40+ Funny Times People Tried to Be Romantic and Failed

Cooking for your special person hits differently. However, you need to watch out for the ingredients that you end up using, otherwise, all that effort just sort of goes to waste. This particular lady had a lovely night planned upon her fiancé’s return from a business trip. However, a splash of sesame ruined it all.

Who doesn’t like spending a beautiful evening with their loved ones, especially if it’s our loved one’s birthday? Then, we really tend to go all out to make the occasion even more special. What’s more romantic than going on a drive and eating cake under the stars?

This girl here thought of such a surprise for the guy she was seeing. She just wanted to put a smile on his face with the candles and cake she bought for his birthday. Little did she know that she mistakenly purchased trick candles that just wouldn’t blow out. Whoops.

It’s heartbreaking to learn that a loved one has betrayed your trust. This girl wanted to surprise her boyfriend by getting him a romantic personalized card for Valentine’s Day. Instead of shocking her boyfriend, she faced a great shock herself when she found out about her boyfriend’s shameful acts.

Even if her boyfriend had been going behind her back for quite a while, we’re at least happy that she found out. It’s always better late than never.

Having your parents find out about your love life is one thing, but having a parent read all about your intimate moments? Oh, goodness gracious!

If just the thought of it gives you the chills, imagine what this OP went through when her boyfriend’s mother read an entire journal that had everything about their lives written in it. Talk about embarrassing! We hope the couple had enough courage to talk things out.

What don’t we do just to bring a smile to our loved one’s faces?! This lovely woman wanted to surprise her boyfriend over Christmas break. She went through the trouble of sneaking into his room and dressing herself up — or down — just to see him happy.

Things quickly became fishy when the guy didn’t come back until the early morning. Naturally, this gal began investigating only to find out that her boyfriend had cheated on her and was planning on breaking up with her. Talk about a backstab!

What’s more romantic than receiving a rose, even from your secret admirer? For many people, roses are an expression of love. However, something — more funny than romantic — happened to this OP, who worked two jobs that were in different cities.

Her boyfriend, who was just a friend at the time, wanted to express his feelings for her by sending her a rose. He left one on her car and while she thought that was a sweet gesture in hindsight, this gal couldn’t help but freak out when she first noticed the flower. She was so shaken up that she thought she had a stalker, and was even going to have her boss call the police. Whoops!

Cute dates amid the beauty of nature are the best kind of dates. What would be a better place to celebrate your anniversary than the place you got engaged? This husband planned a romantic picnic in the very place that he proposed to his wife.

Imagine how lovely it would have gone if a swarm of bees didn’t decide to ruin their day. Bee stings are painful, period. If you’re allergic to bees, though, that’s just double trouble right there.

It’s quite common to hide a ring inside your partner’s food while they’re not looking. Do you know what’s just as common? Mistakenly swallowing the ring.

Such a romantic gesture, like surprise proposals, can turn into a laughing fest in minutes if this happens. Just to be safe, perhaps try hiding the ring in a bouquet of roses? Nonetheless, as long as the couple is happy, we are too.

Holding in gas can lead to several funny and embarrassing moments. If the thought of farting in a closed car scares you, imagine accidentally releasing gas right into your partner’s face.

Yeah, we would probably freak out too. While this can be painfully embarrassing, it could also be something you laugh about for years to come — if you’ve found the right partner! That’s exactly what happened with this couple. We are glad they can crack jokes about it together (no pun intended).

You can always count on your friends to turn an embarrassing mistake into a funny memory. It’s not unusual for new couples to have awkward or cringy moments sometimes.

However, as long as you can laugh it off, it’s all good — although you should be careful as to not get hurt, emotionally or physically (in this case). Landing yourself in the hospital after an intimate moment probably wouldn’t be the best place to end up.

Middle school can be a strange time for kids — puberty, awkward phases, crushes, and finding themselves. Middle school is no walk in the park and it can be extremely emotional for some. Take this OP, for instance. Although they were only in the 7th grade when this incident occurred, they still remember it like it was yesterday.

