| 100% | WOULDNEVERFLY | 13 | "Then I had a fling with a Pittsburgh Penguin, but I knew he ..." |
| 45% | CAMETONOTHING | 13 | "Then my friend set me up with a recluse, but he ..." |
| 42% | DIDNTWORKOUT | 12 | "So then I dated a fun couch potato, but he ..." |
| 38% | ATTILA | 6 | Raphael painted a fresco of him having an audience with Pope Leo I |
| 37% | STANLEE | 7 | He had a cameo in The Avengers with the line "Superheroes in New York? Give me a break!" |
| 37% | MISSEDTHECUT | 12 | "I was in a serious relationship with a hippie, but he ..." |
| 36% | TUPAC | 5 | He had a beef with Biggie |
| 36% | ROGET | 5 | He had a way with words |
| 35% | WORD | 4 | "May I have a ___ with you?" |
| 35% | RUFFLE | 6 | You know how I bought a dress with a ___ on it? ...
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| 35% | FATSWALLER | 10 | He had a hit with "The Joint Is Jumpin'" |
| 35% | LOUBEGA | 7 | He had a hit with Mambo No. 5 in 1999 |
| 34% | CHEER | 5 | "I don't know if there'll be snow, but have a cup of ___" |
| 34% | LEGEND | 6 | John who had a hit with All Of Me |
| 34% | GRANDFATHERED | 13 | Fox sitcom about a bachelor who discovers he has a son with a baby |
| 33% | KRUPA | 5 | He had a 1941 hit with "Drum Boogie" |
| 33% | PSY | 3 | He had a 2012 hit with "Gangnam Style" |
| 33% | OVER | 4 | "You could have knocked me ___ with a feather" |
| 33% | PRYDZ | 5 | Swedish DJ Eric __, who had a hit with Call on Me |
| 33% | COLE | 4 | He had a 1948 #1 hit with "Nature Boy" |
| 33% | ASAPROCKY | 9 | He had a baby boy with Rihanna in 2022 |
| 33% | BADIDEARIGHT | 12 | Song on Olivia Rodrigo's 2023 album "Guts" with the lyric "Yes, I know that he's my ex, but can't two people reconnect?" (3 wds.) |
| 33% | ITSBEENFUN | 10 | “Gotta go, but I had a blast” |
| 33% | ITSSERIOUS | 10 | "I think I can see a future with him" |
| 32% | GETBACK | 7 | Song from 47-Across with the lyrics "Jojo was a man who thought he was a loner / But he knew it couldn't last" (2 wds.) |
| 32% | TIFFANY | 7 | US teen who had a hit with I Think We're Alone Now |
| 32% | FILM | 4 | "I have a photographic memory, but I always forget to bring the ___!" |
| 32% | HUMPTY | 6 | He sat on a wall then had a great fall, __ Dumpty |
| 32% | ANKA | 4 | He had a #4 hit with "It's Time to Cry" |
| 32% | HUMBOLDT | 8 | German explorer who has a penguin named after him |