Celebrity Couples Reveal Curious Incidents That Made Their First Date Truly Memorable

As you know, first impressions are often deceptive. This is also true for first dates. Whether it’s due to anxiety, awkwardness, or fear of not being liked by your partner, whatever the reason, many couples begin their love story with a date that’s less than romantic. Luckily, the couples in today’s selection decided to put all that aside and give each other another chance.

Ashton Kutcher tried to set Mila Kunis up with his friend.

PictureGroup / Sipa USA / East News

Mila Kunis and Ashton Kutcher met long before they became a couple. They starred together in That ’70s Show. At the time, the actress was 14 years old, and the actor was 20. However, they class the beginning of their relationship to be one evening many years later when Kutcher, who had recently broken up with Demi Moore, invited Mila to his housewarming.

Mila, as is often the case, brought a friend with her for peace of mind, and Ashton invited one of his own. And so, the entire evening he was trying to set Kunis up with his friend. Luckily, the attempts were unsuccessful. Moreover, the celeb family now considers that very evening to be the beginning of their romance.

On their first date, Aaron Paul took Lauren Parsekian to a church to get married.

AFP / East News

When it comes to love at first sight, it’s easy to use this couple as an example. Aaron Paul met his wife at the Coachella Festival and fell so deeply in love with her that on their very first date, he took her shopping for their future children’s clothes. But that was just the beginning. Next, he rushed to find the nearest church so they could get married immediately. It turned out to be closed. But they had their beautiful wedding just a year later.

Barbra Streisand expected James Brolin to look very different.

Mary Evans / Allstar / Graham Whitby Boot / East News, Mary Evans / Allstar / Graham Whitby Boot / East News

Barbra Streisand and James Brolin first met on a blind date. Apparently, she did have an idea of who was going to appear in front of her, as she later shared in an interview, “I expected a guy with a brown beard and brown, wavy hair, like a mountain man. And I saw a guy that had all his hair cut off, no beard.” The actress was so shocked that she didn’t even hesitate to ask him what he had done with his hair.

However, this awkward moment didn’t stop the couple from falling in love. They got married in 1998 and are still together to this day.

Pauletta Washington had to pay the taxi driver when Denzel couldn’t.


Denzel Washington and his future wife Pauletta met on the set of Wilma. They had their first date in 1977. At the time, he was an aspiring actor. After a romantic dinner, Denzel got a taxi for his date to take her home. But it turned out that she lived further away than he had anticipated.

In the end, the young man simply didn’t have enough money to pay the driver, so it was up to his lady to do it. Nevertheless, they got married in 1983 and have lived happily ever after.

George Clooney led Amal into a crowd of paparazzi.

ROBYN BECK / AFP / East News

On their first date, George Clooney tried his best to impress Amal. At the time, he was working at Abbey Road Studios in London, where he was supervising the recording of the soundtrack for Monuments Men. The actor thought it was a good idea to bring the lady to his workplace to show off his strengths in all their glory.

Afterward, he took her to the trendiest restaurant in the area. However, he didn’t take into account that the place was frequented by journalists. Around 50 paparazzi were waiting for the couple at the restaurant. According to Clooney, Amal held out like a champion in the face of this swarm. However, in the future, the couple chose less crowded places for their dates.

Viola Davis ignored Julius Tennon’s date invitation for weeks.

Maria Laura Antonelli / AGF / SIPA / East News

Before meeting her husband, Davis was already an incredibly popular actress, yet she was very lonely. One day, Julius Tennon overheard Viola complaining loudly about her life to her colleague. Upon hearing this tirade, he approached her and asked her out on a date.

But the actress was so embarrassed by her behavior that, for a few weeks, she hesitated to meet the casual witness to her emotional fiasco. Eventually, the actress took the plunge and met with her new acquaintance, and found with him her long-awaited happiness.

According to David Harbour, on his first date with Lily Allen, he looked worse than ever.


While preparing for his role as the Red Guardian in the Marvel film Black Widow, actor David Harbour didn’t just grow out his hair and beard but also gained 280 pounds. As fate would have it, it was during this time that he met his love, Lily Allen.

He still doesn’t understand how she could fall in love with him on their first date when he looked worse than he had ever looked in his life. In time, the actor returned to his normal physical shape. And in 2020, he and Lily got married.

