What is the most interesting question you can ask to get to know someone?
12.06.2025 01:41
Would you ever want to be woken up with oral and/or intercourse?
47~ What would be your dream job and why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Is it possible for buyers to negotiate after an inspection if the appraisal is lower than expected?
Do you like the “69” position? Do you prefer to be on top or bottom?
37- Do you like your name? If you could change it, what would you change it too?
51~ What tends to bring a smile to your face?
Tigers Defeat West Virginia, 12-5, to Earn 2025 College World Series Berth - lsusports.net
40~ What’s the weirdest place you’ve ever had sex?
30~ What's something unexpected that turns you on?
48~ Do you have any siblings? Are you close to your family?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Prisoner/Prison Guard Landlord/Tenant
Have you ever? Care to Share?
Third case of bird flu detected at commercial farm in Maricopa County - ABC15 Arizona
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
The Ice Breaker Questions
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Sex advice: I'm finally ready to enter my promiscuity era. But there's a catch. - Slate Magazine
19- Do/have you smoked? What do you prefer? How often?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
New Videos Show How Fantasy Life i Has Been Beefed Up On Switch 2 - Nintendo Life
Doctor/Nurse Stripper/Client
3- What Superhero or Superpower would you want to be/have?
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?
Elden Ring Nightreign devs confirm they’re working on a duos mode - Polygon
Does the thought excite you? Care to share?
33- Beach or Mountains? Or is there another place to like better?
15~ Have you ever been “in love”? Who? Care to Share?
Confirmed: Breakfast Cereals Are Getting Sweeter And Less Nutritious - ScienceAlert
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What is your favorite position? Why?
44~ Care to share something about yourself that no one else knows about you?
Sharpest View of the Sun Reveals Magnetic Stripes the Size of Manhattan - Gizmodo
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What is a narcissist grandmother like, with her grandchild?
If YES, was it with 2 men or 2 women? Did you enjoy it?
92~ Have you ever had or have an STD? How many? What was it?
31- If given a chance to be immortal, would you take it? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
*** Random Questions ***
36- Do you play video games? What is your favorite? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
9~ How many times over your lifetime do you think you have had sex so far?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
29~ What are some things that turn you off? What is your biggest turn off?
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)
7- What are your thoughts on religion? Is there an afterlife?
76~ Have you had a threesome? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
48~ Have you ever paid or been paid for sex?
If you say it, I will stop, and we can talk about it when you are ready.
36~ What is your favorite time of day to have sex/make love?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you mind if your partner watched it? How about together vs alone?
Nurse/Patient Celebrity/Fan
29- How superstitious are you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
23- What is your dream job? What was it as a child?
How many times do you think you have “made love”?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
13~ Is there a difference between, making love, having sex, and fucking?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
38~ Share your most embarrassing sexual memory?
17- What’s your favorite holiday? What’s your least favorite?
52~ What are your hobbies?
10- List 5 of your top pet peeves.
Nothing too Serious
65~ Describe the best orgasm you’ve ever had? Care to share?
*** Questions About Me ***
10- What is your favorite family tradition? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
12- What is the weirdest thing you've ever eaten?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you allow me to clean every part of your body with my soapy hands and fingers?
11- How about if they like a certain sports team? 12-How about drinking too much?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Do you think this brought you closer together?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
28- What are some things that people do that irritate you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If you win, what will you make them do?
28~ What are some things that turn on? What is your biggest turn on?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
11~ Have you ever been caught by your parents or children or others while having sex?
Please share Did you stop?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What have you learned about yourself that you did not before this?
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What is your view on sex? Meaning, When/Where/ How often/
What would you say to prove to yourself that it was really you?
9- What’s your favorite season and why? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
Do you watch it? What is your favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
7-What do I do in bed that drives you wild? How about, what turns you off?
Master/Slave Boss/Maid
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If yes, what?
3- Should Pluto still be considered a planet? 4- How about smoking?
