For most of his career, Simon Cowell was a proud bachelor until he began dating his now-fiancee Lauren Silverman.
Simon, 62, and 44-year-old Lauren, who is also the mother to his seven-year-old son Eric, announced they will be tying the knot after the Britain's Got Talent judge proposed in January of this year.
While it seems that Simon is dead set on getting married this time, confessing he is growing tired of married life, it's not the first time he has played with the idea of settling down.
