| Break out of a slump | 20 |
| Break out of captivity | 22 |
| Break out of jail | 17 |
| Break out of one's shell | 28 |
| Break out of one's shell? | 29 |
| Break out, as fighting | 22 |
| Break out, as violence | 22 |
| Break out, in a way | 19 |
| Break pattern | 13 |
| Break periods | 13 |
| Break point | 11 |
| Break point at Wimbledon? | 25 |
| Break point edge | 16 |
| Break point edge in tennis, sometimes | 37 |
| Break point score, perhaps | 26 |
| Break point, in tennis | 22 |
| Break points at Wimbledon? | 26 |
| Break points? | 13 |
| Break producer | 14 |
| Break protector | 15 |
| Break quickly | 13 |
| Break ranks | 11 |
| Break records? | 14 |
| Break room coffee supplies | 26 |
| Break room notices | 18 |
| Break room postings | 19 |
| Break room thefts that suck (especially when you put your name on them) | 71 |
| Break sharply | 13 |
| Break site | 10 |
| Break Sleeping Beauty's curse? | 34 |
| Break stabilizers | 17 |
| Break suddenly | 14 |
| Break suggested by the starts of this puzzle's four longest answers | 71 |
| Break taker | 11 |
| Break that might involve a pint of ice cream | 44 |
| Break the 10th Commandment | 26 |
| Break the ice | 13 |
| Break the ice, perhaps | 22 |
| Break the ice? | 14 |
| Break the law | 13 |
| Break the law, by one's own admission? | 42 |
| Break the law, in a way | 23 |
| Break the news | 14 |
| Break the news to | 17 |
| Break the plane of the goal line | 32 |
| Break the rules | 15 |
| Break the rules in a kids' game | 36 |
| Break the rules in a kids' game | 35 |
| Break the seal on | 17 |
| Break the silence | 17 |
| Break the spirit of | 19 |
| Break the taillights of, maybe | 30 |
| Break the tape | 14 |
| Break the Tenth Commandment | 27 |
| Break the ___ | 13 |
| Break this to scramble | 22 |
| Break through | 13 |
| Break time | 10 |
| Break time for many | 19 |
| Break time, for some | 20 |
| Break time, maybe | 17 |
| Break time, often | 17 |
| Break time, perhaps | 19 |
| Break to bits | 13 |
| Break to smithereens | 20 |
| Break under strain | 18 |
| Break unexpectedly | 18 |
| Break up | 8 |
| Break up a bill? | 16 |
| Break up a dancing pair | 23 |
| Break up a prom pair | 20 |
| Break up a sentence | 19 |
| Break up a team? | 16 |
| Break up an alliance, in a way | 30 |
| Break up clods, say | 19 |
| Break up dirt clods, in a way | 29 |
| Break up the group | 18 |
| Break up the relationship | 25 |
| Break up the romance | 20 |
| Break up the soil again | 23 |
| Break up with, and not nicely | 29 |
| Break up ___ | 12 |
| Break up, as a business | 23 |
| Break up, as a club | 19 |
| Break up, as a union | 20 |
| Break up, as soil | 17 |
| Break up, informally | 20 |
| Break with a quick blow | 23 |
| Break __: neither win nor lose | 30 |
| Break __: take the lead | 23 |
| Break ___ | 9 |
| Break ___ (dawn) | 16 |
| Break ___ (get acquainted) | 26 |
| Break ___ (go into sudden death) | 32 |
| Break ___ (inspirational phrase) | 32 |
| Break ___ (interrupt) | 21 |
| Break ___ (split) | 17 |
| Break, as a balloon | 19 |
| Break, as a courtroom oath | 26 |
| Break, as a habit | 17 |