Kimberly Guilfoyle Posts Photos With Ex-Fiancé Donald Trump Jr. and His Sister Ivanka to Celebrate First Daughter's 44th Birthday

Ivanka Trump got a birthday shout-out from numerous people on Thursday, October 30 — including one from Kimberly Guilfoyle, the ex-fiancée of Ivanka's brother Donald Trump Jr.

Kimberly celebrated the star's 44th birthday by posting several photos of them together, with some of the shots even including her ex.

"Happy birthday Ivanka!" she wrote in her Instagram Story post over the snaps. The first daughter reshared the upload to her own Story.

The father-of-five, 47, and Kimberly, 56, began dating in 2018 and allegedly became engaged in 2020 — though they didn't publicize the news until 2022. In late 2024, the two called off their engagement, and Don Jr. has since moved on with socialite Bettina Anderson.

Her pal Kim Kardashian, 44, also honored Ivanka, writing, "Happiest birthday to the smartest, kindest woman I know! I hope you're celebrating big! Love you! @ivankatrump this will always be one of my favorite pics of us!"

The birthday girl also showed off the countless "beautiful" flower bouquets she was gifted, expressing over a video, "I just walked into the house, and I am blown away by my incredible friends and all the birthday love that they're showing me. I feel so blessed."

The former beauty pageant contestant made her own social media post on her special day, noting every year around the sun "invites reflection on what I’ve learned, what I hold dear, and how I want to walk forward with greater clarity, courage, and grace."

The blonde beauty started off her post by sharing that "family remains the heartbeat of my life. Everything expands outward from there."

She emphasized the importance of "peace," "transforming pain into wisdom" and "kindness."

Donald Trump's eldest daughter went on to mention believing in yourself, innovation, success and friendship.

Her final note read, "Live in a way that makes both the child you once were and the person you are becoming proud."

These days, Ivanka has put all of her focus on raising her and husband Jared Kushner's three kids, as she decided not to revive her White House role in her dad's second term as president.

"I love my father very much. This time around, I am choosing to prioritize my young children and the private life we are creating as a family. I do not plan to be involved in politics," she revealed in a public statement. "While I will always love and support my father, going forward I will do so outside the political arena."