The Interesting Love Life of Donald Trump Jr. – Exploring His Dating History and Current Girlfriend


Donald Trump Jr., the eldest son of former United States President Donald Trump, has been a prominent figure in politics and business. As a result, his personal life often becomes a subject of public interest and scrutiny. One aspect of his life that draws attention is his romantic relationships. In this blog post, we will delve into Donald Trump Jr.’s dating history and explore his current girlfriend.

Early Life and Background

Before delving into Donald Trump Jr.’s romantic endeavors, let’s briefly touch upon his early life and background. Born on December 31, 1977, Donald John Trump Jr. is the eldest child of Donald Trump and Ivana Trump.

Donald Jr. grew up in the Trump family’s opulent lifestyle, with a keen interest in business and politics from a young age. Following in his father’s footsteps, he obtained a Bachelor’s degree in Economics from the University of Pennsylvania’s Wharton School.

Dating History

Donald Trump Jr. has had a series of high-profile relationships, some of which have made headlines over the years. Let’s take a closer look at his dating history:

Vanessa Trump (née Haydon) Wife (2005-2018)
Aubrey O’Day Rumored Girlfriend (2011-2012)
Kimberly Guilfoyle Current Girlfriend (2018-present)

Donald Trump Jr.’s most significant relationship until now was with Vanessa Trump, whom he married in 2005. The couple had five children together and navigated the challenges of their high-profile life. However, after more than a decade of marriage, they announced their separation in 2018 and eventually finalized their divorce in early 2021.

During the period of separation from Vanessa, Donald Trump Jr. was rumored to be involved with singer and reality TV personality Aubrey O’Day. Although neither party confirmed the relationship, several media outlets reported their alleged romantic involvement between 2011 and 2012.

Current Girlfriend

Following his divorce from Vanessa, Donald Trump Jr. found love once again with Kimberly Guilfoyle. Guilfoyle, a former Fox News host and prosecutor, is recognized for her work in the political and media landscape.

The couple made their relationship public in mid-2018, shortly after Trump Jr.’s divorce. They have since been seen attending various events together and sharing updates about their lives on social media.

A strong advocate for conservative causes, Kimberly Guilfoyle has been actively involved in Donald Trump Sr.’s political campaigns. She served as a senior advisor to Donald Trump’s 2020 re-election campaign and has continued to champion conservative values.

It is worth mentioning that Guilfoyle’s previous marriage was to California politician Gavin Newsom, who is currently serving as the Governor of California. While their marriage ended in divorce, both have moved on to pursue their respective careers.


Donald Trump Jr., known for his role in the Trump Organization and as a political figure, has had an eventful dating history. From his long-term marriage to Vanessa Trump to his rumored relationship with Aubrey O’Day, it is clear that his personal life has garnered attention.

At present, Donald Trump Jr. is in a committed relationship with Kimberly Guilfoyle. Together, they make their mark in conservative circles and continue to engage in political activism.

As with any public figure, it is important to recognize that personal lives can be complex and subject to both public scrutiny and support. It is up to each individual to navigate their relationships and find happiness amidst the limelight.


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