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2 results for PRETTYBOYFLOYD from Modern Era puzzles:

Date	Grid	Clue	Author	Editor
Mon Nov 28, 2011	20A	Notorious 1920s-'30s bank robber	Andrea Carla Michaels	Shortz
Wed Dec 1, 1993	20A	Notorious 30's criminal	Tap Osborn	Shortz

1 result for PRETTYBOYFLOYD from pre-Shortz puzzles:

Date	Grid	Clue	Author	Editor
Fri Dec 26, 1986	14A	Gangster of the early 30's	Lois Sidway	Maleska

Anagram:

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