Refers to a man who is stylish, well-dressed, and often handsome, sometimes with a slightly showy or affected air.
彼はいつもスーツを着こなす伊達男だ。
He's always a dandy who wears his suits well.
A man who is gallant, courteous, and protective, especially toward women; somewhat old-fashioned or literary.
彼は女性に優しい、まさに伊達男だ。
He is kind to women, a true chivalrous man.
Also means a dandy or showy person, but can be used for both men and women, and often emphasizes flashiness.
Standard kanji spelling.
Mixed kana-kanji spelling; less common but still encountered.
Formed from 伊達, meaning showy or stylish behavior, and 男. The deeper origin of 伊達 is disputed, with an association with the Date clan among the proposed explanations.