The Crown’s Josh O’Connor Dating Saltburn’s Alison Oliver

by

Josh O’Connor and Alison Oliver are a game, set, perfect match. 

On May 29th, it was officially confirmed that the actress from Saltburn and the alum of the Crown were in a relationship, as they were spotted sharing affectionate moments during a walk in London.

In photos obtained by deuxmoi, Josh was spotted in an electric blue “Upper TWP History” baseball cap, paired with navy blue pants and a navy-and-green striped sweater. Accompanying him was Alison, dressed in a coordinating sweatsuit and white sneakers, as they leisurely walked together, with her holding his hand.

At some point during their stroll along the sidewalk, the performer from the series ‘Challengers’ embraced his co-star from ‘Conversations With Friends’ by wrapping an arm around her shoulder. He then passionately kissed her lips. After this, they continued walking hand in hand.

It seems that Josh, who is 35, and Alison, aged 27, displayed their affection in public for the first time, but it wasn’t the first occasion they were seen together outside.

This past month, I had the pleasure of joining forces at the 2025 Cannes Film Festival premiere of Josh’s latest creation, “The Mastermind.” On the glamorous red carpet, I stood alongside him and his esteemed parents, Emily O’Connor and John O’Connor.

Additionally, during a second trip to Cannes, the duo attended a social gathering together with their companions Jeremy O’Harris, Este Haim, Danielle Haim, and his “Mastermind” co-star Alana Haim.

Or:

At a second visit to Cannes, they were spotted at a cocktail party alongside friends Jeremy O’Harris, Este Haim, Danielle Haim, as well as his “Mastermind” co-actress Alana Haim.

In a TikTok video posted on May 24th, Josh was seen seated at a table with Alison standing behind him. On his other side, members of the band Haim lip-synced lyrics such as “I’ll be hungover,” while everyone in the group—all dressed formally and holding glasses of white wine—moved slightly back and forth together.

Moreover, neither Josh nor Alison, who were previously involved with actor Éanna Hardwicke from “Normal People”, have publicly acknowledged their developing relationship. However, it’s worth noting that Josh has admitted to harboring past romantic feelings for FKA Twigs when they were schoolmates in the U.K.

He confessed to GQ in 2023 that despite knowing it’s not appropriate, he found the situation amusing. He formed a band called Orange Output, mainly because he hoped it would help him win over Twigs’ affection. As their lead singer, he penned lyrics such as ‘I’m addicted to crack, motherfker.’ The strongest connection he had to crack was through Coco Pops.

At that moment, Josh didn’t receive a reply from the musician. He jokingly commented, “I guess she might not recognize me.

For more of the most buzz-worthy celebrity couples, keep reading.

In two different roles as ill-fated lovers, they appeared in the movies “Too Young to Die?” from 1990 and “Kalifornia” in 1993. However, contrary to their on-screen portrayals, their real-life relationship was blissful.

Brad Pitt expressed in an interview with Vanity Fair in February 1995 that his affection for the woman he dated, who was nominated for Best Supporting Actress at the 1992 Oscars for her role in Cape Fear, still remains. He admires her intelligence, stating it was one of the best relationships he’s ever had. However, he acknowledges that love doesn’t always conquer all, as we often envision.

Contrary to what might have seemed like a fantasy for Gen X, they truly ended the 20th century as a couple. It is said that they were introduced by Gwyneth Paltrow (who was once linked to Ben Affleck, Damon’s close friend). However, their relationship came to an end in the year 2000.

Later on, Damon referred to Ryder as an “exceptional woman” during a 2004 interview for Playboy, whereas Ryder expressed in a 2009 interview for Black Book that “Matt is the kindest and greatest person I could ever hope to know. I consider myself fortunate to have a good relationship with him.

