What is the most interesting question you can ask to get to know someone?
11.06.2025 05:13
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?
Have you ever? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
I would allow you to do it… What would you do to me?
6- Do you have dreams? Can you remember them? What do you usually dream about?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Cleveland-Cliffs, Tesla, GM, Blueprint Medicines, BioNTech, DraftKings, and More Movers - Barron's
Model/Photographer Police/Criminal
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Get this wrong and this could mean the end… :-) some funny, some not…
I want to touch my sister’s boobs. What do I say?
7- What are your thoughts on religion? Is there an afterlife?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
34- Ever been to a concert? What was your favorite? Who would you like to see?
19- What’s your favorite fairytale? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
(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…)
1- What’s your favorite animal? Do you a least favorite?
Nothing too Serious
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- If you could have three wishes, what would they be? Why?
What was the longest? What was the shortest?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
The Ice Breaker Questions
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Why do some men love sucking cocks?
81~ Do you have any kinks and/or fetishes?
13- What is the craziest/scariest thing you've ever done?
Any that are a turn off?
SpaceX knocks out another national security launch while ULA faces scrutiny - Yahoo
What do you dislike about me? I asked you to be 100% honest.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would you allow me to clean every part of your body with my soapy hands and fingers?
RBC Canadian Open 2025 prize money: Full payout from $9.8 million purse - Yahoo Sports
*** Random Questions ***
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you think this brought you closer together?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Investigative Reporters Sound the Alarm at Peabody Awards - Variety
If yes, what?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
30~ What's something unexpected that turns you on?
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…
47~ What would be your dream job and why?
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- Do you prefer living in the countryside, in a town, or in a big city? Why?
15~ Have you ever been “in love”? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Any that are a turn off?
Would you do it again, and would you rather 2 females or 2 males?
45~ How do you feel about me blindfolding you? How about blindfolding me?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
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?
19- Do/have you smoked? What do you prefer? How often?
What have you learned about me that was new and/or surprising?
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?
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?
How about if they talk dirty and/or call you names?
49~ How many times have you been married? Why did they end?
How well do you know me? And some of your thoughts about me
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you read them together?
2- What’s your favorite color? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
3- What Superhero or Superpower would you want to be/have?
92~ Everyone needs a “safe” word. What is yours?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you watch it? What is your favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
70~ Would/do you have/like anal sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
17- Have you ever done drugs? Which ones? How often?
12- What is the weirdest thing you've ever eaten?
Will you cheat again? How can, you be sure? Define what cheating is to you.
89~ Do you like taking showers together?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9- What’s your favorite season and why? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
*** Questions About Me ***
32- What's your greatest talent? Can I see it right now?
27- What was/ is nickname? Does it have a meaning behind it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
53~ How much can you tell me about the one thing you are most passionate about?
Escort/Client Job Applicant/Hiring Manager
76~ Have you had a threesome? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
7-What do I do in bed that drives you wild? How about, what turns you off?
4- For a pet, Cat, dog or other?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What would you say to prove to yourself that it was really you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
5- Have you ever been hypnotized? Would you allow yourself to be?
22- What is your favorite childhood memory? What is your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
40~ What’s the weirdest place you’ve ever had sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you like it when they show and tell you what they want?
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,
36- Do you play video games? What is your favorite? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
65~ Describe the best orgasm you’ve ever had? Care to share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
8- What are your thoughts on politics?
* Give a rating for each one (0-100)
21- What's your favorite way to spend a weekend or time off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
26~ What side of the bed do you sleep on?
82~ Do you have any fantasies involving Role-Playing?
How many partners have you had oral sex with? Who? Care to Share?
Nurse/Patient Celebrity/Fan
Prisoner/Prison Guard Landlord/Tenant
How old are you? Male or Female?
20- What’s your favorite candy? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
10- What is your favorite family tradition? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What’s your favorite food? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
8- What's your favorite flavor of ice cream? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
61~ How willing would you be to try new sexual positions?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
18~ Who/when was your first “crush”?
48~ Have you ever paid or been paid for sex?
39~ What are your love languages?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
That one or two things that made you go hmmmm, OMG or wow!
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Please share Did you stop?
28- What are some things that people do that irritate you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
42~ What’s your biggest regret in life?
67~ Do you like it when your partner moans and/or is vocal during sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18- How often do you drink alcohol? What is your favorite drink?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Can you Deep Throat? Do you like the taste of yourself?
Do you like the “69” position? Do you prefer to be on top or bottom?
83~ How do you feel about Porn?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What’s the longest time you gone without having sex, after, having it? How much time between the others?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Repairman/Lonely Wife Virgin/Experienced
51~ What tends to bring a smile to your face?
*** Deal Breaker Questions ***
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
5~ When you first started having sex, was it what you thought it would be?
23- What is your dream job? What was it as a child?
52~ What are your hobbies?
14- What's your favorite dessert? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What have you learned about yourself that you did not before this?
*** Questions about Relationships/Past ***
17- What’s your favorite holiday? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
9~ How many times over your lifetime do you think you have had sex so far?
51~ Are you willing to play adult games with your partner?
34~ Do you like the lights on or off during sex?
Over time has your thoughts on sex changed?
11- List at least 5 things on your bucket list. Have you done any of them already?
19~ Who/when was your first “heartbreak”?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What is your favorite toy? Ever wanted to try a specific toy?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
28~ What are some things that turn on? What is your biggest turn on?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
25~ How do you feel about PDA? (Public Display of Affection)
1- What was your first impression of me? Has it changed?
92~ Have you ever had or have an STD? How many? What was it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
9- Is there something you’ve always wanted to ask me but you’re afraid?
37- Do you like your name? If you could change it, what would you change it too?
Family Relation Age Play
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Doctor/Nurse Stripper/Client
If you say it, I will stop, and we can talk about it when you are ready.
31- If given a chance to be immortal, would you take it? Why?
84~ How do you feel about reading/listening to adult stories?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you ever want to be woken up with oral and/or intercourse?
15- What's your favorite saying? What word or phrase is your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Does the thought excite you? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
13- How about having a certain hair cut/style?
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…
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
22- Do you have any birth marks? How about scars? Care to share how you got them?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
48~ Do you have any siblings? Are you close to your family?
Teacher/Student Stranger/One Night Stand
62~ Have you used adult toys?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
How many times do you think you have “made love”?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
If you win, what will you make them do?
33- If you could visit any time period, when would you pick? Please explain why?
10~ How many dates are necessary before you to have sex with someone?
Do you have a favorite? Is it ok if your partner does?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Master/Slave Boss/Maid
36~ What is your favorite time of day to have sex/make love?
3- What’s your favorite smell? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
14- What is an embarrassing moment in your life? How about your most embarrassing?
80~ Share your top three fantasies/desires. (Be detailed) 😊
29- How superstitious are you?
50~ How many children do you have? What are their ages?
If NO, would you ever have one? Would it be with 2 men or 2 women?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
71~ Would you give your partner a hand or foot job? Would you receive one?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would you mind if your partner watched it? How about together vs alone?
*** What’s Your Favorite…? ***
21~ What was the best date you ever went on? What has been the worst?
11- How about if they like a certain sports team? 12-How about drinking too much?
What is your favorite position? Why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
You know that I will be 100% truthful, so ask.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
1~ How old were you when you had your first kiss? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What is your view on sex? Meaning, When/Where/ How often/
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
16~ Do you believe in “soulmates”? Have you found yours? Who? 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)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
11~ Have you ever been caught by your parents or children or others while having sex?