Argh · 1:05pm Jun 25th, 2015
So back in... oh, 2012, 2013... sometime before Season 4 anyway, I stumbled across this picture on deviantart. It was very well-drawn, and featured Trixie standing under a tree at the edge of some sort of bay or harbor at night. Beyond that, I don't recall much about it.
So now I'm going through some 300 pages worth of pics on Derpibooru trying to find it again, though A: in narrowing things down with the tags I may not be able to find it, and B: It may not even be on Derpibooru to begin with. On the upside I've found some other cool pics, but not the one I'm actually looking for yet. Help!
derpicdn.net/img/2012/7/12/41456/medium.png This is not exactly under a tree, but maybe you misremembered? The pic was from 2012, so the age, time of day, and harbor matches up.
3180531 I think it was either a tree or Trixie's wagon, and Trixie was right by the water... but as you said, I may well be misremembering it, and this is pretty cool besides, so thanks!
3180531 I found it!
pre03.deviantart.net/0707/th/pre/i/2012/321/9/0/the_coastal_city_by_gign_3208-d5l9wz0.png
I don't remember the little creature, though. Ah, well.
But thank you for that other one, anyway!