| PHARRELL | With 46-Across Happy singer known for wearing an oversized Mountie-style hat |
| APRON | All for wearing an outer garment for protection (5) |
| BOBMARLEY | One Love singer known for wearing a crocheted Rastafarian hat: 2 wds. |
| SIA | Aussie pop singer known for wearing wigs to cover her face (3) |
| PECK | Orville ___, country singer known for wearing a mask in public |
| BRUNOMARS | That's What I Like singer known for wearing a fedora or a trucker's cap: 2 wds. |
| ARI | Singer Grande known for wearing a high ponytail for short |
| FAROWILLIAMS | "Happy" singer-songwriter, as he's known to wagering card game bankers? |
| STRAW | Dried stalks of threshed cereal plants used for basketry, bee skeps, corn-dollies, mulch, thatching and bedding for horses or cattle; or, a boater-style hat at Harrow (5) |
| DRILLEDTOPIECES | Really excited by shattering your rock samples with an oversized bit? |
| TALKINGHEADS | Band whose singer wore an oversized business suit during the 1984 concert film Stop Making Sense |
| ABE | Nickname of the president known for wearing a stovepipe hat |
| ABELINCOLN | President known for wearing a top hat (2 wds). |
| HENNIN | Woman, note, wearing medieval-style hat |
| FEZ | Shriner-style hat favored by Matt Smith's "Doctor Who" character, the Doctor |
| BANDANNA | Dab Ann with an oversized hanky (8) |
| LARAM | Athlete with a logo featuring an oversized horn |
| FUNKOPOP | Vinyl collectible with an oversized head |
| UGGBOOT | Item of footwear in the form of an oversized sheepskin "slipper" covering the foot, ankle and calf ( |
| ANGOSTURA | Concentrated bitters whose bottle features an oversized label (9) |