What is the most interesting question you can ask to get to know someone?
08.06.2025 04:28
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions About Me ***
Enhanced Box Score: Nationals 2, Cubs 0 – June 4, 2025 - Bleacher Nation
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
21~ What was the best date you ever went on? What has been the worst?
28- What are some things that people do that irritate you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
89~ Do you like taking showers together?
92~ Have you ever had or have an STD? How many? What was it?
High-Average, Low-Slugging Hitters Are Back, and Baseball Is Better for It - Sports Illustrated
12- What is the weirdest thing you've ever eaten?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Why would my nipples hurt when I touch them?
Over time has your thoughts on sex changed?
What have you learned about me that was new and/or surprising?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Have you experimented with bestiality?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Will you cheat again? How can, you be sure? Define what cheating is to you.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What is the dirtiest thing you have allowed your husband to do?
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?
30~ What's something unexpected that turns you on?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
19- Do/have you smoked? What do you prefer? How often?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
How many times do you think you have “made love”?
Why is that Hag Hillary Clinton so quiet these days? She is the dog that isn't barking
21- What's your favorite way to spend a weekend or time off?
Master/Slave Boss/Maid
32- What's your greatest talent? Can I see it right now?
Why do I feel like I want to suck a big dick after injecting meth?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
17- Have you ever done drugs? Which ones? How often?
Dollar General Sees Greater-Than-Expected Growth as Higher-Income Consumers Seek Value - PYMNTS.com
29~ What are some things that turn you off? What is your biggest turn off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
84~ How do you feel about reading/listening to adult stories?
2025 U.S. Nationals: Day 2 Prelims Live Recap - SwimSwam
1~ How old were you when you had your first kiss? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
49~ How many times have you been married? Why did they end?
Upcoming temporary full closure of South Academy Boulevard for widening project - KKTV
3- What was the most surprising thing you’ve learned about me throughout our relationship?
60~ How important is oral sex? Do you like receiving? Do you like giving?
33- Beach or Mountains? Or is there another place to like better?
How did you become popular in school?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Model/Photographer Police/Criminal
52~ Are you willing to make “those types” of bets with your partner?
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?
48~ Have you ever paid or been paid for sex?
Have you ever? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
7- What if a person smells a certain way? 8- How about smoking?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Nothing too Serious
83~ How do you feel about Porn?
How about if they talk dirty and/or call you names?
48~ Do you have any siblings? Are you close to your family?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
61~ How willing would you be to try new sexual positions?
I would allow you to do it… What would you do to me?
5- Have you ever been hypnotized? Would you allow yourself to be?
9- What’s your favorite season and why? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
7- What are your thoughts on religion? Is there an afterlife?
9- If you could have three wishes, what would they be? Why?
10~ How many dates are necessary before you to have sex with someone?
12- What’s your favorite food? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
13- What is the craziest/scariest thing you've ever done?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would you ever want to be woken up with oral and/or intercourse?
9~ How many times over your lifetime do you think you have had sex so far?
1- What’s your favorite animal? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Nurse/Patient Celebrity/Fan
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?
47~ What would be your dream job and why?
15- What bad habit do you wish you could quit? Do you have any addictions?
33- If you could visit any time period, when would you pick? Please explain why?
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?
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?
26~ What side of the bed do you sleep on?
36~ What is your favorite time of day to have sex/make love?
22- What is your favorite childhood memory? What is your least favorite?
20- What’s your favorite candy? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you mind if your partner watched it? How about together vs alone?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
That one or two things that made you go hmmmm, OMG or wow!
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Does the thought excite you? Care to share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Questions about Relationships/Past ***
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
13- What’s your favorite drink? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
Get this wrong and this could mean the end… :-) some funny, some not…
82~ Do you have any fantasies involving Role-Playing?
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.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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)
10- List 5 of your top pet peeves.
29- How superstitious are you?
Do you watch it? What is your favorite?
If you say it, I will stop, and we can talk about it when you are ready.
Do you like it when they show and tell you what they want?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
34~ Do you like the lights on or off during sex?
What was the longest? What was the shortest?
51~ What tends to bring a smile to your face?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
If you win, what will you make them do?
14- What is an embarrassing moment in your life? How about your most embarrassing?
8- What are your thoughts on politics?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
*** What’s Your Favorite…? ***
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
(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…)
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 you think this brought you closer together?
You know that I will be 100% truthful, so ask.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
3- What’s your favorite smell? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Please share Did you stop?
Family Relation Age Play
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like the “69” position? Do you prefer to be on top or bottom?
13- How about having a certain hair cut/style?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
44~ Care to share something about yourself that no one else knows about you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
4- For a pet, Cat, dog or other?
Do you have a favorite? Is it ok if your partner does?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
38~ Share your most embarrassing sexual memory?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
53~ How much can you tell me about the one thing you are most passionate about?
15~ Have you ever been “in love”? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you read them together?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would you do it again, and would you rather 2 females or 2 males?
What have you learned about yourself that you did not before this?
19~ Who/when was your first “heartbreak”?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
67~ Do you like it when your partner moans and/or is vocal during sex?
27- What was/ is nickname? Does it have a meaning behind it?
How well do you know me? And some of your thoughts about me
Can you Deep Throat? Do you like the taste of yourself?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- What's your favorite restaurant? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
42~ What’s your biggest regret in life?
18- How often do you drink alcohol? What is your favorite drink?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
11- How about if they like a certain sports team? 12-How about drinking too much?
81~ Do you have any kinks and/or fetishes?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
71~ Would you give your partner a hand or foot job? Would you receive one?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a 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…
31- If given a chance to be immortal, would you take it? Why?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Prisoner/Prison Guard Landlord/Tenant
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Doctor/Nurse Stripper/Client
If yes, what?
Escort/Client Job Applicant/Hiring Manager
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Repairman/Lonely Wife Virgin/Experienced
36- Do you play video games? What is your favorite? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
14- What's your favorite dessert? Do you a least favorite?
What is your view on sex? Meaning, When/Where/ How often/
* Give a rating for each one (0-100)
5~ When you first started having sex, was it what you thought it would be?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
92~ Everyone needs a “safe” word. What is yours?
1- What was your first impression of me? Has it changed?
40~ What’s the weirdest place you’ve ever had sex?
Any that are a turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
Any that are a turn off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
50~ How many children do you have? What are their ages?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
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,
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13~ Is there a difference between, making love, having sex, and fucking?
51~ Are you willing to play adult games with your partner?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? 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.
80~ Share your top three fantasies/desires. (Be detailed) 😊
If NO, would you ever have one? Would it be with 2 men or 2 women?
65~ Describe the best orgasm you’ve ever had? Care to share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? 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.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
The Ice Breaker Questions
18~ Who/when was your first “crush”?
9- Is there something you’ve always wanted to ask me but you’re afraid?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
62~ Have you used adult toys?
Teacher/Student Stranger/One Night Stand
What do you dislike about me? I asked you to be 100% honest.
How old are you? Male or Female?
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…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What is your favorite position? Why?
39~ What are your love languages?
45~ How do you feel about me blindfolding you? How about blindfolding me?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite toy? Ever wanted to try a specific toy?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
23- What is your dream job? What was it as a child?
37- Do you like your name? If you could change it, what would you change it too?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
3- What Superhero or Superpower would you want to be/have?
52~ What are your hobbies?
How many partners have you had oral sex with? Who? Care to Share?
70~ Would/do you have/like anal sex?
*** Deal Breaker Questions ***
*** Random Questions ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
15- What's your favorite saying? What word or phrase is your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?