I prefer #22. Although I originally thought I wanted light, fun and cheeky,...I am drawn towards a more polished look. If #22 could be altered to be like the examples I put in my brief ( the sketches of the side of a glass / bottle / grape. I think the term is vector image. I like the look of the image being more or less a simple drawing,
like this:
http://www.shutterstock.com/s/%22wine+glass+icon%22/search.html?page=1&inline=183596003But keep concept of the glass being the woman, with grapes, and the lips,....I like your idea.