| Five-time Kentucky Derby winner |
| Five-time world champion figure skater Carol |
| Adele won five of them in February |
| Attend a party uninvited ... and a literal hint to five sets of circled letters |
| Five-time teammate of Bryant, Duncan, and Nowitzki at the NBA All-Star Game |
| Two of five expanses |
| Film title character who likes to high-five |
| Part of five Declaration of Independence signatures |
| My father had a small estate in Nottinghamshire; I was the third of five sons |
| Against (which appears amidst the five long Across answers) |
| And you even managed to do 24 ___ in the strip mall parking lot, when the sign clearly said Five Guys Burgers and Fries... |
| '60s sitcom setup, part 3: Then the five passengers and two crewmen became ___ |
| Five-time MLB All-Star Cooper |
| Actor with five film roles turned into action figures, including Darkman and Qui-Gon Jinn: 2 wds. |
| Alma mater of five US presidents |
| About five million Europeans |
| School with five March Madness titles |
| Bar exhortation ... and a hint to how to answer five puzzle clues |
| Gizmo often with five balls that demonstrates conservation of momentum and energy |
| Socialites' five-time candidate? |
| Five-time Horse of the Year |
| Five-star monogram |
| Lame alternative to "Couldn't be bothered with writing that five paragraph essay |
| About to get a Ph.D., definitely, if not this year then sometime in the next five |
| Character who, in an 8/15/1939 Hollywood premiere, speaks the first words of this puzzle's five other longest answers |
| African antelope "caged" in five answers in this puzzle |
| Five-gallon barrel |
| Five-time Presidential also-ran |
| Youngster's lyric, perhaps after five missed attempts in this puzzle |
| Five Finger Death Punch song about remains of cigarettes? |