Not that I want him back with the Yankees, but I don't think Clemens will go back to the Red Sox if this deal falls through. The only teams he'd pitch for would be Boston, New York, and Houston, and having Pettitte on the same club or the proximity to his home gives distinct advantages to the Yankees and the Astros.

He wants to pitch for a team with a sure-fire shot at the World Series, and without Matsuzaka, the Red Sox aren't even the best team in the AL East, let alone contenders in the playoff hunt. Of course, Clemens is only going to pitch for at most half-a-season anyways, so if the Red Sox are in or near 1st place in the AL East, he still may want to come back, but I think Boston is probably the least likely destination.