What is the most interesting question you can ask to get to know someone?
09.06.2025 01:04
47~ What would be your dream job and why?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Logan Gilbert sees velocity dip in rehab start | Mariners injury updates - The Seattle Times
Master/Slave Boss/Maid
If you win, what will you make them do?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Column | Phil Mickelson’s legacy: Helping pro golfers and diminishing pro golf - The Washington Post
Get this wrong and this could mean the end… :-) some funny, some not…
52~ Are you willing to make “those types” of bets with your partner?
How many times do you think you have “made love”?
Wrongly deported Kilmar Abrego Garcia returning to U.S. to face criminal charges - Axios
Any that are a turn off?
* Give a rating for each one (0-100)
Would you ever want to be woken up with oral and/or intercourse?
Jimmy Buffett's Wife Files to Remove Co-Trustee on $275 Million Estate - Variety
15~ Have you ever been “in love”? Who? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19~ Who/when was your first “heartbreak”?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
*** Questions About Me ***
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Which is better, a naked picture of some one you know or porn videos?
25~ How do you feel about PDA? (Public Display of Affection)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19- Do/have you smoked? What do you prefer? How often?
Do you watch it? What is your favorite?
Please share Did you stop?
67~ Do you like it when your partner moans and/or is vocal during sex?
Texas woman dies from brain-eating amoeba after cleaning sinuses with tap water - NBC News
30~ What's something unexpected that turns you on?
Would /have you ever given your partner a lap dance and Striptease?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Jonathan Joss, ‘King of the Hill’ and ‘Parks & Recreation’ actor, dead at 59 after shooting - CNN
8- What are your thoughts on politics?
52~ What are your hobbies?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you like wearing short skirts?
22- What is your favorite childhood memory? What is your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Liam Coen: I think Trevor Lawrence’s footwork has drastically improved - NBC Sports
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What’s your favorite smell? Do you a least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
New Jersey Man Arrested for Stealing Instruments From Heart - Rolling Stone
13~ Is there a difference between, making love, having sex, and fucking?
Would you read them together?
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?
10- List 5 of your top pet peeves.
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
1- What’s your favorite animal? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
34~ Do you like the lights on or off during sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Family Relation Age Play
39~ What are your love languages?
51~ What tends to bring a smile to your face?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
36~ What is your favorite time of day to have sex/make love?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7-What do I do in bed that drives you wild? How about, what turns you off?
37- Do you like your name? If you could change it, what would you change it too?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do you think this brought you closer together?
51~ Are you willing to play adult games with your partner?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
13- How about having a certain hair cut/style?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you like it when they show and tell you what they want?
1~ How old were you when you had your first kiss? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18- What’s your favorite way to relax after a long day? What’s your 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)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13- What is the craziest/scariest thing you've ever done?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
I would allow you to do it… What would you do to me?
89~ Do you like taking showers together?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
50~ How many children do you have? What are their ages?
11- What's your favorite restaurant? What’s your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
27- What was/ is nickname? Does it have a meaning behind it?
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?
48~ Do you have any siblings? Are you close to your family?
How well do you know me? And some of your thoughts about me
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Doctor/Nurse Stripper/Client
10~ How many dates are necessary before you to have sex with someone?
82~ Do you have any fantasies involving Role-Playing?
Does the thought excite you? Care to share?
3- What Superhero or Superpower would you want to be/have?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
28- What are some things that people do that irritate you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you allow me to clean every part of your body with my soapy hands and fingers?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
12- What is the weirdest thing you've ever eaten?
Do you have a favorite? Is it ok if your partner does?
11- How about if they like a certain sports team? 12-How about drinking too much?
If you say it, I will stop, and we can talk about it when you are ready.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
10- What is your favorite family tradition? What’s your least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ How many times have you been married? Why did they end?
What have you learned about me that was new and/or surprising?
Model/Photographer Police/Criminal
28~ What are some things that turn on? What is your biggest turn on?
23- What is your dream job? What was it as a child?
17- What’s your favorite holiday? What’s your least favorite?
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…
65~ Describe the best orgasm you’ve ever had? Care to share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do you like the “69” position? Do you prefer to be on top or bottom?
3- Should Pluto still be considered a planet? 4- How about smoking?
83~ How do you feel about Porn?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
21- What's your favorite way to spend a weekend or time off?
Would you mind if your partner watched it? How about together vs alone?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18~ Who/when was your first “crush”?
18- How often do you drink alcohol? What is your favorite drink?
(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…)
9- What’s your favorite season and why? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
What would you say to prove to yourself that it was really you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
What do you dislike about me? I asked you to be 100% honest.
84~ How do you feel about reading/listening to adult stories?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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?
Any that are a turn off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
What is your favorite position? Why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Nothing too Serious
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
7- What if a person smells a certain way? 8- How about smoking?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Will you cheat again? How can, you be sure? Define what cheating is to you.
*** Random Questions ***
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?
How old are you? Male or Female?
62~ Have you used adult toys?
92~ Everyone needs a “safe” word. What is yours?
32- What's your greatest talent? Can I see it right now?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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…
81~ Do you have any kinks and/or fetishes?
12- What’s your favorite food? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
You know that I will be 100% truthful, so ask.
70~ Would/do you have/like anal sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Can you Deep Throat? Do you like the taste of yourself?
What is your favorite toy? Ever wanted to try a specific toy?
Prisoner/Prison Guard Landlord/Tenant
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
48~ Have you ever paid or been paid for sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
Would you allow me to shave your legs? How about your pubic hair? How about shower 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?
71~ Would you give your partner a hand or foot job? Would you receive one?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What is your view on sex? Meaning, When/Where/ How often/
The Ice Breaker Questions
15- What's your favorite saying? What word or phrase is your least favorite?
Over time has your thoughts on sex changed?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
2- What’s your favorite color? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
40~ What’s the weirdest place you’ve ever had sex?
33- If you could visit any time period, when would you pick? Please explain why?
14- What's your favorite dessert? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9~ How many times over your lifetime do you think you have had sex so far?
7- What are your thoughts on religion? Is there an afterlife?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Repairman/Lonely Wife Virgin/Experienced
5~ When you first started having sex, was it what you thought it would be?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
13- What’s your favorite drink? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? 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?
Would you do it again, and would you rather 2 females or 2 males?
How about if they talk dirty and/or call you names?
31- If given a chance to be immortal, would you take it? Why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
4- For a pet, Cat, dog or other?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
Escort/Client Job Applicant/Hiring Manager
That one or two things that made you go hmmmm, OMG or wow!
76~ Have you had a threesome? Care to Share?
9- If you could have three wishes, what would they be? Why?
33- Beach or Mountains? Or is there another place to like better?
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,
If NO, would you ever have one? Would it be with 2 men or 2 women?
15- What bad habit do you wish you could quit? Do you have any addictions?
29- How superstitious are you?
What was the longest? What was the shortest?
How many partners have you had oral sex with? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What have you learned about yourself that you did not before this?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If yes, what?
*** Deal Breaker Questions ***
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
42~ What’s your biggest regret in life?
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
Have you ever? Care to Share?
38~ Share your most embarrassing sexual memory?
Nurse/Patient Celebrity/Fan
53~ How much can you tell me about the one thing you are most passionate about?
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?
44~ Care to share something about yourself that no one else knows about you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
19- What’s your favorite fairytale? What’s your least favorite?
1- What was your first impression of me? Has it changed?
21~ What was the best date you ever went on? What has been the worst?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Teacher/Student Stranger/One Night Stand
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
6- Do you have dreams? Can you remember them? What do you usually dream about?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
*** What’s Your Favorite…? ***