Donald Trump Jr. & Kimberly Guilfoyle's Most Memorable Social Media Moments: Photos

Mega

Over the past several years, former First Son Donald Trump Jr. and ex Fox News host Kimberly Guilfoyle have gone from respective GOP power players to a power couple, taking the news cycle — and the Republican party — by storm.

Though the pair first met while running in the same social circles in the late aughts, Trump and Guilfoyle didn't kick off their romance for nearly a decade later, starting to date in 2018. After two years — and one Presidential campaign, the couple working together on former President Donald Trump's reelection bid — Trump and Guilfoyle took their romance to the next level, getting engaged on New Year's Eve 2020.

From holidays to the campaign trail, here are some of Trump and Guilfoyle’s most memorable moments.

Kid Rock-in Around The Christmas Tree

@donaldtrumpjr/Instagram

Trump and Guilfoyle looked fun and festive at a Holiday party this month, getting cozy while, posing with musicianKid Rock and some other pals.

ERIC TRUMP RUBBISH WILD RUMORS THE FAMILY HATES DONALD TRUMP JR.'S FIANCÉE KIMBERLY GUILFOYLE, SAYS HE THINKS 'THE WORLD' OF HER

“Getting the Christmas party season started off early this weekend," the Trump Organization mogul wrote alongside the snap.

Stumping Sweetness

@kimberlyguilfoyle/Instagram

Back in November, Trump and Guilfoyle hit the campaign trail ahead of the midterm elections, looking adorable while stumping for GOP candidates in the midwest.

“Great time in Ohio trying to save our country with POTUS 45 and @donaldjtrumpjr 🇺🇸,” the TV personality captioned the snap, depicting her and her fiancé posing in front of an American Flag.

Sunday Funday

@kimberlyguilfoyle/Instagram

In September 2021, Trump and Guilfoyle capped off their weekend with a sweet selfie, the Fox News maven taking to Instagram with a message about her longtime love.

"Sunday Funday with my honey @donaldjtrumpjr 💕♥️🦋🇺🇸,” she wrote. “Have a wonderful week everyone.”

DONALD TRUMP JR. IS ENGAGED TO KIMBERLY GUILFOYLE, BUSINESSMAN SECRETLY POPPED THE QUESTION ON NEW YEAR'S EVE 2020

Sweet Sunsets

@donaldtrumpjr/instagram

Back in July, Trump and Guilfoyle hit the coast for a romantic night out, the former president's son sharing a sweet photo of the pair enjoying a stunning summer sunset.

"Evenings don’t get any nicer than this!!!" he wrote, tagging his fiancée.

Thanksgiving Smiles

@donaldtrumpjr/instagram

Last month, Trump and Guilfoyle took a break from their thanksgiving festivities to share a cute selfie of their family’s holiday.

“Gobble gobble,” he jokingly captioned the snap.

Christmas Cuteness

@donaldtrumpjr/instagram

On December 25, Trump and Guilfoyle rang in the Christmas Day in style, taking to social media with an adorable photo depicting them posing in front of their decorated tree.

"Merry Christmas Everyone," he captioned the carousel, adding "#christmas" for extra oomph.

Odd Props

Instagram

The pair sparked confusion as they posed with friends while holding animal genitalia bones in a snapshot shared in December 2023.

Family Get-Together

@kimberlyguilfoyle/Instagram

The lovebirds stood on either side of the former president — who is also Kimberly's soon-to-be father-in-law — at a Christmas 2023 celebration.

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