Hey, so I went to that bike shop a few towns over. It's called Trail Lovers, in Oyama city. The Ojiisan there was really nice, and let me test ride a few bikes there. If you find yourself in Oyama, go check him out. He had a 52cm Stroll, a 49CM Fuji Ballad (which has pretty similar geometry to the Stroll), and a 50CM Tern Rivit, which was basically a geared track bike.

The 52CM stroll did feel big and sluggish. The 49CM ballad felt much better and manageable. The Tern Rivit was strange. It had Keirin style drops, but with the gears. It doesn't feel like you can really utilize the drops because the brake levers are on the (very small) tops.

I only had a small stretch of road outside the shop, and all of the bikes were free wheel, so I don't know how great of a feel a got for the bikes. I do feel much more confident about my sizing though, I think that the 48 to 50CM range is probably my sweet spot, which gives me more courage to get a bike online, or get a used one from Tokyo Cycling Club for Craigslist. Oh, and thanks for suggesting the Tokyo Cycling Club Robsta, I signed up for it this morning.

I plan on coming down to Tokyo at some point and looking around at all the shops you've all suggested. There is one shop I found too that will let me try out the Fuji Track ARCV. Oh and thanks Wspsux for suggesting Blue Lug. The bike catalogue there is amazing.

I did realize something I should ask. Do any of you know any amateur velodromes in Tokyo? I looked briefly, but most of the stuff I found was keirin exclusive, so I thought I would ask. It would be really cool if there was a place you could rent track bikes, and it would help with my decision making.

ADAP7IVE, I looked up the Di2 1x and it looks really cool, but yikes it is expensive. I understand your trepidation. Is it all possible to get a bike that suits your needs with a single speed, and then later replace the bottom bracket with the Di2 1x, or are they mutually exclusive? Something that comes to mind too, and this probably a really stupid idea, but you could attach a homemade shield to the underside of the bottom bracket to protect it from the rain and mud.

Sorry my posts are so verbose, but I really do appreciate all of your help and suggestions. I thought I had looked around a lot, but I've realized that you miss a lot going solo. Thanks again everyone.