Tony Soprano, the iconic anti-hero of The Sopranos, was a man of many vices, and his wandering eye was certainly one of them. While his marriage to Carmela was the bedrock of his life, Tony's infidelity painted a more complex and sometimes troubling picture of his character. But who were the women who caught Tony's eye, and how do they stack up in the grand scheme of his romantic conquests?
13. Dr. Jennifer Melfi (Lorraine Bracco): The Toxic Therapist
This entry is a bit of a curveball, as Dr. Melfi wasn't technically a mistress in the traditional sense. However, their complex relationship, filled with unspoken attraction, unhealthy boundaries, and Tony's persistent attempts to make it something more, deserves a spot on this list.
Dr. Melfi's professional integrity, and Tony's inability to respect the boundaries of their therapeutic relationship, resulted in a toxic dynamic that ultimately ended in Melfi's decision to distance herself from him.
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