87 Fun “This or That” Questions about Sex, Life, and Food

From foodie questions to the down and dirty truth about sex, we’re looking at 87 really fun “this or that” questions about sex, life, and food.


Sex questions are hot. Admit it, sometimes you get horny just asking them out loud! As humans, we are drawn to questions about sexuality and preferences – all the more so when they contain a freaky twist or hilarious undertone! That’s why we’re looking at “this or that” questions designed to get to know more about your crush’s tendencies in the sack, their love for food, and their thoughts on life.
“This or that” questions are fantastic to play with friends, crushes, long-term lovers, marriage mates, or even your family *if you’re totally down for a lot of TMI*. Gather a group of friends together, or snuggle up with your love and go back and forth revealing your innermost this or that responses – with some pretty hilarious results. [Read: 36 racy, random funny questions for flirty guys and girls]
Want to know if your crush would get down with some anal lovin’, or whether they’d prefer a plate of sushi over a steak dinner? We’re looking at 87 “this or that” questions that’ll knock your socks off.
“This or That” Questions about Sex
We aren’t even going to make you wait for it! We’re getting straight to the questions you want to ask… or at least the naughty ones you want to read about! Besides, what’s more tantalizing than getting to know your crush’s sexual quirks? We’ve come up with a list of 40 love and sex-related “this or that” questions you definitely want to know the answers to.
#01 Erection lost during sex, or She gets her period during sex?
#02 Tongue or No tongue?
#03 Parent walks in on you masturbating, or Walking in on your parent masturbating?
#04 Sex in the woods or Sex in a cab?
#05 Girth or Length? [Read: The 13 types of penises that women love… or laugh at!]
#06 Give or Receive oral?
#07 Oral for hours or Quickie penetration?
#08 Boobs or Bum?
#09 Handcuffs or Blindfold?
#10 Violent fetish lover or Cold fish lover?
#11 Sex toys or Masturbating?
#12 Phone sex or Dirty texts? [Read: 23 sexy tips to dirty talk and say the naughtiest words]
#13 Lingerie or Fully naked?
#14 Oral or Anal?
#15 Rabbit vibrator or Vibrating bullet?
#16 Legs or Neck?
#17 Sex once a week or Sex 3 times a day, EVERY day?
#18 Astroglide or Spit and go?
#19 Makeup or Bare faced? [Read: 30 dirty would you rather questions to ask your lover]
#20 Celebrity crush sex or Real life crush sex?
#21 Sleep with a virgin or Have someone take your virginity?
#22 Toes in the mouth or Tits in the mouth?
#23 Loud sex from your neighbors, or YOU’RE the loud neighbors?
#24 Dirty books or Dirty movies?
#25 Doggy style or Yoga pose? [Read: 30 really naughty questions for couples to keep the sexy spark alive]
#26 Bare or Trimmed?
#27 Tall or Short?
#28 Blonde or Brunette?
#29 Sexy strip tease or Dirty talk?
#30 Cowgirl or Missionary? [Read: 20 dirty questions to ask your girl and make her wet]
#31 Regret sleeping with someone or Regret never trying?
#32 Dominant partner or Submissive partner?
#33 Girl’s bush so hairy she can braid it, or girlfriend with a big mustache?
#34 Sex in front of your parents or Never have sex again?
#35 Older partner or Younger partner?
#36 Wrinkly vagina or Saggy breasts? [Read: 20 naughty and sexy questions to ask your man]
#37 Small penis or Premature ejaculator?
#38 Spit or Swallow?
#39 Tinder or Coffee shop hookups?
#40 Marry your very first boyfriend/girlfriend, or Never get married? [Read: 60 get-to-know-you questions for a new romance]

Foodie Questions
Food your lover likes is going to say a lot about what kind of person they are. For example, what kind of person would take the last brownie bite without asking? A monster, that’s who! Find out if your crush has these malicious tendencies by sneaking him or her a tricky ‘this or that’ proposal. After all, food can tell you a lot about a person, so why not ask?
Whether you’re trying to plan a romantic dinner in the kitchen, or deciding where to book reservations for your next date, these “this or that” questions are definitely worth the ask.
#41 Strawberries or Cherries?
#42 Coffee or Tea?
#43 Lasagna or Ravioli? [Read: How well do you know me? 35 fun questions for couples]
#44 Cookies or Brownies?
#45 Milk chocolate or White chocolate?
#46 Sushi or Burger?
#47 Beer or Wine?
#48 Sweet or Savory?
#49 McDonalds or Burger King?
#50 Chicken or Beef?
#51 Sugar or Sweetener?
#52 Eggs or pancake breakfast?
#53 Candy or Cookies? [Read: Do you think alike? 20 questions to ask your best friend]
#54 Potato Chips or Corn Chips?
#55 Chocolate covered strawberries, or chocolate covered me?
#56 Coffee or Tea?
#57 Salsa or Queso dip?
#58 Water or Soda?
#59 Scrambled Eggs or Sunny side up?
#60 Popsicles or Ice cream?
#61 Coke or Pepsi? [Read: 50 relationship questions to test your compatibility]
General “This or That” Questions
Looking for something a little less nuanced in the “this or that” questions department? Sometimes it’s nice to ask a silly get-to-know-you question to your partner to tone down that sexually cranked atmosphere! Here’s a list of 26 generic questions ranging everywhere from who their favorite parent is, what they like to watch, all the way to how they like to travel.
#62 Mullet or Handlebar Moustache?
#63 Xbox or PlayStation?
#64 The Simpsons or Family Guy? [Read: 80 really funny would-you-rather questions to ask your SO]
#65 Mornings or Nights?
#66 Aerobics or Cardio?
#67 Spring or Summer?
#68 Hot or Cold?
#69 Text or Call?
#70 Computer or Video Games?
#71 Shower or Bath?
#72 Historic vacation or Beach destination? [Read: 20 revealing questions to get to know someone a lot better]
#73 Movie Theatre or Netflix?
#74 B&B or Hotel?
#75 Rain or Snow?
#76 5-star or Hostel?
#77 Comedy or Drama?
#78 Friends or Family?
#79 Batman or Superman? [Read: Getting the answers you crave – 30 questions you HAVE to ask a guy]
#80 Kids or Pets?
#81 Hot tub or Swimming pool?
#82 Twitter or Instagram?
#83 Beer that’s too warm or Beer that’s too cold?
#84 Mom or Dad?
#85 Bikini or One-Piece?
#86 Tattoos or Piercings?
#87 Boxers or Briefs?
[Read: 50 perfect questions to get to know if someone’s right for you]
There you have it, from down and dirty to fun and flirty, these were 87 totally nosy questions designed to get to know your crush better! Think we’ve missed the be-all end-all “this or that” question? Leave it in the comments below and let us know how you would tantalize your crush with questions!

Liked what you just read? Follow us on Instagram Facebook Twitter Pinterest and we promise, we’ll be your lucky charm to a beautiful love life.

Waverly Smith

Waverly Smith is a freelance writer who has been getting paid for spreading her sarcastic take on love, life, and sex since 2010. She is many things that peo...

Follow Waverly on