| Playboy head, to friends | 24 |
| Playboy founder, for short | 26 |
| Playboy founder, familiarly | 27 |
| Playboy founder's moolah? | 29 |
| Playboy columnist Baber | 23 |
| Playboy Club waitresses | 23 |
| Playboy centerfold, e.g. | 24 |
| Playboy bunny and others | 24 |
| Playboy VIP familiarly | 26 |
| Playback speed, briefly | 23 |
| Playback machines, briefly | 26 |
| Play-___ (tiebreakers) | 22 |
| Play-___ (modeling compound) | 28 |
| Play-___ (modeling clay) | 24 |
| Play-___ (kids' clay) | 25 |
| Play-___ (kid's stuff) | 26 |
| Play-___ (kid's clay) | 25 |
| Play-___ (1956 invention) | 25 |
| Play-__: kids' clay | 23 |
| Play-stopping declaration | 25 |
| Play-of-color gemstone | 22 |
| Play-by-play announcer Dick | 27 |
| Play-by-play accompaniment | 26 |
| Play, as some online videos | 27 |
| Play, as Julius Caesar | 22 |
| Play, as a record, slangily | 27 |
| Play's ___'acte | 23 |
| Play's end, perhaps | 23 |
| Play's early heading | 24 |
| Play ___, as of tennis | 22 |
| Play ___ with (squander) | 24 |
| Play ___ with (damage) | 22 |
| Play ___ in (influence) | 23 |
| Play ___ in (be part of) | 24 |
| Play ___ (skip school) | 22 |
| Play ___ (perform some songs) | 29 |
| Play ___ (feign death) | 22 |
| Play ___ (enjoy some tennis) | 28 |
| Play ___ (do some tennis) | 25 |
| Play your vintage synth? | 24 |
| Play without restraint | 22 |
| Play without much joy? | 22 |
| Play without downloading | 24 |
| Play with, like a puppy | 23 |
| Play with, like a kitten | 24 |
| Play with, kitten-style | 23 |
| Play with, as kittens do | 24 |
| Play with, as a kitten might | 28 |
| Play with, as a Frisbee | 23 |
| Play with your fingers | 22 |
| Play with mechanical men | 24 |
| Play with Daddy Warbucks | 24 |
| Play with blocks, maybe | 23 |
| Play with as a puppy might | 26 |
| Play with a dog toy, maybe | 26 |
| Play with a brushing motion | 27 |
| Play with feline style | 23 |
| Play well, in jazz lingo | 24 |
| Play up to the spectators | 25 |
| Play up to the audience | 23 |
| Play too loud, perhaps | 22 |
| Play to ___ (have no winner) | 28 |
| Play to ___ (deadlock) | 22 |
| Play to the peanut gallery | 26 |
| Play to the cheap seats | 23 |
| Play to the back of the room | 28 |
| Play to a C-Span camera | 23 |
| Play the ukulele, perhaps | 25 |
| Play the shrinking violet | 25 |
| Play the recorder, say | 22 |
| Play the prima donna, e.g. | 26 |
| Play the point spread, e.g. | 27 |
| Play the philanthropist | 23 |
| Play the lounge lizard | 22 |
| Play the highlight reel | 23 |
| Play the guitar, in a way | 25 |
| Play the field, so to speak | 27 |
| Play the daily double, e.g. | 27 |
| Play that inspired Puccini | 26 |
| Play that follows a play | 24 |
| Play starter, in football | 25 |
| Play starring the Wallachs | 26 |
| Play starring Margaret Mead? | 28 |
| Play staccato, in a way | 23 |
| Play solitaire, perhaps | 23 |
| Play slower than normal tempo | 29 |
| Play set mostly in Cyprus | 25 |
| Play set for future engineers | 29 |
| Play sardines, perhaps | 22 |
| Play re Sadie Thompson | 22 |
| Play professional hockey | 24 |
| Play producer's concern | 27 |
| Play Pebble Beach, say | 22 |
| Play part, or play a part | 25 |
| Play part or play parts | 23 |
| Play parent for a night | 23 |
| Play over top, as a DJ | 22 |
| Play out, as fishing line | 25 |
| Play opening, sometimes | 23 |
| Play on ESPN Classic, e.g. | 26 |