Imagine opening up to your crush by writing them a sappy poem only for it to be read in front of the whole class by someone that’s not even your crush! This poor OP must have been absolutely mortified to spend the rest of the day hiding in the bathroom.

Fancy dinner dates followed by a movie is an ideal Valentine’s Day date for a lot of people. This couple went for a five-course meal and a movie afterward.

Unfortunately, though, their romantic night went south when the OP got food poisoning and missed out on the entire film. Of course, this was the last thing this couple expected to happen on their special day, but it’s nice to hear that they found the silver lining and ended up laughing about it for years to come!

Flirting with your crush using popular film quotes used to be the thing to do whether you were in elementary school or high school.

Unfortunately, though, this OP’s pick-up line didn’t have the particular outcome she had hoped for. In fact, it was the wrong line to use altogether as it had completely creeped out her crush. Still, who knows? That kid just might have been too young to appreciate the gesture. Perhaps the line would work on an older, more mature person.

There’s hardly anyone who doesn’t enjoy a romantic, candle-lit evening with their one and only. This girl planned out a lovely evening for her boyfriend by decorating their apartment with candles. Little did she know that he was at the doctor getting checked out for pneumonia.

Plus, the elevators didn’t work, so when the poor guy did arrive home, he had to walk up seven flights of stairs! By the time he stepped into the apartment, he was close to passing out — and the smoke from the candles definitely didn’t help!

It’s crazy how much of an impact drinking can have on your night — it can either make it or ruin it; there’s no in-between. This girl thought of a romantic Christmas idea for her boyfriend.

Unfortunately, the cocktails were not in her favor that night. Not only did it ruin her plans, but she also ended up injuring herself in the process. Instead of enjoying an intimate night with her partner, she had to hold a bag of frozen veggies on her face as she vomited into the toilet. Not quite the night she had in mind.

Who doesn’t want their first date with a partner to go perfectly? The guy brought her chocolates and took her to a movie. From the sounds of it, everything was going smoothly — until it all went south. Unfortunately, the OP had eaten chocolate that contained nuts, an ingredient that she’s actually very allergic to.

Before long, she began having an intense allergic reaction to the point that she went into shock and had to get hospitalized. And if that wasn’t bad enough, she never ended up hearing from the guy again. That’s pretty messed up.

Having doubts about getting back together with an ex is normal. While this gal was concerned if getting back together with her ex was the right thing to do, she ended up going to visit him — and crashed her car in the process… and then got arrested.

Since the police station was near her ex’s residence, he came to pick her up from jail. The accident was not a fortunate incident, but now that they have time to spend together, we hope they made the right decision.

There was a time when guys only had to muster up some courage and ask their crushes to prom. However, those simple days aren’t around anymore. In recent times, grand romantic gestures are to be made for it to be considered a proper “proposal.”

While that’s all fine and well, it can be pretty embarrassing if the “proposal” goes wrong or fails somehow. If there are people around to watch that fail go down, it’s likely you won’t come back from that one for a while. Oh, high school — we don’t miss it.

We often burn pictures of people we wish to cut out from our lives. To some, it’s a symbolic way to move on. This Reddit user wanted to feel the same kind of peace by burning pictures of her former friends in the fire she was lighting for her husband.

Instead of burning her agony, the fire was on the verge of burning her entire apartment down. The poor woman only wanted her husband to feel warm when he came home from work.

Wintertime can be really nice… until it destroys a perfectly romantic gesture. This man, who was going to propose to his girlfriend, faced the wrath of cold weather. The flowers perished and the bubbly popped — which not only ruined this guy’s plan but his girlfriend’s car as well.

Who would have thought a gesture so perfect could go so wrong just because of cold weather? Guess he now has to come up with an apology speech along with his proposal.

People tend to go to crazy lengths to surprise their loved ones. This man here on Reddit probably went a bit too far. He decided to surprise his wife with diamond jewelry for their anniversary when she was driving at a speed of 70 mph. Naturally, his wife burst with excitement.

While he meant well, perhaps that wasn’t the time to give her a piece of shiny jewelry. At that speed, an accident was bound to happen. The car did crash, however, thankfully no one was injured.

