OP Here,

I think my friend may be staying the night at my place at the end of the week. I'm thinking that would be the best chance I get to see where everything is going. Yeah, my main worry was that it may come off as "too aggressive" if I just busted out and kissed her. A friend suggested maybe not to just right out kiss her on the lips, but maybe while looking at each other, take her hand and kiss it, or bring it up to my lips, etc. That, and maybe kiss her on the forehead when she's cuddling into my chest.