What is the most interesting question you can ask to get to know someone?
10.06.2025 05:05
If YES, was it with 2 men or 2 women? Did you enjoy it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What is your favorite position? Why?
Overthinking is killing me day-by-day. What should I do?
What is your favorite toy? Ever wanted to try a specific toy?
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?
Screen time and physical activity habits linked to adolescent stress and depression - PsyPost
33- Beach or Mountains? Or is there another place to like better?
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)
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…
More Americans applied for jobless benefits last week, rising to highest level in eight months - PBS
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
18- How often do you drink alcohol? What is your favorite drink?
44~ Care to share something about yourself that no one else knows about you?
7- What if a person smells a certain way? 8- How about smoking?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
10- List 5 of your top pet peeves.
Target says Philly Pride 365 rejected its sponsorship - Axios
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Why is our generation so unhappy?
20- What’s your favorite candy? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
The Opener: Teel, Cubs, Tigers, Langeliers - MLB Trade Rumors
8- What's your favorite flavor of ice cream? Do you a least favorite?
42~ What’s your biggest regret in life?
What would you say to prove to yourself that it was really you?
What are you wearing under your clothes today?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would you do it again, and would you rather 2 females or 2 males?
36- Do you play video games? What is your favorite? Do you a least favorite?
What would happen if Kakashi and Naruto switched places?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Would you ever want to be woken up with oral and/or intercourse?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How can we understand the mind of a Trump supporter?
18~ Who/when was your first “crush”?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Get this wrong and this could mean the end… :-) some funny, some not…
Liam Coen: I think Trevor Lawrence’s footwork has drastically improved - NBC Sports
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…
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
The Director Of Final Fantasy Tactics Gets Political - Kotaku
25~ How do you feel about PDA? (Public Display of Affection)
6- Do you have dreams? Can you remember them? What do you usually dream about?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
30~ What's something unexpected that turns you on?
(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…)
60~ How important is oral sex? Do you like receiving? Do you like giving?
83~ How do you feel about Porn?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Nurse/Patient Celebrity/Fan
39~ What are your love languages?
Would /have you ever given your partner a lap dance and Striptease?
29~ What are some things that turn you off? What is your biggest turn off?
*** What’s Your Favorite…? ***
What is your view on sex? Meaning, When/Where/ How often/
10~ How many dates are necessary before you to have sex with someone?
How well do you know me? And some of your thoughts about me
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9~ How many times over your lifetime do you think you have had sex so far?
67~ Do you like it when your partner moans and/or is vocal during sex?
61~ How willing would you be to try new sexual positions?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Please share Did you stop?
15- What bad habit do you wish you could quit? Do you have any addictions?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Have you ever? Care to Share?
The Ice Breaker Questions
I would allow you to do it… What would you do to me?
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,
Over time has your thoughts on sex changed?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
28~ What are some things that turn on? What is your biggest turn on?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Model/Photographer Police/Criminal
1- What’s your favorite animal? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5- Have you ever been hypnotized? Would you allow yourself to be?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
26~ What side of the bed do you sleep on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
28- What are some things that people do that irritate you?
Nothing too Serious
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
62~ Have you used adult toys?
Escort/Client Job Applicant/Hiring Manager
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
49~ How many times have you been married? Why did they end?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What have you learned about yourself that you did not before this?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
51~ Are you willing to play adult games with your partner?
Any that are a turn off?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
27- What was/ is nickname? Does it have a meaning behind it?
38~ Share your most embarrassing sexual memory?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Master/Slave Boss/Maid
17- What’s your favorite holiday? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
That one or two things that made you go hmmmm, OMG or wow!
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
You know that I will be 100% truthful, so ask.
15- What's your favorite saying? What word or phrase is your least favorite?
21~ What was the best date you ever went on? What has been the worst?
22- What is your favorite childhood memory? What is your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
What have you learned about me that was new and/or surprising?
Do you watch it? What is your favorite?
14- What's your favorite dessert? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
65~ Describe the best orgasm you’ve ever had? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
If yes, what?
How many partners have you had oral sex with? Who? Care to Share?
8- What are your thoughts on politics?
*** Deal Breaker Questions ***
53~ How much can you tell me about the one thing you are most passionate about?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What do you dislike about me? I asked you to be 100% honest.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Family Relation Age Play
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How about if they talk dirty and/or call you names?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What was the longest? What was the shortest?
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)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11- List at least 5 things on your bucket list. Have you done any of them already?
51~ What tends to bring a smile to your face?
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…
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send 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?
40~ What’s the weirdest place you’ve ever had sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
84~ How do you feel about reading/listening to adult stories?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you say it, I will stop, and we can talk about it when you are ready.
*** Random Questions ***
19- Do/have you smoked? What do you prefer? How often?
19- What’s your favorite fairytale? What’s your least favorite?
Do you think this brought you closer together?
Do you like it when they show and tell you what they want?
48~ Have you ever paid or been paid for sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Repairman/Lonely Wife Virgin/Experienced
32- What's your greatest talent? Can I see it right now?
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?
17- Have you ever done drugs? Which ones? How often?
9- If you could have three wishes, what would they be? Why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you mind if your partner watched it? How about together vs alone?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
12- What’s your favorite food? What’s your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to clean every part of your body with my soapy hands and fingers?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13- What is the craziest/scariest thing you've ever done?
Doctor/Nurse Stripper/Client
12- What is the weirdest thing you've ever eaten?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Any that are a turn off?
13~ Is there a difference between, making love, having sex, and fucking?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9- What’s your favorite season and why? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
3- What’s your favorite smell? Do you a least favorite?
If you win, what will you make them do?
81~ Do you have any kinks and/or fetishes?
47~ What would be your dream job and why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
92~ Have you ever had or have an STD? How many? What was it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
3- Should Pluto still be considered a planet? 4- How about smoking?
34~ Do you like the lights on or off during sex?
52~ Are you willing to make “those types” of bets with your partner?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
13- What’s your favorite drink? What’s your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you have a favorite? Is it ok if your partner does?
45~ How do you feel about me blindfolding you? How about blindfolding me?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Does the thought excite you? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
7- What are your thoughts on religion? Is there an afterlife?
23- What is your dream job? What was it as a child?
82~ Do you have any fantasies involving Role-Playing?
13- How about having a certain hair cut/style?
52~ What are your hobbies?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
33- If you could visit any time period, when would you pick? Please explain why?
Teacher/Student Stranger/One Night Stand
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
3- What Superhero or Superpower would you want to be/have?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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- What's your favorite restaurant? What’s your least favorite?
89~ Do you like taking showers together?
29- How superstitious are you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
19~ Who/when was your first “heartbreak”?
*** Questions about Relationships/Past ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11~ Have you ever been caught by your parents or children or others while having sex?
1- What was your first impression of me? Has it changed?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
* Give a rating for each one (0-100)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
36~ What is your favorite time of day to have sex/make love?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Would you read them together?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
92~ Everyone needs a “safe” word. What is yours?
How many times do you think you have “made love”?
1~ How old were you when you had your first kiss? Who? Care to Share?
How old are you? Male or Female?
10- What is your favorite family tradition? What’s your least favorite?
70~ Would/do you have/like anal sex?
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 ***
21- What's your favorite way to spend a weekend or time off?
50~ How many children do you have? What are their ages?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
31- If given a chance to be immortal, would you take it? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
71~ Would you give your partner a hand or foot job? Would you receive one?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5~ When you first started having sex, was it what you thought it would be?