Failed romantic gestures can be such a bummer. And if the so-called gesture ends up damaging your entire apartment, well then it’s just not your day. This lovely lady wanted to spend a romantic evening with her boyfriend at their apartment — drinks, a hot tub, and rose petals.

In the end, not only did her stomach give out midway through her loving speech, but the jacuzzi also flooded the apartment. We don’t know how it could get any worse than that…

We have heard the endearing expression, “Love is in the air” — but can it pollute the air? Anthony here sounds like a hopeless romantic… or at least he was when he decided to release a dozen heart-shaped balloons into the air.

You’d think it’s just a sweet gesture for his girl, however, the Florida police seemed to have thought otherwise. They arrested him under Florida Air and Water Pollution Control Act. Well, that’s a plot twist if we’ve ever heard one!

Kids dream of having a chocolate river. Would your 20-something-year-old girlfriend appreciate it, though? Obviously, that wasn’t u/Thinair24’s intention. In reality, all he wanted to do was surprise his special lady with a romantic night!

Little did he know that M&Ms do not take heat very well. The next thing he knew, there was a river of M&Ms flowing down his girl’s dress. Maybe she took it well — chocolate is one way to a gal’s heart, after all.

Perfect romantic gestures may not be destined for some people. Take this Reddit user, for instance. His gestures have failed multiple times.

His proposal to his now-wife faced several hurdles when the horses began acting up — plus, he also realized that he brought the wrong tent. Still, it’s one thing if the proposal doesn’t go smoothly. It’s a whole different story if something awful happens on the actual wedding day…

Have you ever wanted to impress a girl by doing a magic trick? You would think the saddest possibility that could take place would be the trick not working. However, this Reddit user, unfortunately had it even worse.

He wanted to impress his then-girlfriend by magically pulling a rose out of his sleeves. While this man was tolerating thorn pricks continuously, his whole plan went in vain when his girlfriend broke up with him. Poor guy! Seems like thorns didn’t just prick his skin, but went through his heart too.

Remember when Sheldon and Amy from The Big Bang Theory built blanket forts and spent their date night inside them? This Reddit user wanted to have such an evening with her boyfriend in their very own blanket fort.

Although she built it to enjoy a cozy time with her guy, that barely came true — and all thanks to her boyfriend’s gas. With all that fart, they could hardly stay in the blanket fort for long, let alone get freaky with each other.

What could be more romantic than a date night at the beach with fine-dining courses and drinks? This Reddit user planned everything for his girlfriend, including a trek to the same patch of sand that they had their first impromptu date — how romantic!?

And while it was a wonderful idea, things didn’t really go as planned… ya know, considering that his car was locked in the beach parking lot.

Surroundings automatically seem to get warm and cozy when you decorate the room with beautiful candles. Maybe that’s exactly why candles are linked to the idea of romance. This Reddit user and her boyfriend wanted to make the most of it.

However, they were probably a little too ambitious. They lit two 250 tea light candles to set the scene. Apparently, though, candles don’t agree with romance when they’re too many. The smoke alarm went off, interrupting their perfect moment and eventually ruining their night.

Who doesn’t want their lovers to enjoy similar interests? Sometimes it can be a bummer when your partner doesn’t like something that you thoroughly enjoy. This man showed his girlfriend an old first edition manga, expecting to swoon her away.

He was demoralized when his partner did not appreciate the game as much as he expected her to. Things really started going downhill when he found out that she was talking to another man. Poor guy!

It takes guts to donate plasma just to scrape up some money for a loved one. When this Reddit user did such a thing, he thought he was helping his girlfriend save up money for her bike.

He was doing it out of love. However, his girlfriend did not appreciate his efforts. On top of that, she broke up with him. When he still decided to give her the money he earned, his girlfriend thought he was a monster to donate his plasma for a bike.

People can do really crazy stuff to prove their love, but it can get pretty messy when these attempts go wrong. This German man was crazy enough to throw his girlfriend’s bag in a giant container filled with used, dirty clothes.

