Greatest Hits 5: Pillow Talk
Kermit-voice dirty talk, Alexa ambushes, nosy parents and hookups that go sideways. Saucy, never explicit. 18+.
Sneak peek
- Would you rather date someone into feet — or date someone into role-play as a Walmart greeter? Bedroom Medium
- Would you rather accidentally send "u up?" to your boss — or accidentally send "u up?" to your grandma? Busted Medium
- Would you rather spend your honeymoon at your in-laws' house — or spend your honeymoon at a Great Wolf Lodge? Bedroom Medium
- Would you rather have Alexa start playing "Baby Shark" mid-hookup — or have Siri call your mom mid-hookup? Bedroom Medium
Answers stay hidden — no spoilers for your crew.
Difficulty mix
How to play
- The host reads a dilemma out loud: "Would you rather A… or B?"
- Tap A or B on your phone. Nobody sees your pick until the reveal — you can change it until then.
- The reveal shows the split (e.g. "68% would rather A") and who picked each side. Time to defend yourself.
- Majority scoring: land on the bigger side for +100 (a perfect tie gives everyone +50). Minority scoring flips it — the brave few score.
- Watch for Contrarian rounds: the scoring flips for that one dilemma.
About Greatest Hits 5: Pillow Talk
Greatest Hits 5: Pillow Talk is a Would You Rather pack with 40 prompts covering adults only, after dark, bedroom and greatest hits, rated R (rowdy). Kermit-voice dirty talk, Alexa ambushes, nosy parents and hookups that go sideways. Saucy, never explicit. 18+.
The difficulty mix is 100% medium, so it suits a regular bar trivia crowd.
It is one of the newer packs in the library — be the first table to take it on.
More Would You Rather packs you might like
After Dark →Play Greatest Hits 5: Pillow Talk in three steps
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1Open a game night
Pick a pack on your phone — a QR code appears.
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2Everyone scans
Friends scan the QR code (or type the game code at tipsyrounds.com) and pick a name. No app, no sign-up.
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3Play & keep score
Questions pop up on every phone; scores update live.
FAQ
How do I play Greatest Hits 5: Pillow Talk at a bar or party?
Tap “Play this pack”, then put the QR code where everyone can see it (on your phone, a printout or a TV). Players scan it with their phone camera and answer on their own phones — no app, no sign-up. TipsyRounds runs the timer, reveals the answers and keeps score.
How many prompts are in Greatest Hits 5: Pillow Talk?
40 prompts.
Is it free?
Yes. Hosting, every game and every pack are free, and players never pay or sign up.