Home Business People Share Truly Horrific Stories Of Their Worst First Dates

People Share Truly Horrific Stories Of Their Worst First Dates

MonicaJuly 26, 2022

The Perfect Woman

There’s a perfect person out there for everyone. At least, we hope there is. This woman isn’t the perfect person for this guy. It’ll take a few tries to find the perfect person for her. It’s obvious he’s joking that she murdered him, otherwise he wouldn’t be posting that Tweet.

The other parts, unfortunately, are true. It sounds like one of the worst first dates on this list. She spoiled the movie, barely ate dinner, and proceeded to listen to Nickelback. How many red flags do you need? To top it all off, this guy mentions she murdered him. Technically, she murdered his mind and his heart when he realized they weren’t a good match (via Nature World Today).

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Thirteen Rolls

Honestly, not knowing what a sushi roll is is understandable, especially if you don’t eat sushi. It’s not like they explain what it is on the menu. Sometimes, they have pictures but if it’s a high-end place, they expect you to know what you’re ordering.

On one of this girl’s first dates, she ordered 13 rolls of sushi. She thought one roll meant it was one, singular piece of sushi. Her date got a lot more than he thought she would. In the end, they had to push two tables together to have enough room for their meals. On the bright side, they got to leave with a lot of leftovers, enough for a second date at home (via Nature World Today).

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Left Her At Taco Bell

Taco Bell is a great place to eat at three in the morning when you’re intoxicated. Not for one of your very first dates. We understand him wanting to save money, but there are tons of other options other than Taco Bell. They could’ve made dinner at home, or gone to a diner. Anything but Taco Bell.

Not only that, but her date left her there. He dined and dashed. It’s entirely possible he had an upset stomach and didn’t want to stick around and embarrass himself. Or he couldn’t stand his date so much that he figured his best course of action was to leave immediately. She deserves someone way more worthy of her than this guy, for more reasons than one (via Nature World Today).

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I Thought You Were Smarter

Kudos to Catherine for sticking up for herself. It’s horrific that this guy dared to say “I thought you’d be thinner.” She was quick to reply and didn’t hesitate. After pouring his drink on his lap, she said, “I thought you’d be smarter.”

Way to go. Most of us would have stood there, dumbfounded. At least he showed his true personality from the start, and she didn’t have to waste one more second of her time with him. It’s never acceptable to comment on someone’s weight, let alone do it on one of your very first dates. We could learn a lot from Catherine’s confidence. The best part is that she left her date and went home to eat pizza (via Nature World Today).

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Buried In Her Phone

When you’re out to dinner with someone, it’s common courtesy not to touch your phone. It’s rude and shows a lack of respect and disinterest. On this person’s first date, their date spent most of the time on her phone. She also proceeded to order the most expensive drink on the menu.

To escape the awkwardness, this guy stood up, paid for his beer, and walked out. It’s quite brilliant. Because she was so enveloped in her phone, she didn’t even notice him leave. We wonder how long it took her to notice his absence. It’s possible she didn’t notice it until she finished her drink (via Reddit).

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First Conversation

Smelling good on a first date is important. If you smelled awful, like garlic or body odor, it might majorly turn off your date and ruin the chances of ever having a second date. Lathering on the good-smelling scents is recommended, especially if it’s a pleasant aroma like lavender or rose.

This person was nervous on one of her first dates with this guy. When he complimented her on how she smelled, she replied “thanks, I use both of my nostrils.” While this isn’t necessarily wrong, we all know it’s not what he meant. It’s a funny way to start a date, though, and she could’ve played it off as being extremely clever (via Nature World Today).

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Sensitive Sense Of Smell

Some people are good at smelling things. They can smell a meal from a mile away, or guess what’s cooking in the next room over. It’s not common, but it’s interesting when you meet someone who has an extra sensitive sense of smell.

On this girl’s first date, he asked if she was on her period because he could smell it. This seems like a huge red flag and a hint that the guy is a vampire. We’re not sure what brought him to say this, or if he thought it was a turn-on, but it’s certainly not something you hear every day. At least the girl was able to leave immediately and didn’t have to spend any more time with someone who can smell when she’s on her period (via Reddit).

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Honesty Is Key

They always say the truth will set you free. This guy took that to an entirely new level when he said goodbye to someone on one of their first dates. When she thanked him for the evening, he said, “I didn’t have anything else to do.”