Ellen DeGeneres and Portia de Rossi had to drive around for hours.


When Ellen DeGeneres and Portia de Rossi’s romance was in its infancy, the public was unaware of the Australian actress’s sexual orientation, so the couple had to constantly hide from prying eyes. The women couldn’t even go to a restaurant or for a walk. The paparazzi were everywhere. The only thing they could do was spend hours driving around in the car. So that’s what they did.

Rachael Ray wanted to set John Cusimano up with a guy friend of hers.

Invision / Invision / East News

Rachael Ray and John Cusimano’s long and happy relationship began one late night. They met at a mutual friend’s party. John talked about his love of cooking and what he had cooked the night before. The TV presenter listened to him intently, being absolutely sure he was gay. She even decided to set him up with her Italian guy friend. But in the end, John managed to convince Rachel that he likes women. They got married in 2005.

Goldie Hawn and Kurt Russell got arrested by the police.

Album Online / East News

This Hollywood couple’s first date is worthy of a film adaptation. After seeing a movie, the stars spent all night dancing at a club, and afterward, Goldie Hawn decided to show Kurt her new home, which she was renovating at the time.

However, the silhouettes that emerged in the uninhabited house appeared suspicious to the neighbors. So Kurt Russell and his partner spent their first date in the company of police officers who had come to arrest them. Of course, the lovers were released in the end.

Sofía Vergara spent the evening convincing Joe Manganiello that they were a bad match.


Vergara spent her entire first date with Joe Manganiello giving him reasons for why they shouldn’t start this relationship. Her list included their age difference (the actress is four years older than him) and their recent breakup with previous partners. Manganiello recalls that it all looked like she was trying to persuade herself, not him, not to start a love affair. But Joe turned out to be more persistent than Sofía had anticipated. The couple got engaged back in 2014 and are still together to this day.

Michael Douglas talked to Catherine Zeta-Jones about their future children.

Michael Douglas was taken aback by Catherine Zeta-Jones’ beauty when he first saw her on screen. He asked a mutual acquaintance of theirs to arrange a meeting. On this date, the actor tried his best to get her to like him. He showed the lady how attentive he was, behaving like a real gentleman. And at the end of the evening, he said, “You know, I’m going to be the father of your children.”

Catherine looked at him like he was crazy and wished him good night. Decades later, though, the star admits that Douglas was definitely right.

Emily Blunt wore her worst outfit to a date with John Krasinski.

On a first date, most women try to wear their best clothes, but not Emily Blunt. On a show, she revealed how she went on a first date with her husband-to-be wearing a horrible old velvet jacket. Why it was in the star’s wardrobe to begin with is unclear, and in fact, she has never worn it, except on that day.

But now she simply can’t throw the jacket away, as it’s a part of her and John Krasinski’s history. And though he didn’t get scared away by the actress’s outfit, he did ask her to never to wear it again.

Kate Middleton had to stomach William’s failed culinary “masterpieces.”

Kate Middleton and Prince William started their relationship as the most ordinary people. They were students at the time, living without royal protocol or media scrutiny. The prince tried to win the young lady’s heart by cooking for her.

Although, by his own admission, it was quite a disaster. In addition to the fact that he wasn’t great at cooking anyway, his dishes kept coming out burned or simply falling out of his hands as he carried them. Kate, on the other hand, was already showing truly royal restraint even back then. She was quite nonchalant as she watched the entire spectacle.

For Sarah Michelle Gellar, time with Freddie Prinze Jr. was passing too slowly.

The two stars weren’t supposed to go on a date at all. They ended up having dinner, just the two of them, by sheer coincidence. Sarah and Freddie had been friends for years, and they were supposed to go out to dinner that night with their mutual friend. But, for whatever reason, he didn’t show up, and the pair were left alone.

The actress, judging by her comments, was counting the minutes to the end of the date. Gellar recalled that time passed incredibly slowly. They had a long drive and a very long dinner. Prinze Jr., however, on the contrary, was so impressed by the evening that after that dinner, he couldn’t imagine anyone else by his side. And judging by the fact that they’re still together, he managed to convince Sarah to go on a second date.

Can you share with us your experience of the most unusual date ever?

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