St. Michaels Surprise Proposal

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With the job I have, I get to see a lot of lucky ladies. And to all the single ladies out there, this post should give you hope that there are some really decent, sweet, and extremely thoughtful gentlemen still out there! Josh pulled off the most thoughtful St. Michaels surprise proposal at the Inn at Perry Cabin this past Sunday, and I was so honored to be witness to all of it!

Josh and Naina met in undergrad at College Park, when Naina was making popcorn in their dorm. And to continue the theme of thoughtfulness all the way to the very beginning of their relationship, Naina offered some of her popcorn to Josh, who happily accepted.

Popcorn was just one of the thoughtful, sentimental, and romantic touches Josh included in his St. Michaels surprise proposal to Naina on Sunday. He actually spent weeks planning a getaway for the two of them to the Inn at Perry Cabin in St. Michaels (where part of Wedding Crashers was filmed!), a truly expansive inn with a waterfront view. And this wasn’t just a getaway, it was a thoughtfully planned weekend that was to culminate in a surprise marriage proposal to the love of his life!

Josh coordinated with the amazing staff at the inn (they went above and beyond, and were super helpful to me too!) to set up a table in a private courtyard for the two of them to enjoy post-proposal, complete with pink Starbursts (Naina’s fav), the popcorn, her favorite cookies, a song with special meaning playing over the loud speaker as they entered the courtyard, and the kite tail from the kite they flew on their first date. Go ahead, I know you’ve been waiting – you can swoon now!

Josh and Naina spent the day having tea at the Inn’s restaurant, then settled around the fire pit on the lawn for some s’mores, before making their way to the waterfront where yours truly was hiding in plain site – bird watching. Haha! (I’m not so sure Naina bought that…) And it was there, with the serene blue water in the background, Josh dropped to one knee and asked Naina to be his wife.

She of course said yes! And off we went to take some newly-engaged love bird portraits! It was freezing cold outside, but Naina was a trooper in her gorgeous floral print dress, braving the wind with a huge smile on her face! After we made our way around the lawn, we popped inside for Josh’s final surprise: the courtyard full of sentimental touches, to act as the icing on the cake to an already amazing St. Michaels surprise proposal. Someone (who was watching the whole thing from the restaurant window haha) even sent them a glass of champagne as a congratulations! So sweet!

Congratulations and best wishes are definitely in order for Josh and Naina as they start out on their new journey together! Make sure to leave them some love in the comments! <3

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