Meghan and Christopher

Meghan's Proposal in Sayulita, Mexico

How We Met

Chris and Meghan met back in 2007 through mutual friends. Chris, Ricky, and JR were having a party at their house and Meghan tagged along with some of her friends (I won’t get into the details about how this evening ended, but a trip to Libertyville Police Department and a very long ride home with her Mother may have been involved). Anyway… Meghan hopelessly attracted to Chris’s blue-green eyes and all the “Got2B Glued” gel in his hair, distinctly remembers telling Nikki that she was going to “steal him from his girlfriend.”

Where to Propose in Sayulita, Mexico

Well… that never happened – BUT – two years later, their paths crossed once again and they started “seriously” dating. Chris and Meghan spent their twenties renovating several fixer uppers, drinking too much beer, going on long motorcycle rides (not in that order) and traveling to Cabo, Puerto Vallarta, Florida, Boston, The Cape, California, and Oregon. They’ve truly grown up together, and while it hasn’t always been easy, it’s their story and they wouldn’t have it any other way!

Proposal Ideas Sayulita, Mexico

How He Asked

Chris picked up the ring on Friday and they left for Sayulita, Mexico on Sunday. While Chris knew he would propose on the trip, he had no intention of proposing on New Year’s Eve. But he said the ring was burning a hole in his pocket and he had to “just do it.” Before heading out for the night, Chris stacked several barstools with his camera on top so they could take some self-timer photos on the balcony of their Airbnb. Meghan knew something was up when he said “let’s just take one more” and then knocked over all the barstools and the camera! She helped him set the camera back up and they posed for a photo.

Little did she know that the camera was actually recording. Chris grabbed the ring and popped the question and it was all captured on video! Meghan’s not sure if she was more excited about the ring or the fact that Chris reached out to a photographer in advance and had scheduled an engagement photo session for the two of them in Sayulita! It was perfect! When they told Chris’s Grandma the big news she said, “it’s about damn time!” Meghan’s Grandpa said he was relieved because he was a little worried she’d become the family “old maid school teacher.” :)

Our Video

This video is no longer available.

Watch more proposal videos & follow @HowHeAsked on Instagram for more stories!

Special Thanks

Jess Leigh
Photographer