This time of year is sooo hard to dress for!
I put away my very heavy puffer, wool coat, and black leather jacket for the season a couple weeks ago.
Still out are thin black puffer, longer black trench, new olive hooded raincoat, PC sweater coat, burgundy velour hoodie, bronze jean style jacket, black blazer, black cardigan, and new black Tek vest. I've been low key hunting a lighter color topper of some sort, since all but the new olive one are so dark.
Re: cool summer nights- not a thing here. It's usually still 80+ at night in summer.
I'd think your jean jacket and tan puffer would be perfect for this time of year, but I understand about the shapes.