So, I matched with Caroline on Coffee Meets Bagel, and from her profile picture, she looked like she'd wandered out of an Anthropologie catalog—chic, cozy, and just the right amount of intimidating. Her bio said, "Looking for someone who can make me laugh harder than I laugh at my own jokes." Challenge accepted, I thought. We agreed to meet at this quaint coffee shop in the East Village known for its hipster baristas and cappuccinos that cost as much as my rent. As she walked in, I noticed she was carrying a vintage typewriter. Bold move, I thought. It's not every day someone arrives with enough retro hardware to publish the next Great American Novel. The date started off with the usual small talk, though it was hard to hear her over the cacophony of beans grinding and indie music. But then she placed the typewriter on the table and said, "I like to transcribe all my dates in real-time so I can remember what went wrong later." I laughed, thinking she was joking—until she slid a sheet of paper into the machine and began typing furiously. Every time I told a joke, I’d hear the clack of keys, followed by a small ding. It was like dating a court stenographer who moonlights as a literary critic. Yet, I couldn't help but find it charming. The way she intently listened and smiled at my punchlines, then dramatically typed out her reactions, was