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Because Shonda is a drama queen. Isn't she a little bit too young for him? Maggie is 30 and he is around 40. But the main reason this won't happen is that he is not interested in her.
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Well to be fair that is on par with a lot of the hook ups on this show. MerDer were like this, and so was Cristina/Owen and Cristina/Burke, and even Amelia and Owen need to be quite a bit different in their ages for Owen to be so desperate for Amelia to conceive.
I think it is the second reason. He is just not into her. She is also a bit naive for him, from what I saw last episode.