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Oldest bike used regularly was this 1953 Jack Taylor 'curvy-tube'. (This is what Jack himself called it when I rang the Taylor Bros published phone number and himself answered.) I commuted from Kilburn to Borough on it for years. It is very far from being original, as all can see. Pity about the original fork — the steerer had ovalized and wasn't happy in a new headset. I kept the fork and could have a new steerer brazed in I suppose. At least the bike has 27" wheels. It rides very nicely but the braking is rather lethargic for London traffic-jamming.
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HarmanMogul
SideshowBob
So because I'm interested and I just discovered this thread, what's the oldest bike anyone has been using semi-regularly for actual rides?