After months of research and shopping, I bought my 16 year old a '05 Yamaha Majesty 400cc scooter. It is his first 'street' bike. He has taken to this bike like a duck to water. I think I may have found the perfect first bike! It is a CVT transmission, so no shifting, so less things to detract his attention. It has plenty of pep. Its not some slug that can't get out of its own way, so its fun ride. It will easily cruise at 60 mph or is happy at 30 mph. It has fantastic disc brakes. Relatively low seat height. It handles better than I would have ever imagined. HUGE storage under the seat. (full helmet and his back pack or a basketball or another helmet....) The dual element headlight makes my R1100RT's headlight look like a candle compared to it. LED tail light and brake light. Servicing the thing is a snap. I changed the belt, two air filters, and put in different variator weights, cleaned the pulley surfaces all in less that 2 hours. The tires are cheap to buy. And...get this...he thinks it looks cool!. I will say, it is a sharp looking machine.
I will add this, he has about 8 years experience on dirt bikes, including some hare scramble races, so he is comfortable on a bike and with lots of things going on around him. He has crashed more times that I can count, so he also knows the results of making a mistake on a motorcycle. Nevertheless, he will be taking a rider course very soon.
I think these maxi scooters are a hoot!