What is the most interesting question you can ask to get to know someone?
14.06.2025 13:22
39~ What are your love languages?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
48~ Have you ever paid or been paid for sex?
Is the Democrat party connected with organized crime in America?
Repairman/Lonely Wife Virgin/Experienced
40~ What’s the weirdest place you’ve ever had sex?
How many times do you think you have “made love”?
1- What was your first impression of me? Has it changed?
21- What's your favorite way to spend a weekend or time off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Do you think your landlord should have a key to your room?
*** Deal Breaker Questions ***
62~ Have you used adult toys?
13- What’s your favorite drink? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Which country do you recommend for me to live in, England, the USA, Italy, Spanish, or Austria?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
17- Have you ever done drugs? Which ones? How often?
7-What do I do in bed that drives you wild? How about, what turns you off?
8- What are your thoughts on politics?
15~ Have you ever been “in love”? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Why is Canada letting too many Indians in Canada?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What have you learned about me that was new and/or surprising?
Prisoner/Prison Guard Landlord/Tenant
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What have you learned about yourself that you did not before this?
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 made you feel satisfied about your life today?
You know that I will be 100% truthful, so ask.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do guys ever want to suck a dick even though they are straight?
67~ Do you like it when your partner moans and/or is vocal during sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is it common for girlfriends to have close male friends who are single and not related to them?
22- Do you have any birth marks? How about scars? Care to share how you got them?
33- If you could visit any time period, when would you pick? Please explain why?
What would you say to prove to yourself that it was really you?
If you say it, I will stop, and we can talk about it when you are ready.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Do you watch it? What is your favorite?
Does the thought excite you? Care to share?
Overthinking is killing me day-by-day. What should I do?
9- If you could have three wishes, what would they be? Why?
9~ How many times over your lifetime do you think you have had sex so far?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
92~ Everyone needs a “safe” word. What is yours?
37- Do you like your name? If you could change it, what would you change it too?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you like the “69” position? Do you prefer to be on top or bottom?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
65~ Describe the best orgasm you’ve ever had? Care to share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Doctor/Nurse Stripper/Client
*** What’s Your Favorite…? ***
18- What’s your favorite way to relax after a long day? What’s your least favorite?
48~ Do you have any siblings? Are you close to your family?
52~ What are your hobbies?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
(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…)
Would /have you ever given your partner a lap dance and Striptease?
21~ What was the best date you ever went on? What has been the worst?
30~ What's something unexpected that turns you on?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
1~ How old were you when you had your first kiss? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
*** Random Questions ***
Do you think this brought you closer together?
11- What's your favorite restaurant? What’s your least favorite?
18- How often do you drink alcohol? What is your favorite drink?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
6- Do you have dreams? Can you remember them? What do you usually dream about?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
51~ What tends to bring a smile to your face?
Would you read them together?
52~ Are you willing to make “those types” of bets with your partner?
13- What is the craziest/scariest thing you've ever done?
50~ How many children do you have? What are their ages?
15- What's your favorite saying? What word or phrase is 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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Will you cheat again? How can, you be sure? Define what cheating is to you.
26~ What side of the bed do you sleep on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
If yes, what?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
I would allow you to do it… What would you do to me?
Do you have a favorite? Is it ok if your partner does?
10- What is your favorite family tradition? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you ever want to be woken up with oral and/or intercourse?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
32- What's your greatest talent? Can I see it right now?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Family Relation Age Play
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What’s your favorite smell? Do you a least favorite?
83~ How do you feel about Porn?
44~ Care to share something about yourself that no one else knows about you?
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…
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What was the longest? What was the shortest?
18~ Who/when was your first “crush”?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
5~ When you first started having sex, was it what you thought it would be?
61~ How willing would you be to try new sexual positions?
10~ How many dates are necessary before you to have sex with someone?
22- What is your favorite childhood memory? What is your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
92~ Have you ever had or have an STD? How many? What was it?
23- What is your dream job? What was it as a child?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
10- List 5 of your top pet peeves.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
76~ Have you had a threesome? Care to Share?
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?
Teacher/Student Stranger/One Night Stand
70~ Would/do you have/like anal sex?
Escort/Client Job Applicant/Hiring Manager
Any that are a turn off?
14- What's your favorite dessert? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
5- Have you ever been hypnotized? Would you allow yourself to be?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
28- What are some things that people do that irritate you?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What is your favorite toy? Ever wanted to try a specific toy?
If you win, what will you make them do?
34~ Do you like the lights on or off during sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you allow me to clean every part of your body with my soapy hands and fingers?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
29- How superstitious are you?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
45~ How do you feel about me blindfolding you? How about blindfolding me?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Have you ever? Care to Share?
84~ How do you feel about reading/listening to adult stories?
Model/Photographer Police/Criminal
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
Any that are a turn off?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Over time has your thoughts on sex changed?
51~ Are you willing to play adult games with your partner?
11- How about if they like a certain sports team? 12-How about drinking too much?
53~ How much can you tell me about the one thing you are most passionate about?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
36~ What is your favorite time of day to have sex/make love?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
89~ Do you like taking showers together?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
1- What’s your favorite animal? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
49~ How many times have you been married? Why did they end?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
What is your view on sex? Meaning, When/Where/ How often/
That one or two things that made you go hmmmm, OMG or wow!
How old are you? Male or Female?
9- What’s your favorite season and why? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
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?
25~ How do you feel about PDA? (Public Display of Affection)
What do you dislike about me? I asked you to be 100% honest.
28~ What are some things that turn on? What is your biggest turn on?
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?
19~ Who/when was your first “heartbreak”?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What is your favorite position? Why?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
* Give a rating for each one (0-100)
Nurse/Patient Celebrity/Fan
13- How about having a certain hair cut/style?
17- What’s your favorite holiday? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Nothing too Serious
3- Should Pluto still be considered a planet? 4- How about smoking?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
47~ What would be your dream job and why?
12- What’s your favorite food? What’s your least favorite?
The Ice Breaker Questions
Would you do it again, and would you rather 2 females or 2 males?
Would you mind if your partner watched it? How about together vs alone?
29~ What are some things that turn you off? What is your biggest turn off?
11~ Have you ever been caught by your parents or children or others while having sex?
*** Questions About Me ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
Master/Slave Boss/Maid
2- What’s your favorite color? 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)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** Questions about Relationships/Past ***
Do you like it when they show and tell you what they want?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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,
3- What Superhero or Superpower would you want to be/have?
Please share Did you stop?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
How many partners have you had oral sex with? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
20- What’s your favorite candy? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
81~ Do you have any kinks and/or fetishes?
42~ What’s your biggest regret in life?
12- What is the weirdest thing you've ever eaten?
71~ Would you give your partner a hand or foot job? Would you receive one?
31- If given a chance to be immortal, would you take it? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
15- What bad habit do you wish you could quit? Do you have any addictions?
Can you Deep Throat? Do you like the taste of yourself?
33- Beach or Mountains? Or is there another place to like better?
4- For a pet, Cat, dog or other?
How about if they talk dirty and/or call you names?
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…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How well do you know me? And some of your thoughts about me
Will you kiss after your partner has gone down on you? Swallow or spit semen?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.