Risk takers usually do take the path that looks the most exciting and with the best possible outcome for them. You seem to be saying you know dating her isn't either--you want to take a different route in life.
I have little idea what it's like now to date as a dub, but you are saying it's still that dating is supposed to be leading to marriage and that's it. Also chaperones. Sounds the same.
Being "awake" and trying to pretend you aren't in order to date someone will just end up with both of you hurting deeply. You are not compatible, and you won't be unless you change back to believing 100% what's taught to you at the hall and in the literature and all that entails. This means being totally stoked about a new bible being released, jw dot org videos about literature carts and cartoon boys going to Bethel, spending your summers pioneering and at assemblies, being a jw husband/spiritual head, "gatherings" being your usual Friday night, going to weddings and the Memorial being your only "holiday", Awakes being your sole intellectual stimulation, and washing windows for a living.
So my advice is, obviously, don't do it. There are lots of fish in the sea.
I've been scarred for life and was nearly killed several times because of that religion. Imagine that being how you spend your one life, having kids and making them be involved too.