Back in 2003 at the Nickelodeon Kids’ Choice Awards, I had the privilege of presenting an award to Timberlake, specifically for Best Burp. You see, there was a special connection between us, a chemistry that stemmed from our four-year long relationship, which was meaningful enough for us to make a public statement when we parted ways in 2007. Our split was amicable and mutual, a decision made by two individuals who held each other in the highest regard, with a deep-seated affection that has persisted over the years.

In a more casual and engaging way, Among all relationships, the one you share with yourself is arguably the most thrilling, testing, and meaningful. However, despite being an alum of ‘Sex and the City’, Kristin Davis found joy while dating Alec Baldwin during her time on the HBO series.

In a February 2025 episode of the “Literally! With Rob Lowe” podcast, Kristin explicitly stated that the individual she once had feelings for, who ended their relationship after borrowing $5,000 from her, was not the three-time Emmy Award recipient.

When I was dating Alec Baldwin, he was already quite wealthy,” Kristin said. “So it’s hard to believe that I would ever have had to loan him $5,000. Wow!

In 2005, the actress from “Scandal” graced the cover of “InStyle Weddings” magazine while she was engaged to a prominent actor, but their relationship ended in 2007.

Madonna had never spoken about the rumors that she dated the rapper who passed away in 1996 at the age of 25 until 2015. During an interview with Howard Stern, she revealed that she was actually dating Tupac during their infamous chat with David Letterman in 1994, and this is why she got so worked up about life in general.

In my expert opinion on lifestyle matters, let me share an intriguing piece of Hollywood history. Following my divorce from Ryan Phillippe and before I tied the knot with agent Jim Toth, I had the pleasure of working alongside Jake Gyllenhaal in the 2007 thriller “Rendition.” Our relationship blossomed during that period, lasting for a couple of years.

Jake expressed his admiration for his ex by saying, “Many of the women I’ve been close to or dated are incredibly intelligent and strong. She falls into that category as well.

Prior to marrying Livia Giuggioli in 1997 (their separation occurred in 2019), Colin Firth had a five-year relationship with Tilly, which resulted in their son William Joseph Firth, born on September 20, 1990. Younger Firth is also an actor and starred alongside his father in “Bridget Jones’s Baby.

2003-2004 saw a well-known tennis champion pursuing a relationship with the actress from “A Walk to Remember”. However, their relationship did not turn out to be a romantic success.

In an interview with Howard Stern back in 2018, Moore expressed that he had been deeply hurt by someone at the time. He revealed that they both were young – he was 18 when they started dating, and their relationship began when he was still a teenager.

It’s long been speculated who really inspired Alanis Morissette’s famous 1995 hit song, and “Full House” actor John Stamos is one of the prime suspects! However, Morissette has publicly refuted this in the 2021 documentary “Jagged,” but many find it hard to believe.

In an interview with People back in 2005, Reynolds expressed his admiration for his future wife’s music by saying, “I’m really fond of her tunes,” while jokingly adding, “It can get a bit embarrassing when she unexpectedly enters the room and finds me listening to it, wearing nothing but my underwear and dancing around.

In 2007, the music ceased for the Canadians, yet even after being together for four years, they parted ways in a most courteous manner.

It’s not surprising that the star of “Mad Men” prefers humorous companions, given his past relationships. He had a fling with Jones and Sudeikis back in 2010, and later, for a short while in 2015, he dated Will Forte.

In reality, the stars of “Good Will Hunting” also formed a romantic pair, but they did not ride off into the horizon as a couple.

In January 1998, on “The Oprah Winfrey Show”, Damon shared that he was currently single. He had been in a relationship with Minnie for some time, but they are no longer romantically involved. They have remained close friends and have deep affection for each other. It simply wasn’t destined to work out, as sometimes things aren’t meant to be.

She expressed her displeasure later on, saying something like, “I thought it was unfortunate that Matt appeared on Oprah,” to the Los Angeles Times. “Announcing our split to the entire world on such a public platform struck me as incredibly inappropriate.

