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There are 90 clues with the answer 'HEPCAT'
#
CLUE
1.
Jazz expert
2.
Space-age bachelor pad type
3.
Monk lover, e.g.
4.
Old swing digger
5.
I'm cool? The opposite, if not PC!
6.
Cool guy of the 1950s
7.
1940s swinger's cheers returned by male police officer
8.
Jazzy type wearing the cap
9.
One into jive
10.
Cool sort of record Henry and Tom cover (6)
11.
The drunk grabbing copper, a cool dude? (6)
12.
1940s-era jazz aficionado
13.
Is he a jazzy type? If the cap fits ...(6)
14.
Jazz fan, old-school
15.
Jazz music fan
16.
Cool dude, old-style
17.
Cool dude, once
18.
Old jazz fan's anger involving police officer
19.
Though given a makeover, the cap is trendy no longer
20.
Fellow constable at one with it
21.
Scorcher taking in Bobby, cool dude
22.
Stylish person (inf.)
23.
Yesterday's hipster
24.
Old-school jazz enthusiast
25.
Wearer of the cap that says "I'm cool, man"
26.
Cool dude, in old slang
27.
Throw the cap at jazz enthusiast (6)
28.
One who digs your jive, perhaps
29.
English bobby in helmet? A cool dude (6)
30.
Jazz subculture hipster