30+ Dates from Hell Shared by People Online That We Can’t Believe Happened

It is always the best date when you can have a good give-and-take conversation. This date, however, did not have that. In fact, it was a one-sided conversation, and it wasn’t even interesting!

We might have been okay if our dates controlled the conversation a bit, but only if it wasn’t this type of conversation. With a guy who clearly thinks he’s the universe’s gift to women, we would have just gotten up and left!

Many people use dating apps not to find long-lasting, loving relationships, but to search for a fun date or a companion for a single night. That is fine, but you have to be cautious because you don’t really know the people that you are meeting up with well.

This story is a perfect lesson on why not to trust people you just met online. You need to be a little more cautious, or you might end up filing a stolen car report.

Dating as a mid-sized or plus-sized woman can be quite a challenge. There are a lot of guys or gals out there that only care about a person’s outer appearance, and refuse to even give someone above a certain size the time of day.

Having a preference is fine, but the least you could do is be polite about it.  This guy, though, was just disrespectful, not even trying to hide his bias and rudeness. That was just wrong, and we hope that someone treats him like that one day.

We’ve come to expect some pretty crazy stories from dating people. And, apparently, some of those may include a wife chasing you around a parking lot. This has to be one of the worst dating situations we have ever heard of.

The truth is that if we were that wife, we wouldn’t be chasing the girl our husband was cheating with. It would be our husband that would get the rage. Who’s with us?

There are some rules that every person that dates online should know. The first and most important rule has to be — don’t give any personal information until you really know them. Sharing too much on the first couple of dates/chats could leave you with a bit of a stalker situation.

This situation honestly sounds like a horror story. At the end of the day, you have to be cautious and smart when you’re dating. You never know who you’re meeting.

When you’re out on a first date, the last thing you think is going to happen is meeting the parents. Typically, that happens after at least a few months of seeing each other, not on your very first time out together.

So, if we were this guy, unless he really liked the family and girl, this would probably be the last date we went on together. Having mom and dad act as wingmen really isn’t the best plan.

When you agree to go out with a person on a date, you assume that they’re single, right? Well, maybe we should all rethink that, because it may not be the case. This poor guy had to be pretty shocked when this happened to him!

We would have no idea how to handle this situation and we would want to give our condolences but also stand up and leave. Either way, we doubt there’s going to be a second date.

It’s always hard to decide what to wear on a date. Even when you know where you’re going, sometimes you feel like you need to dress up to a different level than you would just casually going out with your friends.

But, having this fear can make one go a little overboard. We’re hoping that’s what happened here and that this guy was just trying to give a good impression — but, honestly, he’s probably just being delusional.

The first time is an accident, the second time is a coincidence, but the third time is definitely suspicious! This guy seems to have a bad case of this when it comes to meeting his date’s parents before they’ve even finished their first date.

We’re not sure how he wound up being so lucky (unlucky?) to have these horrible run-ins, but it definitely makes for an interesting date. Maybe it’s time for him to give up on the online dating scene.

When all you’re doing is looking at a profile and a picture, you may think you’re attracted to someone. But, then, when you actually meet them, you find out that they’re completely not your type.

Typically, though, you go ahead and try to see if there’s some sort of chemistry. This person didn’t even want to be bothered with trying to do that. Though it seems harsh, maybe this guy lucked out in the end.

Sometimes, doing something to calm your nerves before going out on a double date is a good idea. This takes the pressure off your shoulders and allows you to be more comfortable. That is unless you are these two guys!

This girl could have been a little more discreet. We understand finding someone that you’re attracted to is important, but when you’re out with someone else, it’s just polite to maybe talk with them at least some of the time.

Sharing your hobbies, goals, and dreams on the first few dates is wonderful. It allows both sides to check for compatibility and to set shared expectations of what the relationship could look like. But, dropping the fact that you’re expecting to be expecting in soon, isn’t quite what we had in mind.

We’re not sure whether it is a good or bad thing. But, what we are sure of is that it makes for a very awkward situation, especially if you’re someone who’s not really ready for that conversation.

Since many people using apps to find dates are young, it makes sense that many of them happen to live with roommates to try to save some money. So, that on its own isn’t really a red flag. But, learning that the roommate in question in actually the guy’s girlfriend definitely does!

We would be upset to learn the guy we were dating was a huge liar, too! That is not a good way to start off any type of relationship, let alone a romantic one.

A new romantic connection is incredibly exciting. It makes sense that it brings with it fantasies of a possible future together. But, this girl might want to cool it down with her doom-and-gloom attitude.

While, yes, dating someone in a wheelchair could pose a challenge or two when it comes to travel plans, it’s definitely still possible! Also, this is way too soon in the non-existent relationship to freak out over this issue.

When you’re on a date and feel comfortable with someone, you want to share things that you wouldn’t normally share with others. Though this comfort usually is something that doesn’t come until well into a relationship.

