Few political figures have been mired in more controversy than Rudy Giuliani. The once-respected lawyer and former New York City mayor has been involved in so much personal drama and legal hot water that his formerly lavish lifestyle is a thing of the distant past . He's been arrested – complete with an embarrassing, tragic mugshot – and he's even been disbarred, making him Donald Trump's worst-ever lawyer (at least for a time). However, despite all his career setbacks, it's the multitude of weird, off-putting, and embarrassing romance scandals that Giuliani will likely never live down.

After a lifetime of high-profile drama surrounding his love life — including the revelation that his first wife, Regina Peruggi, was actually his second cousin == Giuliani has been through three m

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