Fall casual

HR

H R - 54 outfits - 117 items

Company Happy Hour

Nov 14 2025

Evening Cocktails

Nov 11 2025

Art District Exploration

Nov 04 2025

Art District Exploration

Nov 04 2025

Happy hours tops and pants - Autumn Bistro

Oct 29 2025

Happy hours tops and pants - Autumn Bistro

Oct 29 2025

dressy

Oct 28 2025

Italianate Dinner

Oct 28 2025

Vogue Editorial

Oct 28 2025

River North Supper

Oct 28 2025

Luxury Showroom Debut

Oct 28 2025

Fashion event held at Ferragamo Edgy Italian Vogue inspired ensembles - Ferragamo Night Out

Oct 28 2025

H's Artful Aperitivo

Oct 28 2025

Architectural Stroll

Oct 28 2025

Urban Soiree

Oct 27 2025

River North Bites

Oct 27 2025

Museum Meander

Oct 27 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400021916942_BLACK?wid=600&hei=800&qlt=90&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0

First Date

Oct 26 2025

https://n.nordstrommedia.com/it/28db1527-4c4b-4c5c-a9ab-f2c42c4d8031.jpeg?crop=pad&w=780&h=1196

First Date

Oct 26 2025

Oct 26 2025

Autumn Date Night

Oct 26 2025

Cocktail Hour

Oct 26 2025

Cocktail Hour

Oct 26 2025

First date outfit ideas for fall - Fall Vineyard

Oct 26 2025

First date outfit ideas for fall - Fall Supper

Oct 26 2025

First date outfit ideas for fall - Autumnal Rendezvous

Oct 26 2025

First date outfit ideas for fall - Autumnal Rendezvous

Oct 26 2025

Autumn Afternoon Stroll

Oct 26 2025

Opera mid day outfit for women - Matinee Charmeuse

Oct 25 2025

party

Oct 25 2025

Cold weather brunch More casual - Sunday Brunch

Oct 24 2025

Cold weather brunch More casual - Winter Morning

Oct 24 2025

Cold weather brunch More casual - Winter Morning

Oct 24 2025

https://slimages.macysassets.com/is/image/MCY/products/4/optimized/31295224_fpx.tif?op_sharpen=1&wid=700&fit=fit,1&fmt=webp
https://is4.revolveassets.com/images/p4/n/z/LOVF-WY38_V1.jpg
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_3266489_100602_m

Drinks after work chic outfit - Restaurant Opulence

Oct 23 2025

https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4660138_100106_m
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/c1/P00999297.jpg
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4416233_100106_m

Drinks after work chic outfit - Restaurant Opulence

Oct 23 2025

https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/f8/P00964955.jpg
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/66/P00348494.jpg
https://slimages.macysassets.com/is/image/MCY/products/7/optimized/29796487_fpx.tif?op_sharpen=1&wid=700&fit=fit,1&fmt=webp

party- Different shoes

Oct 23 2025

https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_5038031_100404_m
https://media.neimanmarcus.com/f_auto,q_auto,b_auto,c_pad/w_1200,h_1500/01/nm_4638894_100602_m
https://static.zara.net/assets/public/5a30/89e2/a903448bbe47/976f90cdc3de/12103410800-e3/12103410800-e3.jpg?ts=1727163495915&w=563

Drinks after work chic outfit - Fireside Drinks

Oct 23 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400019481783_CREAM?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/58/P00402680.jpg
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_5035712_100380_m

Drinks after work chic outfit - Drinks Rendezvous

Oct 23 2025

https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/66/P00348494.jpg

dressy- Add pointy heels

Oct 23 2025

https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/c8/P00813958.jpg
https://storage.googleapis.com/alta-catalog-images/2da82692-cf2f-47fc-a059-baa32f348093.png
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/50/P00992454.jpg

Fall rooftop drinks - Autumn Rooftop Soiree

Oct 23 2025

Chicago Shopping Spree

Oct 23 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400021526576_SHELL?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://slimages.macysassets.com/is/image/MCY/products/2/optimized/27863182_fpx.tif?op_sharpen=1&wid=700&fit=fit,1&fmt=webp
https://slimages.macysassets.com/is/image/MCY/products/3/optimized/32001723_fpx.tif?op_sharpen=1&wid=700&fit=fit,1&fmt=webp
https://cdn.saksfifthavenue.com/is/image/saks/0400012938759_SILVER?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0

Rooftop lunch - Midday Soiree

Oct 20 2025

Rooftop lunch - Cityscape Chic

Oct 20 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400022109027_GOLD?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://storage.googleapis.com/alta-catalog-images/cba364c3-97c4-4560-ac18-9b5bb2dc8e05.png
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4859263_100404_m

Rooftop lunch - Cityscape Chic

Oct 20 2025

Casual rooftop bar outfits for fall - Autumnal Rooftop

Oct 20 2025

Oct 19 2025

Oct 19 2025

I am going to a hole in the wall tonight Need more of a grungy outfit - Hole-in-the-Wall

Oct 18 2025

https://www.dolcegabbana.com/on/demandware.static/-/Sites-15/default/dwd7d86e0b/images/zoom/F5R36TFU1UQ_W0111_0.jpg?sw=1500&sh=1500&sm=fit
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/42/P00956807.jpg
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4801803_100259_m
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/e3/P00876563.jpg

Classic casual - Weekend Classic

Oct 07 2025

https://www.jcrew.com/s7-img-facade/P2660_KD6951?hei=975&crop=0,0,780,0
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/7c/P00969474.jpg
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/39/P00895630.jpg
https://www.dolcegabbana.com/on/demandware.static/-/Sites-15/default/dw464747d2/images/zoom/BB7652B1001_80999_0.jpg?sw=1500&sh=1500&sm=fit
https://www.net-a-porter.com/variants/images/17957409491487854/in/w2000_q60.jpg

Country club golf attire women Country club dinner outfit - Country Club Evening

Oct 07 2025

https://www.jcrew.com/s7-img-facade/P2660_KD6951?hei=975&crop=0,0,780,0
https://image.uniqlo.com/UQ/ST3/WesternCommon/imagesgoods/445167/item/goods_32_445167_3x4.jpg
https://img.mytheresa.com/1000/1000/95/jpeg/catalog/product/66/P00995755.jpg

Country club golf attire women Country club dinner outfit - Resort Sportswear

Oct 07 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400021937248_BLACK?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4168677_100602_m

Oct 05 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400020506872_WHITE?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4912674_100324_m
https://media.neimanmarcus.com/f_auto,q_auto:low,ar_4:5,c_fill,dpr_2.0,w_790/01/nm_4627949_100106_m
https://is4.revolveassets.com/images/p4/n/z/IMAR-WL132_V1.jpg
https://slimages.macysassets.com/is/image/MCY/products/0/optimized/21131730_fpx.tif?op_sharpen=1&wid=700&fit=fit,1&fmt=webp

Mall shopping trip - Retail Rendezvous

Oct 04 2025

https://cdn.saksfifthavenue.com/is/image/saks/0400021988030_CHALK?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0
https://st.mngbcn.com/rcs/pics/static/T1/fotos/S/17031145_07_B.jpg?ts=1746795958777
https://cdn.saksfifthavenue.com/is/image/saks/0470968660927_GOLD?wid=900&hei=1200&qlt=95&resMode=sharp2&op_usm=0.9%2C1.0%2C8%2C0

Comfortable knit sweaters for fall Casual - Autumnal Sanctuary

Oct 03 2025