trilby
Narrow-brimmed hat
A trilby is a soft felt hat with a narrow brim and an indented crown, similar to a fedora but with a shorter brim that angles down in front and up in back.
The style became associated with jazz musicians and British fashion in the mid-twentieth century, and has seen revivals as a fashion accessory: He paired the trilby with a slim-cut suit. (Capitalized Trilby is a proper name.)
Soft creased felt hat
- brimProjecting edge or lip
- feltCompressed fiber textile
- woolSheared animal fiber
- headwearGarments for the head
millinery · haberdashery · porkpie · homburg · bowler · derby · panama · cloche
Neatly and stylishly dressed
- sartorialConcerning clothes and tailoring
- stylishFashionably elegant
- elegantGracefully refined, tasteful
- chicTasteful, current flair
ensemble · outfit · accessory · gentleman · bespoke · tailored · bohemian · dandy
Professional crime investigator
- hardboiledTough, cynical fiction style
- mysterySomething unexplained or unknown
- gumshoeInformal term for detective
- trenchcoatBelted, knee-length raincoat
shadowy · smoky · pulp · crime · intrigue · cynical · whodunit
Iconic American crooner
- Rat PackMidcentury Vegas entertainers collective
- skaJamaican fusion genre
- reggaeJamaican offbeat music style
- rude boyJamaican youth subculture member
mod · British · London · jazz · swing · crooner · two-tone · subculture
Evoking recent past
- classicOf lasting excellence
- nostalgicLonging for the past
- heritageInherited cultural legacy
- timelessUnaffected by eras
old-fashioned · bygone · 1950s · 1960s · midcentury · antique · traditional · period
fedora
Soft creased felt hat
headwear · millinery · haberdashery · porkpie · homburg · bowler · derby · panama · cloche · cap
dapper
Neatly and stylishly dressed
- sartorialConcerning clothes and tailoring
- stylishFashionably elegant
- elegantGracefully refined, tasteful
chic · ensemble · outfit · accessory · gentleman · bespoke · tailored · bohemian · dandy · debonair
detective
Professional crime investigator
- hardboiledTough, cynical fiction style
- mysterySomething unexplained or unknown
- gumshoeInformal term for detective
trenchcoat · shadowy · smoky · pulp · crime · intrigue · cynical · whodunit
Sinatra
Iconic American crooner
- Rat PackMidcentury Vegas entertainers collective
- skaJamaican fusion genre
- reggaeJamaican offbeat music style
rude boy · mod · British · London · jazz · swing · crooner · two-tone · subculture
retro
Evoking recent past
timeless · old-fashioned · bygone · 1950s · 1960s · midcentury · antique · traditional · period · revival
- British fashiontweed, tartan, flat cap, bowler, brogues
- hatsfedora, beanie, cowboy hat, baseball cap, top hat
- men's accessoriesbelt, neckties, bowtie, ties, cufflinks
- retro accessoriescat eye glasses, poodle skirt, saddle shoes, pocket watch, fedora
- millinerymilliner, milliners, hatmaker, hatmakers, hats
- clothingdress, apparel, attire, jeans, garment
trilbywide-brimmed hat
Headwear with expansive edges
sombrero · sun hat · picture hat · cowboy hat · floppy hat
trilbytop hat
Tall formal headwear
baseball cap · beanie · stocking cap · snapback · visor
trilbyhard hat
Protective headgear for worksites
trucker cap · cowboy hat · baseball cap · beanie · flat cap