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20 answers for: Team that won the first two, then waited 29 years ...
RANKANSWERCLUE
PACKERSTeam that won the first two, then waited 29 years for number three
KNOCKIf there is two then a joke is coming (5)
ATTACHEDMarried, twenty two, then died
HOUSTONTeam that won the first two AFL titles
VOLARE1958 hit that won the first-ever Grammy for Song of the Year
YOUMIGHTTHINK1984 hit by the Cars that won the first MTV Video of the Year: 3 wds
STEVEKASPERCoach fired after Bruins finished under .500 for the first time in 29 years
REETPETITEJackie Wilson song that topped the UK singles chart 29 years after its first release (4,6)
SHOEMAKERBill ___, American jockey who held the world record for professional victories for 29 years
VELOCETTEBirmingham-founded bike makers who won the first two 350cc World Championships after the Second World War. (9)
ARCHERWhich horse won the first two Melbourne Cups 1861-62 (6)
ASONGSunrise: ___ of Two Humans 1927 silent romantic drama that won the first Academy Award for Best Cinematography in 1929: 2 wds.
OILERSTeam that won the first A.F.L. championship
WINGSFilm that won the first Academy Award for Best Picture (5)
RENSAll-Black team that won the first professional basketball championship, in 1939
KISSMEKATEMusical that won the first Tony for Best Musical
MANUNITEDTeam that won the first ever PL! (3,6)
DURURANGroup that won the first Grammy for Best Music Video
WESTINDIESCricket team that won the first World Cup in 1975 (4,6)
SHREK2001 film that won the first Academy Award for Best Animated Feature (5)