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There are 87 clues with the answer 'HOBOS'
# CLUE
1.
Freight train riders
2.
Depression-era wanderers
3.
Americans giving hotheaded boos, perhaps (5)
4.
The homeless lout really making a turnaround (5)
5.
Poor fellows confused by bosh about love
6.
Drifting types
7.
Boxcar riders, stereotypically
8.
They 'hopped' US freight cars during the Great Depression (5)
9.
"King of the road" vagabonds
10.
'King of the road' vagabonds
11.
Rail-riders
12.
Traditional campers
13.
Ones sans roots
14.
Itinerant sorts
15.
Down-on-their-luck sorts
16.
Stereotypical boxcar riders
17.
Some rail riders
18.
Bindle-toting migrants
19.
Tramps (5)
20.
Boxcar stowaways
21.
Great Depression drifters
22.
Poor fellows confused by bosh about love (5)
23.
Down-and-outs
24.
Freight train hoppers, stereotypically
25.
Rail riders, in stereotypes
26.
They follow tracks
27.
Bindlestiffs
28.
Wastrels
29.
Wanderers
30.
Vagrants