He claimed to prove his love by getting the bag from that stinky container by himself. His plan backfired when he got stuck in there with hundreds of dirty, smelly clothes for over an hour. We hope his girl now believes just how much he loves her.

We often see in movies how the guy sneaks his way to the balcony of the girl’s room and asks her out. This Dutchman took this to a whole new level by getting a crane to lower him down to his now-wife’s window in order to propose.

Since this isn’t a movie, of course, things got messy, because well, he ended up at the neighbor’s house. She still said yes, though. And what began as a grand gesture turned into a funny anecdote to tell the kids one day…

People need to drop the whole romantic candle idea. Involving too many candles can never result in sweet warmth; rather it runs the risk of burning the house down. This man wanted to make a sweet gesture by spelling his girlfriend’s name out with candles before she got home.

Since it involved way too many candles, of course, flames arose and smoke covered the entire house. Instead of surprising his girl with candles, he shocked her with a burned apartment instead.

Playing cupid can be fun, but only to a certain extent, otherwise, consequences might follow. Take James Miller, for instance. He tried to play cupid in the middle of a soccer game.

Nobody knows what he was thinking when he decided to randomly fire roses with bows and arrows. However, what we do know is that he ended up getting arrested by police, and dumped by his girlfriend.

Causing a traffic jam just to propose to your partner will not turn out the same way as it does in the movies. But, this Houston man decided to give this a try anyway.

When he stopped the traffic to propose to his girlfriend, no one was pleased — well, except for his fiancée. So, although the man was charged for “obstruction of a highway,” at least he got his girl.

Hopeless romantics are ready to put anything at stake for the sake of love. It’s high time they get a hold of their emotions and be careful in what they promise. This gentleman was overflowing with emotions on Valentine’s Day and ended up promising to give up his house to his partner if they ever broke up.

He probably didn’t see any breakup coming, but five years later, it happened. Naturally, his ex-lady remembered that promise and even filed a lawsuit against him in an attempt to get the house.

People really need to take movie stunts lightly. The results rarely ever turn out to be good. This particular man tried to surprise his girlfriend by scaling her apartment building.

He ended up hanging outside the eighth floor of a building since his girl was taking a shower and had no idea that her boyfriend was stuck eight floors above the ground. Crazy, isn’t it?

While it may seem dreamy in the movies to get asked out during football game, it actually takes a lot of guts for the guys. It’s a plus if the girl says “yes.”

This man, however, did not get so lucky. He took the risk of asking a girl out at a game, but he got rejected. He thought no one saw and decided to move on. Little did he know that later on, the girl’s brother would ridicule him in front of everyone, just to add to the embarrassment.

Children, no matter how innocent they may be, are experts in turning a small awkward circumstance into huge embarrassments. As a young boy, this OP made a build-a-bear to ask a girl out.

Things could have ended when the girl said “no.” However, her little sister who loved stuffed animals enthusiastically grabbed the bear and ran around the whole house. As if the girl’s rejection wasn’t embarrassing enough, now the entire house knew about it.

Developing a crush and getting rejected is a horrible feeling in and of itself. This little girl wanted to ask her crush out through a note, but his friends snatched it out of her hand and read out loud to the whole lunch table. Judging from the startled expression on the guy’s face, the OP could tell she got rejected.

To make it worse, she was picked on by his group of friends for over a year about this incident. Poor girl only wanted her crush to like her, not make her feel like an embarrassment.

Cheerleaders are always there to support the players and encourage them. However, there’s rarely a case where the audiences cheer for the cheerleaders. A group of three friends, since two of them had a thing going on with two of the cheerleaders, decided they wanted to show their ladies some support!

One time, one of the friends made an attempt to ask his girl out but got ignored and rejected in front of the whole crowd. His grand gesture backfired like a bullet.

If you think rejection is scary, imagine getting rejected by your own girlfriend after she has already accepted your proposal.

All his hopes got crushed when she rejected him after they returned home from a romantic getaway. Well, you can’t really blame her. Marriage is a big commitment and if that’s in the cards, it’s extremely important to discuss beforehand. Even though we feel bad for the guy, he should have ensured that they were both on the same page.