I think Ann chose to use the word "enjoy" just as deliberately as Newsweek chose that particular headline. To think otherwise is, well, naive.
Do you really think that it is consistent to use the word "enjoy" meaning "benefit from" instead of "derive pleasure from" and then go make the Playboy comment? Do you think Ann is really being sensitive to the poor widows' feelings? Of course not! The attempt to water-down Coulter's rhetoric by saying, "Well, she didn't mean enjoy enjoy, she just meant enjoy," is just an attempt to assuage one's conscience. At least it shows that Ann Coulter's most avid fans feel some pricklings at her most venemous attacks.
Do you think Ann is really being sensitive to the poor widows' feelings?
She was sensitive to the Jersey girls. Just not in the way you approve. She was sensitive to the other widows in a way that you do approve. Ann explained how the Jersey Girls benefited. That's the context and supports the 'to benefit' definition of enjoy.