Inside Trump's Head

Why Trump, 79, Only Wants Identical Women: Wolff

7 snips
Nov 23, 2025
Michael Wolff, a journalist and author known for his insights into Donald Trump, joins Joanna Coles to explore Trump’s peculiar pattern of surrounding himself with identical, younger women. Wolff reveals how this curated circle serves as both a confidence booster and a distraction amidst scandals. He dives into Trump’s psychological need for adoration, his strategies to stave off controversy, and the underlying misogyny that shapes his relationships. Additionally, they evaluate the implications of aging and power loss on Trump’s identity.
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INSIGHT

Curated Visual Circle Around Trump

  • Michael Wolff observes Trump surrounds himself with interchangeable, young, similarly dressed women as a deliberate role.
  • This tableau signals availability, youth, and visual armor that reinforces his self-image and distracts from scandals.
INSIGHT

Bannon's Debate Stunt Reversed Momentum

  • Wolff credits Steve Bannon’s stunt of bringing Clinton accusers to a debate as a political turning point for Trump in 2016.
  • That spectacle shifted momentum after the 'grab-them' controversy and revived Trump’s campaign aura of audacity.
ANECDOTE

Uniform Style In The White House

  • Wolff recounts seeing identically dressed women in the White House: short pencil skirts, high boots, hair down.
  • He texted his wife asking if such singular uniformity in fashion was unusual and learned it was.
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