It doesn't get much greasier than spending all your money from recycling beer bottles on a few ladies of the evening.
Ladies of the night, whores, hookers, skanks, tramps, hoes, prostitutes, skallywags, wenches, harlots, call girls, streetwalkers, thotties, you name it.. whatever you want to call them, they're ladies of the evening.
A ladies man is someone who likes girls and has a lot of friends who just so happen to be girls. Typically, a ladies man is supposed to be someone who's attractive, smooth and masculine (though can be a little flamboyant).
However, a ladies man is far different than a womanizer (meaning player). A womanizer will lie to get a girl's attention; A ladies man will be totally honest; A womanizer doesn't respect women; A ladies man loves women, but shows them respect and is generally good to them.
A man who the ladies love, easy to talk to, or love being around. A man who has the respect of them and well doesn't need to kiss and tell, they do it for him.