Joshua Goldman
Joshua Goldman
min read · July 5, 2025 · Entertainment

The 'Boisterous Bruiser': Inside Prince Andrew's Controversial Childhood

Prince Andrew with the Queen at the Badminton Horse Trials in Gloucestershire, 1973 - grew up 'everything Charles was not'

The Troubled Prince: A Scandal-Ridden Life of Privilege and Excess

Prince Andrew, the 65-year-old Duke of York, has long been shrouded in controversy. Once hailed as the "scallywag" of the royal family, his antics have been making headlines for decades. But behind the charming smile and debonair charm lies a complex web of scandals, controversies, and unapologetic arrogance.

As the late Queen Elizabeth II's favorite son, Andrew grew up with a sense of entitlement that bordered on recklessness. Biographer Nigel Cawthorne describes him as "boisterous, self-willed, extroverted, confident, and active - everything Charles was not." This contrast between the two princes was evident from an early age, with Andrew often pushing boundaries and taking risks that his more reserved sibling dared not attempt.

In his childhood years, Andrew (pictured in 1962) was known for his practical jokes, once pranking the Queen Mother with a whoopee cushion

The late Queen's affection for her son was no secret. Friends recall her proudly announcing to them: "Andrew isn't a bit shy." But beneath this façade of confidence lay a complex personality, prone to tantrums and obstinacy. His nanny, Mabel Anderson, dubbed him "Baby Grumpling" due to his explosive behavior.

As a child, Andrew was known for his love of pranks and mischief. He delighted in playing practical jokes on his family members, including a notorious whoopee cushion incident involving the Queen Mother. But this behavior was not just confined to childhood; it continued well into adulthood, with reports of Andrew's bullying and domineering behavior at Heatherdown Preparatory School.

The Queen's husband, Prince Philip, while proud of his son's bold nature, also acknowledged the dangers of unchecked arrogance. According to Cawthorne, Philip would often reprimand Andrew for being "pointless," a reference to his failure to live up to his early potential. This criticism was likely aimed at Andrew's post-military career, marked by a series of scandals and controversies.

Queen Elizabeth II and Prince Philip with (right to left) Charles, Andrew, Anne and Edward celebrating the Queen's 39th birthday at Windsor in 1965

One of the most infamous incidents involved Andrew's association with convicted sex offender Jeffrey Epstein, which culminated in his notorious BBC Newsnight interview. The fallout from this disaster saw Andrew step down as a working member of the royal family, but not before he had become embroiled in a series of other scandals.

Andrew's reputation has long been tarnished by allegations of overbearing and verbally abusive behavior towards Palace staff. In 2022, he was accused of being "verbally abusive" to those around him. The public's perception of Andrew can be seen in the YouGov opinion polls, where he remains the least popular royal, with a staggering 89% of Britons viewing him negatively.

Even his own family members have distanced themselves from him. His youngest daughter, Princess Eugenie, has failed to mention her father in Father's Day posts since 2020, sparking speculation about their strained relationship.

Queen Elizabeth II with her sons Prince Andrew (behind) and Prince Edward as they leave for school

As the late Queen's favorite son, Andrew's privileged upbringing was no guarantee of happiness or success. Instead, it led him down a path of excess and scandal, leaving a trail of controversy in his wake. Will he ever be able to redeem himself? Only time will tell.

Sources:

  • Cawthorne, N. (2019). The War of the Windsors: Inside the Royal Family's Battle for Power.
  • Quinn, T. (2007). Yes Ma'am: The Secret Life of Royal Servants.
  • Seward, I. (2020). My Mother and I.
  • Lacey, R. (2013). The Royal Family.

Andrew smiles while being driven from Heatherdown to Buckingham Palace to celebrate his 11th birthday in February 1971

The headmaster of Heatherdown School, James Edwards (left), greets the Queen, the Duke of Edinburgh and Prince Andrew at the start of his first term in 1968

Nigel Cawthorne wrote in War of the Windsors that the Queen announced to friends with pride: 'Andrew isn't a bit shy'

The Queen and Prince Philip pose with their children at Buckingham Palace in 1972

Queen Elizabeth ll, Prince Edward and Prince Andrew attend the Olympic Games in July 1976 in Montreal, Canada

Andrew returns from the Falklands War on September 17, 1982, aboard the HMS Invincible

Queen Elizabeth II with Prince Andrew, Prince Philip and Princess Anne aboard HMS Invincible

Prince Andrew holds a rose in his mouth as he is greeted by his mother and father, Queen Elizabeth and Prince Philip (right), on his return from the Falklands

Royal biographer Robert Lacey wrote that the Prince's 'dubious choice of business contacts came to shadow his reputation'. Andrew and Philip are pictured in June 2014

When the Queen died in 2022, royal author Phil Dampier told MailOnline: 'Prince Andrew will be devastated by the Queen's death because he was always her favourite child.' The late Queen and Andrew are pictured at the Service Of Thanksgiving For The Duke Of Edinburgh on March 29, 2022

Royal biographer Ingrid Seward revealed in her bestselling book My Mother And I that Philip 'berated' Andrew for being 'pointless' because he never fulfilled his early potential (Pictured at the Derby horse races in 2012)