An important word to understanding the relationship between Mr. Trump and those around him is sycophant. 

 Sycophant | Definition of Sycophant by Merriam-Webster
www.merriam-webster.com/dictionary/sycophant
Merriam‑Webster
parasite, sycophant, toady, leech, sponge mean a usually obsequious flatterer or self-seeker. parasite applies to one who clings to a person of wealth, power, or influence or is useless to society <a jet-setter with an entourage of parasites>.

A man as egocentric as Trump surrounds himself with sycophants....I might use the term "#@$kissers".  It's not unusual, most politicians, entertainers and athletes have them hovering around them.  Billie Bush was, in my opinion, an "$#@#kissing punk".  A man like Trump needs the validation of such people to bolster his self-concept.  If the people around him would, instead, confront, him about his obscene, boorish behavior, perhaps he'd change.  More likely, he'd just find new sycophants to have around him.....very sad