Who Has Olivia Culpo Dated? What Really Happened With Her Famous Exes

Before she was a Super Bowl staple and the face of Rhode Island royalty, Olivia Culpo was just a girl from Cranston with a cello and a Miss Universe crown. But let’s be real. When people look up who has Olivia Culpo dated, they aren't looking for her musical background. They want the tea on the Jonas Brothers, the NFL drama, and the "no athletes" rule that she eventually (and very publicly) broke.

Honestly, her love life has played out like a high-stakes reality show long before she actually got her own TLC series. From the "formative" heartbreak of her early twenties to finding her "forever" with Christian McCaffrey, her path hasn't been a straight line. It’s been messy. It’s been public. And at one point, it involved a very angry wide receiver ranting on Instagram.

The Nick Jonas Era: A Formative Heartbreak

If you were online in 2013, you probably remember these two. They were the "it" couple of the moment. Olivia had just finished her reign as Miss Universe, and Nick was transition from boy-bander to solo heartthrob. They dated for nearly two years, from 2013 to 2015.

During the premiere of The Culpo Sisters in 2022, Olivia got surprisingly raw about this period. She moved to L.A. for him. She had "no brand, no money," and she was deeply in love. When they split in June 2015, she didn't just lose a boyfriend; she lost her sense of identity.

"I thought we were going to get married, I thought all the things," she admitted. "I remember night after night looking up at my ceiling in my apartment that I couldn't afford thinking to myself, 'How am I going to pay my rent?'"

It’s easy to look at her now and see a mogul, but back then, she couldn't even afford groceries after the breakup. It was the kind of heartbreak that changes your DNA. While Nick went on to write "Jealous" (which was inspired by her), Olivia had to figure out who she was without a famous man by her side.

The NFL Years: Tim Tebow and the Danny Amendola Saga

Post-Jonas, things got a little... sporty. In late 2015, she was briefly linked to Tim Tebow. This one was a blink-and-you’ll-miss-it situation. Some reports say they dated for two months; others claim they were just church friends who never even went on a solo date. Either way, it fizzled by November 2015.

Then came Danny Amendola. This is the relationship that most fans point to when they talk about "the drama." They started dating in early 2016 and were on-and-off for about three years. It was a rollercoaster of red carpets and public breakups.

The end was particularly explosive. In April 2019, after Olivia was spotted with DJ Zedd at Coachella, Amendola went on a legendary (and since-deleted) Instagram rant. He called out her "fishbowl lifestyle" and her need for social media attention. He even called Zedd a "scrony [sic] little f—er." Classy, right? This was the moment Olivia famously swore off athletes forever.

The Short-Lived DJ Fling: Zedd

Speaking of Zedd, the rumors started flying at Coachella in April 2019. They were seen getting cozy, and he even showed up for her 27th birthday dinner. It seemed like a "rebound" situation that was more about fun than a future. By the time the summer heat cooled down, so had their spark.

Breaking the Rule: Enter Christian McCaffrey

You know what they say about "never say never." Despite her vow to stay away from the locker room, Olivia met Christian McCaffrey in 2019. They were set up by mutual friends, and though she was hesitant, his "humble and vulnerable" nature won her over.

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This wasn't like her past relationships. It was quieter. More stable. They went from Instagram likes to a red-carpet debut at the 2020 NFL Honors. Christian wasn't looking for the "fishbowl" drama; he was looking for a partner.

The Road to the Altar

• April 2023: Christian pops the question during a getaway in Utah. The ring? A massive oval-cut diamond that basically has its own zip code.
• June 29, 2024: The big day. They tied the knot in Watch Hill, Rhode Island, at a chapel. Olivia wore a long-sleeved, high-neck Dolce & Gabbana gown that was the definition of "timeless."
• July 2025: The couple welcomed their first child, daughter Colette Annalise.

Watching her transition from the girl who couldn't pay rent to a mother and wife with a solid foundation has been quite the arc. She recently told People that Christian "makes her job easy" and that they balance each other perfectly. It seems the "no athletes" rule was really just a "no more toxic athletes" rule.

What We Can Learn From Olivia's History

If you're looking at who has Olivia Culpo dated and feeling a bit of deja vu in your own life, there's actually some solid wisdom here.

1. Identity is non-negotiable. Don't lose yourself in a partner’s shadow. Olivia’s struggle after Nick Jonas proves that having your own "brand" (or just your own life) is vital.
2. Rules are meant to be broken for the right person. "Type" is often just a collection of past traumas. Christian proved that the profession doesn't define the man.
3. Public rants are a red flag. If an ex is trashing you on the internet like Amendola did, it’s a reflection of them, not you.

Olivia’s journey from Miss Universe to "Mrs. McCaffrey" wasn't just about the men she dated. It was about her finding her own voice in the midst of very loud headlines. Today, she’s focusing on motherhood and her various business ventures, proving that there is definitely life—and a very good one—after a high-profile breakup.

To stay updated on Olivia's latest projects or her life as a new mom, you can follow her official social media channels or check out the latest episodes of her family's reality coverage.