Bitcoin only offers pseudo-anonymity. It wasn't designed with anonymity in mind, and that's ok. Bitcoin mixing services work for most people's needs, but there is still the possibility that with someone using enough computing power and combinatorics they could "unwind" the knot created by those services and see who sent what--i'm not a fan of that.
Agree. But still, Bitcoin could achieve a level of anonymity if Dark Wallet becomes a success once its stable release goes to the public. I was testing it a few days ago, and it seems very promising. Also, it would be great to use Bitcoin mixing services on the dark net instead of the clear net for better privacy.
By the way, I saw the XMR.to site and it looks pretty interesting. The only thing that I do not like is that it says that they log your ip. Still, there could be a way around this using Tor or i2p. Just my opinion.

Dark Wallet is an option, but still all you've done is created anonymized transactions, which have been around for years now. You can mix coins on the dark net, you just use the onion link on the mixing sites instead of their clear net URLs.
XMR.to has done nothing innovative or different, in fact it appears to be an even bigger hassle than just mixing your BTC on one of the mixer sites via Tor. None of these services or coins offer a true seamless solution to actual anonymous and decentralized ecommerce. The darknet is a $5-10 billion+ market, add on top of that other people who want to buy or sell non-illegal things anonymously and without the interference of Ebay or Etsy and you're talking a huge market cap. This is the point i'm trying to make. You have one project that could potentially address these issues and it's current market cap is around $1.6MM. That to me is worth putting some money behind; even if it only captures a fraction of the total market share you'd see an ROI of unprecedented heights.