| Play the role of | 16 |
| Play the sax, say | 17 |
| Play the shrinking violet | 25 |
| Play the siren | 14 |
| Play the slots | 14 |
| Play the slots, e.g. | 20 |
| Play the stock market | 21 |
| Play the stoolie | 16 |
| Play the swain | 14 |
| Play the sycophant to, with "over" | 44 |
| Play the temptress | 18 |
| Play the toady | 14 |
| Play the uke | 12 |
| Play the uke again | 18 |
| Play the ukulele | 16 |
| Play the ukulele, perhaps | 25 |
| Play the usher | 14 |
| Play the vamp | 13 |
| Play the wolf | 13 |
| Play the wrong suit | 19 |
| Play the ___ (bet on a horse race) | 34 |
| Play thing | 10 |
| Play thing? | 11 |
| Play things | 11 |
| Play this and you'll end on a high note? | 44 |
| Play time | 9 |
| Play time? | 10 |
| Play to a C-Span camera | 23 |
| Play to pay | 11 |
| Play to the back of the audience | 32 |
| Play to the back of the room | 28 |
| Play to the back of the theater | 31 |
| Play to the back row | 20 |
| Play to the back row and then some | 34 |
| Play to the balcony | 19 |
| Play to the balcony? | 20 |
| Play to the camera | 18 |
| Play to the cheap seats | 23 |
| Play to the crowd | 17 |
| Play to the gallery | 19 |
| Play to the last row | 20 |
| Play to the peanut gallery | 26 |
| Play to the rafters | 19 |
| Play to __ | 10 |
| Play to __ (draw) | 17 |
| Play to __ (tie) | 16 |
| Play to __: draw | 16 |
| Play to __: tie | 15 |
| Play to ___ | 11 |
| Play to ___ (deadlock) | 22 |
| Play to ___ (draw) | 18 |
| Play to ___ (have no winner) | 28 |
| Play to ___ (tie) | 17 |
| Play too broadly | 16 |
| Play too loud, perhaps | 22 |
| Play tricks | 11 |
| Play tricks on | 14 |
| Play tug-of-war | 15 |
| Play turncoat | 13 |
| Play uncle | 10 |
| Play unit | 9 |
| Play units | 10 |
| Play up | 7 |
| Play up to the audience | 23 |
| Play up to the fans | 19 |
| Play up to the max | 18 |
| Play up to the max? | 19 |
| Play up to the spectators | 25 |
| Play varsity ball | 17 |
| Play venue | 10 |
| Play viewer's aid | 21 |
| Play well, in jazz lingo | 24 |
| Play whence the phrase "the most unkindest cut of all" | 64 |
| Play where Desdemona gets sucked into a tornado? | 48 |
| Play whose star won the 1990 Best Actor Tony | 44 |
| Play whose title character won't eat anything unless it's fried? | 72 |
| Play with | 9 |
| Play with feline style | 23 |
| Play with ''Memory'' | 36 |
| Play with a brushing motion | 27 |
| Play with a combo | 17 |
| Play with a dog toy, maybe | 26 |
| Play with a Frisbee | 19 |
| Play with a pussy | 17 |
| Play with a segment called "Reclaiming Cunt" | 54 |
| Play with a teacher? | 20 |
| Play with annoyingly | 20 |
| Play with as a puppy might | 26 |
| Play with automatons | 20 |
| Play with blocks | 16 |
| Play with blocks, maybe | 23 |
| Play with Bubble Wrap | 21 |
| Play with clay | 14 |
| Play with crayons | 17 |
| Play with Daddy Warbucks | 24 |
| Play with fans | 14 |
| Play with friends | 17 |
| Play with horses? | 17 |
| Play with idly | 14 |
| Play with machines | 18 |