63 New Juicy "Most Likely To" Questions! Let's Spill the Tea

By
Boomit Team
May 24, 2025
contents

Alright, gather 'round, because things are about to get JUICY! If you and your friends love to dive into the thrilling, slightly scandalous, and oh-so-revealing side of "Who is Most Likely To," then this is the list for you. We're moving beyond the everyday and into the delicious details of crushes, secret desires, dating habits, and those little romantic quirks that make everyone go "Ooooh!"

Get ready to uncover some truths, share some blushes, and maybe even learn something new (and juicy!) about your closest pals.

63 Juicy "Most Likely To" Questions to Get the Scoop

Prepare for some revealing answers and maybe a few raised eyebrows with these 63 new questions:

  1. Who is most likely to have a huge, secret crush on a friend's older sibling?
  2. Who is most likely to write and send an anonymous love letter (or a very heartfelt anonymous DM)?
  3. Who is most likely to maintain a "secret" dating app profile their main friend group doesn't know about?
  4. Who is most likely to accidentally call their current partner by an ex's name during an intimate or important moment?
  5. Who is most likely to orchestrate "accidental" bump-ins with their crush multiple times?
  6. Who is most likely to have a secret Pinterest board dedicated to their dream wedding aesthetics, even if they're staunchly single (or say they are)?
  7. Who is most likely to try and set up two friends who would be an absolute disaster together, just to see what kind of chaos ensues?
  8. Who is most likely to have dated someone (or be currently dating someone) primarily for their good looks or social status?
  9. Who is most likely to always have a "backup" romantic prospect warming up on the sidelines?
  10. Who is most likely to subtly (or perhaps not-so-subtly) flirt with a friend's attractive and charming parent?
  11. Who is most likely to have significantly exaggerated the details or intensity of a past romantic conquest or relationship?
  12. Who is most likely to "re-gift" an expensive or sentimental present they received from an ex to a new romantic interest?
  13. Who is most likely to have a "celebrity hall pass" list that they've put serious, dedicated thought into crafting?
  14. Who is most likely to overanalyze every single emoji, punctuation mark, and response time in a text message from their crush?
  15. Who is most likely to make a grand, slightly over-the-top, public declaration of affection that could either be incredibly romantic or incredibly awkward?
  16. Who is most likely to have secretly kissed more than one person present in this room (at different times, of course!)?
  17. Who is most likely to have a very specific "type" on paper that is completely and utterly different from who they actually date in real life?
  18. Who is most likely to get caught deep-stalking an ex's new partner's social media accounts late at night?
  19. Who is most likely to create a fake social media profile to anonymously check up on someone's life or relationship status?
  20. Who is most likely to currently have a secret admirer they are completely oblivious about?
  21. Who is most likely to attempt to win back an ex, even when all their friends have advised them strongly against it?
  22. Who is most likely to give incredibly detailed (perhaps too detailed and explicit) dating or relationship advice to their friends?
  23. Who is most likely to be the subject of an anonymous workplace crush or the center of some steamy inter-office gossip?
  24. Who is most likely to have lied (or creatively tweaked the truth) about their age, job, or hobbies on a dating app?
  25. Who is most likely to be currently nursing a "forbidden" crush (e.g., on a boss, a close friend's ex, a professor, or a much older/younger person)?
  26. Who is most likely to use a super cheesy, almost cringeworthy pick-up line with surprising and unexplainable success?
  27. Who is most likely to have their DMs constantly overflowing with messages from admirers, suitors, and hopefuls?
  28. Who is most likely to have dated two (or more) people who share the exact same first name, leading to potential confusion?
  29. Who is most likely to conveniently "forget" to mention they're seeing someone new just to keep their options open a little longer?
  30. Who is most likely to have a secret, deeply sappy romantic playlist curated for a specific person they have feelings for?
  1. Who is most likely to successfully slide into a non-celebrity's DMs with a very bold, witty, and charming opening line after only a brief real-life encounter?
  2. Who is most likely to have seriously practiced their kissing technique on their hand, a pillow, or some other inanimate object in their youth (or recently)?
  3. Who is most likely to have a ridiculously long, highly specific, and slightly intimidating list of dealbreakers for potential partners?
  4. Who is most likely to date someone their parents (or best friends) would actively and vocally disapprove of?
