Wait what? Walkin' and talkin' in high-rise, torn girlfriend jeans, Gucci Princetown 

brocade mules, Chanel Gabrielle quilted hobo bag worn over neck and off-shoulder 

cropped sweater.

Happily out and about in Saint Laurent Betty sunglasses, jean jacket, Calvin Klein 

sweatshirt and brocade, fur-lined mules.

Exciting shopping trip with friend in leather jacket and print top.

Fall dude wear.

Cool days cool looks in beanie, Moncler jacket, layers shirts and sneakers, 

with friend in varsity jersey jacket, hoodie, Supreme bag and Rick Owens looking 

jeans and sneakers.

College boys.

College attire seems to include Octobers Very Own Gold Owl OVO hoodie, 

sweats, sneakers and backpacks.

College student sporting a beard and handlebar mustache, plaid pullover and 

duffle bag.

Sweater weather.

The turtleneck sweater dress with OTK boots and a B&W checkered shoulder bag.

The turtleneck mini sweater dress and pointy toe, stretch ankle boots.

The sweater mini dress with OTK tights and ankle boots.

Express yourself!

October starts on a mysterious note with this creature decked out in a skeleton 

jumpsuit and black hat roaming the streets of Rush and Walton.

Chicago International Puppet Theater Fest marionette heads to Water Tower Place 

with help from Chicago master puppeteer Blair Thomas.

Buzzing the ave. in a Muppet-like, fuzzy, monster helmet and a Suzuki bike 

Hair and makeup.

Stylin' group doing lunch at Nico Osteria (clockwise ) Hair stylist Kelly Cardenas, 

friend with great hair and Gucci sneakers, hair stylist Brooklyn Cardenas and 

Brian Sutherby makeup artist.

The two tier caper.

Fall layering takes a spin with this Adam Lippes loden green two tiered cape in 

wool blend with ribbon tie, and a Chanel crystal brooch.

Dynamite duo!

Kennede and Michelle Miller's excellent day out to celebrate her birthday. 

Kennede is in a top and newsboy cap from Zara, Joe's jeans and Calvin Klein white 

booties. Michelle's camo jeans are from Zara, Alexa Chung jean jacket, Schultz 

ankle boots, Quay sunglasses and a Lagerfeld designed Chanel bag.

Love is in the air!

Kisses and flowers. Cute couple with eyes only for each other.

"Whoa, we did it." Just married groom and bride in wedding attire of their own 

design complete with a sunflower bouquet.

Cozy couple in plaids. 

Peakaboo pretty.

Peak of pretty with this beaded, strapless bustier, a Culotte "split skirt", leather                                                                                        moto jacket and Ray Ban Clubmaster Classic sunglasses.

Fun-ky!

Headed for fun  in a mini animal print skirt, button-shoulder sleeve top, Gucci 

Sylvie Web, lace-up ankle boots and Balenciaga belt bag.

The snakeskin, ankle boot trend is back paired with cropped, wide-leg jeans.

Pretty cool in this B&W outfit with Roger Vivier Viv 'Run sneakers with rhinestone 

buckle and round beaded sunglasses.

Walk this way.

Walking the poodle in a long, striped shirtdress with tie cuffs and Chanel 

gladiator sandals.

Hello.

Interesting couple in a Hello Kitty beaded T, Fendi cat eye sunglasses and he in a 

Lacoste shirt and Apple watch.