Shakira might be all smiles during her music videos, but when the cameras are off, her personal life isn’t always quite so carefree. A few months ago, the pop star charged her ex-boyfriend Antonio de la Rua, the oldest son of former Argentina president Fernando de la Rua, with misappropriating funds while he was her business manager. Last week, he officially fired back with his own allegations in the form of a $100 million lawsuit claiming she has withheld past profits and is planning to withhold future profits related to business agreements they reached together.

Ordinarily, when non-famous people file lawsuits against famous people for purportedly forwarding their careers, you can basically chalk the whole thing up to bullshit. Here, however, de la Rua might actually have a case. He was his father’s campaign manager during his winning Presidential run and had extensive marketing experience when he and Shakira started dating. They were together for more than ten years, and during that time, he supposedly negotiated all of her business deals and advised her on what songs to record in exchange for a percentage of revenues.

According to US Magazine, the business agreement was never put in writing, but after they broke up, Shakira released a statement saying they’d continue to be business partners. That acknowledges some type of business relationship between the two did exist, but whether or not that agreement is woth $100 million probably depends on how optimistic of a person you are.

We’ll keep you updated.

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