To be fair, I didn't enjoy the Roppongi area, the bars were full of American frat boy types and I got continually harassed by touts. It's just a small area of a big city though and it was easy enough to avoid. I preferred drinking in Shibuya and Harajuku. Speaking of which, Sunday afternoon in Yoyogi Park remains one of my most cherished travel memories. From the cosplayers, to the rock 'n' roll dancers and the various buskers and circus acts that were all out to play. I got a steak kebab and a cold can of beer from a street food stall and just wandered around taking it all in.
I met a nice lady in a small, traditional Izakaya in Harajuku. The following day she took me on the train to Kamakura where I visited the Buddhist and Shinto shrines. We went back to the Izakaya later. Some distinguished looking middle aged man was in there who knew her and was quite friendly, buying me a couple of drinks. Turns out she worked as a receptionist at a nearby TV studio and this guy was the presenter of their version of Who Wants To Be a Millionaire.
Never been to Moscow. I considered going before, but I ended up going to Kiev instead as you don't need a visa. This was in 2010, before all the protests and conflict with Russia. Kiev is another amazing place. There's an underground complex of catacombs called the Lavra caves, which contain the mummified remains of medieval monks. There is the usual nightlife and so on. The only downside was that I got arrested for not carrying my passport and I had to bribe the cops to let me go. I knew that you're supposed have your passport on you but I was worried about losing it so I took the chance.