What is the most interesting question you can ask to get to know someone?
10.06.2025 00:32
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would you mind if your partner watched it? How about together vs alone?
3- What Superhero or Superpower would you want to be/have?
David Beckham scores a winner with the royal circle - BBC
Over time has your thoughts on sex changed?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
18~ Who/when was your first “crush”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
52~ Are you willing to make “those types” of bets with your partner?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Michigan International Speedway weekend schedule, TV info for NASCAR Cup, Truck, ARCA - NBC Sports
Teacher/Student Stranger/One Night Stand
38~ Share your most embarrassing sexual memory?
84~ How do you feel about reading/listening to adult stories?
Subway owner buys popular chicken chain in $1 billion deal - PennLive.com
Can you Deep Throat? Do you like the taste of yourself?
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…
60~ How important is oral sex? Do you like receiving? Do you like giving?
27- What was/ is nickname? Does it have a meaning behind it?
9- If you could have three wishes, what would they be? Why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What makes you feel guilty the most?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
*** Questions about Relationships/Past ***
007 First Light Trailer Reveals The First-Ever James Bond Origin Story - GameSpot
3- What was the most surprising thing you’ve learned about me throughout our relationship?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How to watch Apple’s WWDC 2025 keynote - TechCrunch
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If you win, what will you make them do?
How much stronger is an average man than an average woman?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Master/Slave Boss/Maid
61~ How willing would you be to try new sexual positions?
Ryan Reynolds’ ‘Animal Friends’ Delayed to 2026 at Warner Bros. - The Hollywood Reporter
Is it ok for a man to perform oral sex after he has ejaculated inside of 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…
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Report: Steelers expect to have a deal with T.J. Watt by the start of the season - NBC Sports
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
53~ How much can you tell me about the one thing you are most passionate about?
Has anyone liked being made a cocksucker?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Measles 'exposure event' confirmed in Great Falls - KRTV
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Will you cheat again? How can, you be sure? Define what cheating is to you.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
13~ Is there a difference between, making love, having sex, and fucking?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
89~ Do you like taking showers together?
You know that I will be 100% truthful, so ask.
26~ What side of the bed do you sleep on?
2- What’s your favorite color? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
28~ What are some things that turn on? What is your biggest turn on?
Does the thought excite you? Care to share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you do it again, and would you rather 2 females or 2 males?
44~ Care to share something about yourself that no one else knows about you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
15- What bad habit do you wish you could quit? Do you have any addictions?
15- What's your favorite saying? What word or phrase is your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How many partners have you had oral sex with? Who? Care to Share?
What was the longest? What was the shortest?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
8- What's your favorite flavor of ice cream? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
18- How often do you drink alcohol? What is your favorite drink?
What is your favorite position? Why?
29~ What are some things that turn you off? What is your biggest turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
33- Beach or Mountains? Or is there another place to like better?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you have a favorite? Is it ok if your partner does?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If you say it, I will stop, and we can talk about it when you are ready.
37- Do you like your name? If you could change it, what would you change it too?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
49~ How many times have you been married? Why did they end?
30~ What's something unexpected that turns you on?
How old are you? Male or Female?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
29- How superstitious are you?
Would /have you ever given your partner a lap dance and Striptease?
Do you like it when they show and tell you what they want?
What have you learned about yourself that you did not before this?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What would you say to prove to yourself that it was really you?
1- What’s your favorite animal? Do you a least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
10- What is your favorite family tradition? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
17- What’s your favorite holiday? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
Model/Photographer Police/Criminal
Family Relation Age Play
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7~ How many times in one day have you had sex? Who/When/Where? 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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
Do you watch it? What is your favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
19- Do/have you smoked? What do you prefer? How often?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
How well do you know me? And some of your thoughts about me
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your view on sex? Meaning, When/Where/ How often/
*** Deal Breaker Questions ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Any that are a turn off?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
5- Have you ever been hypnotized? Would you allow yourself to be?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
51~ What tends to bring a smile to your face?
15~ Have you ever been “in love”? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you like the “69” position? Do you prefer to be on top or bottom?
Nothing too Serious
12- What’s your favorite food? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
42~ What’s your biggest regret in life?
14- What's your favorite dessert? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Have you ever had or have an STD? How many? What was it?
34~ Do you like the lights on or off during sex?
* Give a rating for each one (0-100)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
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”?
65~ Describe the best orgasm you’ve ever had? Care to share?
What is your favorite toy? Ever wanted to try a specific toy?
I would allow you to do it… What would you do to me?
1- What was your first impression of me? Has it changed?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How many times do you think you have “made love”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you think this brought you closer together?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would you allow me to clean every part of your body with my soapy hands and fingers?
5~ When you first started having sex, was it what you thought it would be?
4- For a pet, Cat, dog or other?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
45~ How do you feel about me blindfolding you? How about blindfolding me?
Nurse/Patient Celebrity/Fan
13- What is the craziest/scariest thing you've ever done?
13- How about having a certain hair cut/style?
11- How about if they like a certain sports team? 12-How about drinking too much?
36~ What is your favorite time of day to have sex/make love?
7- What are your thoughts on religion? Is there an afterlife?
9~ How many times over your lifetime do you think you have had sex so far?
21- What's your favorite way to spend a weekend or time off?
Have you ever? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
What have you learned about me that was new and/or surprising?
92~ Everyone needs a “safe” word. What is yours?
22- What is your favorite childhood memory? What is your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
10- List 5 of your top pet peeves.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
If yes, what?
39~ What are your love languages?
80~ Share your top three fantasies/desires. (Be detailed) 😊
*** What’s Your Favorite…? ***
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
67~ Do you like it when your partner moans and/or is vocal during sex?
3- What’s your favorite smell? Do you a least favorite?
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?
51~ Are you willing to play adult games with your partner?
48~ Have you ever paid or been paid for sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
76~ Have you had a threesome? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Please share Did you stop?
11- List at least 5 things on your bucket list. Have you done any of them already?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
25~ How do you feel about PDA? (Public Display of Affection)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would you read them together?
33- If you could visit any time period, when would you pick? Please explain why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
The Ice Breaker Questions
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Get this wrong and this could mean the end… :-) some funny, some not…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
81~ Do you have any kinks and/or fetishes?
*** Questions About Me ***
50~ How many children do you have? What are their ages?
32- What's your greatest talent? Can I see it right now?
70~ Would/do you have/like anal sex?
13- What’s your favorite drink? What’s your least favorite?
How about if they talk dirty and/or call you names?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? 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…)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10~ How many dates are necessary before you to have sex with someone?
*** Random Questions ***
62~ Have you used adult toys?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
31- If given a chance to be immortal, would you take it? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
28- What are some things that people do that irritate you?
20- What’s your favorite candy? What’s your 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?
Repairman/Lonely Wife Virgin/Experienced
22- Do you have any birth marks? How about scars? Care to share how you got them?
7- What if a person smells a certain way? 8- How about smoking?
82~ Do you have any fantasies involving Role-Playing?
Any that are a turn off?
52~ What are your hobbies?
11- What's your favorite restaurant? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
48~ Do you have any siblings? Are you close to your family?
47~ What would be your dream job and why?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
83~ How do you feel about Porn?
Doctor/Nurse Stripper/Client
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
12- What is the weirdest thing you've ever eaten?
Prisoner/Prison Guard Landlord/Tenant
8- What are your thoughts on politics?
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,
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Escort/Client Job Applicant/Hiring Manager
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
23- What is your dream job? What was it as a child?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?