Miss Maryland USA 2024 Bailey Anne Kennedy’s Husband Casey Gup Is A Marine

The moment that Bailey got married to Casey, she was optimistic as well as intuitive about upcoming positive changes in her life.

Miss Maryland USA 2024 Bailey Anne Kennedy’s husband, Casey Gup, is a Naval Aviator graduate who is serving at the Naval Air Training Command in the United States Navy.

On Saturday, June 1, Kennedy, 31, made history when she was crowned at the end of the pageant in Bethesda, Maryland.

Bailey became the first Asian American, military spouse, and transgender woman to hold the title of Miss Maryland USA in 2024.

Bailey and Captain Casey married on July 7, 2019. After her marriage, she became inspired to compete in pageants.

The moment Bailey got married, she was optimistic and intuitive about upcoming positive changes in her life. She considers her military husband her lucky charm.

On Jan 27, 2024, Bailey congratulated her husband on graduating from Flight School as a student naval aviator.

Out of everyone who applied, Captain Casey was among the two selected officials to transition from Tank Commander to Student Naval Aviator.

Previously, he served full-time as an active S3 at The Headquarters Battalion.

He might be a tough and disciplined officer at work, but beyond his working hours, he is a warm and good-natured person who treats even strangers with kindness.

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On February 27, 2024, on the occasion of her husband’s birthday, Bailey wished her husband with an adorable caption along with their few couple pictures.

She wrote,

Happy birthday to the best husband a girl could dream of, an amazing puppy daddy, and a heck of a Marine. 🎂🎁”


As a military spouse, she has played a pivotal role in the overall well-being of American active-duty service members. She advocates for all women and veterans from all military bases.

Bailey Anne Kennedy is living her fairytale life, but whatever she has achieved so far is a testament to her resilience and dedication to her life goal.

In Case You Didn’t Know

  • When the Miss Universe Organization lifted traditional marital status and age restrictions, she envisioned it as a sign that it was time for her to participate in the pageant.
  • Bailey is a Cambodian American immigrant who immigrated from Cambodia when she was 11.
  • Bailey’s hometown is Montgomery County, Maryland.
  • Before becoming Miss Maryland USA 2024, she worked as the Household Operations director.
  • She and her husband co-parent two dogs: Captain Jack Sparrow and Lizzy.


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