Finding Forever Love Toolkit
300+ Questions To Ask Your Date
HOT BUTTON QUESTIONS
- What are your religious beliefs?
- What are your political beliefs? Are you more liberal or conservative or fall in the middle?
- What is your opinion of our current President?
- How do you feel about Women’s rights? Gay rights? Minority rights? Etc.
- Have you ever been arrested or in jail? (Underage drinking, DUI, restraining order, theft, assault, etc.)
- Have you ever tried illegal drugs?
- Do you smoke (cigarettes or pot)?
- Have you ever stolen anything?
CHILDREN/KIDS
- Do you have kids? If so, How many kids? What are their ages and genders?
- Divorced….What’s your placement arrangement with your kids? How often do you see/have them?
- If no kids…..Was it a choice or medical reason?
- Do you like kids?
- Do you still want kids or are you okay with none?
- Adult Children….do they live nearby? How often do you see them?
- Do you have any grandchildren or step grandchildren?
HOME
- Do you own or rent?
- Apartment, townhouse, condo, house?
- Do you like things to be tidy around your home or are you okay with clutter/mess?
- Do you have a roommate?
- What do you like most about where you live? What do you like least?
- Where have you lived?
- Do you plan to stay living where you’re at, or do you have plans to move elsewhere?
- If planning to move….where do you hope to move to?
- What does your dream house look like? Where would it be?
FAMILY
- Parents….Living or passed away? Married or divorced? How many years married?
- Siblings….How many siblings or half-siblings?
- What’s your birth order?
- Describe your parents’ relationship – was it loving and supportive, or cold and argumentative?
- Who is your favorite person in your family?
- Who are you closest to?
- Describe your family dynamics (i.e., laid back, loving, over-bearing, crazy family, etc.).
- How do you feel your parents treat you – like an adult or like an adolescent?
- Extended family….How big is your family on each parents side (aunts, uncles, cousins)? Are you close with any of them?
- What do you think of the women in your family (i.e., daughter, mother, sister, sister-in-law, female cousin, niece, grandmother, aunt)?
- Who’s the craziest person in your family, and why?
- Are you adopted? If so, do you know your birth parents?
FRIENDS
- Do you have a best friend?
- How did you and your best friend meet?
- What do you admire most about your best friend?
- Do you have a big group of friends, or a only few close friends?
- Do you primarily have male friends, or do you also have female friends too?
- Do you have any gay friends? If not, why?
- Are your friends primarily coworkers, or do you have friends separate from work?
- What do you like about your friends?
- What do you enjoy doing with your friends – hanging out, going to events, helping each other out?
- Have you ever had a friend who stabbed you in the back or who you “broke up” with because of an incident? If so, what happened?
- How would your best friend/friend group describe you?
EDUCATION
- High School….Where did you go to high school?
- When did you graduate?
- Were you in any high school sports or extra-curricular activities?
- How did you do in school – a good student, average, below average?
- Did you go to the same school from kindergarten through high school?
- What was your favorite subject in school?
- Post High School….Did you go attend a college or university after high school or go to a trade school for training? When did you graduate/finish?
- What program/degree did you major in?
- What’s your highest degree earned?
- Do you have any certifications (i.e., Lean/Six Sigma, CPA, Massage Therapist, etc.)
- Did you enjoy school/college?
- What is a favorite memory from grade school, middle school, high school, or college?
CAREER
- What do you do for a living, and for how long?
- What is your work schedule (day, afternoon/eve, nights)?
- What do you like most/least about your current job?
- Are you a go-getter?
- What types of jobs have you worked in?
- What’s your favorite/worst job, and why?
- What job was the most fun for you?
- What’s your dream job/dream career?
- What’s one job you’d never do?
- What are you career goals?
- If you could work anywhere, where would it be?
BACKGROUND/CHILDHOOD
- Where did you grow up/where are you from originally?
- What was your childhood like?
- What were you like as a kid?
- What are your favorite memories from childhood?
- Did you move when you were growing up?
- What was a tradition your family had when you were a kid?
- When you were a kid, what did you dream of doing when you got older?
- Does your family still live in your hometown?
- Did you have a childhood best friend? If so, are you still in contact?
RELAXATION
- What do you love to do when you’re not working?
- What’s your favorite way to spend your weekend?
- Do you go away on vacations or do a stay-cation instead?
- What’s your favorite vacation destination?
- What do you like to do to help you relax?
- Have you ever gotten a massage? If not, would you get one?
