Ah, September. The transitional month in which choosing the right thing to wear is almost impossible.
Throw cozy sweaters onto warm-weather favorites: summer whites with an ivory cardigan (make your whites tonal so you don't look like a snowflake), striped cashmere on pink shorts, and a MoCA Westport tee with fun shorts and fur-lined Birkenstocks.
Going out? Maybe, maybe not. Best to be prepared. Extend the wearing of spring and summer dresses with a cardigan (don't be a slave to the tie-waist) and boots. Find a fabulous consignment skirt and couple it with a couture mask, crystal earrings, and a simple white blouse.
Daytime
1. Roya cashmere cardigan, Intermixonline.com, $298
2. Vintage wash v-neck tee, Gap.com, $12
3. Nina high-rise ankle flare, Rag-bone.com, $195
4. Glitter chain anklet, Eleven11Box.com, $30
5. Front seam clogs, SvenClogs.com, $240
6. White star mask with white enamel necklace, WEST, $96
7. White + Warren Essentials cashmere sweater, Fred Sip & Shop, $320
8. BDG high-waisted mom short, Urban Outfitters, $54
9. Izipizi D sunglasses, Lou & Grey, $50
10. Enamel stack rings, JL Rocks, $475/ea.
11. Bird print cotton mask, Stephen Kempson London, $25
12. Vince open front wool-blend cardigan, NordstromRack.com, $149.97
13. Artist T-shirt designed by Helmut Lang in support of MoCA Westport, MoCA Westport, $45
14. AqC “Rocky” short, WEST, $299
15. Arizona shearling lined Birkenstocks, Saks.com, $150
16. Rainbow mask with beaded necklace, WEST, $70
Going Out
17. Ulla Johnson dress, WEST, $695
18. Tie-waist cardigan, Theory, $415
19. Cebille Drop Earrings, Anthropologie, $128
20. Vegan cavalier boot, free people, $90
21. Washable silk mask, KESNYC.com, $80 (pack of 5)
22. Cotton classic-fit boy shirt in cotton poplin, J. Crew, $69.50
23. Crystal earrings, Fred Sip & Shop, $315
24. Attico skirt, Roundabout, $169
25. Compo Beach clutch, Savvy + Grace, $39.95
26. Pink Crystal mask, ChristianSiriano.com, $465