ON PAMELA: Dress, Azzedine Alaïa ($5,410). Ikram, 15 E. Huron St.. Large wood bangle ($40), small wood bangle ($30) and amber ring ($220), Sterling & Stones. 900 North Michigan Shops, 312-278-6637. Shoes, Prada. Pamela’s own ON CARLOS: Shirt ($105) and pants ($198), Boss Black. Bloomingdale’s, 900 North Michigan Shops. Vest, John Varvatos ($198). Bloomingdale’s, SEE ABOVE. Tie, Sean Marshall’s. Watch, Cartier. Carlos’ own
Pamela Pena: Skyscraping Style
When Pamela Pena walks into a room, she turns heads. Her long brown hair, big brown eyes and slim figure easily capture anyone’s attention—though the gorgeous Gucci bag on her arm doesn’t hurt, either. “I waited three months for this bag!” she says of her new dark brown hand-stitched handbag with tassels and bamboo handles. “It just came from Italy.”
As the wife of Carlos Pena, the Chicago Cubs marquee home-run hitter and last year’s big-name off-season signing, Pamela is used to being in the spotlight—especially on game day when somehow, some way, fans always seem to know which women are the Cubs players’ better halves. “I think it’s because we wear high heels,” Pamela says. She shakes her head and smiles. “[People say], ‘Look at those girls! Those are the players wives!’”
Pamela, who has been attending games since birth (her father is part owner of a baseball team in the Dominican Republic), has her game-day look down to a science. “For day games, we’re relaxed,” she says. “And in Chicago they do so many day games, so we’re usually comfortable.” But for night games, she says, the Cubs wives will usually kick it up a notch: She favors tight leggings or jeans, high heels and a cute top, as the couples will often hit the town afterward.
Though the Penas have a home base in Windermere, Florida, where Pamela lives with their two children while their five-year-old is in school, they’ve also set up shop in Streeterville, and Pamela has already made herself at home on Michigan Avenue, frequenting Neiman Marcus and Nordstrom. “I love shopping. I’m a Chanel girl, a Gucci girl. I love David Yurman,” she says. (And it should be noted that Pamela rolled up to our photo shoot with a small suitcase filled with her own jaw-droppingly gorgeous designer shoes, in case we needed them.)
But Pamela, always quick to glam it up, is just as happy to keep it casual when she’s not out and about. “I love high heels, but I love flats too,” she says. And though she favors Gucci jeans—who designed her denims doesn’t matter as long as they look good. “When it comes to jeans, I’ll wear whatever. If they are cute, I don’t care [about the label].”