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These Funny and Awkward Marriage Proposals Could Go Either Way

Hizkiail November 19, 2021

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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