My rainy day bike is a 1967 Schwinn Racer. Use varies, depending on weather, but it’s not unusual for it to be ridden a couple of times a week on rides of between 15 and 20 miles. When it’s not raining, I often ride a 1947ish Schwinn Continental with similar frequency over similar distances. I still have a Paris Sport that I bought new in 1972. I rode it quite a bit last summer but it really needs an overhaul so it hasn’t seen much use this year. For longer, hillier rides, I lean toward a modern lightweight (2005 Cannondale).
My suspicion is that those, who’s first bike was today’s modern lightweight, will eventually come to view them as I view the Schwinn Racer (first bike was a 1965) or the Paris Sport, not the latest thing, but something that I like to ride due to familiarity. After putting some mileage on any of the older bikes, there’s nothing like launching up a steep hill on the Cannondale.
Regards
Alan