Even with Wilson's pining comment, I don't think it makes sense for House to pine after Cuddy. I mean, he loved Stacy and they lived together - if not for the infarction, they could be married. But Cuddy is a fling he had in college before getting expelled. She's a memory of when he was young and whole and free, and had everything spread out in front of him. I think that when people age, they could perhaps look back on that and "yearn" for that feeling again, and maybe they could end up with mistaken associations in their heads. It's the same as with House's motorcycle - he had one in college, when he was young and spry and dashing and desired by all. Then he had a midlife thing, realized he wasn't all that happy, and tried to recapture the feeling of youth by getting a motorcycle. Cuddy, in my mind, is another motorcycle. House might want it and it might make him feel good for a while, but it's not the path to happiness. And I'm not sure that either of them realize that in the show (or at least, I think that's a justification the writers could use for prolonging the Huddy arc.)
As for Cuddy...it seemed like she only *really* wanted House after 1) she had someone better matched to her, and 2) he decided she was a meanie and stopped actively pursuing her.
As for House still pranking Cuddy and messing with her photos...Wilson got her back by stealing her Condo, but House hath his own revenge. And besides that, she embarrassed him in front of Lucas by spilling something intensely private and mortifying to him. She deserves a little bit of House's wrath. But I think that the "pining" -ish scene at the end of "Remorse", where House looked into her office, was less that House wants Cuddy but can't have her b/c of Lucas, and more that House lost a very old friend. Because he really did - he and Cuddy aren't friends anymore. That hallucination and his balcony announcement ruined it. And then her betrayal by blabbing to Lucas cinched it for him. I really think that House laments the loss of Cuddy as a friend more than anything. That betrayal hurts more than having her date another guy.
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As for Cuddy...it seemed like she only *really* wanted House after 1) she had someone better matched to her, and 2) he decided she was a meanie and stopped actively pursuing her.
As for House still pranking Cuddy and messing with her photos...Wilson got her back by stealing her Condo, but House hath his own revenge. And besides that, she embarrassed him in front of Lucas by spilling something intensely private and mortifying to him. She deserves a little bit of House's wrath. But I think that the "pining" -ish scene at the end of "Remorse", where House looked into her office, was less that House wants Cuddy but can't have her b/c of Lucas, and more that House lost a very old friend. Because he really did - he and Cuddy aren't friends anymore. That hallucination and his balcony announcement ruined it. And then her betrayal by blabbing to Lucas cinched it for him. I really think that House laments the loss of Cuddy as a friend more than anything. That betrayal hurts more than having her date another guy.