  5. Who is most likely to "save" someone's risqué photo, thirst trap, or revealing story for... private appreciation and later viewing?
  6. Who is most likely to be secretly thrilled and energized by romantic drama and gossip, even if (or especially if) it's not their own?
  7. Who is most likely to accidentally (or perhaps "accidentally" on purpose) reveal a friend's secret crush to the object of their affection?
  8. Who is most likely to have a "work spouse" or "work husband/wife" relationship that's a little too close for actual-partner comfort?
  9. Who is most likely to consistently fall for people who are notoriously emotionally unavailable, commitment-phobic, or just plain bad news?
  10. Who is most likely to have a framed photo (or a prominent phone wallpaper) of a celebrity crush they genuinely adore and fantasize about?
  11. Who is most likely to subtly (or overtly) try to make a current partner or romantic interest jealous, just to test the waters?
  12. Who is most likely to have an elaborate, movie-worthy fantasy about how they'll meet their soulmate in some serendipitous way?
  13. Who is most likely to send a vague, suggestive "thinking of you..." text to multiple romantic interests simultaneously to see who bites?
  14. Who is most likely to have a strict set of "dating rules" or principles that they immediately abandon for someone they're really into?
  15. Who is most likely to have a very public, somewhat dramatic, and incredibly messy breakup that everyone in their social circle hears about in detail?
  16. Who is most likely to be caught sending flirty, suggestive, or even sext-adjacent texts under the table during a family dinner or important work meeting?
  17. Who is most likely to possess a secret romantic talent (like writing heartfelt poetry, composing love songs, or cooking gourmet meals) used solely for seduction purposes?
  18. Who is most likely to have a classic "one that got away" story that they recount with a mixture of wistful drama and romanticized regret?
  19. Who is most likely to strategically use their adorable pet as bait to attract potential dates in public places or on their dating profiles?
  20. Who is most likely to have flirted outrageously or turned on the charm with someone just to get a free drink, a favor, or to cut a long line?
  21. Who is most likely to have a surprisingly high number of past partners (or a surprisingly low one that they're very secretive and mysterious about)?
  22. Who is most likely to have had a romantic or steamy encounter in a semi-public place, risking (and maybe enjoying the thrill of) getting caught?
  23. Who is most likely to significantly embellish or outright fabricate parts of their romantic history or dating experiences to impress a new interest?
  24. Who is most likely to have "accidentally" left an item of clothing or a significant personal belonging at a crush's house to ensure a reason for a follow-up meeting?
  25. Who is most likely to have a detailed "enemies to lovers" or a "forbidden romance" fantasy scenario cooked up about someone they actually know in real life?
  26. Who is most likely to give (or be known for receiving) a hickey in a very visible and incredibly hard-to-hide place?
  27. Who is most likely to receive an unexpected, unsolicited, and slightly awkward love confession they weren't emotionally prepared for?
  28. Who is most likely to have used a friend's dating app profile (with or without permission) to "window shop" or scope out people for themselves?
  29. Who is most likely to have a romantic or surprisingly steamy dream about someone in this room and then act noticeably weird, flustered, or extra nice around them the next day?
  30. Who is most likely to have a secret code word or nickname for their crush when talking about them with their closest friends to avoid detection?
  31. Who is most likely to have conducted a full FBI-level investigation into a potential date's entire online presence (social media, LinkedIn, old blogs, tagged photos) before the first meeting?
  32. Who is most likely to still harbor genuine, tender romantic feelings for their very first love or their high school sweetheart, years later?
  33. Who is most likely to have a secret folder on their phone or computer filled with screenshots of sweet conversations with their crush or loving messages from past flames they can't let go of?

Final Thoughts

Phew! Was that juicy enough for you? These 63 questions are designed to spark those conversations that are equal parts revealing and hilarious. Whether you're uncovering secret crushes, laughing about dating misadventures, or just enjoying the blush-worthy admissions, remember it's all in good fun. The best "Most Likely To" moments are the ones that bring you closer (and give you great stories to tell later!).

So, go ahead, ask away, and let the juicy details unfold. Don't forget to share your most shocking revelations (anonymously, if you must!).

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