02/11/2026
Why Chicago?
Because the moment I hear that name, it triggers a rush of memories that go way beyond just a single city or a quick weekend getaway. It anchors the entire epic journey, the wild road trips, and the pure chaos of our lives in the US back in 2005–2006.
So, brace yourselves: it’s time for a major throwback. 😂
Every weekend, we transformed into a bunch of wide-eyed kids chasing the open road. Keep in mind, this was 2006. There were no smartphones. Our entire digital footprint lived on clunky digicams. We had no GPS, which meant our survival depended entirely on printed maps and a designated "navigator" who was usually just guessing.
I’ll also never forget how collectively underprepared we were. Every single one of us brought exactly one coat for the entire three-day trip. We wore them everywhere. My high school friend from the Philippines looked at our unchanging outfits, completely bewildered, and asked the ultimate question: "Why are you guys not changing your coats?" 😂 Hey, at least we matched!
Where were you 20 years ago?