Despite Holden being the love of Lily's life, they hit a few rough patches in their decades' long relationship. One of their first obstacles was Holden knowing, but not telling Lily about Iva and Josh being her real parents. Then, Holden married Emily and Lily grew close to his brother Caleb. Next, there was Lily's first husband Derek Mason.
Derek was in Oakdale from 1988 – 1990. Along with his father Niles, he schemed to get Lily's money. Derek married her and convinced her to change her will, naming him as the sole beneficiary. However, Derek started to fall in love with Lily and tried to call off his father's plan.
Niles was determined to see his plan through and set a bomb for his daughter-in-law. The plan backfired though when Derek intervened in order to save Lily and died in the explosion.
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- Lori Wilson