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The Most Disastrous Celebrity Marriage Proposals

All the LOLs

The course of true love never did run smoothโ€ฆ

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Channing Tatum And Jenna Dewan Tatum:

 Tatum recently appeared on BBC Radio 1 with Nick Grimshaw, and confessed his harsher-than-most approaches to popping the big Q: โ€œWhen I proposed to my wife I did something pretty cruel because I thought she was on to me,โ€ he said. โ€œI basically told her I never wanted to get married to try to throw her off. I told her, โ€˜I donโ€™t believe in the institution of marriage and I donโ€™t think I ever want to get married.โ€™โ€

And, as imagined, that bombshell didnโ€™t go down too well. โ€œShe basically broke down crying, I thought, โ€˜This is not going well at allโ€™ so I had to propose to her sooner rather than later.โ€

 The engagement then took place in 2008, in Maui surrounded by close friends. You can just picture her relief!

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Channing Tatum and Jenna Dewan Tatum
Channing Tatum and Jenna Dewan Tatum (Credit: Getty)

Matthew McConaughey and Camila Alves: 

We all know MM as the guy who can steal our hearts on screen, but unfortunately for him that effect didnโ€™t follow him to his proposal.

When speaking to Jay Leno on The Tonight Show, he explained how โ€œAt Christmas time, we go around our family and everyone takes turns opening presents. So I had wrapped the engagement ring in about eight different boxes deep, so she would keep opening boxes to get with it, we finally got to her, and Iโ€™m calling my family over. She gets to it, she opens it up, her eyes go wide. I take a knee and I ask her, โ€˜Will you marry me and take my name?โ€™ โ€

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And surprisingly enough she came back with something other than the expected instantaneous โ€œyesโ€. Now he wouldnโ€™t dish the dirt on her exact response (spoilsport) but he stuck with it and said: โ€˜Look, Iโ€™m down on a knee. Iโ€™ll stay here awhile. I will outlast you.โ€™ And I did! She conceded.โ€

Matthew McConaughey and Camila Alves
Matthew McConaughey and Camila Alves (Credit: Getty)

Seth Rogan and Lauren Miller: 

Itโ€™s no surprise that comedy hero Seth Roganโ€™s marriage proposal involved some awkwardness, unintentional actions and just a hint of nudity, even if that wasnโ€™t the plan!

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With all the best intentions, Rogan just seemed to crack, or maybe more apt, melt with nerves. Sat with Conan, he fessed up. โ€œI had all these elaborate plans you know and when I got the ring it was so nerve-racking having this ring like literally I felt like someone had given me a truckload of heroin to hold on toโ€.

โ€œI was just so nervous when I got it. I couldnโ€™t have a conversation with my girlfriend, all I could think was this ring, โ€˜donโ€™t mention Lord of the Rings, donโ€™t say anything about a ring,;โ€

โ€œSo I had all these plans but like the day I got the ring, literally the second I got it, I walked right upstairs to where she was to propose to her.

โ€œBut she was in our closet changing and she was literally only in her underwear and her boobs were out. And I had already kind of started, I was like โ€˜Oh man, her boobs are out, thatโ€™s not part of the plan.

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โ€œI didnโ€™t picture it like this and I know she didnโ€™t picture it like this.โ€™ No little girls is like โ€˜Itโ€™ll happen in a closet with my titties out.โ€™

And just when you thought it couldnโ€™t get anymore โ€œSeth Rogen. โ€œI figure the only appropriate thing was to place the ring on her nippleโ€.

And there we have it, Iโ€™m just trying to picture her, ummm, face.

Seth Rogan and Lauren Miller
Seth Rogan and Lauren Miller (Credit: Getty)
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John Legend and Chrissy Teigen:

Not even the king of romantic melody had a smooth ride on the way to making the cutest couple on the planet.

On a Christmas break to the Maldives, the signs should have warned him the second they stepped off the plane that maybe this wasnโ€™t the right time, when airport security opened his luggage nearly revealing all to the future Mrs Legend.

Then a little tizzy from Teigen ( over usual Christmas present fails) caused tension between the two, they told OprahSoldiering on, Legend took his future bride to โ€œthe spotโ€ on the beach, and Teigen was feeling under the weather which only exacerbated her mood. And although her best selling cookbook wasnโ€™t yet released, the big diamond rock, naturally sat under a bed of arugula, Legend exclaimed โ€œLove me Nowโ€ (just kidding, but can you imagine). And now Iโ€™m sure she always takes a second look when digging into her dinner.

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John Legend and Chrissy Teigen
John Legend and Chrissy Teigen (Credit: Getty)

Ben Stiller and Christine Taylor:

Full of big gestures, a house full of candles and just as many roses, it might sound that Stiller was super prepared to pop the big question. Yet after a flight from New York to Los Angeles, none of that mattered after realizing, mid-proposal that heโ€™d forgotten the ring! Down on one knee, the realization struck that the diamond was AWOL, and in true Stiller spirit, improvised with a quick โ€œHang on a second!โ€ and fortunately it wasnโ€™t as far away as NY, just his suitcase in the next room. Back to positions please, and peace was restored only to be followed by a natural โ€œYes, of course!โ€ he told Parade.

I wonder where she thought heโ€™d run off to at first?

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Ben Stiller and Christine Taylor
Ben Stiller and Christine Taylor (Credit: Getty)

Well the pressure is off-perfection isnโ€™t a given even for the super celeb, turns out theyโ€™re just human like the rest of us; whoโ€™da thought?

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