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All answers having "Loser" as clue:

3 Character Answers:

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ASS

DUD

ONO

RHO

SAP



4 Character Answers:

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ALSO

DORK

DRIP

SHMO

SORE

USER

ZERO



5 Character Answers:

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ABORN

CHUMP

CREEP

DWEEB

SCHMO



7 Character Answers:

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ALSORAN

NOHOPER

SHEDDER



8 Character Answers:

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UNDERDOG



9 Character Answers:

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SORRYSORT



13 Character Answers:

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CELLARDWELLER



15 Character Answers:

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FIRSTONETOBLINK