Express mode should be working at St Clair and rolled out to the rest of the network soon (maybe mid-September). Testing for Apple Pay virtual cards has started.
It's hard to give definitive dates long before because not everything goes to plan and features get added and dropped. For example, the virtual cards were initially only supposed to be for Google Wallet and were supposed to be launched somewhere between mid-August and this weekend. However, since there was feedback about people wanting it on Apple Pay, the launch was delayed so the two could possibly launch together. You could apply this to the Crosstown and other projects Metrolinx is working on.