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Beauty Pageant Showdown: Bill Belichick’s Girlfriend to Compete Against Transgender Woman in Miss Maine USA Competition
The upcoming Miss Maine USA beauty pageant is generating buzz as Jordon Hudson, girlfriend of prominent football figure Bill Belichick, is set to participate. This year’s competition has sparked debate due to the inclusion of Isabelle St. Cyr, an openly transgender woman, as a contestant. Hudson, who was the first runner-up in last year’s pageant, confirmed her return, setting the stage for a compelling contest in Maine.
Controversy Surrounds Transgender Competitor’s Participation
The beauty pageant has become a subject of controversy following the emergence of Isabelle St. Cyr, identified as a biological male, as one of the competitors. St. Cyr, a model, made history by winning Miss Monson in her hometown, marking her as the first openly transgender participant in the Miss Maine USA event.
In a Facebook post dated March 25, St. Cyr recounted her past experiences overcoming adversity. “When I started cheerleading I had all the obstacles stacked against me. Significant opposition, numerous individuals telling me it wasn’t appropriate for me,” she wrote. “However, I persevered for what I was passionate about and ultimately became a successful cheerleader, securing state and national championships and motivating others to participate, irrespective of their prior experience.”
St. Cyr added, “I perceive a parallel path in my ongoing journey with pageants. I am confident in possessing the necessary attributes to become Miss Maine USA, and I believe that genuine enthusiasm and determination surpass mere experience in achieving a goal.”

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Background on Isabelle St. Cyr
Jordon Hudson will compete against a trans woman in a beauty pageant in Maine next month
Bill Belichick’s 24-year-old girlfriend finished as the first runner-up in last year’s competition
St. Cyr shared with Maine’s Total Coverage on Tuesday that her decision to enter the pageant predates the Trump administration’s legal challenges against Maine regarding transgender athletes in sports. This legal backdrop adds another layer of complexity to the ongoing debate surrounding transgender individuals’ participation in female competitions.
Belichick’s Support and Connection to Trump Administration
Bill Belichick, Hudson’s boyfriend, is publicly known to be a supporter of Donald Trump. He notably penned a letter of endorsement for Trump during the 2016 election. Then serving as coach for the New England Patriots, Belichick’s supportive message was read aloud by Trump at a rally in New Hampshire.
Trump previously appointed Belichick to his Council on Sports during his presidential term and intended to award him the Presidential Medal of Freedom. However, Belichick declined the honor following the events of January 6 at the U.S. Capitol.
Jordon Hudson’s Pageant Aspirations
Hudson, a former cheerleader, announced her participation in the Miss Maine USA competition shortly after disclosing her age, which highlighted a 48-year age difference between her and Belichick.
In an Instagram post featuring a photograph of herself in pageant attire, adorned with a crown and a Miss Hancock USA sash, Hudson expressed her excitement: “I couldn’t envision a more opportune moment to announce to the world my participation in Miss Maine USA 2025, representing my hometown of Hancock.” Hancock, her small hometown situated on Taunton Bay, has a population of just 2,466 according to the 2020 census.
The event has descended into chaos after it emerged one of her rivals will be a biological male
Isabelle St. Cyr. The model will become the first openly trans competitor in the event’s history
Fan Speculation and Relationship Details
Observers have speculated that Belichick will likely offer behind-the-scenes support to Hudson, referencing prior reports of his presence at her cheerleading events during the early stages of their relationship.
Should Hudson secure the Miss Maine USA title, she would advance to the Miss USA 2025 competition. It is anticipated that this second attempt at the Miss Maine crown may prove successful for her. While their relationship reportedly began three years prior, it only became public knowledge in June of last year.
Belichick recently celebrated his 73rd birthday, and their relationship with a significant age difference continues to flourish.
Trump Administration’s Legal Dispute with Maine over Transgender Policies
The Trump administration initiated legal action against Maine, escalating an ongoing dispute regarding the state’s adherence to federal regulations prohibiting sex-based discrimination in education. This lawsuit follows weeks of escalating tensions between the Republican administration and Maine’s Democratic Governor Janet Mills, including threats of federal funding cuts and a confrontation at the White House.
Former Attorney General Pam Bondi, along with athletes, highlighted this matter as a priority for the Trump administration, suggesting that similar legal actions could be pursued against other states such as Minnesota and California.
Bondi stated, “President Trump, even before his election, has considered this a critical issue. The principle is straightforward: girls should compete in girls’ sports, and boys in boys’ sports. Men in men’s sports, and women in women’s sports.”
The couple enjoyed an unlikely link-up with Lil Wayne in North Carolina recently
Despite criticism of their age gap, the pair share everything about their relationship on social media, including pictures of Belichick holding her over his head at Jupiter Beach on March 15
Federal Government’s Stance on Transgender Athletes
During his 2024 campaign, Trump opposed the participation of transgender athletes in sports. During his presidency, he issued executive orders aimed at preventing this, advocating for a strict definition of sex, rather than gender identity, for federal government purposes. These executive orders are currently facing legal challenges.
The Departments of Education and Health and Human Services under the Trump administration have asserted that Maine’s education authorities are violating Title IX by permitting transgender girls to compete in girls’ sports. The Justice Department is seeking a court order to mandate that Maine schools prohibit males from participating in athletic competitions designated for females.
Maine’s Response and Legal Position
Maine officials have resisted settling the dispute in a manner that would restrict transgender students from participating in sports, arguing that existing laws do not prevent schools from allowing transgender athletes to participate. Governor Mills declared the lawsuit anticipated and characterized it as part of a broader pressure strategy by the federal government to override Maine’s human rights legislation.
Mills stated, “This issue has never been about school sports or protecting women and girls, as claimed; it is about states’ rights and upholding the rule of law against a federal government intent on imposing its will, instead of enforcing the law.”
Maine Attorney General Aaron Frey expressed confidence in the state’s compliance with both state and federal law.
It comes with Trump’s administration locked in a legal battle with the woke state over its failure to comply with the government’s push to ban transgender athletes in girls and women’s sports
He added, “Our stance is further reinforced by the absence of any legal precedent supporting the Administration’s position within their own complaint. While the President has issued an executive order reflecting his interpretation of the law, basic civics dictates that the president does not create or interpret law.”
The government’s complaint cited instances of transgender athletes’ success in Maine, including a transgender athlete winning first place in pole vault at a state indoor track meet and another placing first in a girls’ 5K cross country run.
Broader Context of Transgender Sports Policies
Currently, twenty-six states have enacted laws or policies that restrict transgender girls from participating in girls’ school sports. Furthermore, states with Republican leadership have been increasingly implementing bans on gender-affirming care for transgender minors and imposing restrictions on bathroom access in schools and public buildings.