lucky penny has finally met her one true love… and these two suitors better fight for her attention. alexander wang is a genius matchmaker.

for day, she will be seen about town with her donna hobo bag in luggage. for night, her brenda mini-camera bag in navy is all she needs.

buttery soft washed leather. muted neutral tones. large zippers, utility pockets and chain links.

best of all, both can be worn cross-body and hands-free… cocktail in one, iphone in the other.

every girl deserves to be wooed.

***psst… lucky penny met the incomparable alexander wang at the holt renfrew fête last month! *swoon*

lucky penny has a new best friend… actually… make that three! meet sharkskin, sahara and olive.

a dear lovely friend suggested she try on a pair… and boy, was she ever right?

trusted ol’ jeans need to take a wee hiatus for her *new* j brand skinny cargos… they sit low-rise, graze the ankle with side zips, and le bum has never looked this good!

***psst… they will stretch like denim, so buy one size too small. trust.

lucky penny has always loved this aspirational photo of audrey hepburn. she was effortless and carefree without compromising an ounce of style… and showing a bit of ankle was sexier than décolletage.

gap‘s *new* premium pant collection features five fits for every look and occasion… including curvy, true straight, perfect trouser and modern boot.

lucky penny is enamoured with their slim crop. eureka! while she loves a good pair of jeggings, the crop is more classic and dare she say demure. these pants just skim the hip, and show a hint of leg.

her mind is reeling with possibilities… with gap city flats, or sky-high cage heels. she came home with two pairs.

pretty sure mademoiselle hepburn would approve!

lucky penny was innocently window-shopping in chicago’s wicker park (much like ossington/west queen west in toronto) when something sparkly caught her eye.

this stunning neckpiece by elizabeth cole… graceful lines of swarovski crystals anchored by a gold-plated antique chain… made her heart skip a beat… aaaaand it was on sale. *say the magic word: abracadabra*

other chicago highlights included… more sale shopping at barneys, a few blocks away from michigan avenue’s magnificent mile. boy bestie bought his *perfect slim-fit* hugo boss suit for 65% off at saks fifth avenue. score!

don’t dare miss… “the bean” by anish kapoor in millennium park, or “the wizard of oz”-themed playground in lincoln park.

for the foodies… beautiful sleek wood décor (and food to match) at avec, hipster taco/tequila bar called big star, classic deep dish pizza at giordano’s, and room service (order the w burger with fries) at w chicago – city center. read it all starts with butter all week for more!

best. road. trip. ever.

lucky penny felt her upper lip curl for these blue suede shoesies by marais usa at chasse gardée. well, it’s one for the money, two for the show, three to get ready, now go cat go.

trying to be a penny pincher, but failing at it miserably… my hands are shaky and my knees are weak. i can’t seem to stand on my own two feet. who do you thank when you have such luck? i’m in love. i’m all shook up.

lucky penny has been searching *high and low* for this particular shade of blue. cobalt, to be exact, is the new neutral… wear these strappy sandals with just about anything… from a white summer frock, to seersucker jacket, tee and short-shorts.

even boy bestie said they look fabulous, and who can argue with that?