Kellie Pickler & Kyle Jacobs: Their Complete Relationship Timeline

When Kellie Pickler and Kyle Jacobs got engaged back in 2010, they shared some details of what happened when Jacobs asked Pickler to say yes, but in 2017, Pickler opened up in a new way about the night in question. Pickler revealed that Jacobs had put even more effort into the proposal than she'd previously revealed. 

As Pickler told her audience on Instagram, "On that date in 2010, Kyle and I were in Rosemary Beach, FL on what he told me was just a 'vacation' ... That evening, after a romantic dinner, we took a sunset stroll on the beach ... Little did I know, he had secretly planted a small wooden box in the sand ... It looked like it had washed up from sea, but upon opening it, I found a true treasure." 

The inside of the box contained more than an engagement ring. Pickler went on to add that Jacobs had put together a journal that he'd written for her, a shell that had her grandmother's name on it, and, of course, the ring. She went on to add that even though the two have a wedding anniversary, they also chose to celebrate June 15 — her grandmother's birthday and the day they got engaged — together, too.