Krista Cohen

Photo: Chris Eckert

Krista Cohen, 27
Full-Time Mom

Denim Dilemma: "I'm very hippy, so I need jeans that fit well through the bum and hip area," Krista says. "I like my jeans to contain my curves, not call attention to them."

The Solution: Stretchy Hudson jeans that don't gap at the waistband.

Jeans, Hudson, $198. Jacket, Rachel Rachel Roy, $149. Earrings, Lydell NYC. Bracelets, Emily & Ashley. Ring, Dina Mackney Designs. Shoes, Diane von Furstenberg.

Sage Salzer Miller

Photo: Chris Eckert

Sage Salzer Miller, 38
Charity Ambassador

Denim Dilemma: "I don't like too low a waistband, because that gives me muffin top," Sage says.

The Solution: DKNY jeans that are generously cut and sit higher on the waist.

Jeans, DKNY, $59. Shirt, MiH, $183. Earrings, Marlyn Schiff. Watch, Timex. Shoes, Repetto.

Deborah Hedges

Photo: Chris Eckert

Deborah Hedges, 59
Loan Officer

Denim Dilemma: "Comfort is the most important thing," says Deborah. "I have one pair of skinny jeans that are so tight I can't get out of them by myself—my husband has to help me!"

The Solution: Eileen Fisher jeans that are extrasoft and have a higher rise.

Jeans, Eileen Fisher, $178. Sweater, Equipment, $338. Shirt, NYDJ, $98. Earrings, Dina Mackney Designs. Scarf, Luxe Rachel Zoe for QVC. Necklace and ring, Sequin. Boots, Cole Haan.
shoes for skinny jeans

Photo: Marko Metzinger/Studio D

Shoes for Skinny Jeans
Flat tall boot
Perfect for tucking, and camouflages thicker ankles.
Nine West, $169;

Chunky bootie
The shorter boot is superchic; the stacked heel adds comfort.
French Connection, $190; 212-219-1197

Neutral slingback
Classier than a stiletto and lends a '50s vibe to the look.
Vince Camuto, $89;

Menswear-inspired oxford
An alternative to the ballet flat—and just as wearable!

Next: The Best Ways to Mix Denim

Adam Glassman

Photo: Sergio Kurhajec

At What Age Do I Stop Wearing Skinny Jeans?
With skinny jeans, it's about what kind you choose and how you wear them. Age has absolutely nothing to do with it. Still, unless you are in fantastic shape, do not pair skinnies with a short, formfitting top—a looser, longer shirt and boots is a better bet and shows off the most attractive part of the leg. And remember: Friends don't let friends wear jeggings.