Sarah Ferguson’s history with the British royal family spans far back to her early childhood.

That was until 1985 when she reconnected with her husband-to-be, Prince Andrew.

As a well-known philanthropist/author, she built herself a career that is quite commendable.

Sarah Ferguson smiling

Ferguson, however, also built a reputation for being caught in embarrassing scandals.

We revisit all the awkward moments Sarah Ferguson has found herself in.

The hardships Andrew’s naval career created for the pair slowly became unbearable to manage.

Sarah Ferguson, Susan Sarandon, Tiziana Rocca

Given the royal family’s reputation, the “toe-sucking” scandal got her in trouble with her in-laws.

Unfortunately, this would be the first instance of her more shameful moments reaching the press.

Sadly, this wouldn’t be the lowest Ferguson went for quick cash.

As fourth cousins, the two were childhood friends who eventually reconnected during the later parts of their lives.

Though Ferguson was Diana’s main confidant, Diana had a hand in drawing Ferguson into the royal family.

Given their kinship, the duchess recalled a mischievous venture the two went on following her engagement to Andrew.

The two allegedly went to a nightclub decked out in police attire.

And it’s for fun, and we don’t serve police officers here."

According to Ferguson, the two were arrested simply for impersonating police officers.

Ferguson collaborated with ITV to produce “The Duchess on the Estate” (viaYouTube).

However, the portrayal displayed only angered the residents who lived in the area.

Aside from clarifying her actions, Ferguson has taken accountability for her mistakes in the past.

As a prolific writer, Ferguson also used illustration to explain her misinterpreted behavior.

On April 29, 2011, Prince William and Princess Catherine got married at Westminster Abbey.

However, the disappointment was felt publicly during her interview with Oprah Winfrey in May of the same year.

While discussing the details of the infamous bribery scandal, Ferguson claimed she has self-sabotaging tendencies.

Though Dr. Phil never disagreed, he questioned why this was the case.

I’m asking for your help.

What Dr. Phil considered an addiction gave Ferguson the closure she needed.

Queen Elizabeth II stripped Prince Andrew of his military affiliations and royal obligations until the matter was resolved.

In one instance, her opinion of the entire situation appeared distasteful.

If you or anyone you know has been a victim of sexual assault, help is available.

Theodora would then ask Ferguson, “Are you a princess?”

which prompted Ferguson to say, “Yes.”

One instance occurred in 2008 while she attended a polo game with her family (viaThe Daily Mail).

Unbeknown to her, she raised her hand high enough for the front of the dress to expose her.