The Most EXTREMELY Expensive Celeb Dates
Sep 3, 2025
What is your favorite on this list?
View Video Transcript
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When you're a celebrity, a night out at Applebee's just won't suffice
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So you have to level it up a notch or two. Sometimes, even that isn't enough
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We're counting down the top 10 extreme celebrity dates as voted on by you, the viewer
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Aside from the wedding, the proposal might be the second most important date of a relationship
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When Kanye West wanted to propose to Kim Kardashian in 2013, he pulled out all the stops
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Kanye rented out Oracle Park, home of the San Francisco Giants, and hired a 50-piece orchestra
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He then pulled out a 15-carat diamond ring in front of the Jumbotron that read
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Please marry me. After Kim said yes, fireworks were shot off. Then the newly engaged couple were joined by their friends and family who were hiding in the dugouts
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In 2011, Justin Bieber surprised his then-girlfriend Selena Gomez with dinner and a movie
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Justin rented out the Staples Center, a 20,000-seat stadium in Los Angeles, for the date
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He was inspired by the movie Mr. Deeds, where Adam Sandler and Wynonna Ryder have a secret date at Madison Square Garden
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Justin and Selena ate a meal from the venue's private members club and a showing of Titanic played on one of the big screens
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According to People Magazine, Justin only paid $475,000 for the experience because he had sold out the venue three times previously
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What a steal! For Megan Fox and Machine Gun Kelly second date the two went swimming with sharks in Bora Bora During an appearance on Ellen Kelly told her about the date He joked Like remember when you were Dory I do
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I was Dory. And like, there was no, there was, there was no, nobody else but me and her
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Wow. Unlike most swimming with a shark experiences, there was no cage this time
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Kelly then said, She put her goggles on and went under the water and was like
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Babe, there's a shark right there. And before she finished her sentence, I was already like halfway down the street
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I left her in the water. He added that they went back the next day and he actually swam with the sharks
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During an appearance on Jimmy Kimmel Live, Offset told guest host Anthony Anderson
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that he wanted to go big for his first date with Cardi B, so he took her to the Super Bowl
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Nosebleed tickets for the Super Bowl cost thousands of dollars, with the best going for tens of thousands of dollars
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Anthony asked Offset which Super Bowl they went to, but he didn't know the number, only recalling that it was his team, the Atlanta Falcons
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against the New England Patriots. Offset added that although he lost $10,000 on the game
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he did end up winning his now wife. In 2017, Russell Wilson paid to have the Seattle Art Museum
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shut down for a date with his wife, Sierra. She was clearly appreciative
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as she captioned one Instagram picture, when ya man shuts down the museum for hashtag date night
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Still got my head spinning. At the time the museum boasted a massive exhibit by Japanese artist Yayoi Kusama who specializes in installation and sculptures In one of Sierra posts the couple could be seen embracing in one of Kusama infinity mirror rooms
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The special date night came shortly after the birth of their daughter. Ahead of the first go of Ben Affleck and Jennifer Lopez
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Ben took out a full-page ad in Variety after she won Show West's Female Star of the Year
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The ad read, you have shown kindness, dedication, diligence, humility, graciousness of spirit
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beauty and courage, great empathy, astonishing talent, real poise, and true grace. It has been
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nothing but an honor and a pleasure to work with you. I only wish I were lucky enough to be in all
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your movies. With love, respect, and gratitude, Ben Affleck. The ad raised eyebrows at the time
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Jennifer was still married to Chris Judd. It didn't take long before Jennifer divorced Chris
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and dated Ben. During their three-month fling in 2010, Jake Gyllenhaal sent a $160,000 private jet
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to pick up Taylor Swift for a date. At the time, Jake was in Europe promoting his movie, Love and Other Drugs
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He was in London one weekend and was planning to leave Sunday, while Taylor would have landed the same day to perform at Radio 1's Tina Ward
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Jake spent $160,000 on a private jet to fly Taylor in early
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so they could spend a few hours together before he went back to the United States
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After she landed Taylor went straight to his suite at the Dorchester In 2019 Chrissy Teigen took to Twitter to praise husband John Legend She wrote I do not normally brag about John as it is in my schtick to make fun of him always but he flew from London to LA instead of London to DC to have dinner with me and watch Love Island
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UK because I haven't been feeling like myself lately. Just a few hours, but it meant a lot
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Thank you. And Chrissy was sure to point out how much of a sacrifice it was for John, saying
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and he had to fly on his least favorite airline. That is love
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Early in their relationship, Alex Rodriguez and Jennifer Lopez went on a date to France
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which had the price tag of around $350,000. The two took a private jet to Paris and other cities in France
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where they were photographed on a yacht and enjoying romantic walks on the streets of Paris
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The private jet cost about $90,000 one way, making the round trip $180,000
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Meanwhile, the cost of the luxury yacht is about $500,000 a week
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But luckily, they only stayed just a few days. Most husbands won't bat an eye when their wives ask them to run out and get Italian food
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But Alexis Ohanian goes above and beyond. When Serena Williams craved Italian food, he arranged a last-minute flight to Venice for food, wine, and gondolas
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Alexis captioned the Instagram photo of the two of them, she wanted Italian for dinner
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The date took place shortly after Serena completed her Wimbledon run in 2018
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The couple stayed with their daughter at the five-star hotel, the Alberta Relais and Chateau, about two hours outside of Venice
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