Jennifer Hudson and Tim Gunn

While on her incredible weight loss journey, Jennifer Hudson had several family members join her in the process of slimming down and getting healthier—and three of her cousins truly "made it work!"

Together, Pam, Debra and Vera have lost more than 100 pounds, and with savvy style help from Project Runway's Tim Gunn, also Weight Watchers' new fashion expert, they discover the best ways to dress their new, slimmer shapes.

Pam, before and after losing weight

Photo: Weight Watchers

Pam is a Chicago city bus driver who wants to leave behind all of her frumpy clothes. To date, she's lost 75 pounds and is halfway to her goal weight!

Pam in an outfit selected by Tim Gunn

Photo: George Burns/Harpo Studios

Wearing a printed trench coat and pinstripe pants, Pam walks out to show off her new style.

"I'm very conscious of the fact that Pam is going through a weight loss transition," Tim says. "I wanted an item that would go with her on the rest of the journey so ... as Pam continues to diminish, the trench will shrink with her because of the way the belt is adjustable."

For Pam, losing the weight isn't just about looking good. "It's put years on my life," she says. "I had my last child at 42 and I want to be here for her. ... I [also] have my energy back."

On Pam:
  • INC snake-print trench coat from Macy's: $129
  • AK Anne Klein black, sparkly pinstripe pant from Nordstrom: $62.90 (originally $95)
  • Eileen Fisher platinum and sequins scoop neck shell from Nordstrom: $119.90 (originally $178)
  • Glint Platinum strappy sandal from Nordstrom: $109.95
  • Ariella Collection cocktail ring from Nordstrom: $78
  • Nadri silver and pave Cz hoop earrings from Nordstrom: $48
  • (Under) Spanx Super High Footless Shaper: $28

Vera, before and after losing weight

Photo: Weight Watchers

Vera, a medical administrator, wants to say goodbye to the boxy sweaters and pant suits she's worn for 20 years. She has recently lost 41 pounds and would like to lose a total of 80. "I would like to be a size 10," Vera says. "I haven't been a 10 since high school."

Vera in an outfit selected by Tim Gunn

Photo: George Burns/Harpo Studios

Looking at Vera in her stunning leopard-print dress, it's hard to believe she hasn't worn a dress in 20 years.

Putting on the dress, however, was an emotional experience for Vera. "It hasn't been easy," she says. "[But] just being able to wear [a] dress, it's been worth it, I'd say."

On Vera:
  • Jones New York leopard print dress from Bloomingdales: $99
  • Donna Ricco cropped cardigan from Nordstrom: $58
  • Lauren by Ralph Lauren patent belt from Nordstrom: $52
  • Joan & David black patent platform from Macy's: $200
  • Large crackle resin necklace from Nordstrom: $195
  • Argento Vivo gold, dangly hoop earrings from Nordstrom: $68
  • Ralph by Ralph Lauren gold bangle bracelets from Nordstrom: $98
  • (Under) Spanx Slim Cognito from Nordstrom: $72
  • (Under) TC Even More tank from Nordstrom: $59

Debra, before and after losing weight

Photo: Weight Watchers

Debra is a first-grade teacher and has no idea how to show off her new, thinner figure. She has lost 21 pounds and says she is just four pounds shy of her goal weight.

Debra in an outfit selected by Tim Gunn

Photo: George Burns/Harpo Studios

When Debra struts out to the stage with confidence and ease, Oprah says, "We don't even have to ask how you feel!"

"Oh, I feel absolutely fabulous," Debra says.

For Debra, Tim chose dark denim jeans to show off her figure. "I love jeans at any age," he says. "You have a dark wash going straight from the widest part of the hip. No flare. No taper. And never cropped."

On Debra:
  • J Brand "Bombshell" jean from Bloomingdales: $158
  • Theory "Derona" ivory silk blouse from Nordstrom: $200
  • Eileen Fisher black sequin vest from Nordstrom: $198
  • Vince black leather motorcycle jacket from Nordstrom: $394 (originally $995)
  • Trouve Rhyme bootie from Nordstrom: $129.95
  • Silver Bangles from Lane Bryant: $19.50
  • Silver hoop earrings from Nordstrom: $28
  • (Under) Spanx Higher Power Brief from Nordstrom: $36

Jennifer Hudson's cousins Pam, Debra and Vera

Photo: George Burns/Harpo Studios

Jennifer sums up her cousins' makeovers with one simple word: "Wow!"

Special thanks to:
  • Chicago's Van Cleef Hair Studio
  • Laura Mercier cosmetics
  • {intimacy} Bra Fit Stylists