I am wondering if my sons headteacher fancies me.

He stands outside school in a morning greeting the parents and children but never makes eye contact and only ever acknowledges my son. I have said hi but he ignores me and starts to make conversation with another mom. In assemblies he looks my way a lot but turns away if I look at him. I pointed this out to my friend at the school, she observed for a while and said there was definatley something funny going on because he will approach other moms easily and always responds well to her if she talks to him. She said he is probably intimidated by me because I'm very glamorous and wear nice suits for my job. Do men get intimidated by this?

Yep, they certainly do.  A woman with power can be scarey, a glamarous woman with power can be doubly scarey.  It's more a case of he feels as though he's inferior and therefore, you won't want to be talking, let alone going out with him and therefore he waits for you to approach but even then he's dumbstruck and gets scared and doesn't know what to say.

Anyway, I decided to directly start a conversation with him the next morning. I dropped my son in then quickly walked back.

I spoke quite clearly and fairly loud so he couldn't act like he hadn't heard me. He did respond but no eye contact at all!

Scared to hell, glamarous, powerful woman, shouting at him, seriously scarey. 

His answers were brief and closed

Nervous. 

but then when I said thank you and made out that was the end of the conversation he looked me directly in the eyes, smiled and winked!

The "thank you" made all the difference, it took you from a powerful, glamarous woman, into more submissive territory, then he felt proud that you had said "thank you" to him.   Maybe she is friendly and not scarey after all.

Since then I have said good morning and he smiles but still only speaks to my son.

Because your son is less scarey and he can think of something to say to him. 

I am finding this behaviour most strange. I'm not having sleepless nights about it, but it is fun to know what he is thinking. He will also have conversations with my husband when he picks our son up and bumps into him.

So he's not even scared of your husband, it just demonstrates how scared he is of you. 

Are these signs that he fancies me or quite possibly dosen't like me?

I wouldn't say it was conclusive, but I would say overall it's indicating that he fancies you and is scared because you are so attractive and powerful.  You could say there is a possibility that he doesn't like you and can tell you fancy him and is therefore trying not to lead you on.  But really taking into account everything you said, I'm more inclined to believe he fancies you and is just damn scared.

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