a serious answer -
'Where am I going to ride?'
The mountains - take a triple, which one? Depends on grades/surfaces..
Cruisin the flat roads - feel fast? - take the vintage DeRosa.
Hilly & fast - modern bike w/ 50/34 gearing & brifters.
Family vacation at the beach = beach cruiser.
Daughter wants to ride together = tandem
Solitary relaxed = take a larger framed bike w/ 28mm tubulars
So which is favorite?
The regular ride(s) need variety. Different frames/tires/gears make the same ride differently interesting.
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Vintage, modern, e-road. It is a big cycling universe.