Clear Cut Couples: Ashleigh and Jon

Ashleigh and Jon met in 2013 at a gym in Tallahassee, Florida. After that, their paths drifted away for almost 10 years! 

They kept in touch throughout that time and in 2023, they rekindled and the rest is history!

For their official first date, they went to a nice restaurant and Ashleigh actually made a card with a check yes or no box to be her boyfriend! Thankfully he checked yes! Since then, they have been together for 2 years!

They have shared countless memories over the years. Together, they have overcome so much and grown a lot. Jon has a sweet little boy that has now become a big part of Ashleigh’s life.

Jon proposed on August 9th 2025 in Thomasville, GA with Ashleigh’s family there. They did a wine tasting and then he popped the question on the brick road!

Ashleigh was totally shocked! Her mouth was wide open and she said “omg, it’s blinding me!”

As for their wedding, they are still figuring it out! They want to have a destination wedding and party in Tallahassee. Congrats you two! We are SO happy for you!