Jill Duggar thought she was just going for a stroll after a lunch date on Tuesday’s season finale of 19 Kids & Counting on TLC. How very wrong she was. Blissfully so, it turned out. Blissfully so. She had no idea boyfriend Derick Dillard was getting ready to propose and had planned a surprise proposal including a serenade by country singer Walker Hayes. The bride-to-be was taken aback. Derick Dillard Proposes to Jill Duggar! Jill, the second oldest daughter of Jim Bob and Michelle Duggar, and Derick listened as musicians hiding in the park came in to join the performance. “Last minute, I was going over what I was going to say in my head,” Dillard said as the big moment drew near. “I was just trying to play it cool.” Jill may have suspected something big was about to happen – “I’m like on the alert, basically, like, ‘What’s going on?'” – but she was still over the moon. Dillard and Duggar actually began courting after Jill’s younger sister Jessa Duggar and Ben Seewald began courting. They are likely to get engaged soon. Jessa and Derick are saving their first kiss for their wedding day, although they already broke courtship rules once with a full frontal hug, so who knows. It’s a slippery slope. SO Many Duggars 1. A Duggar Family Pic Jim Bob and Michelle Duggar are still working on that 20th kid.
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Jill Duggar and Derick Dillard: See the Proposal!!