[Colonel_Flagg]

The first is that people hate gender-bending names, particularly when a masculine name becomes feminine, as with Madison (which tied for second-most-hated for boys with 16 separate mentions) and Addison (which tied for sixth with eight mentions).

The problem being that neither of those names are masculine.

[kara37]

The problem being that neither of those names are masculine.
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I agree, but what do I know?
I named my daughter Jensen, and it never occurred to me that anyone would think that it was a boys name. However, that's exactly what everyone thinks.

So, maybe it's me that doesn't know the difference.

[Oztrich Boy]

Madison: "Maud's Son" originally a surname.

Due to the English practice of giving the eldest son his mother's maiden name as a forename, it became a masculine forename.

Almost totally unknown as a female name before 1984 and

(And she got it off a streetsign) it became the second most popular female name by 2001.