That one or two things that made you go hmmmm, OMG or wow!
Would you read them together?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you do it again, and would you rather 2 females or 2 males?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13- How about having a certain hair cut/style?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
18~ Who/when was your first “crush”?
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…
84~ How do you feel about reading/listening to adult stories?
71~ Would you give your partner a hand or foot job? Would you receive one?
5~ When you first started having sex, was it what you thought it would be?
Escort/Client Job Applicant/Hiring Manager
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
26~ What side of the bed do you sleep on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How old are you? Male or Female?
Over time has your thoughts on sex changed?
What do you dislike about me? I asked you to be 100% honest.
10~ How many dates are necessary before you to have sex with someone?
49~ How many times have you been married? Why did they end?
13- What’s your favorite drink? What’s your least favorite?
62~ Have you used adult toys?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you have a favorite? Is it ok if your partner does?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
8- What's your favorite flavor of ice cream? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Is it ok for a man to perform oral sex after he has ejaculated inside of 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…)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you like it when they show and tell you what they want?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
70~ Would/do you have/like anal sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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 is your favorite toy? Ever wanted to try a specific toy?
4- For a pet, Cat, dog or other?
Teacher/Student Stranger/One Night Stand
51~ Are you willing to play adult games with your partner?
1- What’s your favorite animal? Do you a least favorite?
*** Questions about Relationships/Past ***
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
81~ Do you have any kinks and/or fetishes?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
You know that I will be 100% truthful, so ask.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
15- What bad habit do you wish you could quit? Do you have any addictions?
What have you learned about me that was new and/or surprising?
22- Do you have any birth marks? How about scars? Care to share how you got them?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
42~ What’s your biggest regret in life?
34- Ever been to a concert? What was your favorite? Who would you like to see?
1- What was your first impression of me? Has it changed?
19- What’s your favorite fairytale? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
50~ How many children do you have? What are their ages?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would /have you ever given your partner a lap dance and Striptease?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
33- If you could visit any time period, when would you pick? Please explain why?
Family Relation Age Play
7~ How many times in one day have you had sex? Who/When/Where? 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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
67~ Do you like it when your partner moans and/or is vocal during sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
89~ Do you like taking showers together?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
6- Do you have dreams? Can you remember them? What do you usually dream about?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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,
How well do you know me? And some of your thoughts about me
7- What if a person smells a certain way? 8- How about smoking?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
How about if they talk dirty and/or call you names?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
8- What are your thoughts on politics?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
61~ How willing would you be to try new sexual positions?
60~ How important is oral sex? Do you like receiving? Do you like giving?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
15- What's your favorite saying? What word or phrase is your least favorite?
39~ What are your love languages?
27- What was/ is nickname? Does it have a meaning behind it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
83~ How do you feel about Porn?
*** What’s Your Favorite…? ***
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
*** Deal Breaker Questions ***
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
22- What is your favorite childhood memory? What is your least favorite?
Model/Photographer Police/Criminal
9- If you could have three wishes, what would they be? Why?
21- What's your favorite way to spend a weekend or time off?
13- What is the craziest/scariest thing you've ever done?
Any that are a turn off?
* Give a rating for each one (0-100)
How many partners have you had oral sex with? Who? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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…
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
12- What’s your favorite food? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
I would allow you to do it… What would you do to me?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
2- What’s your favorite color? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
11- What's your favorite restaurant? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
Will you kiss after your partner has gone down on you? Swallow or spit semen?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14- What's your favorite dessert? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What was the longest? What was the shortest?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
45~ How do you feel about me blindfolding you? How about blindfolding me?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
92~ Everyone needs a “safe” word. What is yours?
18- How often do you drink alcohol? What is your favorite drink?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
32- What's your greatest talent? Can I see it right now?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
53~ How much can you tell me about the one thing you are most passionate about?
34~ Do you like the lights on or off during sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?