After almost four years of dating, Olivia Culpo and Christian McCaffrey (San Francisco 49ers) got engaged! The model said she’s never been happier and that Christian is her partner in crime. McCaffrey proposed with a gorgeous ring with a huge rock, and the fans went crazy over it.
Here, we’ll dig deep into Olivia and Christian’s relationship timeline and talk more about the gorgeous ring.
Olivia Culpo and Christian McCaffrey’s Relationship Timeline
Many celebrities don’t want to date athletes because they have a reputation for being womanizers. Olivia Culpo was one of them; after a few failed relationships, she swore she would never date an athlete again. This all changed when she met Christian. Let’s travel back in time to 2019 and look at the couple’s relationship from the very beginning.
2019
It all started in May 2019 when Christian liked Olivia’s Instagram photo. Many fans noticed this and hoped that there was something going on between them. However, at the time, neither Christian nor Olivia confirmed their relationship. But they didn’t deny it, either.
Just a few months later, a leaked photograph insinuated the two were dating. The photo portrays Olivia and Christian vacationing in Mexico.
Not long after, Olivia became a regular at Christian’s games. But the couple still didn’t go public about their relationship.
In November 2019, the fans saw yet another sign that the two were romantically involved. Christian shared a photo of Olivia and wrote, “Proud of you” after her photoshoot. She reposted the photo and wrote that this made her day. At this time, it was pretty clear the two were a thing.
Christian also posted a photo of his mom and Olivia at one of his games, and many fans were absolutely sure something serious was going on between the two.
2020
In January and February 2020, Olivia and Christian attended several events together. But at this time, they still hadn’t announced their relationship publicly.
The fans got their confirmation about Olivia and Christian dating on Valentine’s Day 2020. Olivia posted a photo of her and Christian and wrote a very romantic caption. She mentioned that he changed her life and showed her the love she always dreamed of.
A few days later, Christian showed his protective side and defended Olivia after a mean Instagram comment. One user stated that the couple was a perfect example of girls who date for money and boys who date for looks. Christian replied by listing ways in which Olivia makes money, thus showing the person that she’s not a gold digger. Many praise Christian for this move. He took time to defend his girlfriend, showing support and appreciation.
In July, Olivia did a Vogue editorial shoot, and the photos were taken by none other than Christian. She mentioned how special that was for her and that she was happy to play dress-up at home.
July was also the month when the two took a big step forward: they got a dog and named him Oliver Sprinkles.
2021
The end of 2020 and the beginning of 2021 were silent; we didn’t see many posts by the couple. This worried their fans, as they suspected the couple had broken up. They were thrilled to learn this hadn’t happened when Olivia posted a video about Christian buying a boat and naming it “Olivia.”
In June 2021, we saw the couple on a vacation at St. Bart’s. They travelled there with Olivia’s sister Sophia and her boyfriend, so this was a family vacation.
2022
The couple opened 2022 with a romantic photo of them kissing. The first few months were one event after another. They went together to the Vanity Fair Oscar party and celebrated each other’s birthdays.
In June, the couple reached a relationship milestone and celebrated their third anniversary. Olivia posted several photos and remembered her life three years ago. She said that she wasn’t looking for a relationship but agreed to meet Christian after her friends talked her into it. Olivia mentioned that she was happy she listened to the voice in her head that told her to go, and that Christian restored her faith in love.
McCaffrey also posted a series of photos. He stated that he loved having her by his side and that she inspired him every day.
In November, Olivia did an interview with Entertainment Tonight and shared some details about the beginning of their relationship. She explained why she broke the “I’ll never date an athlete again” rule. Olivia mentioned his personality, his relationship with his family, and the fact that they have a lot in common.
2023
During the first few months of 2023, Olivia showed support for her soulmate several times. They attended numerous events together, including the NFL Honors.
On April 2, Christian proposed. They announced the engagement a few days later by posting a heartwarming photo with him down on one knee and her looking thrilled.
Let’s Hear More About the Ring

The couple announced the engagement but didn’t talk much about how it happened. All we know is that it happened in Utah and that their dog Oliver was there.
While we may not have details about the engagement, we do know more about the exquisite ring Christian proposed with.
He worked with Ring Concierge to design the perfect ring for Olivia. Christian paid special attention to the model’s style and wanted a ring that would be a combination of a classic and a modern style. He managed to get exactly that: a gorgeous Whisper Thin piece with three stones.
The ring features two metals (yellow gold and platinum) which create a subtle but effective contrast. Some fans say these metals symbolize the two of them crossing paths and “merging” their lives, but this is open to interpretation.
The thin band ensures all eyes are on the impressive diamonds. In the center, we see a gorgeous oval-cut diamond flanked by two epaulet side stones.
Oval-cut diamonds have become very popular in the last few years. Many engagement rings feature a solitaire style (just one diamond) and have an oval-cut diamond in the middle. In this sense, Olivia’s ring conforms to the trends. The unique twist is the two epaulet side stones complementing the center stone and making it look even bigger.
How Much Did the Ring Cost?

Estimating a ring’s worth is difficult when you don’t have all the details. We do know that the center stone weighs 5.00-8.00 carats, but we don’t know its color and clarity grades. Still, skilled experts can give a ballpark figure based on the ring’s overall appearance. According to Wedding Scoop Jewelry experts, this ring cost between $500,000 and $600,000.
Talk to an Expert Jewelry Shopper

If you like Olivia Culpo’s ring and want to purchase a similar one, our jewelry shoppers can help. We’ll consider your requirements, style, and budget and find a ring that matches the criteria to the letter.
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