But, to have a guy pull out his phone and start to tell you every story that goes with every photo is basically the definition of oversharing. What happened to creating a bit of mystery for later?

Having a girl come over to the house is a big deal. But, usually, they leave when the date is over. If she doesn’t, she at least leaves in the morning. This girl, though, did not take the hint and sneaked back.

The funny thing is this person didn’t know that this was a bad date for days. Not until the cop car pulled up and escorted her off the premises. That’s probably the last time in a long time that he brings a date home.

Do you know what’s a massive red flag on a first date? The person you’re about to meet calling you to tell you they already ordered something for you, as if they know exactly what you like — which they definitely don’t!

It seems that from there, this date really just kept going downhill. This guy clearly doesn’t know that you don’t talk about yourself the entire time, or about your ex-girlfriend!

Once you’ve finally gotten to a point when you’re ready to meet for a first date, some thought must be given to the location of the meeting. Somewhere public is good, but it also needs to have a good feeling to it.

Clearly, none of these places were working for this picky girl. But, to choose, in the end, out of all those cool spots, a froyo van, is just strange to us.

The use of these apps has allowed people to travel long distances to have amazing relationships. But, sometimes those amazing relationships they think they will have don’t turn out so fantastic.

This poor woman had a long ride only to find herself with a date that would go down in the books as one heck of a date. At least we think so, don’t you?

Snapchat is one social media app that has exploded over the past few years. This app has even begun to make it into the dating circle as a way to keep in touch. Bu,t you have to be careful, just like with everywhere else online.

This guy, though, got more than he bargained for. But, at least he found out before it was too late. It seems like they handled it well and were able to remain civil.

It’s always cool to have an exciting first date, like going to a concert. This girl was trying to be nice, or at least that’s what he thought. We would have been so mad if we were him. Wouldn’t you?

This poor guy, we could not even imagine how he felt. But, maybe he shouldn’t be so sad about it because at least he got a concert and a funny story out of it.

Sometimes, those dates we thought would be from hell actually turn out to be pretty darn good. Though we have found many bad stories, this one made us hope for a happy ending. That is until the second dinner, where it all went downhill.

This woman was actually hoping to have a horrible dinner, and it seems she found a way to do it. But, it only made her life rough as well. Maybe just don’t use people’s feelings as a joke, that’s all we’re saying.

Many people have become bloggers nowadays. They blog about everything from food to dating. Unfortunately for this guy, he went out with a dating blogger and became the subject of her latest post.

He thought he did well, but it sounds like it didn’t go as he thought it did. That sucks for him, and all we can do is hope she didn’t use his real name.

When people throw themselves a birthday party, they want to make sure that they have enough people there to feel loved. If you’re someone looking for love, maybe that means inviting a bunch of guys from Tinder to your party, as this girl did.

But, it had to suck for all of them as it was clear they all thought they would be her date. We wonder who would end up being the lucky gentleman.

There are so many romantic things that can be whispered in your ear during a hook-up to make the night great. But, this poor guy heard the one thing that would definitely destroy the mood.

This girl has got to get her pickup lines in order! There are just some things you don’t bring up on a first date, and the loss of a loved one may be the biggest of those subjects.

It’s hard when you lose someone, but it doesn’t mean that life stops in its tracks. The world keeps turning, and that even means dating. This poor guy had the worst experience because this girl couldn’t be sympathetic.

This guy deserved better than this. We think this is just mean and that maybe she should take a class on being a kind person! That would be a good tool to have when you are dating.

It can be fun to share stories from your childhood when you’re on a date, but you have to be careful what you share. The wrong story can leave a bad taste in someone’s mouth, which could ruin the date.

This girl clearly knows how to find the absolute worst dates on the app. No one should trust a guy who would bring his mother on a first date, or someone who would steal his sibling’s piggy bank.

You don’t know who you’re swiping on or if their profile is accurate. Really these apps leave you playing the trust game. Unfortunately, this girl wound up finding that out the hard way. Boy, did she have the worst date ever!

Finding out someone that you are dating is engaged is horrible and probably really disappointing. We think it would be hard and a little embarrassing if this happened to someone. That seems like a pretty messed up thing to do! That is all we are saying!

When you set up a date, there’s always a moment that you think about what would happen if someone didn’t show up. But, when they don’t show up and then have the audacity to ask you to pick something up from the store it’s a whole different story.

It was probably good that this guy didn’t show up. Definitely dodged a bullet with this one. Just imagine what would have happened if he had shown up.

One of the big things on a person’s profile is their likes and dislikes to decide who to swipe on. But, swiping like this could lead to some issues, and this woman experienced just that.

It’s one thing to like hikes. It’s another thing to be a hiker. This poor girl sounded like her first date almost killed her, and it really wasn’t the guy’s fault, if you ask us!

