By John Toomey
Answer: STYLE

First, solve each of the clues:

Clue Answer
bobbin S P O O L
book of future dates, hopefully L I T T L E B L A C K
cereal grain Triticum W H E A T
cover for a plate C L O C H E
don’t shoot him M E S S E N G E R
elongated loaf of French bread B A G U E T T E
feline progeny K I T T E N
frustrum-shaped chocolate R O L O
generally-accepted tenets of a political party P L A T F O R M
grip tightly C L U T C H
kiss or cut preceder F R E N C H
Mead Keeper T R A P P E R
Pinocchio’s pet cat F I G A R O
rigid flap to keep sun out of the driver’s eyes V I S O R
scabbard S H E A T H
solid, liquid, or solidus S N A K E
Spider-Man’s Watson M A R Y J A N E
stage in front of proscenium A P R O N
Stallone’s Vietnam POW R A M B O
the attack, decay, sustain, and release of sound E N V E L O P E
train transient H O B O
WWII-era fortified concrete military emplacement P I L L B O X

Each answer describes an article of clothing or jewelry. Here are the groups, in the order they appear:

Heels

  • S P O O L
  • K I T T E N
  • P L A T F O R M
  • F R E N C H
  • M A R Y J A N E

Dresses

  • L I T T L E B L A C K
  • S H E A T H
  • A P R O N

Necklace chains

  • W H E A T
  • R O L O
  • F I G A R O
  • S N A K E
  • R A M B O

Hats

  • C L O C H E
  • T R A P P E R
  • V I S O R
  • P I L L B O X

Handbags

  • M E S S E N G E R
  • B A G U E T T E
  • C L U T C H
  • E N V E L O P E
  • H O B O

The articles of clothing can be sorted head-to-toe (as indicated by the flavortext), and the highlighted letters from each group spell the first name of a famous designer:

Article First name Last name
Hats LEVI STRAUSS
Necklace chains TRINA TURK
Dresses LAN YU
Handbags RALPH LAUREN
Heels PERRY ELLIS

Reading the first letters of the last names in order yields the answer, STYLE.