Relaxed fit jeans

Photo: Peter Rosa

Relaxed
Laura Taft Paulsen, 51
Arts patron, North Carolina's Penland School of Crafts, an immersion school for artists.

"This outfit is fun and unpretentious. I love the Chuck Taylors, but you could also dress the jeans up with a silk top and heels."
—Laura

Jeans: MiH, $225; MiH-Jeans.com
Relaxed jeans outfit

Photo: Richard Majchrzak/Studio D

Top: Lemlem, $175; AccompanyUS.com, Bag: Stella McCartney, $895; Bloomingdales.com, Watch: $225; CitizenWatch.com, Jeans: J Brand, $216; Nordstrom.com, Shoes: $65; Converse.com
How to wear tapered jeans

Photo: Peter Rosa

Tapered
Jodie Patterson, 43
Cofounder and chief creative officer of beauty site DooBop.

"These jeans make my butt look good because they're fitted, which is hard to find in the boyfriend style. And the denim shirt is supersoft and light."
—Jodie

Jeans: AG Jeans, $225;AGJeans.com
Tapered jeans outfit

Photo: Richard Majchrzak/Studio D

Top and Jacket: $395 and $495; ToryBurch.com, Bag: $85; EmilieMShop.com, Cuffs: $40 to $50 each; AnnTaylor.com, Jeans: $198; EileenFisher.com, Shoes: SJP, $485; Nordstrom.com/SJP