My first bike was a Raleigh Chopper which was pretty much a British “Schwinn Stingray”. Does that date me?
But seriously, my first motorcycle was a Honda Nighthawk 250. I kept it for 7 months before buying a bigger bike.
I had zero motorcycling experience prior to taking the MSF Basic Rider Course and buying the Nighthawk.
I never dropped the Nighthawk but did fall off and drop the bigger bike and almost fell off it once or twice after that (stopping on odd two-plane gradients). It took all my strength to stop it from falling.
I don’t regret starting on a 250 whatsoever.