Surprisingly, it worked out, and they’re soon celebrating their third wedding anniversary. You wouldn’t think that would’ve worked out, but it did. The girl probably appreciated his honesty and thought it was attractive. There are tons of things he could’ve said, but that’s what came out of his mouth. At least it worked out for them (via Nature World Today).

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Everything Went Wrong

This woman experienced a plethora of red flags on one of her first dates with this guy. Not only did he pick her up in a car with no exhaust, but she had to pay because he lost all of his money the night before gambling.

Even though no one’s perfect, this is not an attractive characteristic. It could cause tons of problems in their relationship down the line if she had continued to pursue him. The good news is that she figured all of this out on the first date, so she didn’t have to waste any more of her time (via Nature World Today).

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Real Man

Everyone has a secret list of the qualities they search for in their ideal partner. Most of the time, we keep this list tucked away in one of our many journals. And it’s not something we share with a guy or girl on one of our first dates.

This woman didn’t hold back. She told her first date her list of qualities she looks for in a partner, and they all seem superficial. According to her, they must wear a Rolex, own a boat, and have an inheritance, to name a few. At least this guy knows himself well enough to recognize that he’ll never play that role for her, and therefore, won’t have to waste any more of either of their time (via Reddit).

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Hit Her With My Car

This five-worded story says it all. Although there have been many first dates on this list that were horrendous failures, this one has to be one of the worst. He hit his first date with his car. How did that even happen? Was he paying attention? Let’s hope nothing bad happened, and she wasn’t hurt. Maybe he meant it as a gentle love tap instead of a hard hit.

It could’ve gone both ways, they could’ve found humor in the situation, or it would have led to a screaming match. Either turnout would’ve given them all of their answers. Regardless, this isn’t something you want to happen on your first date with someone. Or anyone, ever (via Nature World Today).

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Vikings Game

Dressing inappropriately for one of your first dates with someone can feel embarrassing. Jenna thought she was dressing perfectly and went so far as to put paint on her face with a Vikings jersey. She’s spent all night preparing for the game, which she also thought was with a bunch of people.

When she arrived, she found out it was a candlelit restaurant, and her date was dressed up. She felt immediately out of place. It doesn’t sound fair, though, since it seems like there was a huge lack of communication. We’re all wondering why her date didn’t warn her or tell her the actual plan. That doesn’t sound like a person to involve yourself with. At the very least, it’s a memorable way to experience a first date (via Nature World Today).

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Two For One

If you’re short on time, there’s nothing easier than doing two things at once. According to this guy, that includes dates. Maybe he’s extremely busy at work and decided to make the most out of his night off. We’re not sure how he thought he’d manage to go on two dates at once, considering being on one date takes a lot of energy.

Did he think they wouldn’t find out? What if the hostess sat them next to each other? Honestly, it takes a lot of skill to go on two dates at once. He must have a lot of confidence, considering he thought he could get away with it. At least the waitress told the date the truth, and she didn’t have to sit through an entire dinner being “the other woman.” Nothing about that feels good (via Nature World Today).

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Nose Picker

The longer we date someone, the more we notice their strange quirks and other traits that they normally keep a secret. Usually, we wouldn’t notice someone’s gross quirks on one of the first dates. This guy ended up catching his date picking her nose, right after they had a great day together.

Honestly, we all pick our noses from time to time. This girl just so happened to do it in front of her date. Kudos to her for not caring at all. She’s being her authentic self. There’s nothing wrong with that. If he doesn’t like every part of her, then she shouldn’t be with him. Still, it’s not something you want to see someone doing on your first date (via Reddit).

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Quick Stop At The Office

Everyone needs to work; otherwise, we wouldn’t have any money. Sometimes, work ends up going well past 5 PM, and there are times we need to prioritize work over our social life. On one of Christine’s first dates with a guy, he had to stop at the office to finish his work for the day.

Most of the time, that would entail a quick trip to an office building to drop off some paperwork. This guy’s office happened to be a funeral home, and he needed to drop off a dead body, which was in the back of the car. If that’s not creepy, we don’t know what is. It’s probably the only time this woman was in the car with a dead body. At least he stopped at the funeral home and he didn’t have a body in the back of his car because he was a murderer. Still, we’re not sure we’d want to date someone who works in a funeral home (via Nature World Today).

