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Cassandra is playing music at a local bar to try to raise money to save her house. However, turnout has been pretty poor lately. In an attempt to win her heart, Hoops puts his artistic skills to work to create new fliers and a short film to show at the drive-in movie theatre to get people to come to the show.
It is somewhat amusing to play "Would I Lie to You" for what is essentially a marketing campaign montage. Now, of course there are several logistical problems with the montage (I personally don't believe that showing a movie over the drive-in movie would work), but its a fun montage and has its cute moments due to some Bobcat-age.
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