Jennifer Aniston

In 1998, the plot thickened in Brad Pitt’s love life as he embarked on a “blind” date with Jennifer Aniston, orchestrated by their agents. Although the term “blind date” seemed somewhat paradoxical when referring to two of the world’s most recognizable faces, courtesy of Jennifer’s iconic role in “Friends,” it was the start of a significant chapter in their lives.

Their connection deepened, leading to a grand Malibu wedding in July of the following year. The ceremony was attended by 200 guests and adorned with a lavish display of 50,000 flowers, making it a true Hollywood spectacle. For five years, Brad and Jennifer were a power couple in Tinseltown, capturing the hearts and imaginations of many.

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