Ok so I have feelings for my coworker. We've hung out a lot outside of work. For months I have never held her hand. So now I'm thinking of a right situation to.

1)Since I never held her hand before, would it seem awkward and weird that I all of a sudden attempt to?

2)Is there a good situation for when I should hold her hand??? I tried last time but her hands were in her jacket pocket.

Any help would be appreciated. Thanks!!