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Reba McEntire

The singer, 57, met the rodeo queen in Pendleton, Ore., in 1959 with her parents and brother Pake. "That's the trophy saddle Daddy won for steer roping," she says.

Kristin Cavallari

The reality star, 26 (with her brother Mike ca. 1990), gets nostalgic over her family's trips to Cape Cod, Mass. "We used to go every year," she says.

Usher

The Voice judge, 34, loved mugging for the cameras at age 5. "Pictures are a major event for our family, and you only get one shot," he says.

Toby Keith

Keith, 51, was on his way to being a country crooner by age 8, when his grandma gave him this guitar. He wrote "Clancy's Tavern" about her.

Carmen Electra

The actress, 40, says she treasured the holidays "because my whole family was together." At age 3, "I got my first record player, which began my love of music."

Nick Carter

"I was the weird kid whose friends were elderly," jokes the singer, 33 (posing with his siblings at the retirement home their parents owned in Florida in the '80s).

Cat Cora

"I was always a Daddy's girl, and I loved to fall asleep on his lap," says the chef, now 45. "He was a big teddy bear!" The hair rollers (in 1972) were "to preempt a bad hair day at school!"

  • Contributors:
  • CONTRIBUTORS Jennifer Garcia,
  • Patrick Gomez,
  • Carlos Greer,
  • Marisa Laudadio,
  • Kevin O'Donnell,
  • Monica Rizzo.