Kimberly Guilfoyle Reminds Ex Don Jr. What He's Missing With Her Hottest Photos Over the Years — From Bikini Selfies to Snaps from Lavish Events

Kimberly Guilfoyle is no stranger when it comes to showing off some skin.
April 2 2025, Published 9:00 p.m. ET
Kimberly Guilfoyle has not allowed her recent split from Donald Trump Jr. get in the way of showing off her hot photos on social media in hopes she will remind the president's eldest son what he is missing.
The current US ambassador to Greece has left fans sweating with some of her looks on Instagram, RadarOnline.com can reveal.
Rocking a Stunning Dress

Guilfoyle was spotted with Ted Cruz at an event.
In an Instagram Story shared on January 23, Guilfoyle posed beside Senator Ted Cruz in a body-hugging, floral print dress that accentuated her bosom.
She made an appearance at the event after a source claimed her now ex-fiancé Don Jr. criticized her style prior to their split.
The source said: "Don Jr. has been telling people for months that Kim is so uptight and always dresses so professionally in these kinds of dresses and high heels, and never looks relaxed or casual. The tight dresses need to go and she has been told that."
Happier Times

Guilfoyle previously dated President Donald Trump's son Donald Trump Jr.
In a July 2023 photo, the former Fox News host stood close to Don Jr. At the time, she displayed her assets in a green flowy dress and let her long hair cover her shoulders.
Following their 2024 split, Don Jr. moved on with socialite Bettina Anderson.
Stunning in Matching Outfits

Guilfoyle and Don Jr. started dating in 2018.
For Valentine's Day 2023, Guilfoyle uploaded a sweet photo with her "honey" Don Jr. on Instagram.
In the snap, the 55-year-old former prosecutor wore a lavender, long-sleeved dress with a high neck. She completed her look with sparkly high heels.
Pretty in Pink

Guilfoyle's ex-fiancé is now dating Bettina Anderson.
Guilfoyle slipped into a bedazzled hot pink mini-dress for the holiday season in 2023.
Fishing Adventure

Guilfoyle is working for President Trump.

In July 2018, Guilfoyle reposted a photo from Don Jr. taken during a fishing trip.
She showed off her fit physique in black bikini top and matching leggings after reeling in a big fish. She accessorized with a baseball cap and large sunglasses for the getaway.
"Great day on the water fishing with Kimberly Guilfoyle who put on a clinic on how to get it done. While 99% of my fishing is catch and release every once an a while you have to bring home dinner... and it was delicious," the caption from Don Jr.'s account read.
Flashing Her Curves

Guilfoyle is a mom of one.
Guilfoyle stunned in a sleek black sleeveless evening gown with a plunging neckline at a Watermill Event. She completed her look with sparkly accessories and silver clutch bag.