What Ladd's First Date With the Pioneer Woman Was Like

Ree Drummond, more commonly referred to asFood Network celebrity "The Pioneer Woman,"has been married to her husband Ladd Drummond since 1996. Theirs is one of those rare relationships that has not only endured but grown stronger over the years. Throughout the decades, their marriage has evolved into something remarkable. The Drummond Ranch, their residence in Oklahoma, is more than just a house—it serves as a filming location for her show and also functions as a large agricultural property, covering over 400,000 acres of Osage land.

Long before their life on the ranch with their five children, there was a first date that was unforgettable and laid the foundation for everything that followed. The Drummonds' story started at a local bar in Oklahoma, not long after the Pioneer Woman came back home from living in Los Angeles. After graduating from the University of Southern California, she was getting ready to move to Chicago. That's when fate stepped in.

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Ree Drummond's initial date with her husband Ladd wasn't too far from their hometown.

One night, a young Ree Drummond looked around the bar she was at that particular evening. Her gaze landed on something she would never have encountered in Los Angeles or the northeastern part of Chicago: A tall, powerful, and enigmatic cowboy. This cowboy, drinking a bottle of beer and wearing jeans and boots, eventually became her husband, Ladd Drummond. Ree shared details about this unexpected meeting in a 2017 issue of The Pioneer Woman Magazine (viaCountry Living): Their bond was instant, and the two spent hours talking that evening.

Although there was immediate chemistry, it took Ladd four months to finally contact Ree and request an official first date. (He had no idea that this single phone call would be the start of something huge: the future Pioneer Woman brand.) On their first date, Ree had an experience that would transform her life. She recalls their first kiss clearly, stating, "I don't know how long we stood there in the first embrace of our lives together. But I do know that when that kiss ended, my life as I had always envisioned it was over."

The Pioneer Woman's relationship is full of unforgettable romantic evenings

Fast forward to the current time, the Pioneer Woman andher husband, Ladd Drummondare still as powerful as before.The pair has five offspring, including their adopted son Jamar, and the two have built a life full of love, joy, and plenty of delicious meals along the way. Their remarkable journey together—starting with that loving first encounter in an Oklahoma bar to raising a family and creating a business empire—is a reflection of their strong connection.

In September 2023, Ree Drummond posted a story on Instagram about a date night that highlighted the same playful spirit that initially connected her and her husband: While dining out, they had a minor argument over onion rings versus fries, which concluded with them both switching sides. (Some things truly never change, do they?) And it all began in a small town bar with a striking cowboy and a memorable kiss.

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