- Do you meditate or do yoga?
- Do you enjoy taking naps?
- If you’ve got no plans for a day/night, what do you do to curb any boredom?
- Have you ever hung out at a sports bar, in a coffee shop or bookstore just so you were around other people and not alone?
EXERCISE/PHYSICAL ACTIVITY
- Do you work out? If so, how often?
- Are you physically fit or working toward a weight or strength goal?
- What do you like to do for exercise? Weights, cardio, both?
- Where do you like to work out (home, work gym, or do you have a gym membership)?
- Do you take exercise classes or boot-camp classes?
- What’s your favorite/least favorite exercise?
- Do you enjoy hiking, biking, walking, running, kayaking, roller blading, paddle boarding, wake boarding, skiing (water, snow), snowboarding, bowling, etc.?
- Do you (or have you ever) participate in recreational teams/leagues for softball, volleyball, or basketball?
INTERESTS/ENTERTAINMENT
- What’s your favorite movie (or movie genre)?
- What’s the worst movie you’ve ever seen that you can think of?
- Who’s your favorite movie star?
- Do you enjoy reading? If so, what’s your favorite book, magazine, online article?
- Who’s your favorite author?
- What’s your favorite TV show (past or current)?
- Do you watch shows on Netflix, Hulu, or Amazon? If so, do you have a favorite original series?
- What’s your favorite type (genre) of music (pop, rock, country, other)?
- Do you have a favorite musician or band?
- What other music do you enjoy?
- Do you enjoy going to concerts or music festivals?
- Do you like the performing arts, like musicals, touring performances, ballet, or orchestras?
- What shows have you seen? And, do you have a favorite?
- What show would you like to see?
- Do you like museums? Did you ever go as a kid?
- What is your favorite type of art?
- Do you have any tattoos or piercings? If so, would you get any more?
- Have you ever been to a Carnival or Fair (County or State)? If so, what’s your favorite ride? What’s your favorite food/treat to eat there?
GAMES
- Do you play video games? If so, which is your favorite?
- Do you prefer playing on a game system (Xbox, PlayStation) or PC games?
- What was your favorite childhood video game?
- Do you like board games?
- What’s your favorite/least favorite board game to play?
- Do you prefer to play racier games (like Cards Against Humanity) or a more traditional game (checkers or Monopoly)?
- Do you play cards, like Poker?
- Can you play chess?
- Are you competitive when you play games? Or are you okay with having fun?
- Is there a game where you’re super competitive and are unapologetic about it? If so, which one?
- How do you feel when you lose a game?
HOBBIES
- Do you have any current hobbies?
- What were some of your past hobbies?
- Do you have any hobbies you want to try?
- Do you watch any sports on TV?
- Do you play any sports?
- Which sport(s) do you like golf, football, basketball, baseball, soccer, hockey, tennis, racing, other?
- Are you a big sports fan?
- Who is your favorite sports team?
- Do you get down in the dumps if your favorite team loses?
- What’s your least favorite sport (to play or watch)?
- Do you enjoy attending professional sporting events?
- Do you participate in online Fantasy leagues or office pools? If so, which sport and how many do you generally enter?
- Which do you prefer more, Winter Olympics or the Summer Olympics?
VEHICLES
- Are you big into cars/trucks/motorcycles?
- What type of vehicle do you drive?
- Do you own or lease?
- What’s your favorite kind of car/truck?
- What kind of vehicle did you drive in high school?
- Do you ride motorcycle? If not, ever desire to get your license?
- Do you enjoy working on your vehicle or do you prefer to take it to a mechanic?
- What’s your dream vehicle?
TRAVEL
- Have you traveled much? If so, where have you been?
- Have you traveled anywhere cool lately?
- Do you enjoy traveling by car, plane, cruise, tour bus?
- What was your favorite place?
- What was your least favorite?
- What’s your dream place to visit?
- Is there anywhere else you’d love to live/move to?
PETS/ANIMALS
- Are you allergic to any animals?
- Do you have pets? If so, what kind and how many?
- Are you a cat or dog person? Or both?
- Have you ever had any pets before?
- What types of animals do you like?
- Are there any types of pets you don’t like?
- Do you enjoy going to the Zoo or an aquarium?
- If you could be any animal, which would you be (and why)?
FOOD
- Do you have a specific diet you follow (vegan, vegetarian, paleo, organic, other)?
- Are you allergic to any foods or supposed to avoid certain foods for health reasons?