When you go out on a date for the first time, you usually try to temper some of your more intense personality traits and habits. This may be wrong in the long run, but you want to make a good first impression, so almost all of us do it.

This girl, though, has no shame in her game when it comes to enjoying food. We feel sorry for the guy because of how she completely disappeared.

The world of dating is often unpredictable and confusing. One moment you could have an incredible connection with someone, and the next have them disappear with no explanation. Thankfully, that’s not quite what happened here.

We’re not sure if this guy made up the bus date as a way to avoid the date he had already set up, or if this really happened. We’re just glad to see that this poster took the rejection with humor and grace!

Come with us, and you’ll see a world of pure strangeness… Dating someone who’s into cosplay is one thing. Having that same someone display their love for character costumes completely unprompted is a whole other level of weirdness.

We can’t help but be both impressed by his dedication to the act (with the outfit, the routine, and the cane), and by his complete lack of awareness of how out-there this must have felt for his date. Hopefully, the snacks were Wonka level!

A major element of a first date is to check if the two people meeting are actually attracted to each other’s looks. While that attraction can grow over time, there still should hopefully be some initial spark.

This guy, though, seems perfectly happy to mold his possible dates into his ideal version of a person. Honestly, this is just really gross and inappropriate. We would get out of there before he takes us straight to the plastic surgeon.

Most date locations have some kind of dress code, and it’s okay to expect your date to adhere to those unspoken rules. It’s not okay to send them all the way home just because you don’t personally approve of their outfit choice.

If this was an interview for a job in the fashion industry we might have understood his insistence. But, to be this mean about his own personal taste, is just rude. Maybe he should have gone home to change his attitude.

First dates can be horribly awkward. But, as long as you keep the atmosphere light and humorous, you can stir clear of most of the discomfort. Starting the date this horribly, though, is definitely not a good sign.

We just hope the poor guy didn’t think the poster was that disgusted by him. This is a perfect case of “it’s not you, it’s me.” We hope the poster at least offered to pay for his dry cleaning.

we’ve all accidentally sent someone a message that absolutely wasn’t meant for them. But, this case of mistaken identity is extra painful and mean.

We just love how this poster decided that this guy deserved some instant karma — and read to him, out loud, his own mean words. Good riddance to this awful guy!

We all have our own pet references — some people love cuddling with dogs, while others much prefer to cohabitate with a cat. That’s perfectly fine! What’s not okay is simply refusing to accept your date’s long-time furry companion!

The nerve of this woman to think she could make this guy give up his beloved pet for her, all because she thinks that cats are “unmanly!” We’re sorry, but that’s just a stupid opinion to have!

Dating is generally hard and gets even harder when you date long enough to meet the family. That being said, usually, this happens way down the road, not just a few months in. But, at least this guy had something to talk to his date’s dad about.

This guy was way more understanding and open than we would have been. It takes a lot more than a few months to know it’s time to take that next big step.

Having someone over to a family dinner is hard but having one over for a holiday is even more stressful. We’re really not sure why this person thought Passover dinner was a good time to introduce her tinder date to her friends.

This just seems like maybe she was tired of her family pestering about when she will settle down! If we were her friend, we would have strongly advised against this course of action.

We all have types of people we are attracted to because of certain attributes, but few of us have a thing for people with the same name. That, to us, seems like a strange thing to be attracted to. After all, it limits your dating pool.

If we were this guy, we would have found our way to leaving without anyone knowing. That might seem wrong, but there is something off about wanting to date a guy that looks like, and has the same name as your ex.

You might find yourself dating people that you never thought you would date with passions that you’ve never even heard of. Meeting new people and experiencing new things can be a great way to bond during a date.

But, getting into a fight with your innocent-looking date probably isn’t the fun new experience you were looking for. This guy was definitely in the wrong place at the wrong time and with the wrong person.

Much of dating — choosing a good match, setting the vibe, creating a good connection — relies on instincts. This guy might want to learn to listen to his instincts a bit more, as they might have been able to tell him that he should go get medical help a lot sooner.

At least his medical trouble had nothing to do with the poor girl. However, it does make for a horrible date story and one that he probably tells over and over again.

When you’re in college and have a ton of roommates, it becomes very awkward when you’re trying to date and be a little more intimate. It often leads to many awkward walks through the common area and, for sure, a few jokes from your roommates.

That said, this poor girl must have been so embarrassed. This had to have been the worst date she probably ever had in her young life. Hopefully, it didn’t scar her for life!

It’s always nice on a date when you can hold the hands of the one you’re with. It’s a way to show intimacy without talking and a great way to develop a physical connection. So, not being able to do that is definitely a red flag.

It’s amazing that this guy managed to hide all his many red flags long enough to actually get a date with this poor woman. Clearly, this creep was never getting a second date after this disaster!