Initially, both couples tried their best to convince everybody that their respective relationships were going swimmingly.

“You’re my best friend, my support system and my forever guy.”

She continued by proudly listing, “We fly together.

Lauren Sánchezand Jeff Bezos posing for photos

We work out together.

We’re together all the time.”

The tech billionaire popped the question in 2023, four years after they first made their relationship public.

Kimberly Guilfoyle and Don Jr. high-fiving

And sadly, Jeff Bezos and Lauren Sanchez seem to be faring similarly.

While speaking toVoguein December 2023, the helicopter pilot proudly declared that her beau popped the question in May.

But as the years passed, they didn’t seem to be making great strides with their wedding plans.

Jeff Bezos and Lauren Sánchez smiling for photos

The media personality essentially stopped sharing any Instagram photos of just the two of them after June 2024.

Needless to say, the two posts could point to trouble in paradise for the celebrity couple.

“I love you, alive girl.

A split image of Jeff Bezos and Don Jr. smiling

However, Sanchez and Whitesell only filed divorce papers to end their 14-year marriage in April 2019.

Kimberly Guilfoyle and Donald Trump Jr.’s relationship stemmed from a similarly shaky past.

However, Vanessa was actually pregnant with their third child, Tristan, around the same time.

A split image of Kimberly Guilfoyle and Lauren Sánchezposing for photos

However, that’s not the only thing the two women have in common.

They also share a deeply rooted love of sexy, borderline inappropriate outfits.

Of course, he also doesn’t spare any expense when showering his beloved fiancee with gifts either.

Jeff Bezos and Lauren Sánchez posing for photos

However, his and Kimberly Guilfoyle’s interests were more peculiar than the average multi-millionaire.