Everyone knows that dating can be very, very weird. But did you know that that’s true no matter who you are or what your bank account balance is? We’ve taken a look back and found out that celebrity dates can be just as amazing (or amazingly bad) as anyone’s — although we admit celebs often have a little bit more to spend.

Let’s look at some of the most amazing, most shocking and most expensive celebrity dates of the past, from some of Hollywood’s most successful couples to some famous relationships gone bad.

Kanye West’s lavish engagement date with Kim Kardashian

Perhaps the most important date of a relationship is the proposal date. Kanye West pulled out all the stops for Kim Kardashian when he asked her to be his wife in 2013. The righteous rapper rented out the San Francisco Giants’ baseball stadium, hired a 50-piece orchestra, and hid the couple’s friends and family in the dugouts before popping the question. Then he pulled out a 15-carat diamond ring in front of a Jumbotron that said, “PLEEEASE MARRY MEEE!!!” How can you say no to all that planning?

Justin Bieber made a Titanic gesture to Selena Gomez

Speaking of renting out stadiums, let’s not forget the time when Justin Bieber rented out L.A.’s Staples Center so that he and Selena Gomez could watch Titanic in private. And this was after the couple spent the day at the beach and caught Demi Lovato in concert across town. The Biebs and Gomez are no longer together, but this blockbuster date will go on… and on… in our memories.

Charlize Theron puts on her midnight hiking boots

Just last month, actress Charlize Theron dished to Howard Stern that she had gone on a wonderful date. A year after her split with Sean Penn, the Atomic Blonde star said she went on a 9-mile hike in the middle of the night with an unnamed beau, the full moon above them. While a long, dark trek might sound more like a nightmare than a good time, Theron said it was incredible, private and fun. She wouldn’t say who the man was or if he was famous, but she did say he was a “cool dude.”

Bear Grylls climbs a mountain for nothing

This might have been Bear Grylls’ most taxing adventure: He told The Huffington Post about his worst date ever, in which he prepared a three-course picnic on top of a mountain. Of course, his date didn’t even show, let alone climb the mountain with him, and the picnic was rained on. “It took me a full day to carry it all up there,” the survivalist said.

Charlize Theron puts on her midnight hiking boots

Just last month, actress Charlize Theron dished to Howard Stern that she had gone on a wonderful date. A year after her split with Sean Penn, the Atomic Blonde star said she went on a 9-mile hike in the middle of the night with an unnamed beau, the full moon above them. While a long, dark trek might sound more like a nightmare than a good time, Theron said it was incredible, private and fun. She wouldn’t say who the man was or if he was famous, but she did say he was a “cool dude.”

Channing and Jenna Dewan Tatum escape to the wilderness

For their anniversary, adorable couple Channing and Jenna Dewan Tatum went to a cabin in the wilds of Michigan for a lake vacation away from all of the worries of the world, including the internet. While they had a wonderful time living the rustic life with their 4-year-old daughter, Everly, they also quickly got a bit tired of their slightly scary surroundings. At one point, both Channing and Jenna said they were going for walks — and then bumped into each other at the internet café.

Britney Spears and Justin Timberlake go full denim

We cannot possibly talk about amazing celebrity dates without taking the wayback machine to 2001, when Britney Spears and Justin Timberlake went on their unforgettable Denim Date. The power couple of the early-aughts stepped onto the red carpet at the American Music Awards in what might be the most memorable matching date attire in all of history. Sadly, their romance wore out like your favorite pair of blue jeans.

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