The worst examples bring to mind images of a smarmy lady's man in a bad suit working his "magic" at the bar.
The handsome heartthrob is a self-proclaimed lady's man and has been linked with Paige, Manny, Darcy, and Jane.
Riker is a lady's man when the series opens and to his surprise finds that a woman he loved in the past is also serving as Ship's Counselor.