Nadal-Hewitt is about the opposite of this, they've 'only' met 10 times, 6 times in slams though (+1 at the olympics) and 4 of them at Roland Garros (poor Lleyton)
No US Open, Wimbledon though, just thought I'd name it. Hewitt just needs Roland Garros with Roger to complete the set
In fact, Lleyton Hewitt had been drawn to face Rafael Nadal in the second round of Wimbledon in 2009, but Rafa pulled out of the tournament due to knee tendinitis. Juan Martin del Potro replaced Nadal in that section, and Hewitt eventually defeated del Potro in the second round on his way to making the quarter-finals and completing the set against Andy Roddick (losing in five sets).
Just going off topic for a while, also note that in five straight years Lleyton Hewitt lost to Spaniards at the French Open (2006-2010). His loss to David Ferrer in 2008 was in the middle of the Nadal losses (2006, 2007, 2009 and 2010). Hewitt must have a nightmare playing against Spaniards in Paris, he has lost eight times against them (the others being against Albert Costa in 2000, Juan Carlos Ferrero in 2001 and Tommy Robredo in 2003).
I doubt Federer and Hewitt will ever meet in Paris unless they get drawn in the same section.