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Drug Dealer

Some red flags happen to come out on one of your very first dates with someone. Even though it can feel like a letdown, it’s a blessing in disguise. This girl took this Reddit user to her “watering hole,” which is a place where she was too friendly with everyone, and not for good reason.

At first, someone that says hi to everyone seems like a great person to be around. But when that reason has to do with drugs, that’s a reason to run the other way. Unfortunately, this woman left her date to go hop in a car with her cocaine drug dealer. The bartender also had this guy’s back and gave him a beer for free for having to deal with that girl. At least he was warned far in advance (via Reddit).

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Wrong Car

Being an independent woman is something many females strive for, especially in this day and age. It shows confidence and is an attractive quality to have. On one of the first dates with this guy, this woman tried to be independent and make sure her date didn’t open the car door for her.

She walked right up to a vehicle, opened the door, and sat down. Her date ran over to the window and said, “this isn’t my car!” She must have felt so flustered as she tried to get out of the car before the owner came back. It’s better to always make sure you ask your date what type of car they drive, before making any assumptions (via Nature World Today).

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Nervous Or Something

Going on a first date with someone is nerve-wracking. All you want to do is make an impression and not say the wrong thing. Unfortunately, some people can take this a little bit too far on one of their first dates. This guy didn’t want to mess up so badly, that he went so far as to not say anything at all.

Her date was probably nervous since he only spoke to his guy friend. Maybe he didn’t want to say the wrong thing, so instead of attempting to talk, he decided to completely ignore his date. We can feel compassion for him for being nervous, but a little bit of effort is usually expected. Maybe she gave him a second chance and the second date went a lot better (via Reddit).

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Three Husbands

If someone talks dirty on their first date, it can either be a huge turn-on or a turn-off. There’s no way of knowing until it happens to you. Then, and only then, will you realize if you’re into it. This Reddit user shares their experience on two different first dates, both of which seemed like complete fails.

The first one told him to fist her, and the second one had three different husbands, still fully involved in her life. At least he mentioned there was no fisting involved. It seems like a string of bad dating luck for this guy. Hopefully, he found his perfect partner soon after these women (via Reddit).

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Actual Blind Date

This sounds like something from a horror movie. Imagine checking your phone after an incredibly awkward date, only to realize that the person you thought you were eating with wasn’t the right person?

We can’t imagine that moment of shock when the truth hit him. He ate dinner with a total stranger who didn’t say a word the entire time. Was it the girl’s friend and they were playing a cruel joke on him? Or did she just see an empty chair and decided to plop down, in the hopes his actual date wouldn’t show up? We’ll never know, and it seems like this guy will never know, either (via Nature World Today).

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Plunge To Becoming A Nun

There are some people out there who wish to become nuns, monks, or priests. These people turn celibate and do not date. When this guy shared his experience on one of his first failed dates, he mentioned that the girl he was seeing was thinking about becoming a nun. Usually, things like this fester for years before someone makes an actual decision.

By the end of the date, the woman decided to become a nun. He helped her make that decision. Something must have clicked for her during the date because, by the end of it, she made a life-changing decision. We’ll never know what went on in her head, but it seems like her date made the wrong impression (via Nature World Today).

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The Winnings

Why would you go to a strip club on one of your first dates with someone? It’s so wrong. Not only did this guy borrow $10 from Chelsea, but he used it to buy a scratch-off, then won $60, and then proceeded to ask if his date would join him at the strip club.

This guy seems plain creepy. There are some things you do on a first date and other things you don’t do. This guy seems incredibly obnoxious, and she’s better off dating someone else. The best Chelsea can do at this point is to say good riddance. She deserves to be taken out on a date to a nice restaurant, not a strip club (via Nature World Today).

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Bloody Toe

Getting injured is never fun. If it happens, we always hope it won’t be during an embarrassing moment, like one of our first dates with someone. On Alida’s first date, she stubbed her toe as she walked into the bar. She didn’t realize her entire shoe had filled with blood, and once she did, she had to make a trip to the emergency room.

At least it seems like she’s dating a decent guy because she got a second date with him. He didn’t mind her clumsiness and might’ve even found it cute. It’s a great story to tell, and it turned out for the best. It could’ve been worse, she could’ve never seen the guy again (via Nature World Today).

