This simile is used by Orsino to express his frustration and longing for Olivia. By comparing Olivia to a stepmother or an elderly widow (a dowager) who delays a young man from receiving his inheritance, Orsino conveys how Olivia’s mourning and refusal to see him prolong his emotional suffering. The comparison emphasizes the extent of his unfulfilled desires and the sense of impatience he feels as he waits for Olivia's affection, much like a young heir waits for his inheritance. rephrase like a 8th grader and shorten

Answer 1

Orsino compares Olivia to a stepmother or an old widow who is keeping him from getting what he wants. He feels frustrated and impatient because Olivia's mourning and rejection of him are delaying his happiness.