
8. Striped Top + Hat + Paperbag Jeans
Jennifer Henry-Novich’s outfit proves that paperbag-waisted jeans make a statement on their own, so the trick here is simply to elevate them. Using a neutral striped top, fun hat and a mini handbag to bring out the already-cool style of these jeans is the way to go. Add some heels for an even more dressed-up look.

Janis Paperbag High Waist Crop Tapered Jeans
These paperbag jeans feature an ultra-high waist that’ll look cute with your fave crop tops—and the tapered design is the perfect mix of modern and vintage.

9. Silky Cami + Statement Heels + Ripped Black Jeans
If you’re looking for the perfect edgy-but-still-dressy date night outfit, look no further. Pair your favorite black jeans with a silky cami, statement heels and a matching bag to copy Christina Zayas’ look. It’s a simple but effective way to look amazing no matter your plans.

The Toby Jeans
High-rise black jeans are truly a blessing. This pair is an affordable investment and can be styled for day or night!

10. Denim Top + Sandals + Straight-Leg Jeans
Don’t knock denim-on-denim until you’ve tried it! When you pair two different washes of denim with a fun bag and cute sandals, you can an effortlessly elevated look perfect for warm weather. You can also belt your jeans and do a half-tuck for an added polished detail.

Hayden Knee-Rip Jeans
This pair of straight-leg jeans from Princess Polly features cool-girl approved distressing at the knees for a lived-in look.