By Susanna Negovan
Photographs by Jack Guy | November 11, 2010 | People
Glam leather pants with a simple tee, leopard print bag and glossy red lip
Girlie milk braids with a chic leather jacket and black mini
A simple tank with a hip hobo bag and bumble bee necklace
Low-key but still glamorous in a bucket hat and oversize sunglasses
Looking cool in a boyfriend blazer, mini dress and open-toe booties
Very LA in black jeggings and clogs with a loose side ponytail
Sporting a pair of tattered jeans with a velvet jacket and chain link necklace
Ready for a night out with Pete in a leather bustier and shiny mini-skirt
Ashley Simpson-Wentz is in a beautiful place. Just ask her about her husband Pete Wentz’s downtown Chicago bar, Angels & Kings, and she says, “It’s so beautiful!”; or the genuine affection Chicagoans have for her and her Wilmette-born-andreared husband (also beautiful); or the many city landmarks she’s visited recently, such as Lake Michigan, the Chicago History Museum and Wilmette’s Trinity United Methodist Church.
That’s not to say that the actress and pop star, 26, falls short on her powers of description. Far from it—she’s simply perfectly satisfied with this phase of her life, which is focused on her family (she and her husband have a nearly two-year-old son, Bronx) as she continues working at a leisurely pace on her fourth album, due next year.
ON SISTER JESSICA SIMPSON
Simpson-Wentz doesn’t become ruffled easily, unless you discuss the downright ugly way people reacted to pictures of her sister, Jessica Simpson, during the “mom jeans” controversy last year. “She’s gorgeous; she’s absolutely stunning,” says Simpson-Wentz in disbelief. “If you were to meet her in person you’d be like, ‘Oh my God.’ She doesn’t need an ounce of makeup; she’s just one of those people who has always been beautiful.”
She continues: “I don’t think that there’s anything to ever talk about there, and I just feel that people were insane. Have they not looked in the mirror? What the heck! Jessica’s adorable.”
CHICAGO VERSUS LA
It’s no surprise that she finds the Chicago vibe to be a stark contrast to life in Los Angeles. “Chicago is not a city that represents vanity and such rude, wrong words,” says Simpson-Wentz. “It’s a place of warm, loving people.”
And unlike most young celebs, she’s doesn’t court publicity on the red carpet—though if you Google “Simpson-Wentz” you’ll find countless paparazzi shots of her running seemingly mundane errands in simple clothes. “I wear jeans and a T-shirt or shorts and a T-shirt every day,” she says, refusing to play the Hollywood game even though she doesn’t seem to have a choice.
“Isn’t it so ridiculous?” she laughs. “And it doesn’t feel like that in Chicago, which I really love. I can go to the grocery store—it’s awesome! And who cares what I’m wearing to the grocery store? It’s so silly.”
She still finds it a little surprising that she has so much fun interacting with fans here. “They love my husband—he’s like the hometown hero. We’ll go to Whole Foods and people are like, ‘Pete! Pete!’ We’ll walk to Starbucks and everybody will be following him. People are so sweet about it, and it’s really from a genuine place.”
Ashlee's Street Style
LIFE WITH PETE AND BRONX
While they come back regularly to visit family (they both stood up in Wentz’s sister’s wedding at the Chicago History Museum earlier this year, where “our son attempted to walk down the aisle, which was really adorable before he was like, OK, never mind. Mom and Dad, pick me up!”), Simpson-Wentz says the holiday season is her favorite time here.
“Right when I land, it’s such a breath of fresh air,” she says. “I love the cold and the snow. Driving into Pete’s hometown is amazing—I always see that church and I know we’re almost there! It’s a beautiful place to be, and you really feel like it’s the holidays.”
LEFT: Dahlia romper, Femme Noir ($240). Visit femmenoircollection.com. Headband, hairstylist’s own. Diamond rope necklace, stylist’s own. RIGHT: Dress, Jenny Packham (price on request). Visit jennypackham.com. Rose-gold, chrysophase and diamond earrings, Julia Cohen ($7,000). Visit switchboutique.com. Aizza pumps, Jerome C. Rousseau ($495). Saks Fifth Avenue, 700 N. Michigan Ave.; saks.com
Styling by Mary Alice Haney at The Wall Group
Hair by Jenny Cho at The Wall Group
Makeup by Mary Phillips using Chanel at themagnetagency.com
Manicure by Beth Fricke for artistsbytimothypriano.com using OPI