| 100% | TORN | 4 | He was ___ with grief after break up with his girlfriend |
| 55% | HANNAHBROWN | 11 | "The Bachelorette" 2019 lead, who broke up with Jed Wyatt after discovering he had a girlfriend during filming: 2 wds. |
| 47% | MBA | 3 | Degree that Phil Knight of Nike was earning when he came up with his business idea (abbr.) |
| 44% | ROMULUS | 7 | He was fed by a wolf along with his twin brother |
| 43% | DEADCHEAT | 9 | Poker player in the Old West after being caught with a card up his sleeve? |
| 42% | JOHN | 4 | Write to him to break up with someone |
| 39% | SON | 3 | He might be named after his father |
| 38% | EATENUP | 7 | Put up with capless pen after most of tea was gobbled |
| 38% | BORED | 5 | "break up with your girlfriend, i'm ___" (Ariana Grande song) |
| 38% | ACED | 4 | After studying day and night regularly he was sure that he had ___ his exam |
| 38% | LCD | 3 | ___ Soundsystem (band who broke up after their 2010 album "This Is Happening") |
| 38% | ARI | 3 | "Break Up With Your Girlfriend, I'm Bored" artist, to fans |
| 38% | ATE | 3 | The young man was late for his d___ with girlfriend |
| 38% | USUALSUSPECTS | 13 | They may be rounded up after a crime, with "the" |
| 37% | ARI | 3 | "Break Up With Your Girlfriend, I'm Bored" singer Grande's nickname |
| 37% | LUCKING | 7 | "He keeps ___ out every time, but fate is going to catch up with him soon." |
| 37% | DUMP | 4 | Break up with |
| 37% | DUMPS | 5 | Breaks up with |
| 37% | DUMPED | 6 | Broke up with |
| 36% | ENDIT | 5 | Break up with someone |
| 36% | JILT | 4 | Break up with suddenly |
| 36% | ASHES | 5 | After his death, Tupac Shakur's were supposedly mixed with marijuana and smoked |
| 35% | UNFRIEND | 8 | Break up with, on Facebook |
| 35% | ENDIT | 5 | Break up with a partner |
| 35% | ARIANA | 6 | Pop queen with the 2019 single "Break Up With Your Girlfriend, I'm Bored" |
| 35% | SEDAKA | 6 | Neil with the hit "Breaking Up Is Hard to Do" |
| 35% | DUMP | 4 | Break up with, and not nicely |
| 35% | NERO | 4 | Roman emperor who had three impostors claim to be him after his suicide |
| 35% | REEDY | 5 | The business man was very g___, he never shared his profits with anyone |
| 34% | MIDAS | 5 | Acronym for an automotive service brand that is named after a mythological Greek king with his golden touch |