What the hell to wear this week (vol. 2)
September is weird!
The task order remains the same: honor the season, a lame duck by now, not quite over but no longer here either, while demonstrating your readiness, excitement, etc for what lay ahead. (Anyone going for this cropped fieldy? Love the idea with leather gloves, a personality skirt or sleek black pants and a pair of simple kitten heels). What is not simple:


Printed capri pants and a halter top with decorative buttons all over it but don’t you feel like the black sneakers relax it and even bring it into fall territory in some way? Bag is another curveball, which I tried to tie in more with the inclusion of a gold link bracelet. She feels like a good one to me for school pick-up after a day of having to do things that kept you on your feet and mostly outdoors.
Another good everyday-er:


Layers so if it’s cold in the AM, you’re covered, and if it gets warmer, you have a great tank top on. Shoes are a little heavy, I’ll admit, but nothing my calves and gluts aren’t afraid to work with. Speaking of work…
Potentially good for work:


A cotton polka set — long sleeve subtle boat neck and a slouchy fit with an elastic waist skirt. I kind of love how dowdy the set feels, because of what you can do to make it cooler: almost-patent leather closed toe flats (Philo coded, but no bow and potentially more flattering because of where the vamp hits the top of the foot. Also a lot less expensive!). And the usual as far as jewelry goes: inappropriately large diamond earrings, wayfarer style sunglasses, a statement choker, etc.
Another one, maybe better but then again, there’s a jean jacket:


If you replaced the flip flops with these brogues. Love this jacket because it’s more like a top, and the cropped back makes it’s a hot girl foil for low rise pants, but subtly. Re mentioned brogues:


Not sure you can put this one on and say “totally appropriate for (insert ANY event here)!” So you kind of just have to go with it and let the environment blend.
Actually reasonable for work:

If you’re going to dinner:


No time like the present to start slapping mini dresses over your jeans and calling them tunics. Khaite single strap sandals still serving as greatest late summer/early fall shoe-hit. But if you’re feeling extra flirty…



How about a dress you can’t wear to someone else’s wedding, could have potentially worn to your own, but can also swing with the right casual buckle belt and black flats. Nothing like an open back with loooooong sleeves and a stack, no, sleeve o’ bracelets.
Here, meanwhile is what I wore to one of two Rosh Hashana dinners:


I’d equate the dress code for a holiday dinner to some kind of formal event in a casual context. Like back to school night at your kids school or an off-site meeting where you’re really trying to win a client or whatever. Equal parts respectful, put together, and you can add some cool if you just can’t help it.
Last thing to show you, shrunken button down with terry cloth pants in a color I loved this summer but also love for fall —


The black accents really ground the look and make it feel more appropriate for the city even though the pants are terry.
Said that was the last look, but I’m wrong there’s one more:

Have a great week,
Leandra