I was thinking about landing the first stages from a Falcon Heavy, and one of Musk's recent comments about reentry heating. He stressed that the amount of heat went up with the cube of velocity, and something along the lines of "it really wants to melt" (This was during the post-launch NASA Q&A, I can go find the clip / exact quote if desired).
According to SpaceX's Falcon Heavy page, it will be using the same second stage as the Falcon 9 -- same thrust, and same burn time. Since the payload will be far heavier, presumably the first stage will need to be going much faster at separation. If they can't get more "free" aerodynamic braking without running into thermal issues, they'll need a longer burn prior to reentry to bleed off that extra speed.
And unless they build more drone ships the two booster cores will be returning to landing site for the Heavy. That will mean an even longer burn to kill their horizontal velocity, and they will need a higher return velocity to make up for having traveled further prior to separation (assuming a higher avg velocity on the outbound leg).
From all of that, it sounds like they may need to commit a significantly larger fraction of propellent to landing with the Heavy than they would with the 9.
Cross feed could help with recovering the booster cores, but will make the center core even more difficult to recover. It'll be interesting to see what they do with the Heavy, and whether they try to do any recovery on the first few flights. I also have to wonder whether they're starting construction on any more drone ships, now that the concept has been proven out.