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These Funny and Awkward Marriage Proposals Could Go Either Way

HizkiailNovember 19, 2021

Are we missing something? This is the second time the name Steph comes up in these proposals, and the second time the proposer used a sign to ask Steph to marry them. Is it impossible to get down on one knee and ask Steph, face to face, the big question? How many times is this going to continue to happen? Will there ever be a Steph who finds someone who doesn’t use signs to ask them to get married?

A Dominos Proposal, Get An Answer In Thirty Minutes Or Less

To anyone out there who is getting ready to ask their girlfriend, who is named Steph (or Stephanie), please find another way to propose. Signs can’t be the only way to propose to a Steph.

Everyone wants to find their one true love and hope that it would last an eternity. Some people believe this idea a bit more than the rest of us, like this guy. He thought it would be romantic to tattoo on his back the marriage proposal. Yikes. There are plenty of ways to do it, and this one, we cannot stand behind it. It’s just too much, and even off-putting if we are completely honest. What was wrong with getting down on one knee?

Nothing Says Commitment For Life Than A Marriage Proposal Tattoo

In the case she said yes, did they get more tattoos of the occasion? Did she answer back by tattooing yes? Oh my god, what if she tattooed NO? We have so many follow-up questions.

Look, anytime you use pizza for a marriage proposal, you know there is a high chance you’re getting a yes. Pizza has a mysterious power over most of the human population and those who are hungry. One look at a pizza, and we would probably say yes to anything we are asked, which includes a proposal. This is a clever and delicious way to propose, and we love it. Now we’re hungry, and we want pizza with pineapple and hot peppers.

Who Needs A Marriage Proposal When You Can Have Pizza

The good thing about pizza is you would be happy eating it even if your proposal was rejected. Don’t forget, nothing cures a broken heart like a steaming hot pie.

The main risk of popping the big question while hiding the engagement ring inside helium balloons is that it only takes the slightest breeze and the ring could be lost forever, high in the sky far away from you and your future fiancée. This man knows that feeling. Here he is happily posing with his silver balloons, ready to ask someone an important question. He is unaware that just minutes later, he will say goodbye to the expensive ring he bought.

Literally Popping The Question Isn't the Safest Option

The plan was to propose and pop each balloon to get the ring. If you find a deflated silver balloon anytime soon, you might want to check if there’s a ring hiding in it.

It was bound to happen at some point. We had food-related proposals, balloon proposals, a dolphin proposal, and now a first, a meme proposal. This man used the power of the internet to propose to his girlfriend. He proposed using a nostalgic and bright colored meme background and white bold text to make this proposal actually kind of sweet. Maybe the couple met online and bonded over their shared love of memes.

Proposing Using A Meme Is A Thing Now Apparently

It is a bold move to propose through a meme this old, and you have to be sure the person you’re proposing to is one hundred percent obsessed about memes.

In general, it is stressful to propose in public. So to do it during a screening of 50 Shades of Grey‘ in a movie theater says a lot about the couple. We have to assume the book or film holds meaning in the couple’s relationship, yet with the nature of the story, you can’t help but feel the couple also engages in the activities in the book, and that’s information that might be too much for strangers to know.

A Marriage Proposal After Watching 50 Shades Of Grey

Do you even clap your hands when you are in this situation? Was everybody else in the movie theater exchanging awkward looks, feeling this might be something that should have been done in private?

Want to lose a few pounds and get the girl of your dreams? Do what this Boston man did, as he planned his bike route across the city to spell out Marry Me. The proposer confessed it was mostly hills to ride, making this proposal the most adventurous one yet, and probably the most tiring. The good news is his efforts did not go in vain because his girlfriend actually accepted his proposal!

Why Not Make Your Proposal A Workout?

We expect them to keep this up and make a tradition out of it. We want to see more bike courses that spell out things like the Save The Date for the wedding and future baby announcements.

