Tiffany and Judd met for the first time back around 2017 when they both worked for Members of Congress that were on the House Judiciary Committee. Tiffany worked for Congressman Jim Jordan, who according to Judd’s Uncle was a “good friend of his.” Judd didn’t believe this story so had to actually confirm this with Tiffany. She thought this was one of the weirdest interactions ever, since this was the first time they had spoken to each other and Judd just walked up to her and said I need to know if your boss knows my Uncle. But in the end they were able to confirm that his Uncle actually was on a first name basis with Congressman Jordan. Unfortunately, they would have to wait a bit to appreciate each other

Tiffany and Judd didn’t have to wait too long for their paths to cross again when they ran into each other at an event near Nationals Park for the 2018 MLB All-Star Game. Judd was at the game with his roommate Andrew and Tiffany was there with her friend Ashley. They all started talking with one another and had an overall very enjoyable evening. The night ended when Tiffany had to go home in order to take care of her “horse of a dog” (which as anyone who has ever seen Boomer knows is true, please see the photos page). This second encounter wasn’t the charm either!

Fortunately, the third time Tiffany and Judd’s paths crossed was the charm! They met at an event in December of 2018 and really hit it off. They ended up hopping around several different events that evening with each other and decided to exchange phone numbers at the end of the night. They went on their first real date that Friday at an Italian restaurant in Washington, DC. From there they went on a date almost every night for the next week! As everyone knows, TIffany is from Miami and does not enjoy the cold weather. Her birthday is on February 28 and she expressed to Judd how she always hates to be cold. Judd decided then and there that he wanted to make sure that Tiffany needed to be warm on her birthday. So, just 2 months into dating Judd took Tiffany on a vacation to an all-inclusive resort for her birthday. From there their love has continued to grow through high and low and ebbs and flows, but always have they had strong love for each other. So after many all-inclusive vacations, one move in together, and several job changes on Capitol Hill- Judd decided to propose to Tiffany in front of a building that means a lot to both of them during a season they both enjoy. Thankfully she said yes!