Garrett and Jessa matched on the online dating app, Bumble. After about a month of on and off chatting they decided to finally meet and go on their first date: Red Robin. (Cue the Yuuummmmm) Jessa had a panic attack at work the day of their first date because she was beyond nervous of making the wrong impression and never speaking again. Garrett was feeling nervous about not being likable. They ended up both being silly because they obviously hit it off and immediately started texting each other every day. After date number three, Garrett asked Jessa to be his girlfriend in the movie theater parking lot. She didn’t have to think too hard about it and said yes! (Spoiler alert: This isn’t the only time she’s said yes!) Fast forward five months, Garrett and Jessa finally said the L word. In case you’re wondering, no it’s not leprosy. It’s love! Garrett said it first just a few days before Jessa’s 22nd birthday. It was a beautiful moment finally sharing those feelings with each other. Weeks later, Jessa and Garrett decided to try for a baby! (Cue little baby Mr. James) Months later Garrett and Jessa moved in together after Jessa and her brother Brody bought a house together. Come May 20th of 2025 Garrett asked the most important question ever and she said yes! Now they ask you to join them and share their special day with you!