I think of that mediocre Achilles-Brad Pitt movie when I pose this question. We saw the implications of such tomfoolery there.
I don't think the comparison made in the quoted text is adequate.
Kirk's womanizing did not result in any stupid things happening, because Kirk would not be so stupid as Achilles et al. are in the movie you are talking about. Kirk would not let his womanizing get out of hand to the degree where it could screw things up.