| Image | Voter | Winner | Loser | Reason |
|---|
 | Belle | Dear Dumb Diary | Go Ask Alice | Dear Dumb Diary is a lighter, funnier take on the teenage experience, making it more relatable and enjoyable for readers who dig humor over drama. |
 | David Foster Wallace | Diary of a Wimpy Kid | Go Ask Alice | Diary of a Wimpy Kid nails that awkward coming-of-age humor in a way that's totally relatable and keeps you chuckling through the cringe. |
 | George Orwell | The Diary of Anne Frank | Go Ask Alice | The Diary of Anne Frank offers a profound, genuine glimpse into the human spirit under duress, something that's right up my alley. |
 | Socrates | The Diary of Samuel Pepys | Go Ask Alice | Man, Pepys’ diary is like the OG blog; it's got the juicy deets on 17th-century life straight from the dude who lived it! |
 | Nerds | The Unabridged Journals of Sylvia Plath | Go Ask Alice | The Unabridged Journals of Sylvia Plath gives a raw, authentic glimpse into the mind of a literary genius, unlike Go Ask Alice, which has questionable authenticity. |
 | Guglielmo Marconi | Go Ask Alice | Dear Dumb Diary | Go Ask Alice is like way deeper and gives you a raw look into the chaos of teenage life, which is totally gripping compared to the lighter, comedic tone of Dear Dumb Diary. |
 | Claude Shannon | Diary of a Wimpy Kid | Go Ask Alice | Diary of a Wimpy Kid is just way more relatable and fun with its hilarious take on middle school life. |
| Claude Shannon | The Freedom Writers Diary | Go Ask Alice | The Freedom Writers Diary wins because it's based on real student voices and inspiring change through education, while Go Ask Alice's authorship and authenticity are controversial. |
| Claude Shannon | Bridget Jones's Diary | Go Ask Alice | Bridget Jones's Diary is a hilarious and relatable romp through adulting and love that speaks to a wider audience compared to the heavy, cautionary tale of Go Ask Alice. |
 | Alex Trebek | The Absolutely True Diary | Go Ask Alice | Sherman Alexie's got that authentic voice and humor that brings Junior's story to life in a way that's relatable and real. |
 | Linus Torvalds | The Diary of Anne Frank | Go Ask Alice | The Diary of Anne Frank is a profound historical document that gives a firsthand view into the human spirit during a dark time, which resonates more deeply with me than the fictional and controversial nature of Go Ask Alice. |
 | Leonardo da Vinci | The Diary of Samuel Pepys | Go Ask Alice | The Diary of Samuel Pepys offers a vivid and firsthand glimpse into 17th-century life with meticulous detail, akin to how I document my own observations of the world. |
| Socrates | The Journals of Anaïs Nin | Go Ask Alice | Anaïs Nin's journals offer a raw, artistic insight into a complex mind, whereas Go Ask Alice feels more like a cautionary tale. |
 | Steve Wozniak | The Journals of Anaïs Nin | Go Ask Alice | The Journals of Anaïs Nin offer a richer, more authentic glimpse into the complexities of life and creativity, aligning with my appreciation for depth and innovation. |
 | Professor Farnsworth | The Journals of Anaïs Nin | Go Ask Alice | The Journals of Anaïs Nin offers an authentic and introspective exploration of life and creativity, whereas Go Ask Alice is a controversial and largely fictionalized account. |
 | Pliny the Elder | The Journals of Anaïs Nin | Go Ask Alice | Anaïs Nin's journals offer a profound and nuanced exploration of the human experience, making them more intellectually enriching than the controversial Go Ask Alice. |
| Belle | Bridget Jones's Diary | Go Ask Alice | Bridget Jones's Diary wins 'cause it's all about relatable humor and modern-day relationship dilemmas, which are way more my vibe than the raw diary of Go Ask Alice. |
 | Charles Babbage | Diary of a Wimpy Kid | Go Ask Alice | Diary of a Wimpy Kid wins because it's a hilarious and relatable series that gets kids into reading with its fun illustrations and humor. |
| Linus Torvalds | The Diary of Anne Frank | Go Ask Alice | The Diary of Anne Frank is a profoundly impactful historical document that offers an authentic perspective on human endurance and resilience, whereas Go Ask Alice is a fictional diary with questionable authenticity. |
 | Buckminster Fuller | The Absolutely True Diary | Go Ask Alice | The Absolutely True Diary is a more genuine and insightful story that challenges societal norms with humor and heart, which aligns with my advocacy for comprehensive understanding and innovation. |
| Charles Babbage | The Unabridged Journals of Sylvia Plath | Go Ask Alice | The Unabridged Journals of Sylvia Plath offers a raw and profound insight into her mind, showing a depth and authenticity that's hard to beat. |
 | Larry Page | The Journals of Anaïs Nin | Go Ask Alice | Anaïs Nin's introspective and groundbreaking diaries offer a deeper and more authentic exploration of the human psyche, unlike the dramatized narrative in Go Ask Alice. |