Olivia Culpo and Christian McCaffrey's relationship timeline as they prepare to welcome second child

Olivia wasn't new to dating members of the National Football League. Before Christian, she dated former New England Patriots wide receiver, Danny Amendola. After the two broke up, Olivia was set up with Christian through her "best friends."

"I was apprehensive," she shared to Instagram. "I was worried it would be the same old story all over again and that all guys were the same. While my expectations were low, I knew I couldn't close myself off and make decisions based on fear."

Olivia and Christian were officially a couple, with the latter routinely attending NFL games cheering on her boyfriend. Christian was a Carolina Panther and Olivia loved celebrating him by wearing his jerseys.

In early 2020, before the COVID-19 pandemic, they made their red carpet appearance.

Posing together, the two were all smiles at the NFL Honors, an award ceremony celebrating football achievement ahead of the Super Bowl.

During February, Olivia and Christian also celebrated their first Valentine's Day as a couple. Christian captioned an Instagram: "Never a dull moment with you," with a photo of the two holding hands.

Their relationship blossomed as the world shut down. Olivia and Christian held a "self-isolation prom" with their "quarantine crew." Olivia posted a series of photos to her Instagram with Christian and friends in the classic prom poses.

A few months later, the couple committed to each other by expanding the family. They adopted a toy golden doodle named Oliver Sprinkles Culpo McCaffrey.

After two years together, Olivia and Christian celebrated their second anniversary together. Olivia has nothing but kind words for her boyfriend, writing to Instagram: "You are the hardest worker with the biggest heart. Getting to see you work your butt off every single day to make your dreams come true has been such an inspiration to me and your sincerity in everything you do makes me feel like the luckiest girl in the world."

Still going strong, Olivia and Christian leave North Carolina after Christian was traded to the San Francisco 49ers.

"This city stole my heart and I'll never forget the memories and people who made the last 3+ years so special," Olivia wrote to Instagram.

After nearly four years together, Olivia and Christian got engaged while on a road trip through Utah.

"Christian should get an Oscar for his acting skills because I had absolutely no idea he was proposing," Olivia told Vogue.

They celebrated the engagement a few months later with a white-themed party, decked out with cupcakes, sparklers, and their puppy Oliver Sprinkles.

The couple married on June 29 in a church ceremony on Watch Hill, Rhode Island. Olivia wore a long sleeve dress with a long train designed by Dolce and Gabbana. Christian wore a classic black tux.

"Even with so many people in the room, it felt like it was just Christian and I," she told Vogue.

After almost a year of marriage, Olivia announced to her Instagram that she and Christian were expecting.

"Next chapter, motherhood," she captioned a black-and-white photo of her holding her baby bump.

To celebrate their last anniversary before becoming parents, Olivia shared to Instagram a video of their wedding day, writing: "One year down, with something new. Soon it's more than just us two. Best day ever, best year ever … happy anniversary to the love of my life. So so thankful."

The couple welcomed their daughter Colette Annalise McCaffrey in July 2025.