What is the most interesting question you can ask to get to know someone?
15.06.2025 06:45
Do you like it when they show and tell you what they want?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
33- If you could visit any time period, when would you pick? Please explain why?
Would you do it again, and would you rather 2 females or 2 males?
Have you experimented with bestiality?
Doctor/Nurse Stripper/Client
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Can you name a female actress who has had bad timing or luck in her film career?
3- What Superhero or Superpower would you want to be/have?
What would you say to prove to yourself that it was really you?
31- If given a chance to be immortal, would you take it? Why?
51~ Are you willing to play adult games with your partner?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Family Relation Age Play
*** What’s Your Favorite…? ***
Have you ever? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
'No Kings' protests against Trump planned nationwide to coincide with military parade - NPR
53~ How much can you tell me about the one thing you are most passionate about?
How old are you? Male or Female?
28~ What are some things that turn on? What is your biggest turn on?
How does an experienced gay/bi guy handle a bi-courius guy on his first time?
What have you learned about yourself that you did not before this?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you watch it? What is your favorite?
Are you worried that the 2024 US presidential election will result in a close race?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What have you learned about me that was new and/or surprising?
71~ Would you give your partner a hand or foot job? Would you receive one?
What's the gayest thing you have experienced on an only boys sleepover?
Do you think this brought you closer together?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Master/Slave Boss/Maid
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
How do you get a teenage boy to care about hygiene?
Over time has your thoughts on sex changed?
70~ Would/do you have/like anal sex?
30~ What's something unexpected that turns you on?
How much does a doctor earn in Sweden per month?
4- For a pet, Cat, dog or other?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How about if they talk dirty and/or call you names?
Teacher/Student Stranger/One Night Stand
13- What is the craziest/scariest thing you've ever done?
51~ What tends to bring a smile to your face?
12- What is the weirdest thing you've ever eaten?
84~ How do you feel about reading/listening to adult stories?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
55~ Would you ever go to a nude beach/resort 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?
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?
76~ Have you had a threesome? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
18- What’s your favorite way to relax after a long day? 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?
14- What's your favorite dessert? Do you a least favorite?
29- How superstitious are you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Will you cheat again? How can, you be sure? Define what cheating is to you.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
62~ Have you used adult toys?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
61~ How willing would you be to try new sexual positions?
What was the longest? What was the shortest?
*** Deal Breaker Questions ***
(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…)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
52~ Are you willing to make “those types” of bets with your partner?
17- What’s your favorite holiday? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
15- What bad habit do you wish you could quit? Do you have any addictions?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Escort/Client Job Applicant/Hiring Manager
3- Should Pluto still be considered a planet? 4- How about smoking?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
10- What is your favorite family tradition? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How well do you know me? And some of your thoughts about me
14- What is an embarrassing moment in your life? How about your most embarrassing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
5~ When you first started having sex, was it what you thought it would be?
1~ How old were you when you had your first kiss? Who? Care to Share?
Model/Photographer Police/Criminal
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How many times do you think you have “made love”?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- What’s your favorite smell? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
Please share Did you stop?
29~ What are some things that turn you off? What is your biggest turn off?
11- What's your favorite restaurant? What’s your least favorite?
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,
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?
39~ What are your love languages?
What do you dislike about me? I asked you to be 100% honest.
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
19- What’s your favorite fairytale? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What is your view on sex? Meaning, When/Where/ How often/
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
83~ How do you feel about Porn?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
28- What are some things that people do that irritate you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
*** Random Questions ***
27- What was/ is nickname? Does it have a meaning behind it?
2- What’s your favorite color? Do you a least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8- What are your thoughts on politics?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
60~ How important is oral sex? Do you like receiving? Do you like giving?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- What was your first impression of me? Has it changed?
10- List 5 of your top pet peeves.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
48~ Have you ever paid or been paid for sex?
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?
If you say it, I will stop, and we can talk about it when you are ready.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
9- If you could have three wishes, what would they be? Why?
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?
38~ Share your most embarrassing sexual memory?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- Have you ever been hypnotized? Would you allow yourself to be?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How many partners have you had oral sex with? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
42~ What’s your biggest regret in life?
21- What's your favorite way to spend a weekend or time off?
26~ What side of the bed do you sleep on?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What is your favorite toy? Ever wanted to try a specific toy?
89~ Do you like taking showers together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Repairman/Lonely Wife Virgin/Experienced
23- What is your dream job? What was it as a child?
32- What's your greatest talent? Can I see it right now?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
20- What’s your favorite candy? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If yes, what?
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?
81~ Do you have any kinks and/or fetishes?
I would allow you to do it… What would you do to me?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
22- Do you have any birth marks? How about scars? Care to share how you got them?
13~ Is there a difference between, making love, having sex, and fucking?
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?
*** Questions About Me ***
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
18- How often do you drink alcohol? What is your favorite drink?
Nurse/Patient Celebrity/Fan
22- What is your favorite childhood memory? What is your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
50~ How many children do you have? What are their ages?
9~ How many times over your lifetime do you think you have had sex so far?
65~ Describe the best orgasm you’ve ever had? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If YES, was it with 2 men or 2 women? Did you enjoy it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
19~ Who/when was your first “heartbreak”?
17- Have you ever done drugs? Which ones? How often?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
15- What's your favorite saying? What word or phrase is your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
13- What’s your favorite drink? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
25~ How do you feel about PDA? (Public Display of Affection)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you like the “69” position? Do you prefer to be on top or bottom?
1- What’s your favorite animal? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Nothing too Serious
40~ What’s the weirdest place you’ve ever had sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
47~ What would be your dream job and why?
That one or two things that made you go hmmmm, OMG or wow!
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9- What’s your favorite season and why? What’s your 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What are your thoughts on religion? Is there an afterlife?
Would /have you ever given your partner a lap dance and Striptease?
*** Questions about Relationships/Past ***
Any that are a turn off?
Does the thought excite you? Care to share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
92~ Everyone needs a “safe” word. What is yours?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
49~ How many times have you been married? Why did they end?
21~ What was the best date you ever went on? What has been 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…
Would you read them together?
18~ Who/when was your first “crush”?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you win, what will you make them do?
Any that are a turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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)
36~ What is your favorite time of day to have sex/make love?
10~ How many dates are necessary before you to have sex with someone?
82~ Do you have any fantasies involving Role-Playing?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- How about having a certain hair cut/style?
34- Ever been to a concert? What was your favorite? Who would you like to see?
You know that I will be 100% truthful, so ask.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
48~ Do you have any siblings? Are you close to your family?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Can you Deep Throat? Do you like the taste of yourself?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite position? Why?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
7-What do I do in bed that drives you wild? How about, what turns you off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
15~ Have you ever been “in love”? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
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?
* Give a rating for each one (0-100)