Some proposals don’t need to be big or extravagant. Some proposals don’t need family or friends in attendance, or need any extra planning beforehand. Some proposals might be all of the above. This beautifully intimate proposal takes the award for the most modest on our list. This man couldn’t wait any longer, and while out shopping with his girlfriend, he popped the question. Right before they arrived at the cash register.

Everyone Has Their Own Little Proposal Story

Was the ring store-bought, or was it in his pocket when he walked into Walmart? We may never know, but by the way she is looking at the ring, and he is looking at her, you know there is love there.

Who says you need to be the center of attention or be the focal point when you’re proposing? This guy took a different approach when he wanted to just propose to his other half, Jess. When the camera pointed at the baseball player, the proposer took his own big swing and raised his sign. Hopefully, he got a home run when he returned home, and Jess said yes to the proposal.

A Surprise Proposal Is Happening In The Background

On a side note, the proposer wrote his question with three exclamation points rather than using a single question mark. Now the proposal sign takes on different energy than before, right? A bit too aggressive there.

Usually, you write Just Married on the windshield at the back of your car, so everyone can see it when you head off to your honeymoon. This proposal is an odd one as we’re not sure how it was supposed to play out. Was the proposer going to drive off without their partner so they could see the question and then come back? Was the person proposed to supposed to sit inside the car and look back?

This Couple Can Look Back At Their Marriage Proposal

Each scenario we come up with, continues to prove there wasn’t much thought going into this proposal. Maybe the proposer should get down on one knee and present a ring? It sounds easier.

Who doesn’t love a mascot? Mascots are a symbol for a team, for a community, all rallied together for their favorite sports team. Andrea, if you say yes to Gert, you would be marrying an actual icon. People enjoy mascots because they give us a little comic relief when the game becomes too stressful. They do little dances for us and keep us hyped about the game. They are the unsung heroes of sports.

Gert Has An Important Question For Andrea

What we’re trying to say here is if Andrea says yes, she should expect a life filled with little dance moves and a cheerleader in an animal costume for life.

This person learned the hard way why it isn’t smart to have checkboxes in a proposal, as the person they proposed to checked the No box. Look, we can’t say we’re surprised. This is a bit lazy for a marriage proposal, and it seems more appropriate for when you want to ask a date to go with you to your high school prom and not for someone you want to spend the rest of your life with. We hope this person got a second chance.

The Downside Of Having Check Boxes In A Proposal

It is always brutal to get a rejection, but getting one after a marriage proposal, is a unique kind of pain we wish on nobody. Always make sure the other side is ready for the next step.

The next proposal we have for you was written in the sky. This isn’t the most innovative or radical proposal we have seen, but it is still effective. Getting a proposal by airplane writing is kind of magical, and is usually seen in movies, not real life. The characters realize they are in love and ride into the sunset together after romantically tying the knot.

Is It A Plane? A Bird? No, It's A Proposal

We hope this isn’t the end of the story for the couple, and Alina said yes. Again, this might be a cheesy way to propose to someone, but it’s still romantic as hell.

This guy tried his best to propose to someone right in front of a sign stating the area isn’t allowed for dumping. However, this woman didn’t feel obligated to say yes just because of that sign and gave him the finger, and we can safely assume she meant no. Maybe he should have done it somewhere else, where it doesn’t feel forced? Or perhaps he could have proposed using a ring instead of a beer can.

Some Rules Are Meant To Be Broken

Are we surprised she said no? No. Is it brutal she said no and gave him the finger? Also no. Is it clear this relationship is not a match made in heaven? Yes.

Each relationship has its own quirks. This couple might have a virtual relationship, so when it came down to asking the big question, a text message with a heart, kissy face, and ring emojis was the obvious choice. Both of them seem enthusiastic about it, so whatever works for them works for us too. We are sending them a huge virtual hug and virtual kisses, and we wish them a lifetime of virtual happiness and love.

Baby Boy Is Getting Married Via Text

Personally, we don’t think this proposal is for us, but to each their own. We are sure this couple knows one another and is destined to spend an eternity online.