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Are We On A Double Date?

There are some things you just need to keep to yourself. When two guys sat next to this girl and her friend at the movie theater, she leaned over to her friend and asked if they were on a double date. She was joking and was making light of the situation. Maybe she was hoping they would turn to her and say, “yes.”

It completely failed and turned out to be one of those nonexistent first dates. The two guys would have laughed along with her, but, nope. That silence that followed her comment must’ve been incredibly awkward and deafening. What’s even worse is that you can’t walk away in a movie theater. Your next best option is to change seats, which these two guys did. Still, they had to sit in the same room as them for the next couple hours (via Nature World Today).

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Meant To Be

Honestly, this could’ve turned into a beautiful love story. A woman gets a traffic ticket, and then ends up meeting the cop again, and the two of them fall in love. It’s like it’s meant to be. For some reason, they saw each other a second time.

Unfortunately, Linda was in a bad mood after getting the traffic ticket. To make matters worse, the person she was on a blind date with was the cop who gave her a ticket. She didn’t see the humor or beauty in it, and instead, felt like it was one of those first dates that are a major fail. It’s possible that the cop had a fun time on his date with her and decided to revoke the ticket. Now that would make everything worth it (via Nature World Today).

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Final Regret

When you’re out on a date, it’s always a good idea to put your phone away. That way, you can be fully present with your date and not have to worry about anything else going on. It’s one of the best ways to figure out if you like someone or not.

This guy decided to not only text his best friend on his first date, but he also proceeded to tell his best friend that he regretted asking the girl out. It turns out that he accidentally texted his date that message. We can only imagine the awkward, heavy silence that followed that text message. There’s nothing much to say after that except goodbye (via Nature World Today).

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Found Out We Were Third Cousins

There are some things in life that you hope will never happen to you. Dating your third cousin is one of them. Thankfully, the odds of that happening are slim, but it does happen. On one of this person’s first dates, they found out they were about to go on a date with their third cousin.

Honestly, it’s better late than never. If the two had fallen in love, there could’ve been a lot of problems. If they had found out after they had kids, there’d be even more problems. It’s better it happened this way and not any other way, although it’s still unfortunate that it happened at all. They’re probably going to be a bit more cautious about who they date from now on (via Nature World Today).

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Mario Kart

Going on one of your first dates ever can feel scary. You’ve put in a position where you have to entertain the opposite sex and make sure they’re having a good time. It’s especially true if you’re a man, since, by societal standards, you must court the girl and treat her to a nice evening.

No one taught this guy how to court a girl on a first date. Instead of taking her out, he decided to serve her saltine crackers and play Mario Kart with her. Even though that sounds like a fun night, it’s not something you usually do on your first date with someone. On the other hand, it could’ve been one of the best first dates ever. It all depends on who you end up with (via Nature World Today).

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Always Listening

Dating someone who’s extra paranoid isn’t ideal. When dating a conspiracy theorist, things can feel interesting for a while, but after some time, it can get pretty annoying. On one of Klara’s first dates, she discovered her date’s phone was taped up.

Without hesitation or making any assumptions, she decided to ask him right then and there why his phone was completely taped. He told her the government is always listening. Even though that’s a bit creepy, at least he was honest. He allowed her to decide whether to stay with him or not. It’s likely she didn’t stay with him. Everything about that conversation is certainly suspicious (via Nature World Today).

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Low Expectations

Setting low expectations for a date makes it a lot easier for them to leave room for an impression. This guy set low expectations for his date. He didn’t expect her to be intelligent. When she was able to hold a conversation about religion and humanity, he was blown away.

Maybe he never dated an intelligent woman, so he didn’t expect her to be one. Either way, kudos to her for surprising him. Still, it doesn’t seem like he’s worthy of a date, since she had to work her way to get him to have a conversation with her. Honestly, she needs to date someone as open as she is, not someone who doesn’t think she’s smart enough to hold a conversation (via Nature World Today).

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Ranch Dressing Kiss

Trying to kiss someone with a mouthful of Ranch dressing is usually something that happens later on in the relationship. That’s when you’re so comfortable with someone, that you don’t feel a need to impress them anymore.

