My first question is do Thunderbolt to HDMI adapters exist? The reason I'm specifying Thunderbolt and not DisplayPort is because I have a Belkin Thunderbolt2 Dock. If I use a MDP>HDMI adapter and the HDMI port on the unit, only one display works. However, after borrowing my friend's Elgato Thunderbolt dock and connecting it to the TB port on the Belkin dock, I could use the HDMI port on each dock on both monitors, no issue.
I would hate to have to buy two docks to set up my docked setup, but I could if I absolutely have to. The reason I want this to work is because I have a HengeDock for my laptop, and the HDMI port is inaccessible from the dock since it points upright.
Worst case, I guess I could get another DP to HDMI adapter, but that would occupy my other thunderbolt port, and my TB external does not have a daisy chain connector.