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Who Is Bailey Anne Kennedy? All About Pageant Queen As She Becomes Trans Woman To Be Crowned Miss Maryland USA

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Who Is Bailey Anne Kennedy? All About Pageant Queen As She Becomes Trans Woman To Be Crowned Miss Maryland USA


A moment in history was created when Bailey Anne Kennedy took home the crown of Miss Maryland. USA on June 1, 2024. After her win was announced, her emotions of hard work and joy flawlessly appeared on her face.

After the pageant win, she quickly became the talk of the media. But her win is not only conventional for being a trans woman but also for other reasons. Read ahead to know about it and also to get an insight about her.

Who is Bailey Anne Kennedy?

Kennedy was brought up in Baltimore, Maryland. She is 31 years old and of Colombian-American descent. Because of her gender identity, it was not easy for Kennedy as she had many difficulties and challenges while growing up. Her family and friends have always been there for her by supporting her in this journey, per MWCD.

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According to the outlet, she has always exuded her love for arts, which led her to take part in the local theater productions, helping better her performance skills. After Kennedy’s high school graduation, she attended the University of Maryland and earned a degree in Sociology. After Kennedy graduated, she contributed to the LGBTQ+ community with their rights and mental health awareness.

She has been blunt about her journey of transitioning. This has in turn helped her become an idol for young transengers.

Along with holding the title of being the first transgender Miss Maryland, she is also the first military wife and a person of Asian-American ethnicity to win this title, according to DC News Now.

Bailey Anne Kennedy shares a heartfelt Instagram post

On June 4, the new Miss Maryland posted a moving Instagram post sharing pictures of the winning moment. She wrote a lengthy caption that reflected her win.

In the caption, Kennedy wrote, “Not everyone has to agree with the spaces that you occupy, and it doesn’t mean that you aren’t worthy of these opportunities.”

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She added that by simply being herself and contributing to society, she will make sure that children who “feel” like her will never have to worry about the repercussions of who they are.

Miss Marland continued, “For the longest time, I never had the need to tell anyone. Not because it’s a secret but it’s none of anyone’s business. To those who matter to me, they don’t care. Those that care about knowing such private & personal details, don’t matter.”

Kennedy concluded the caption stating that she cannot wait to start her “reign” and be back at The USO office where she will begin serving lunches and show gratefulness to active duty service members as she had originally planned. She added that is what actually matters to her.

ALSO READ: What Is the Kardashian Church Founded by Kris Jenner? Everything You Need to Know

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Driver killed in Prince George’s Co. school bus crash identified – WTOP News

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Driver killed in Prince George’s Co. school bus crash identified – WTOP News


Police said Dequan Gravely, 23, of Charles County, was driving northbound on Route 210 near Pine Drive when his Mercedes collided with the school bus turning left from the southbound lanes.

The driver of a car involved in a crash with a Prince George’s County school bus in Accokeek, Maryland, on Friday has been identified.

Prince George’s County police said Dequan Gravely, 23, of Bryans Road in Charles County, was driving northbound on Route 210 near Pine Drive around 7:20 a.m. when his Mercedes collided with the school bus turning left from the southbound lanes.

Investigators said the crash happened in the intersection, causing the school bus to flip onto its side. Gravely died at the scene.

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The school bus driver was transported to a hospital and treated for injuries that were not considered life-threatening. Police said no students were on the bus at the time of the crash.

Scene of deadly crash involving a school bus in Prince George’s County on Friday, May 8, 2026. (7News/Brad Bell)

Investigators said they believe debris from the collision damaged a third vehicle. The driver of that vehicle “declined medical attention,” police said.

The Prince George’s County Police Department’s Collision Analysis and Reconstruction Unit is investigating. Anyone with information is asked to contact investigators at 301-731-4422.

WTOP’s Acacia James contributed to this report.

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© 2026 WTOP. All Rights Reserved. This website is not intended for users located within the European Economic Area.



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DC man wins $5M in Maryland lottery – WTOP News

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DC man wins M in Maryland lottery – WTOP News


A D.C. man won $5 million from a scratch-off lottery ticket in Maryland last week, and the matching number that netted him the prize happened to be his age.

Talk about a birthday surprise! A D.C. man won $5 million from a scratch-off lottery ticket in Maryland last week, and the matching number that netted him the prize happened to be his age.

Maurice Williams, a school bus driver in D.C., claimed the first top prize on a $5,000,000 LUXE scratch-off. He had used his $50 winnings from a previous LUXE scratch-off ticket to buy a new one the next day.

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In a release from the Maryland Lottery, Williams said he didn’t know he had won until he scanned the ticket: “It’s crazy because the matching number was 59 and I just turned 59 the other day.”

Williams said he sat in shock for a while before calling his mother.

He said he plans to buy his mother a house with the winnings and then save up.

Two more top prizes from the scratch-off have yet to be claimed, the Maryland Lottery said, as well as nine $200,000 prizes, 10 $50,000 prizes and thousands of prizes ranging from $50 to $10,000.

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© 2026 WTOP. All Rights Reserved. This website is not intended for users located within the European Economic Area.



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Maryland Comptroller’s Office warns of some tax processing delays

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Maryland Comptroller’s Office warns of some tax processing delays


Taxpayers are being told to expect delays getting their money back, with the Comptroller of Maryland warning paper returns could take up to 30 days due to budget constraints and staff reductions — a slowdown economists say could strain cash…



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