Donald Trump Jr. & Kimberly Guilfoyle Engaged

As a couple, Guilfoyle and Trump have gained a reputation for being openly affectionate and flirty with each other at political events, when they have been known to address each other with such terms of endearment as “Pooh Bear” and “Junior Mint.” But multiple reports from the 2020 campaign trail also said that Guilfoyle made some people uncomfortable with her sexually suggestive ways and sex talk about Trump Jr., such as revealing to an audience that the president’s oldest son liked her to dress up as a seductive cheerleader.

January 4, 2022 | 6:49 pm