Playing the matching game with your pieces can be a bit tricky and border the line of dressing like grandma (especially with plaid), but Kristin Cavallari shows us how it's done in this mini dress and blazer by Alexander Wang. Simplicity is key here, with minimal accessories and black high heel sandals. We threw in a clutch idea to hold your lipstick and other essentials as you dash off for date night! Style your hair in sexy curls with a side part for a classic 1940s look that will finish this fun and flirty, yet polished look.

We can definitely take notes from J-Lo on how to nail a glam look and confidently compliment her figure! Her white flare pants and satchel ensure that the colors pop like fireworks - but they are such great standout pieces themselves! Bonus finds here are the white flare jeans from Express, which run from sizes 00-18, and the yellow pumps are available in wide sizes on Amazon. Celeb favorite Christian Louboutins in neon yellow are a fab shoe to tie it all together...and what better time to experiment with bright colors than summer!

Gigi Hadid looks gorgeous in a botanical floral shirtdress by Alberta Ferretti. And her accessory game is strong as usual, from those on-trend mules (the It-shoe of the summer!) to the retro round sunnies. A pastel blue purse and python belt add extra color and texture. More is more in this case!

Fashion model Elsa Hosk sips a green smoothie in an even brighter green blouse! Paired with simple black pants, red loafers, and dark framed aviators, she looks smart, chic and ready to take on the day in style. Elsa is sporting the beloved Gucci GG belt bag, which must have been made with quick coffee runs in mind...but the weight of the Steve Madden dupe might be less of a burden around your waist than the $1,100 designer label bag!