Old bikes ARE cool.....to lots of folks.
I have a 1977 Varsity and a 1977 Speedster that are converted to upright position single speeds. Repainted, new but retro style components, Brooks etc. They deliberately "look" older than 70s bikes.
Believe it or not every young person (20-30 year olds) that has seen the bikes makes extreme compliments. In conversation they reveal that the skinny frame tubes are what catches their eye. The bikes look ODD to them because they are so different from modern bikes, and somehow they intuitively suspect "old". I've heard stuff like, "Dude, Sweet, what year is that?" and "What is that? That's rad, did you build it?". They freak out in a positive way when I tell them the bikes are a decade or two older than they are. Always BIG smiles. Makes me feel good about kids.