| ★ |  Shawn Ryan's SADDEST Story Ever | The Front Force @thefrontforce | 42.6K | Estados Unidos | |
| 2 |  iShowSpeed Saddest Moment With His Fan 😭💔 | | — | — | 88 |
| 11 |  Saddest Backstory in My Hero Academia #mha | | 4.1M | — | 86 |
| 9 |  Saddest YouTube Video Ever 😳 | | 2.7M | Estados Unidos | 87 |
| 5 |  the saddest scene in the whole show :( #bojackhorseman #netflix | | 1.0M | — | 87 |
| 13 |  A really sad story #themermaidscales | TheMermaidscales @themermaidscales3585 | 815.7K | — | 86 |
| 18 |  SADDEST SIDE OF PARENTING | The Diary Of A CEO @thediaryofaceo | 732.7K | Reino Unido | 86 |
| 10 |  The Saddest Love Story in Hollow Knight #hollowknight #silksong #gaming #videogames | | 384.4K | — | 86 |
| 20 |  Saddest Goodbye (Penguin 2007) 💔 #sad #emotional #viralpenguin #shorts | Animals Gallery @animalsgallery_123 | 89.8K | Filipinas | 86 |
| 19 |  The SADDEST Kids Show Origin I’ve Ever Seen #anpanman | | 20.8K | Estados Unidos | 86 |
| 15 |  This Is A HEARTBREAKING Story 🥹 | The Blondie Boys Shorts @theblondieboysshorts | 18.9K | Canadá | 86 |
| 17 |  the saddest ending in red dead redemption 2.. | | 9.0K | Reino Unido | 86 |
| 3 |  Actual Saddest Kai Cenat Moment | | 7.3K | Estados Unidos | 87 |
| 12 |  So heartbreaking 💔💔💔💔 #kylethomas #shorts | Kyle Thomas @kylethomasshorts | 2.0K | Estados Unidos | 86 |
| 14 |  Ryan Destroyed Haney In Amatuers! #ryangarcia #devinhaney | Alpha Fight Hub @alpha_fighthub | 1.1K | — | 86 |
| 1 |  Saddest Story You Will EVER Hear! | | 687 | Estados Unidos | 88 |
| 4 |  The saddest thing of all time 😭 #shorts | Thoughtful Path @thoughtful_path | 58 | Estados Unidos | 87 |
| 7 |  Urfi javed saddest story ever 😯 #shorts #urfijaved | Desiring Bharat @desiringbharat | 11 | India | 87 |
| 6 |  HEARTBREAKING | The XRAY Podcast @thexraypodcast | 4 | Estados Unidos | 87 |
| 8 |  best sad story 😭☠️🥹#emotionalstory #hearttouching #shorts | Heartfelt Stories @heartfeltstories-q3g | 2 | Estados Unidos | 87 |
| 16 |  Most heartbreaking scene in Mrbeast😢 | literalsoap_6 @literalsoap_6983 | 0 | — | 86 |