Will & Grace

Trump’s crush on Debra Messing

Long before he called Taylor Swift “unusually beautiful,” it was Debra Messing who had Trump utterly entranced. According to a new book giving a behind the scenes look at The Apprentice, Messing’s “beautiful red hair” captivated Trump since they first met in the early 2000s and still continues to due so. A longtime critic of the former president, the Will & Grace star now has Trump caught between bitter resentment and desire. Apprentice in Wonderland: How Donald Trump and Mark Burnett Took America Through the Looking Glass, written by Variety co-editor-in-chief Ramin Setoodeh, chronicles Trump’s complex feelings for the actress.

debra messing