| #9 | Acqua Del Piatto Merlot | 1 |
| #6 | Acque Luride Grezze Cabernet | 1 |
| 🥇 | Anniversary Miniature Sword & Martini Guy | 1 |
| #98 | Crimbo stocking | 1 |
| 🥇 | Dark Jill-O-Lantern | 3 |
| #10 | Uovo Marcio Shiraz | 1 |
| 🥈 | anniversary balsa wood socks | 1 |
| 🥇 | anniversary burlap belt | 1 |
| #227 | anniversary chutney sculpture | 1 |
| 🥈 | anniversary concrete fedora | 1 |
| 🥈 | anniversary pewter cape | 1 |
| 🥈 | anniversary safety glass vest | 1 |
| 🥈 | anniversary tiny latex mask | 1 |
| 🥇 | bucket of anniversary lard | 1 |
| #43 | jar of anniversary jam | 1 |
| #106 | spandex anniversary shorts | 1 |
| #143 | time sword | 1 |