3. The Dream and Christina Milian
When these two started dating in 2009 it caught everyone by surprise. Even more so when they got married later that same year. Two years and a daughter later, they finalized their divorce. Christina has been in the music game for a while so she is undoubtedly a self-made millionaire. However, when their marriage ended, she managed to walk away with $4 million from her former beau plus $5,000 a month in child support payments. They’ve both moved on, and hopefully they’ve both learned a thing or two from their time together.
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