Jerevin headcanon: Jeremy starts dropping his tacky looking clothes and starts taking extra care with his clothes. He buys nice things that are actually tailored and look nice on him. He starts shopping for outfits rather than just clothes. And it's all to impress Gavin. Dress for the job you want, right, and he really wants to look like he belongs on Gavin's arm. That hat is staying though. Cowboy hats can look good with anything.