38.Gwyneth Paltrow and Brad Pitt

Many may have forgotten already that once Gwyneth Paltrow and Brad Pitt were a couple. Paltrow and Pitt got together on the set of the film Se7en, where they portrayed a husband and wife. The two were smitten by each other and began their relation, which lasted until 1997. Paltrow and Pitt are among the most good-looking and talented actors during that time. In fact, them being together was considered the Brangelina of the 1990s. There was no denying that they are really in love with each other to the point that Pitt had asked Paltrow to marry him.

Unfortunately, they did not end up tying the knot as the lovebirds split in 1997. According to Paltrow, it was her fault. She credits her young age and immaturity for their breakup. She even had it really hard that she could not eat because of it. The two moved on in a matter of time and found love with someone else. Pitt married Jennifer Anniston, while Paltrow dated Ben Affleck until 2000.