Reports suggest that Trump sent lavish and unsolicited floral arrangements to Kensington Palace after Diana’s divorce. Selina Scott, a broadcaster and friend of Diana, asserted that the princess felt the gifts were akin to stalking. Diana was reportedly disturbed and uncertain about how to react, with Scott recommending that she simply discard them.
In his 1997 memoir, The Art of the Comeback, Trump described Diana as a “dream lady,” acknowledging that he had never pursued her but found her extraordinarily attractive. In a different radio interview, he went even further—implying that he might have had a sexual encounter with her, but only after insisting she undergo an HIV test, a remark that was widely criticized as insensitive and vulgar.
Scott mentioned that Diana confided in her that Trump “gave her the creeps,” highlighting her discomfort with his relentless interest. After Diana’s passing, Trump reportedly expressed to friends that he regretted not having dated her, which further solidified the notion that he regarded her as a lost opportunity rather than as a person.
This narrative reflects a larger trend of controversial behavior exhibited by Trump towards women, encompassing numerous scandals related to infidelity, sexual misconduct, and objectification. Together, these incidents illustrate a concerning perspective on how Trump engaged with—or spoke about—prominent women like Diana.
