OMG. Those photos of the rain!! Wow.
I bow down. I mean, we get cold. We get snow. But that we do not get. No wonder Lilypup wants to curl up and hide. I would, too. (Love her coat, by the way. Also love the genesis of her name.)
Also, your outfits are beyond fantastic. I love how you can go from one look to another that's completely different -- yet still look like yourself. Why can't I do that?
I don't think your rain look was "masculine" so much as "urban." Esp. with Lilypup on your arm.
Then again, I do have high tolerance for mannish.
Oh, and in other news, you are a species of saint for taking your neighbour to work in all that.