It's the reverse cowgirl position but two lesbians, where the one with a strap-on is on the top. (Thus "broken", because natural erect penises dont bend like that)
It's referenced a couple of times in House M.D.
House: "Hey Wilson, are you going to do the Broken Cowboy?"
Or...
Foreman: "Do you know what is a broken cowboy? It was on House's bachelor party requirements list... ... I hope she can do the broken cowboy"
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