I had to come back and look at this to figure out the orientation -- think I have it now. I think I would have gone for a lightly tighter crop to remove the little bits in the lower corners that aren't being seen from the inside of the glass. Also, because I tend to like things like this not centered, I wonder if it would be possible to crops so the "stem" of the glass is further to the left -- but that might cause some other "outside the glass" difficulty -- not to mention being purely my own preference for composition.
For the challenge, I would have thought "from the bottom". Nice photo. Photo 9 Creativity 7 Upsidedown 5 total 7 Save this idea for "from the top down" challenge.