#4 Box Office Bust Gigli

While no one involved with Gigli will appreciate the following statement, the movie has become synonymous with a Hollywood failure. It's why I probably don't even have to tell you that Gigli rhymes with really. The movie had many flaws (e.g. inane story, bad acting), but it was DOA due to the nonstop coverage of its stars' scandalous off-screen relationship. In particular, there was no need to see Ben Affleck and Jennifer Lopez attempt to have a fictional relationship when their actual relationship had played out in front of the media for almost a year. In the movie, Affleck's character overcomes the hurdle that Lopez's character is a lesbian. In real life, Affleck overcame the hurdle that Lopez was married. Which conflict seems more interesting to you? After the movie's flaws were exposed, already weak ticket sales became nonexistent. In fact, Gigli holds two dubious box office records: the largest drop-off in ticket sales after an opening weekend (82%); and the largest drop-off in theaters after two weekends (97%). With production costs rumored to be around $75 million and worldwide ticket sales of $7 million, Gigli earned its spot as the #4 Box Office Bust. Somehow, there still are three movies that were even worse.
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#5 Box Office Bust: Town & Country (2001)

Just like Brendan Fraser, Warren Beatty earned the dubious distinction of starring in more than one Top 10 Box Office Bust. While the term "star" may have applied to Fraser for a fleeting moment, it most certainly has applied to Beatty for decades. Still the Hollywood legend failed miserably with Ishtar (1987) and Town & Country (2001). Coming in at #10 in my countdown, Ishtar may be a more well-known fiasco. However, I consider Town & Country more bust-worthy. Despite having a strong cast that included Diane Keaton and Goldie Hawn alongside Warren Beatty, the movie didn't work. In particular, it only grossed $10 million at the box office. With an inflation-adjusted loss of $125 million, Town & Country certainly earned its spot as the #5 Bust.
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