1. i'd hate to see the outfit that does match the suburban backdrop.
2. i dig the drapey sweats + tops but wish you'd beat up the shoes a little. i suppose that will come with time
3. the jacket. it's uncomfortably clear that either you can't close your jacket or it would take effort to do so. Def sell it, then either grab a larger size (the charly/kunk route) or opt for some outerwear that fits around your body like a bomber, single breasted trench similar to kg's IS jacket, etc.