite you? Care to share?
14- What's your favorite dessert? Do you a least favorite?
Do you have a favorite? Is it ok if your partner does?
33- If you could visit any time period, when would you pick? Please explain why?
40~ What’s the weirdest place you’ve ever had sex?
What have you learned about yourself that you did not before this?
13- What’s your favorite drink? What’s your least favorite?
You know that I will be 100% truthful, so ask.
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
20- What’s your favorite candy? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
Would /have you ever given your partner a lap dance and Striptease?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What is your favorite position? Why?
*** Random Questions ***
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?
Do you like it when they show and tell you what they want?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What was the longest? What was the shortest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If yes, what?
1~ How old were you when you had your first kiss? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
47~ What would be your dream job and why?
71~ Would you give your partner a hand or foot job? Would you receive one?
32- What's your greatest talent? Can I see it right now?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Doctor/Nurse Stripper/Client
46~ Have you ever used furniture, or other types of things to aid you while having sex?
92~ Everyone needs a “safe” word. What is yours?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
17- Have you ever done drugs? Which ones? How often?
10- List 5 of your top pet peeves.
11~ Have you ever been caught by your parents or children or others while having sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would you do it again, and would you rather 2 females or 2 males?
48~ Do you have any siblings? Are you close to your family?
51~ What tends to bring a smile to your face?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
81~ Do you have any kinks and/or fetishes?
49~ How many times have you been married? Why did they end?
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?
2- What’s your favorite color? Do you a least favorite?
If you win, what will you make them do?
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…
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
22- What is your favorite childhood memory? What is your least favorite?
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
92~ Have you ever had or have an STD? How many? What was it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Nurse/Patient Celebrity/Fan
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Repairman/Lonely Wife Virgin/Experienced
70~ Would/do you have/like anal sex?
17- What’s your favorite holiday? What’s your least favorite?
How about if they talk dirty and/or call you names?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
42~ What’s your biggest regret in life?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How many times do you think you have “made love”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
26~ What side of the bed do you sleep on?
62~ Have you used adult toys?
13- What is the craziest/scariest thing you've ever done?
*** Questions about Relationships/Past ***
7- What are your thoughts on religion? Is there an afterlife?
61~ How willing would you be to try new sexual positions?
(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…)
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,
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Model/Photographer Police/Criminal
Master/Slave Boss/Maid
What is your view on sex? Meaning, When/Where/ How often/
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
How old are you? Male or Female?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What have you learned about me that was new and/or surprising?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
1- What was your first impression of me? Has it changed?
76~ Have you had a threesome? 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?
Can you Deep Throat? Do you like the taste of yourself?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Do you like the “69” position? Do you prefer to be on top or bottom?
7-What do I do in bed that drives you wild? How about, what turns you off?
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....)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
34~ Do you like the lights on or off during sex?
What is your favorite toy? Ever wanted to try a specific toy?
Will you cheat again? How can, you be sure? Define what cheating is to you.