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A run of chart singles followed, including the two 1966 Top 10 hits " How Does That Grab You, Darlin '?
" (# 7 ) and " Sugar Town " (# 5 ).
" Sugar Town " became her second million seller.
The ballad " Somethin ' Stupid " — a duet with her father — hit # 1 in the US and the UK in April 1967 and spent nine weeks at the top of Billboard's easy listening chart.
It earned a Grammy Award nomination for Record of the Year and remains the only father-daughter duet to hit No. 1 in the US It became Sinatra's third million-selling disc.
Other 45s showing her forthright delivery include " Friday ’ s Child " (# 36, 1966 ), and the 1967 hits " Love Eyes " (# 15 ) and " Lightning ’ s Girl " (# 24 ).
She rounded out 1967 with the raunchy but low-charting " Tony Rome " (# 83 ) — the title track from the detective film Tony Rome starring her father — while her first solo single in 1968 was the more wistful " 100 Years " (# 69 ).

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