Winston & Jessica

We're so excited to celebrate our special day with you.

Saturday May 31, 2025

Laurel, Maryland

320 days 22 hrs 40 mins ago

Story

It all started back in 2018, when Jessica was just scrolling through Instagram and came across Winston’s profile. They had never met before, but something about his posts caught her attention. They started liking each other’s pictures, and before long, they were chatting in the DMs. As their conversations deepened, they quickly realized that they had more in common than they initially thought. Both were planning to enlist in the Navy, a major step for both of them, and that shared ambition sparked an immediate connection.

Over the next few months, they continued talking and became friends, supporting each other through the ups and downs of preparing for such a huge life change. It was incredible for Jessica to find someone who understood the challenges she was facing, and she did the same for Winston. Their bond grew stronger with each conversation, and they began to open up about their lives outside of the Navy.

By the time 2019 rolled around, they’d developed a friendship that felt much deeper than just messages on a screen. One day, after weeks of long talks and virtual support, Winston asked Jessica to be his girlfriend. It felt like everything had fallen into place, as if their paths had crossed for a reason. What started as a simple social media connection turned into something real, and that moment marked the beginning of a new chapter for both of them.

Accommodations

Looking for a place to stay nearby? We've added some hotel recommendations to make your visit as comfortable and convenient as possible!

Schedule

Q & A

For all our friends and family who have lots of questions, please check out our Q & A first!

Get the app

Download Joy and join our app using our event handle jessica-and-winston-may-25. View and share photos and stay up-to-date with details on the go.