If you're familiar with the online dating game, then you know it doesn't always come easy. For Claire and Garrett, it was no different. Claire had been on countless first dates, but never any seconds, and Garrett had just gotten out of a relationship, so starting a new one wasn't really on his radar. However, one night while perusing the dating app Hinge, Garrett came across Claire's profile and decided to message her. The tagline? "Your smile is on a diff level." Somehow, it caught Claire's attention, and although it took her seven days, she responded. After a few exchanged messages, the two agreed on meeting for dinner at Ambrogio 15, an Italian pizza place down the street from Claire, on a Thursday night. Hours before the date, Claire just about canceled. She figured that after so many failed first dates, she wasn't going to find her person on a dating app, and didn't feel like going on the date. Luckily for Garrett, Claire's friends convinced her to go and give it a shot, because who knew, he could be the one... So, the pair met at the pizza place, enjoyed good pizza, great wine, and waiters with fake Italian accents, and before they knew it, they were off to the dive bar, West End, down the street. After another beer and great conversation, Claire went to the bathroom to text her friends that she was having a great time and thanked them for forcing her to go on the date. As the night ended, Garrett and Claire said goodbye and went their separate ways, only to go on a second date a few days later, and then a third, a fourth... and the rest is history!