When it happens on a first date, it’s a little different. You don’t know the person at all and don’t even know if you’re attracted to them. Bennett had to endure his date leaning in for a romantic kiss, with a mouthful of dressing. That’s just nasty. No one wants to taste someone’s chewed-up ranch dressing. Still, it could’ve been an honest mistake, or she was just trying to be funny. At least she wasn’t pretending to be someone she’s not (via Nature World Today).

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Elbow To The Face

You’d think that getting elbowed in the face would turn you off of a date. It almost seems like a warning sign from the universe, saying, “don’t date this person.” It’s a hilarious story that could’ve ended horribly. Surely, it seems like a disaster and is one of those first dates that make you grateful for your simple, yet boring dates.

It ended up working out for this guy, since not only did he get a second date, but he ended up marrying the girl. It’s a cute love story, and because it worked out, it’s one of the best ways to start a romance (via Nature World Today).

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A Clockwork Orange

When a date is going well, it’s hard to know when to say goodnight. After this Reddit user had one of those wonderful first dates that make us believe in love, it went south. His date asked him if he’d ever seen A Clockwork Orange, to which he said he hadn’t.

Without hesitation, the girl suggested they watch the movie. After watching the gruesome movie, the girl was in the mood for some “sloppy toppy.” He was not. His mind was full of horrible images. Maybe she’s into BDSM and felt turned on after watching the movie. That’s a person to reconsider (via Reddit).

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Bring The Mother

When you go on a date, you don’t expect them to bring their mother. That’s something that happens months into the relationship after you’ve set a solid foundation and like each other. For some reason, this person thought it was a good idea to bring their mother along on one of their very first dates.

It could’ve been a cute evening, but this person thought it was incredibly awkward. We’re not sure we’d want our parents on any of our first dates, or any of our dates, ever, but this person did it without hesitation. At least he knows she and her mother have a good relationship (via Reddit).

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Pre-Cellphone Era

Todd mistakenly didn’t ask his first date for the correct address. If this happened nowadays, it wouldn’t matter since something like that could be fixed with a quick phone call. Unfortunately, this happened before cell phones were a thing, so Todd had to go the difficult route and ask a friendly neighbor to help him find his date.

He must’ve gone to the wrong house because the elderly couple made him watch TGIF while they searched for a phone book. That’s one way to kill some time while you wait. It’s a funny story to tell on one of your first dates, though. Let’s hope she was understanding and found the whole thing hilarious (via Nature World Today).

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He Gave Up

Parallel parking is stressful. If you have a bad temper, it can make it even worse. This guy was a big jerk and left his date stranded on the side of the road after he couldn’t parallel park. Instead of trying to find another parking spot, he drove off and left her there. Maybe he was so embarrassed that he didn’t want to face it.

Because of this, she had to walk home alone. That’s not a great way to spend one of your first dates with someone. As we’ve said many times before, it’s better to happen on the first date instead of months into the relationship (via Nature World Today).

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Catch Me If You Can

There are some people out there who leave impressions, and others who don’t. This guy certainly didn’t leave an impression on this woman, since she forgot what he looked like. After she walked around the entire restaurant looking for him, he finally flagged her down.

The best part is that he allowed her to walk around and look for him. He sat there, thoroughly amused, as she wandered around the restaurant, lost and confused. Even though that’s harsh, it’s quite a hilarious way to start the first date. At least it ended in a beautiful romance, and the two of them ended up getting married (via Nature World Today).

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People Share Truly Horrific Stories Of Their Worst First Dates

The Perfect Woman

Thirteen Rolls

Left Her At Taco Bell

I Thought You Were Smarter

Buried In Her Phone

First Conversation

Sensitive Sense Of Smell

Honesty Is Key

Everything Went Wrong

Real Man

Hit Her With My Car

Vikings Game

Two For One

Nose Picker

Quick Stop At The Office

Drug Dealer

Wrong Car

Nervous Or Something

Three Husbands

Actual Blind Date

Plunge To Becoming A Nun

The Winnings

Bloody Toe

Are We On A Double Date?

Meant To Be

Final Regret

Found Out We Were Third Cousins

Mario Kart

Always Listening

Low Expectations

Ranch Dressing Kiss

Elbow To The Face

A Clockwork Orange

Bring The Mother

Pre-Cellphone Era

He Gave Up

Catch Me If You Can

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