Whether you’re hosting a party, going on a road trip, or just want to stir up some laughs with friends, “This or That” questions are the perfect way to break the ice and spark hilarious (and sometimes spicy) debates.
Here are 100 entertaining and outrageous “This or That” questions covering sex, food, and life—guaranteed to bring out everyone’s wild side and keep the conversation going all night!
🔥 Spicy & Sexy “This or That” Questions (For Adults Only!)
- Lights on or lights off?
- Slow and sensual or fast and wild?
- Morning sex or late-night sex?
- Kissing or cuddling?
- Talking dirty or staying silent?
- One-night stand or long-term relationship?
- Foreplay or getting straight to it?
- Spanking or hair pulling?
- Handcuffs or blindfolds?
- Shower sex or car sex?
- Watching or being watched?
- Roleplay as a cop or as a nurse?
- Make love in a public place or in complete darkness?
- Be dominated or be in control?
- Experimenting with food in bed or keeping it clean?
- Sexy lingerie or nothing at all?
- Being kissed on the neck or whispered sweet nothings?
- Romantic sex on a beach or wild sex in a forest?
- Dirty talk via text or in person?
- Have sex with the same position forever or never do your favorite position again?
🍔 Deliciously Fun “This or That” Food Questions
- Pizza or burgers?
- Sweet or savory?
- Coffee or tea?
- Fries or onion rings?
- Mac & cheese or lasagna?
- Chocolate or vanilla?
- Cake or pie?
- Tacos or burritos?
- Ice cream in a cone or in a cup?
- Spicy food or mild food?
- Sushi or steak?
- Breakfast in bed or midnight snack?
- Ketchup or mayo?
- Pineapple on pizza or no way in hell?
- BBQ or hot sauce?
- Salty popcorn or caramel popcorn?
- Wine or beer?
- Eat dessert first or never eat dessert again?
- Eat one meal forever or never eat your favorite food again?
- Eat only fast food for a year or never eat fast food again?
🎉 Hilarious “This or That” Party Questions
- Dance like nobody’s watching or sing like nobody’s listening?
- Drink all night or dance all night?
- Karaoke or board games?
- Be the drunkest person at the party or be the most boring person?
- Shots or cocktails?
- DJ or live band?
- Be the first to arrive or the last to leave?
- Never drink again or never party again?
- Wear a ridiculous outfit or wear pajamas to a party?
- Play Truth or Dare or Never Have I Ever?
😂 Weird & Funny “This or That” Questions
- Walk around naked for an hour or wear a chicken costume all day?
- Have an elephant trunk or a giraffe neck?
- Fart loudly in public or burp in someone’s face?
- Have hiccups for a day or sneeze uncontrollably for an hour?
- Speak only in rhymes or only be able to whisper?
- Have a permanently wet sock or always have a popcorn kernel stuck in your teeth?
- Always have an itchy butt or always have a runny nose?
- Be able to fly or be invisible?
- Poop in a crowded elevator or fart in an important meeting?
- Get a tattoo of your ex’s name or your boss’s face?
😍 Relationship & Love “This or That” Questions
- Love at first sight or slow-burning romance?
- Dating apps or old-fashioned meeting in person?
- Be dumped or dump someone?
- Marry for love or marry for money?
- Stay single forever or have a mediocre relationship?
- Give up kissing or give up sex?
- Cheat and never get caught or never cheat but everyone thinks you did?
- Date someone much older or much younger?
- Fall in love once or fall in love multiple times?
- Have a perfect partner but never have sex or have an amazing sex life but no deep connection?
🏝 Life & Adventure “This or That” Questions
- Travel the world for free or get paid $1M to never leave your country?
- Live in the mountains or live by the beach?
- Be a famous musician or a famous actor?
- Win the lottery but lose all your friends or stay broke but loved?
- Speak all languages or play all instruments?
- Live 100 years in the past or 100 years in the future?
- Be rich and lonely or poor and loved?
- Have super strength or super speed?
- Be stranded on a deserted island or lost in a dangerous city?
- Live without internet or live without music?
🏆 Would You Rather Win or Lose “This or That” Questions
- Win a million dollars but never find love or find love but stay broke?
- Win a lifetime supply of food or win a dream vacation every year?
- Win the lottery but have to give half away or never win but be debt-free?
- Lose your job or lose your phone?
- Be famous for something embarrassing or be completely unknown?
- Win a talent competition or win a reality show?
- Be the funniest person or the smartest person in the room?
- Win a game by cheating or lose by playing fair?
- Never lose at anything or win only once but it’s the biggest prize?
- Have a house with no internet or a house with no electricity?
🛌 Deep & Thought-Provoking “This or That” Questions
- Live forever but be bored or live a short but exciting life?
- Know when you’re going to die or how you’re going to die?
- Have a rewind button for life or a pause button?
- Be able to erase bad memories or relive your happiest moments forever?
- Be famous for a terrible reason or be completely forgotten after death?
- Have world peace or solve world hunger?
- Read minds or see the future?
- Be reincarnated as a dog or a cat?
- Find out you’ve been living in a simulation or find out there’s no afterlife?
- Be remembered for something awful or never be remembered at all?
Final Thoughts
Whether you’re looking to add spice to a wild party, get into a deep philosophical discussion, or just laugh until you cry, these 100 “This or That” questions will keep the conversations rolling and the good times going.
Would you rather answer all these questions or pick just a few? 😜