Miss GayDays® 2025 Kolbie Blair'e Matthews
Born in this lil town of Grafton WV, as the odd ball of 7, I was raised there until the age of 14 and made my way to Jacksonville Florida in 2005 where I Currently reside. Coming out at 16 and never in my life did I think I would ever be strutting my stuff in heels. Almost 16 years ago I was introduced to the wow factor, the power of make up, and the confidence that the stage embraced upon the entertainers captured my eyes. Here I am all these years later as "Kolbie Blair’e Matthews". I’ve been performing all over Florida on and off for 15 years as a drag entertainer and my passion in love for the art only grows more and more each time I’m on stage.
My very first time on stage for at Bo’s Coral Reef here in Jax, not knowing what I was even getting myself into I was determined to preform my heart out. I soon became cast there as well as another local bar called Metro. I have preformed all over from Florida, Geiorga, to even Kentucky. Making my way to several pageants in my past years of always the bridesmaid and never the bride as I dressed and did makeup for other contestants. I absolutely knew I wanted to be a pageant queen. I did my first pageant in 2023 dipping my toes in newcomer pageants and placing first alternative in my first. Soon after competing and winning Miss Incahoots Newcomer two days after my first pageant. I caught the bug and had done several others soon after but it wasnt enough and knew I wanted more and to challenge myself. Miss GayDayS was just the challenge I needed. Three lbs of makeup, some spackle, a pinch of glitter, and no sleep later I made my dream come true and here I am your Miss GayDayS 2025!



Be a Contestant!
Welcome to the exciting world of GayDays®, the largest Gay & Lesbian Vacation Destination Event! The Miss GayDays® Pageant will be part of the most exciting week of events, expos, and parties. We are excited the 2025 GayDays® Orlando and the Miss GayDays® Pageant are returning to the Doubletree Resort by SeaWorld.
**Prizes for the winner include:
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$1,200 cash ($400 paid after crowning, $800 paid at the end of contractual obligations)
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Flight and accommodations for GayDays® Orlando 2025.
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Flight, accommodations, and booking fee of $125 for additional GayDays® events, prides, and festivals (notice will be provided at least 30 days prior to booking).














