Jess and Jeff met each other at Coventry High School, but did not start dating till they were both in college. Those times were tough as Jess attended college in Oklahoma and Jeff in upstate New York. But their relationship withstood the test of time and came out stronger. The road to living together was paved with bumps, but they managed to stay strong and build upon the foundation they created while in away from each other. With support from family and friends they moved in together and have been inseparable since.

Jeff won a trip to Bilbao, Spain from a Magic the Gathering tournament. Not wanting to waste a scenic photo opportunity he invited his then girlfriend to explore a foreign country. Unfortunately, while Jeff was playing in his event Jess had explored the town and taken pictures of the most majestic trees and odd sculptures in the park. Jeff tried desperately to persuade his beloved to take a picture with him commemorating their time together over seas. They finally agreed to have a photo shoot in front of a fountain using a friend to take the picture. Jeff nervously searched his bag for the deck box containing the ring, while his friend did his best to distract Jess. Ring located Jeff and Jess approached the fountain where Jeff got down on one knee and purposed, his friend snapping the moment she said "YES".