Jessica discusses her life in California, enjoying success in business and earning substantial income. She navigates through a complex personal life, including her brother's successful transition, her friend Jessica's move, and her mother Pauline's move back to Chicago. She also copes with parenting her young son after Pauline leaves, but finds a solution with a family-run Christian daycare. She dives into dating, recounting colorful and often disappointing experiences with varied partners. An ex-lover from Chicago proposes; however, she declines and learns later that he was in a fatal car accident. Despite various hurtful and challenging experiences, she remains hopeful and focused on her business and parenting. In a chance encounter at a reggae club, she meets a man who initially isn't attracted to her because of her size, but they end up forming a casual relationship.
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