What is the most interesting question you can ask to get to know someone?
08.06.2025 04:49
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Repairman/Lonely Wife Virgin/Experienced
48~ Do you have any siblings? Are you close to your family?
Marvell Stock Slides. Why It Could Be the Cheap AI Chip Play. - Barron's
Do you think this brought you closer together?
*** What’s Your Favorite…? ***
How about if they talk dirty and/or call you names?
Tim McGraw's daughter Gracie McGraw comes out as queer: 'Happy freaking Pride' - USA Today
10- What is your favorite family tradition? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
33- Beach or Mountains? Or is there another place to like better?
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?
Any that are a turn off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
$14B in EV, renewable projects scrapped as tax credit fears grow - Electrek
24~ What are your expectations in a relationship? (I know a very big question, take your time)
84~ How do you feel about reading/listening to adult stories?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
15- What's your favorite saying? What word or phrase is your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Apple Is About to Upgrade Your Current AirPods with Some Neat New Abilities - Gear Patrol
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
42~ What’s your biggest regret in life?
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?
How did it feel when experiencing gay sex for the first?
39~ What are your love languages?
7- What if a person smells a certain way? 8- How about smoking?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
18- How often do you drink alcohol? What is your favorite drink?
What is your best forbidden sex story that felt so right?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
20- What’s your favorite candy? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you watch it? What is your favorite?
13- How about having a certain hair cut/style?
What is your view on sex? Meaning, When/Where/ How often/
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If you win, what will you make them do?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
14- What is an embarrassing moment in your life? How about your most embarrassing?
7- What are your thoughts on religion? Is there an afterlife?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
76~ Have you had a threesome? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What is your favorite toy? Ever wanted to try a specific toy?
Family Relation Age Play
12- What is the weirdest thing you've ever eaten?
36- Do you play video games? What is your favorite? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
Would you read them together?
*** Deal Breaker Questions ***
40~ What’s the weirdest place you’ve ever had sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
What have you learned about yourself that you did not before this?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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)
29- How superstitious are you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
25~ How do you feel about PDA? (Public Display of Affection)
What was the longest? What was the shortest?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
3- Should Pluto still be considered a planet? 4- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Model/Photographer Police/Criminal
Doctor/Nurse Stripper/Client
13- What is the craziest/scariest thing you've ever done?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
21- What's your favorite way to spend a weekend or time off?
*** Questions about Relationships/Past ***
32- What's your greatest talent? Can I see it right now?
Would you mind if your partner watched it? How about together vs alone?
* Give a rating for each one (0-100)
30~ What's something unexpected that turns you on?
8- What are your thoughts on politics?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
27- What was/ is nickname? Does it have a meaning behind it?
3- What’s your favorite smell? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
21~ What was the best date you ever went on? What has been the worst?
62~ Have you used adult toys?
1- What’s your favorite animal? Do you a least favorite?
*** Random Questions ***
What do you dislike about me? I asked you to be 100% honest.
Prisoner/Prison Guard Landlord/Tenant
What would you say to prove to yourself that it was really you?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How well do you know me? And some of your thoughts about me
Teacher/Student Stranger/One Night Stand
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19~ Who/when was your first “heartbreak”?
9- If you could have three wishes, what would they be? Why?
89~ Do you like taking showers together?
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…
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
9- What’s your favorite season and why? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you have a favorite? Is it ok if your partner does?
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?
12- What’s your favorite food? What’s your least favorite?
I would allow you to do it… What would you do to me?
28- What are some things that people do that irritate you?
81~ Do you have any kinks and/or fetishes?
11- What's your favorite restaurant? What’s your least favorite?
23- What is your dream job? What was it as a child?
22- What is your favorite childhood memory? What is your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
9~ How many times over your lifetime do you think you have had sex so far?
Can you Deep Throat? Do you like the taste of yourself?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
47~ What would be your dream job and why?
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,
Would you ever want to be woken up with oral and/or intercourse?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
(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…)
What is your favorite position? Why?
1- What was your first impression of me? Has it changed?
If NO, would you ever have one? Would it be with 2 men or 2 women?
17- Have you ever done drugs? Which ones? How often?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
*** Questions About Me ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
65~ Describe the best orgasm you’ve ever had? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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…
46~ Have you ever used furniture, or other types of things to aid you while having sex?
19- Do/have you smoked? What do you prefer? How often?
2- What’s your favorite color? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
Does the thought excite you? Care to share?
7-What do I do in bed that drives you wild? How about, what turns you off?
Master/Slave Boss/Maid
3- What Superhero or Superpower would you want to be/have?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
The Ice Breaker Questions
What have you learned about me that was new and/or surprising?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would /have you ever given your partner a lap dance and Striptease?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you like it when they show and tell you what they want?
That one or two things that made you go hmmmm, OMG or wow!
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
50~ How many children do you have? What are their ages?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
52~ What are your hobbies?
19- What’s your favorite fairytale? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
26~ What side of the bed do you sleep on?
31- If given a chance to be immortal, would you take it? Why?
If yes, what?
53~ How much can you tell me about the one thing you are most passionate about?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
28~ What are some things that turn on? What is your biggest turn on?
52~ Are you willing to make “those types” of bets with your partner?
Do you like the “69” position? Do you prefer to be on top or bottom?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
48~ Have you ever paid or been paid for sex?
70~ Would/do you have/like anal sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Over time has your thoughts on sex changed?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
92~ Everyone needs a “safe” word. What is yours?
51~ What tends to bring a smile to your face?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
10- List 5 of your top pet peeves.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
5- Have you ever been hypnotized? Would you allow yourself to be?
6- Do you have dreams? Can you remember them? What do you usually dream about?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
17- What’s your favorite holiday? What’s your least favorite?
You know that I will be 100% truthful, so ask.
82~ Do you have any fantasies involving Role-Playing?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
51~ Are you willing to play adult games with your partner?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
14- What's your favorite dessert? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
If YES, was it with 2 men or 2 women? Did you enjoy it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
29~ What are some things that turn you off? What is your biggest turn off?
How many partners have you had oral sex with? Who? Care to Share?
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?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- Is there something you’ve always wanted to ask me but you’re afraid?
15~ Have you ever been “in love”? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
1~ How old were you when you had your first kiss? Who? Care to Share?
34~ Do you like the lights on or off during sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Nurse/Patient Celebrity/Fan
Will you cheat again? How can, you be sure? Define what cheating is to you.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
38~ Share your most embarrassing sexual memory?
Have you ever? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
Would you do it again, and would you rather 2 females or 2 males?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
83~ How do you feel about Porn?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5~ When you first started having sex, was it what you thought it would be?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How old are you? Male or Female?
80~ Share your top three fantasies/desires. (Be detailed) 😊
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Please share Did you stop?
10~ How many dates are necessary before you to have sex with someone?
How many times do you think you have “made love”?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
4- For a pet, Cat, dog or other?
Nothing too Serious
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
36~ What is your favorite time of day to have sex/make love?
18~ Who/when was your first “crush”?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?