| Text | Length |
| 50's-60's pop vocalist ___ Barry | 40 |
| 50's-60's singer ___ Domino | 35 |
| 50's-60's singing sensation | 35 |
| 50's-60's sitcom boy | 28 |
| 50's-60's teen idol | 27 |
| 50's-60's TV mom | 24 |
| 50's-70's Dodgers manager Walt | 38 |
| 50's-70's Soviet spacecraft series | 42 |
| 50's-90's jazz singer | 29 |
| 50+ group | 9 |
| 50+ org. | 8 |
| 50+ organization | 16 |
| 50+ percent | 11 |
| 50-0, e.g. | 10 |
| 50-50 | 5 |
| 50-50 bet | 9 |
| 50-50 chance | 12 |
| 50-50 chances | 13 |
| 50-50 gamble | 12 |
| 50-50 proposition | 17 |
| 50-50 share | 11 |
| 50-50 shot | 10 |
| 50-50 situations | 16 |
| 50-50 test answer | 17 |
| 50-50 test guess | 16 |
| 50-50, e.g. | 11 |
| 50-50, for example | 18 |
| 50-50, perhaps | 14 |
| 50-50, say | 10 |
| 50-acre homestead, maybe | 24 |
| 50-and-over gp. | 15 |
| 50-and-over group | 17 |
| 50-and-over org. | 16 |
| 50-and-over organization | 24 |
| 50-and-up group | 15 |
| 50-and-up grp. | 14 |
| 50-and-up org. | 14 |
| 50-cent picture | 15 |
| 50-cent pieces | 14 |
| 50-foot woman, say | 18 |
| 50-knot wind | 12 |
| 50-oared ship | 13 |
| 50-or-better org. | 17 |
| 50-page book, maybe? | 20 |
| 50-satang coin spender | 22 |
| 50-something | 12 |
| 50-year-old (!) Brad | 20 |
| 50-year-old dolls | 17 |
| 50-year-old group for people 50 or older | 40 |
| 50.1%+ | 6 |
| 50/50 | 5 |
| 50/50 chance | 12 |
| 50/50 proposition | 17 |
| 50/50 share | 11 |
| 50/50 test choice | 17 |
| 50/50, say | 10 |
| 500 | 3 |
| 500 cars | 8 |
| 500 city, for short | 19 |
| 500 entrant | 11 |
| 500 events | 10 |
| 500 Home Run Club member | 24 |
| 500 initials | 12 |
| 500 lbs. of cotton | 18 |
| 500 letters | 11 |
| 500 letters? | 12 |
| 500 mg., say | 12 |
| 500 mi. auto race | 17 |
| 500 participants | 16 |
| 500 people? | 11 |
| 500 places | 10 |
| 500 race | 8 |
| 500 sheets | 10 |
| 500 sheets of newsprint | 23 |
| 500 sheets of paper | 19 |
| 500 site | 8 |
| 500 site, briefly | 17 |
| 500 spot | 8 |
| 500 spot, familiarly | 20 |
| 500 word Facebook post, say | 27 |
| 500 __ | 6 |
| 500, e.g. | 9 |
| 500, to a stationer | 19 |
| 500-lb. burdens | 15 |
| 500-mile May race, for short | 28 |
| 500-mile race, briefly | 22 |
| 500-mile race, familiarly | 25 |
| 500-pound, say | 14 |
| 500-sheet paper unit | 20 |
| 500-sheet unit | 14 |
| 500-sheet unit of paper | 23 |
| 500-sheet units of paper | 24 |
| 5000 or Vigor, e.g. | 19 |
| 500m or 5,000m competitor, say | 30 |
| 500th of a ream | 15 |
| 501 | 3 |
| 501 and 505 | 11 |
| 501 brand | 9 |
| 501 company | 11 |
| 501's | 9 |
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