What is the most interesting question you can ask to get to know someone?
10.06.2025 01:57
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
7-What do I do in bed that drives you wild? How about, what turns you off?
*** Questions About Me ***
What are some tips for braiding a woman's hair on a date?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
12- What is the weirdest thing you've ever eaten?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Why do narcissist move on so easily?
Would you ever want to be woken up with oral and/or intercourse?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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.
13- What’s your favorite drink? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
What’s something you did a lot as a kid that you don’t miss now that you’re an adult?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
(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…)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
20- What’s your favorite candy? What’s your least favorite?
What have you learned about yourself that you did not before this?
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35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
84~ How do you feel about reading/listening to adult stories?
8- What are your thoughts on politics?
What do you think of Andrew Tate?
Would /have you ever given your partner a lap dance and Striptease?
36~ What is your favorite time of day to have sex/make love?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
83~ How do you feel about Porn?
10- What is your favorite family tradition? What’s your least favorite?
50~ How many children do you have? What are their ages?
Ethane Exporter Says U.S. Won’t Allow Shipments to China - WSJ
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Any that are a turn off?
Let's Weigh The Pros And Cons Of Inviting Larry David To Your Wedding - OutKick
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Random Questions ***
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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?
11- What's your favorite restaurant? What’s your least favorite?
What caused the stock market to crash?
*** What’s Your Favorite…? ***
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How many times do you think you have “made love”?
Utah health officials monitoring potential measles exposure in southwestern Utah - KSL.com
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a 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?
How about if they talk dirty and/or call you names?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
30~ What's something unexpected that turns you on?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Doctor/Nurse Stripper/Client
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
How well do you know me? And some of your thoughts about me
Prisoner/Prison Guard Landlord/Tenant
10~ How many dates are necessary before you to have sex with someone?
14- What is an embarrassing moment in your life? How about your most embarrassing?
23- What is your dream job? What was it as a child?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
If you say it, I will stop, and we can talk about it when you are ready.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
51~ Are you willing to play adult games with your partner?
If YES, was it with 2 men or 2 women? Did you enjoy it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
3- What Superhero or Superpower would you want to be/have?
67~ Do you like it when your partner moans and/or is vocal during sex?
What have you learned about me that was new and/or surprising?
I would allow you to do it… What would you do to me?
Would you do it again, and would you rather 2 females or 2 males?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
17- What’s your favorite holiday? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
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)
51~ What tends to bring a smile to your face?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
17- Have you ever done drugs? Which ones? How often?
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?
Nurse/Patient Celebrity/Fan
31- If given a chance to be immortal, would you take it? Why?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
*** Questions about Relationships/Past ***
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
If yes, what?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
34~ Do you like the lights on or off during sex?
29~ What are some things that turn you off? What is your biggest turn off?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If NO, would you ever have one? Would it be with 2 men or 2 women?
39~ What are your love languages?
4- For a pet, Cat, dog or other?
*** Deal Breaker Questions ***
Please share Did you stop?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What would you say to prove to yourself that it was really you?
1- What was your first impression of me? Has it changed?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
26~ What side of the bed do you sleep on?
12- What’s your favorite food? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
Do you like it when they show and tell you what they want?
3- What’s your favorite smell? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Over time has your thoughts on sex changed?
8- What's your favorite flavor of ice cream? Do you a least favorite?
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?
Does the thought excite you? Care to share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
2- What’s your favorite color? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How old are you? Male or Female?
62~ Have you used adult toys?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18~ Who/when was your first “crush”?
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,
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
40~ What’s the weirdest place you’ve ever had sex?
53~ How much can you tell me about the one thing you are most passionate about?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
22- Do you have any birth marks? How about scars? Care to share how you got them?
52~ What are your hobbies?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
89~ Do you like taking showers together?
What is your favorite toy? Ever wanted to try a specific toy?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
7- What if a person smells a certain way? 8- How about smoking?
29- How superstitious are you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
44~ Care to share something about yourself that no one else knows about you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
The Ice Breaker Questions
48~ Have you ever paid or been paid for sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Nothing too Serious
19~ Who/when was your first “heartbreak”?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
7- What are your thoughts on religion? Is there an afterlife?
Do you think this brought you closer together?
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…
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?
61~ How willing would you be to try new sexual positions?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
1~ How old were you when you had your first kiss? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What is your favorite position? Why?
19- What’s your favorite fairytale? 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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Model/Photographer Police/Criminal
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
33- Beach or Mountains? Or is there another place to like better?
How many partners have you had oral sex with? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
70~ Would/do you have/like anal sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
22- What is your favorite childhood memory? What is your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
* Give a rating for each one (0-100)
You know that I will be 100% truthful, so ask.
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
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…
13~ Is there a difference between, making love, having sex, and fucking?
11~ Have you ever been caught by your parents or children or others while having sex?
47~ What would be your dream job and why?
Master/Slave Boss/Maid
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
32- What's your greatest talent? Can I see it right now?
What do you dislike about me? I asked you to be 100% honest.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
42~ What’s your biggest regret in life?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
18- How often do you drink alcohol? What is your favorite drink?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
Family Relation Age Play
15- What's your favorite saying? What word or phrase is your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Escort/Client Job Applicant/Hiring Manager
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
34- Ever been to a concert? What was your favorite? Who would you like to see?
Get this wrong and this could mean the end… :-) some funny, some not…
What was the longest? What was the shortest?
9- If you could have three wishes, what would they be? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
28- What are some things that people do that irritate you?
36- Do you play video games? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Have you ever? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you have a favorite? Is it ok if your partner does?
28~ What are some things that turn on? What is your biggest turn on?
21- What's your favorite way to spend a weekend or time off?
92~ Everyone needs a “safe” word. What is yours?
14- What's your favorite dessert? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Will you cheat again? How can, you be sure? Define what cheating is to you.
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Would you mind if your partner watched it? How about together vs alone?
21~ What was the best date you ever went on? What has been the worst?
6- Do you have dreams? Can you remember them? What do you usually dream about?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If you win, what will you make them do?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
48~ Do you have any siblings? Are you close to your family?
76~ Have you had a threesome? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
13- How about having a certain hair cut/style?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Teacher/Student Stranger/One Night Stand
60~ How important is oral sex? Do you like receiving? Do you like giving?
33- If you could visit any time period, when would you pick? Please explain why?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
25~ How do you feel about PDA? (Public Display of Affection)
71~ Would you give your partner a hand or foot job? Would you receive one?
19- Do/have you smoked? What do you prefer? How often?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
9~ How many times over your lifetime do you think you have had sex so far?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you watch it? What is your favorite?
5~ When you first started having sex, was it what you thought it would be?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
5- Have you ever been hypnotized? Would you allow yourself to be?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
37- Do you like your name? If you could change it, what would you change it too?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
11- List at least 5 things on your bucket list. Have you done any of them already?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
49~ How many times have you been married? Why did they end?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13- What is the craziest/scariest thing you've ever done?
Would you read them together?