Oscar De La Hoya's Dating History: Shanna Moakler and More

Oscar De La Hoya was quite the catch when he and former Miss U.S.A. Shanna Moakler coupled up in 1997. The Golden Boy was professional boxing’s reigning welterweight champion and despite his brutal profession, was so incredibly handsome. While the beauty queen was his first high profile romance, Oscar has had a light dating history ever since their 2000 split.

The pugilist and the beautiful blonde announced their engagement in 1998 after a year of dating. Six months later, the pair welcomed a daughter, Atiana, in March 1999. The couple never made it down the aisle and had a dramatic split after Shanna spotted him taking another woman as his date to an awards show while they were still together.

“I’m sitting in bed, watching the Latin Grammy awards, feeling hurt that he went without me. Then, I see him there with another woman. I was devastated. I had no idea there were any real problems in the relationship until that point,” she told ESPN. Shanna added, “The way he handled the situation with me and our kid was in poor taste and really kind of mean.”

The “other woman” with Oscar at the Latin Grammys was Puerto Rican singer and actress Millie Corretjer. The two met in 2000 as the boxer was trying to break into music and recording his first album and asked Millie to appear in a music video. The pair fell hard for each other and wed in a secret ceremony in San Juan, Puerto Rico, on October 5, 2001.

The marriage produced three children: son Oscar Gabriel De La Hoya, born in December 2005, and two daughters, Nina Lauren Nenitte De La Hoya, who was born 2 years to the date after her brother on December 29, 2007, and Victoria Lauren Rose De La Hoya, who came along in January 2014.

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After 15 years of marriage, Oscar and Millie split in 2016, but they continued to make public appearances together through 2020. The pair posed lovingly at the 2019 American Icon Awards at the Beverly Wilshire Four Seasons Hotel on May 19, 2019, looking every inch like a couple.

Oscar appears to have found love again, as he debuted new girlfriend, Holly Sonders, in 2021. They were first photographed at paparazzi hotbed Nobu Malibu in August, after he and the sportscaster met two months prior when she interviewed him at a boxing event. The pair made things official by posing together at the George Lopez Foundation’s 14th Celebrity Golf Classic in Southern California on October 4, 2021.

Scroll down for Oscar de la Hoya’s dating history.

Holly Sonders

Oscar and girlfriend Holly Sonders pose together at the George Lopez Foundation 14th Celebrity Golf Classic, in Toluca Lake, California, on October 4, 2021. The pair met in June of the same year when the sportscaster interviewed Oscar at a boxing event that the former pugilist was promoting. Despite their 14-year age difference, the romance seems to be heating up.

Holly gushed about Oscar in a Thanksgiving Instagram post, showing a photo of the couple smiling and holding hands. She wrote, “Happy Thanksgiving! I am grateful I met you Oscar and for all of your wonderful friends/family who have now become a huge part of my life.”

Millie Corretjer

Oscar and former wife Millie Corretjer pose together at the 2019 American Icon Awards in Beverly Hills. The couple married in 2001 after falling hard for each other the year prior while working on a music project. Their 15-year wedded union produced three children before the couple split in 2016.

In late 2016, Oscar was captured on video at L.A.’s 1OAK Nightclub telling everyone he was now single, which fueled the breakup rumors. Millie then took to Twitter to post a picture of a little girl adjusting a crown on her head that read, “On the darkest days, when I feel inadequate, unloved and unworthy, I remember whose daughter I am, and I straighten my crown.” Despite their split, the pair continued to attend red carpet events together in the years that followed.

Shanna Moakler

Oscar and Shanna began dating in 1997 and got engaged the following year. They welcomed daughter Atiana in March 1999 but split in 2000 when Shanna spotted Oscar with another woman at an awards show. Shanna later told ESPN that it was his defeat by “Sugar” Shane Mosely that partially turned the tide in their romance.

“When he lost to Shane Mosley, things had a different feeling, but I never thought the problem was with our love and us. I thought it was more about his defeat. As a man going through that … I always thought it was just something he was working out. I thought the problem was the public humiliation of that loss,” she explained.

“Before that, there were stupid little problems, like ‘Why didn’t you call me?’ or that he traveled a lot, but nothing serious. Naturally, there are going to be problems with a very conservative Mexican man being with a very independent woman. But there were never any problems where I thought we would leave each other,” she added.

After a bitter split where she sued him for $65 million in palimony suit and settled out of court in 2001, she went on to marry and have two children with Blink-182 drummer, Travis Barker. The couple divorced in 2008, though Travis played an integral part in raising Atiana.

Oscar and Shanna have been able to repair their relationship over time. “He and I are super close,” the former beauty queen revealed about her status with Oscar during March 2021 interview with Entertainment Tonight, adding, “We’re really good friends, and I just think he’s great.”