In 1981, during filming for the movie “Excalibur,” they crossed paths and eventually began cohabiting (Neesen shared that Mirren taught him how to drive). However, their relationship ended in the mid-1980s.

In an interview with ET Canada in February 2023, Liam Neeson expressed his great fortune and privilege to have spent three or four years with that remarkable woman. She is truly extraordinary.

Finding love in Jurassic Park? What a meat cute.

The actors started dating following the completion of the 1993 hit movie, with Goldblum confessing to The Chicago Tribune later on, “I was captivated, I’d been a longtime admirer of hers. I believe she’s an outstanding actress, and a remarkable individual. The attraction was immediate. However, it wasn’t until after the film that we discovered our mutual affection.

In 1995, they started a relationship that lasted for two years before ending. They hadn’t been together for over two decades, but they shared the screen again for the first time in the 2022 film “Jurassic World: Dominion,” which is the sixth movie in the series.

As a lifestyle connoisseur, I’d like to share an interesting piece of personal history. From the years 2016 to 2020, I found myself in a meaningful relationship with the brilliant mind behind “The Crown,” a show that has truly captivated audiences worldwide. In the year 2020, I was honored to receive an Emmy for my portrayal of Margaret Thatcher in that very series, a role that resonated deeply with viewers on Netflix.

According to Arquette, the two dated while filming their 1995 Western Wild Bill.

During a Reddit AMA session in November 2015, the actor from “Clueless” shared an intriguing tidbit – he had previously dated his co-star from the 1992 TV movie “Desperate Choices: To Save My Child.

He mentioned that she was his initial girlfriend who was an actress, and they had a long-distance romance for quite some time. Needless to say, he was deeply smitten with her.

Exclusively, TopMob News reported in 2015 that a Real Housewife of New York and an actor from Modern Family were an item. However, their relationship didn’t last long as they parted ways by the next year.

For a number of years, an alumnus from Southland and an actor famous for portraying Theo Huxtable on The Cosby Show were in a relationship. However, they decided to end their relationship in 2013.

Before John Travolta became famous in 1987, the well-known bachelor was already living with Preston. They cohabited and kept a pet potbellied pig named Max together until their separation in 1989.

Indeed, she does hold faith in the concept of life after love. Notably, the star from Top Gun had romances with this woman during the ’80s, following her splits from Sonny Bono and Gregg Allman in earlier times.

Before he was Heidi Klum‘s ex, the “Kiss from a Rose” musician romanced a different supermodel.

They apparently began their romantic relationship following their encounter during the making of the 2005 movie “Brick”, however, their relationship lasted just six months.

The Dawson’s Creek alum and the Josie and the Pussycats star dated for about a year back in 2002.

In 1993, the heartthrob from NCIS: LA and the beloved American actress had a relationship, which was when 17-year-old Witherspoon just recently relocated to Los Angeles for the first time.

The man currently donning the Iron Man suit for Marvel openly confessed that substance abuse, including alcohol and drugs, led to the demise of his seven-year relationship with the Sex and the City actress. In a 2008 interview with Parade, he stated, “I had a drinking problem and struggled with drugs, which didn’t align with Sarah Jessica. She was so frustrated when I failed to change my ways because it was completely opposite of who she is. She made numerous attempts to help me.

It is rumored that there was a brief romantic encounter between the former cast member of “Friends” and the actor from “The Hangover” in 2003, though their relationship didn’t persist for very long and barely registered on the celebrity dating scene.

Actress from “2 Broke Girls” had a short-lived romance with her “Thor” co-star in 2010, looking quite affectionate as they attended Comic-Con to publicize the Marvel film. However, their relationship cooled down before the movie’s premiere the following year.

In the year 1999, Ryan Reynolds had a relationship with the actress from “3rd Rock From the Sun”, prior to his marriage to Blake Lively. They were seen together at the premiere of “The Green Mile”.

Read More

2025-05-30 01:47