Kaelie Billingsley Crowned Fairest of the Fair: Photos

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Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)

Kaelie Billingsley was crowned Kenosha County’s 2025 Fairest of the Fair today, August 17, 2024. She competed against three other young adults and landed the number one spot. Jadyn Eisenbraun was the first runner up and now “Fair Royalty.” The county’s first male contestant, Alexander Hannah, took last place today. He was the first male to compete since the event’s inception in 1957.

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Each contestant was interviewed on a prior day. Today, they each made a “radio advertisement” for the fair and all answered the same two questions. Here are some photos from today’s competition:

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Katrina Cain – 2024 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Katrina Cain – 2024 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Jenny Hesse – Fair Director Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Betsy Ross – Fairest of The Fair Director Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Jadyn Eisenbraun – 2024 Kenosha County Fairest of the Fair Today First Runner Up
(Photo by Kevin Mathewson, Kenosha County Eye)
Jadyn Eisenbraun – 2024 Kenosha County Fairest of the Fair Today First Runner Up
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Alexander Hannah – 2025 Kenosha County Fairest of the Fair Second Runner Up
(Photo by Kevin Mathewson, Kenosha County Eye)
Alexander Hannah – 2025 Kenosha County Fairest of the Fair Second Runner Up
(Photo by Kevin Mathewson, Kenosha County Eye)
2025 Kenosha County Fairest of the Fair Contestants
(Photo by Kevin Mathewson, Kenosha County Eye)
2025 Kenosha County Fairest of the Fair Contestants
(Photo by Kevin Mathewson, Kenosha County Eye)
Fairest of the Fair Judges Kevin Gerber, Stacey Nutting, and Dawn Barranco
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Jadyn Eisenbraun – 2024 Kenosha County Fairest of the Fair Today First Runner Up
(Photo by Kevin Mathewson, Kenosha County Eye)
Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)
Family of Kaelie Billingsley – 2025 Kenosha County Fairest of the Fair Today
(Photo by Kevin Mathewson, Kenosha County Eye)

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25 Responses

      1. By picking the guy for second place they have shown that they should not be allowed to judge anything at the fair, ever again. Complete b*******.

  1. It’s always been another organized way for dirty old men to ogle young girls. Just like beauty pageants. Trump admitted to hosting those so he could watch the teenage girls in the dressing room.

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    1. One male judge, two female. The male judge is an upstanding member of the community, and definitely *not* a “dirty old man.”

  2. At least “Alexander” didn’t use a fake female name and dress up in a trsnsvestite clothes. He would alwsys remain a msle. Now, the Fair needs to make sure that no males are allowed to apply, in the future. Do you hear that Fair board!

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