- What’s your favorite food?
- Do you like to cook? If so, what’s your favorite entre to make?
- What food do you absolutely dislike?
- What’s your favorite “comfort food”?
- What’s your favorite cereal or breakfast food?
- Was there a food that you hated as a kid, but like now…or vice versa?
- What’s your favorite dessert?
- Do you prefer salty or sweet snacks?
- Where do you like to eat out at?
- What type of junk food do you enjoy?
- What’s a type of food you’ve always wanted to try?
BEVERAGES/DRINKS
- Do you prefer coffee or tea? Hot or iced?
- What’s your favorite non-alcoholic beverage (water, soda, juice, carbonated beverage, milk)?
- Do you drink alcohol?
- How often do you drink?
- What’s your favorite alcoholic beverage? Beer, wine, hard liquor, cocktail?
- Do you prefer red or white wine?
PERSONALITY
- Who has been the biggest influence in your life?
- Who’s your role model?
- What’s your best trait? What’s your worst?
- What’s the most thoughtful gift you’ve ever received?
- What’s the most thoughtful gift you’ve ever given?
- What do you feel most passionate about?
- What’s something you’re really proud of?
- What’s something you’ve always wanted to try?
- What’s something you’re bad at?
- What is something you are financially saving up for?
- What is the best advice you’ve ever received?
- What has been your greatest achievement so far?
- In one word, how would you describe yourself?
- What would be the perfect day for you?
- What are you the most grateful for in life?
- What’s a skill you wish you could be better at?
BEHAVIOR
- What’s your biggest pet peeve?
- Are you temperamental?
- Describe your sense of humor….What really makes you laugh?
- Have you ever had to tell a lie (excludes a white lie)?
- Do you consider yourself spontaneous or a planner?
- What’s the most spontaneous thing you’ve ever done?
- Do you gamble? (Las Vegas, Casino’s, online gambling, lottery)
- Do you save money or spend money?
- If you won the lottery, what’s the first thing you’d do with the money?
- If you could donate to charity, which charity would it be and why?
DREAMS/GOALS
- What do you wish your 20-year old self would have known?
- What’s your biggest goal right now?
- Do you have a Bucket List? If so, name one thing on your bucket list.
- What have you already checked off your Bucket List?
- What do you want to be when you grow up?
RELATIONSHIPS/DATING
- Do you believe in monogamy?
- Do you believe in love?
- Do you believe in marriage?
- Are you a romantic?
- What do you look for in a partner?
- What do you find most attractive in a potential partner?
- What was your best relationship?
- What was your worst relationship?
- What do you like about dating?
- What do you dislike about dating?
- What quality for you is a “hell no” in a potential date?
- Where’s your comfort level with PDA? Are you okay with holding hand, hugging, kissing?
- How would you describe your manners (gentleman/chivalry or belch/fart)?
- Privacy….are you a go to the bathroom with the door open or closed type?
- Why did your last relationship end?
- What part did you play in things not working out?
- What would you do differently in your next relationship?
FOR FUN
- Are you a day person or night person?
- What’s your favorite color?
- Are you color blind? If so, what shades can/can’t you see?
- What’s your favorite holiday?
- What’s your horoscope sign?
- Do you believe in horoscopes?
- What’s your favorite piece of clothing you own?
- Do you know any magic tricks?
- If you could change your name, what would you make it?
- What’s your favorite superhero?
- If you could have one superpower, what would it be?
- Would you rather be a good guy or a bad guy in a movie or comic?
- Who’s your favorite villain?
- Who do you admire most?
- Have you ever met anyone famous?
- What’s one thing in the world you want most?
- Do you like the ocean/beach or the mountains?
- What do you like better, summer or winter?
- What’s the craziest thing you’ve ever tried?
INTIMACY
- When was your first kiss?
- What was your best kiss/worst kiss?
- How old were you when you lost your virginity?
- Have you ever gotten caught having sex? If so, where and by whom?
- Have you ever had a STD? Been treated for one?
- Do you believe in safe sex?
- What do you think is sexy?
- Where is your favorite place to have sex?
- What’s your favorite position?
- Do you like morning sex?
- Do you like sex in the shower/pool/hot tub?
- Have you ever regretted having sex with someone? If so, why?
- If you could sleep with a celebrity, who would that be?
- Do you have any secret fantasies?
- What’s the kinkiest thing you’ve ever done?
- Where have you always wanted to have sex?