What is the most interesting question you can ask to get to know someone?
12.06.2025 07:12
Will you kiss after your partner has gone down on you? Swallow or spit semen?
29~ What are some things that turn you off? What is your biggest turn off?
*** Questions About Me ***
Teens like me, what are your expectations when entering adulthood?
If yes, what?
62~ Have you used adult toys?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What’s up in the sky for June 2025? Arietid meteor shower, strawberry moon and much more - WTOP
13~ Is there a difference between, making love, having sex, and fucking?
Over time has your thoughts on sex changed?
21~ What was the best date you ever went on? What has been the worst?
Why are white women dating more black guys than ever?
76~ Have you had a threesome? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
22- Do you have any birth marks? How about scars? Care to share how you got them?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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,
Forget drones, Amazon has new robots that could replace humans - TheStreet
5- Have you ever been hypnotized? Would you allow yourself to be?
51~ What tends to bring a smile to your face?
51~ Are you willing to play adult games with your partner?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How about if they talk dirty and/or call you names?
*** Questions about Relationships/Past ***
Campbell’s Snack Business Struggles as Consumers Get Pickier About Food Spending - WSJ
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
34~ Do you like the lights on or off during sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
How to watch Apple’s WWDC 2025 keynote - TechCrunch
11- List at least 5 things on your bucket list. Have you done any of them already?
Escort/Client Job Applicant/Hiring Manager
26~ What side of the bed do you sleep on?
Are you offended if Democrats call Republicans "weird"?
92~ Everyone needs a “safe” word. What is yours?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
2- What’s your favorite color? Do you a least favorite?
52~ What are your hobbies?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
Do many women shave their vaginas?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What was the longest? What was the shortest?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
When British people write X after everything, are they being serious or trying not to be awkward?
Nothing too Serious
25~ How do you feel about PDA? (Public Display of Affection)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Blood test detects multiple cancer types through cell-free DNA - Medical Xpress
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What are the 10 things you regret doing in your life?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
17- Have you ever done drugs? Which ones? How often?
36~ What is your favorite time of day to have sex/make love?
Suspect in ‘King of the Hill’ actor’s death ‘immediately’ confessed: police - KTLA
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
42~ What’s your biggest regret in life?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you say it, I will stop, and we can talk about it when you are ready.
50~ How many children do you have? What are their ages?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
19~ Who/when was your first “heartbreak”?
Have you ever? Care to Share?
Teacher/Student Stranger/One Night Stand
38~ Share your most embarrassing sexual memory?
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?
30~ What's something unexpected that turns you on?
How well do you know me? And some of your thoughts about me
Model/Photographer Police/Criminal
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How many times do you think you have “made love”?
1- What’s your favorite animal? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
14- What is an embarrassing moment in your life? How about your most embarrassing?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
17- What’s your favorite holiday? What’s your least favorite?
(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…)
8- What are your thoughts on politics?
Please share Did you stop?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you like the “69” position? Do you prefer to be on top or bottom?
Can you Deep Throat? Do you like the taste of yourself?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
65~ Describe the best orgasm you’ve ever had? Care to share?
9- If you could have three wishes, what would they be? Why?
47~ What would be your dream job and why?
71~ Would you give your partner a hand or foot job? Would you receive one?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ Are you willing to make “those types” of bets with your partner?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would /have you ever given your partner a lap dance and Striptease?
What do you dislike about me? I asked you to be 100% honest.
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
1~ How old were you when you had your first kiss? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
83~ How do you feel about Porn?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
33- If you could visit any time period, when would you pick? Please explain why?
70~ Would/do you have/like anal sex?
Doctor/Nurse Stripper/Client
33- Beach or Mountains? Or is there another place to like better?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
61~ How willing would you be to try new sexual positions?
18- How often do you drink alcohol? What is your favorite drink?
36- Do you play video games? What is your favorite? Do you a least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What is your view on sex? Meaning, When/Where/ How often/
15~ Have you ever been “in love”? Who? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
4- For a pet, Cat, dog or other?
82~ Do you have any fantasies involving Role-Playing?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Prisoner/Prison Guard Landlord/Tenant
89~ Do you like taking showers together?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Will you cheat again? How can, you be sure? Define what cheating is to you.
44~ Care to share something about yourself that no one else knows about you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you mind if your partner watched it? How about together vs alone?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
14- What's your favorite dessert? Do you a least favorite?
*** Deal Breaker Questions ***
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you have a favorite? Is it ok if your partner does?
What is your favorite toy? Ever wanted to try a specific toy?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you read them together?
28- What are some things that people do that irritate you?
*** Random Questions ***
81~ Do you have any kinks and/or fetishes?
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?
Would you do it again, and would you rather 2 females or 2 males?
Nurse/Patient Celebrity/Fan
9~ How many times over your lifetime do you think you have had sex so far?
19- What’s your favorite fairytale? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Does the thought excite you? Care to share?
I would allow you to do it… What would you do to me?
28~ What are some things that turn on? What is your biggest turn on?
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?
What have you learned about yourself that you did not before this?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
22- What is your favorite childhood memory? What is your least favorite?
You know that I will be 100% truthful, so ask.
Repairman/Lonely Wife Virgin/Experienced
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If you win, what will you make them do?
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What is the craziest/scariest thing you've ever done?
48~ Do you have any siblings? Are you close to your family?
How old are you? Male or Female?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
13- How about having a certain hair cut/style?
How many partners have you had oral sex with? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you allow me to clean every part of your body with my soapy hands and fingers?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
5~ When you first started having sex, was it what you thought it would be?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13- What’s your favorite drink? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
That one or two things that made you go hmmmm, OMG or wow!
67~ Do you like it when your partner moans and/or is vocal during sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
49~ How many times have you been married? Why did they end?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
10- What is your favorite family tradition? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
48~ Have you ever paid or been paid for sex?
9- What’s your favorite season and why? What’s your least favorite?
39~ What are your love languages?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you ever want to be woken up with oral and/or intercourse?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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)
Get this wrong and this could mean the end… :-) some funny, some not…
18~ Who/when was your first “crush”?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
40~ What’s the weirdest place you’ve ever had sex?
Do you watch it? What is your favorite?
*** What’s Your Favorite…? ***
15- What bad habit do you wish you could quit? Do you have any addictions?
29- How superstitious are you?
19- Do/have you smoked? What do you prefer? How often?
21- What's your favorite way to spend a weekend or time off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you like it when they show and tell you what they want?
32- What's your greatest talent? Can I see it right now?
What is your favorite position? Why?
10~ How many dates are necessary before you to have sex with someone?
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?
10- List 5 of your top pet peeves.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
31- If given a chance to be immortal, would you take it? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
15- What's your favorite saying? What word or phrase is your least favorite?
20- What’s your favorite candy? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Any that are a turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
Family Relation Age Play
27- What was/ is nickname? Does it have a meaning behind it?
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…
* Give a rating for each one (0-100)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Any that are a turn off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
3- What Superhero or Superpower would you want to be/have?
Master/Slave Boss/Maid
3- Should Pluto still be considered a planet? 4- How about smoking?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
The Ice Breaker Questions
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
37- Do you like your name? If you could change it, what would you change it too?
11- What's your favorite restaurant? What’s your least favorite?
What have you learned about me that was new and/or surprising?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you think this brought you closer together?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What would you say to prove to yourself that it was really you?
23- What is your dream job? What was it as a child?
84~ How do you feel about reading/listening to adult stories?