It seems the cast of Star Trek has mixed feelings about a super fan being proposed to while taking a picture together as part of a meet and greet event. This woman’s boyfriend surprised everyone when he waited for her to sit down with the cast and then popped the question as the camera took their picture. Most of the cast are genuinely surprised, but one stands out like a sore thumb. You know who we’re talking about.

A Star Trek Proposal That Should Not Have Happened

Captain Picard himself is face-palming hard. He is not amused, he is not entertained, and he is not happy to see this. Whatever reason he has against this couple, they shouldn’t take it personally.

This couple was caught, unbeknownst to them, during what seems like a marriage proposal. At first glance, this might look innocent, and maybe it can be considered romantic. That is until you remember this is a dark and empty parking lot. This would be pretty much last on the list of places to protest your love to your significant other. Doesn’t it look like a scene from a horror film?

Proposing In A Dark And Empty Parking Lot

Who would want that as their memory? Try telling your grandchildren how grandpa proposed to grandma. It’s quite a story!

This might be one of the coolest ways to propose to someone. If the person being proposed to is anything like us, they would definitely be hyped up about this Pokémon-themed marriage proposal. Obviously, the answer is yes. If they reject the ring, we are more than happy to step in and live life next to the person who thought about this proposal. As long as the wedding is also Pokémon-themed.

We Choose You! How To Propose In Pokémon Style

We still have our Pokémon cards collection, action figures, toys, and DVD sets. Such a fun time!

Why would anyone think it’s acceptable to propose like this? You’re setting yourself up for rejection. Also, the shower curtain proposal might not be the most innovative or creative idea out there. Why not try and do something bigger and more exciting than an ugly shower curtain? Are you expected to keep using it after?

The Return Of The Marriage Proposal Check Boxes

If the person proposed to changes their mind, can they wash the box they checked off? This proposal seems destined for failure. We wish we are wrong, but we think we’re right.

Yes, yes, yes. We might be the nostalgic type, but this proposal is so sweet. The couple must have bonded over Mario Bros, and honestly, that might be the best way to get to know someone. We love video games, but Mario Bros or Mario Kart is on a whole other level. If the wedding is going to be Mario themed, we want our invitation please, as soon as possible.

You Are Invited To Mario And Princess Peach's Wedding

Who would dare say no to this? This proposal hits all the boxes on our list. Lastly, there are rings for both of them! That makes it even more romantic.

We are not trying to be mean, but this proposal might be the laziest of them all. This dude clearly wanted to show off their lightsaber and that’s the end of it. He’s wearing a university sweater. He added the accompanying text on his computer. This looks more like a greeting card you send your grandma. Come on, if you love the person you going to propose to, then give them everything you got.

This Proposal Is More For Him Than For Lisa

His intentions are good, but we wouldn’t want to spend a lifetime with someone who did the bare minimum (and we’re being generous here). Dude, if you think Lisa is the one, then give her the universe, not this holiday card.

We never thought about trucks as symbols of love, but we guess this couple (or at least one of them) had that thought cross their mind. This guy wanted to propose to his girlfriend, Tanya, and he took his truck from work to do so. He then bought some paint and a blue tarp, and proceeded to ask the big question in an artsy matter. That must have taken some effort.

Nothing Says Ever Lasting Love Like A Truck

Look at this man’s smile. You see the confidence. He is ready to start a family. We hope she said yes, and that they are still together to this day.

If you watched the funny show called Jane The Virgin, this next proposer is no stranger to you. The actor Justin Baldoni, who played Rafael Solano on the show, came up with an over-the-top marriage proposal that literally made us cry. He took the time to learn choreography, music and edited the video, bringing everything together until he kneeled on one knee and asked his now-wife to marry him.

And Finally, Rafael Solano Has Found True Love

Rafael was part of a love triangle for the first three seasons of Jane The Virgin, but to us, it is clear that both Rafael and Justin are our top picks.

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