| 100% | IAGO | 4 | "I will wear my heart upon my sleeve" speaker, in Shakespeare |
| 69% | IAGO | 4 | Literary character who says "I will wear my heart upon my sleeve" |
| 42% | CORDELIA | 8 | Shakespeare character who says "Unhappy that I am, I cannot heave / My heart into my mouth" |
| 41% | HEART | 5 | "Wear my ___ upon my sleeve," phrase popularized by William Shakespeare |
| 40% | ALICE | 5 | "It's the stupidest tea-party I ever was at in all my life!" speaker |
| 39% | HONOUR | 6 | "I will ___ Christmas in my heart ..." (part 1 of a quote by Scrooge) |
| 39% | EAST | 4 | "My heart is in the ___, and I in the uttermost west" |
| 38% | HEART | 5 | "Wear my ___ upon my sleeve," phrase popularized by William Shakespeare which means to openly show emotions |
| 38% | TONY | 4 | Singer Bennett whose signature song was "I Left My Heart in San Francisco" |
| 37% | IDLE | 4 | "Am I vital / If my heart is ___?" (Moses Sumney) |
| 37% | EYRE | 4 | ''All my heart is yours, sir'' speaker (1847) |
| 37% | FRANCISCO | 9 | I Left My Heart in San __, Tony Bennett crooned |
| 36% | PHIL | 4 | "You'll Be in My Heart" singer ___ Collins |
| 36% | BENNETT | 7 | Tony __ sang I Left My Heart in San Francisco |
| 35% | OPHELIA | 7 | "O, what a noble mind is here o'erthrown!" speaker, in Shakespeare |
| 35% | JOURNAL | 7 | *"In 2024, I will ___ (pen down) my thoughts in a diary regularly!" |
| 35% | ERE | 3 | "I shall be much in years ___ I again behold my Romeo": Juliet |
| 35% | IFEAR | 5 | "___ that I will give in to my craving" (apprehension): 2 wds. |
| 35% | DNA | 3 | "It's in my ___" ("It's part of who I am") |
| 34% | WANDA | 5 | "I hate when women compare men to dogs. ... Men are not dogs. Dogs are loyal. ... I've never found any strange panties in my dog's house" speaker Sykes |
| 34% | HOBBY | 5 | *"In 2024, I will pursue my ___ (pastime activity) regularly!" |
| 34% | EVER | 4 | "All I ___ needed is here in my arms" |
| 34% | IAGO | 4 | "I hate the Moor" speaker, in Shakespeare |
| 33% | SAN | 3 | "I Left My Heart in ___ Francisco" |
| 33% | LEFT | 4 | "I ___ My Heart in San Francisco" |
| 33% | JUNE | 4 | "___ in January," song performed by Bing Crosby in the 1934 film "Here Is My Heart" |
| 33% | GREENINJUDGMENT | 15 | "My salad days when I was _____": Shakespeare |
| 33% | VENICE | 6 | I'm a city in Italy and my nickname is "The Floating City" |
| 33% | ROME | 4 | I'm a city in Italy and my nickname is "The Eternal City" |
| 33% | DUBLIN | 6 | I'm a city in Ireland and my nickname is "The Fair City" |