20+ People Who Asked for Way Too Much on Dating Apps and Made Everyone Uncomfortable

Sometimes, a dating app is a great way to meet new people and maybe even find your next relationship! However, it seems like a lot more of these conversations are awkward or even upsetting rather than endearing. From pick-up lines not being entertained to comments that should have never seen the “send” button, these are some of the most unexpected and unfortunate experiences on dating apps.

Riveting Conversation

It’s not easy to strike up a conversation with strangers. There’s a lot of small talk that can come with getting to know someone. Apparently, for this person, a little feedback was too much to ask.

Riveting Conversation

Instead, they were left with lackluster answers that didn’t really help them learn anything new about their conversation partner from these questions. If you were wondering, they didn’t know what their favorite movie was either.

The Whole Pickup Line

If you’re on a dating app, you probably hear a number of different pick-up lines. However, they don’t always work as well as you might want them to.

The Whole Pickup Line

This person really botched the one they were going with. Maybe it was for comedic effect but either way, we’re left wondering what they were going for in the first place. Either way, it doesn’t seem like this one worked out.

To Know a Name

When you start talking to someone on a dating app, you probably don’t expect to know much about them. However, some of it is given.

To Know a Name

For example, if you look to the top of your conversation, you’ll see the name of the person you’re talking to. It seems like this person could have used a slight review of who they were talking to. As it is, calling someone the completely wrong name isn’t usually a great start.

And Humble Too

Sometimes, the problem is that people on dating apps can come on a little strong. Take this Tinder user, for example. They managed to come across as both cocky and self-pitying – impressive.

And Humble Too

Not everyone finds success on dating apps, and that could just be due to bad luck. From this conversation, though, we’re not sure this person’s charm was quite up to the test. Also, who are they complaining to? This seems like a weird complaint to throw at a new match!

Asking More Than the App Allows

If you haven’t used Bumble before, it tries to shake things up with a unique feature. When you match with someone, only women can send the first message.

Asking More Than the App Allows

That’s why this guy was so confused about the fact that he had no way of messaging the OP when they matched. On the bright side, this was one dating app user who was ready to realize their mistake. The conversation could still be saved!

That’s Quite an Opener

Listen, is “hi” or “hey” your best opener when you’re trying to get someone’s attention on a dating app? No, it probably isn’t.

That's Quite an Opener

However, this response to someone saying “hi” is definitely worse than the original message. All in one message, this person manages to start out sounding pretentious and then horrifically tries to still flirt. All in all, it’s memorable for all the wrong reasons. We think we’d run from this conversation, too.

Waiting for the Perfect Moment

When you want someone to feel like you’re paying attention to them through text, a lot of people look for prompt responses. On the other hand, sometimes people get busy.

Waiting for the Perfect Moment

Still, you’d think the window of opportunity would close after two years. As for this person, they were pretty convinced they still had a chance to win the other person over – even if they did wait two years to shoot their shot.

Not Hearing Them Out

The first message you send on a dating app can be nerve-wracking. After all, you want to impress the person enough to get them to keep talking to you, right?

Not Hearing Them Out

Whatever this person thought the best joke would be, we’ll never know. It seems that asking this woman was too much, though we’re sure a simple “no” would have sufficed in place of this roast out of left field. Poor Jamie.

It’s Hard to Keep a Conversation Going

Small talk isn’t always easy to keep going. Unfortunately, this can mean that the beginning of a conversation on a dating app can prove challenging.

It's Hard to Keep a Conversation Going

This exchange seems doomed almost from the start. However, one person was really trying to get more information, despite the single-word responses. We wonder if the other person even thought twice about the guess after they received the message.

Is This a Threat?

A fun question can be a great icebreaker on a dating app. You’ll want to choose the right icebreaker question for the best effect, though.

Is This a Threat?

This question definitely wasn’t the right one. Rather than a light-hearted question, they opted for a rather grim one that not many people want to consider. Plus, who’s going to choose someone who just messaged them for the first time over their cat?

Do They, Though?

This person managed to get as far as landing a date before they ultimately ruined it. All they had to do was make it until seven o’clock tomorrow.

Do They, Though?

Instead of doing that, they managed to ruin it all right away. A good rule of thumb, it’s completely inappropriate to try and dictate how your date dresses. No matter what the last message says, we’re not so sure that this person is really a hit on first – or consecutive – dates.

Not the Best Option

A lot of people want to experience their own great love story. Why not look to classic literature for inspiration on what this could look like? There are some pieces of literature you might want to skip out on.

Not the Best Option

Finding the Romeo to your Juliet is a lot different if you remember the end of that play. As a matter of fact, even before this brutal end, it’s not a fun path for the two lovers.

Wow, What a Catch

We’ve said it before and we’ll say it again – the first impression you make on a dating app can really play a role in whether you get a message back. This person really failed on that front.

Wow, What a Catch

For one, they went straight past “coming on strong” and defaulted straight to being aggressive and demanding. The multiple messages with no reply really highlight how welcome this strategy is. Pro tip? Try and do the opposite of everything you see here.

And They Say Romance Is Dead

There are some who say you can’t find romance on a dating app. Well, you probably aren’t going to find it with this person. There’s a lot to unpack here.

And They Say Romance Is Dead

First, the other person obviously thought they were being asked on a date, not used. Secondly, it seems like a major red flag that someone wants their first date with you to be to bother their ex at their place of employment!

Um, No Thanks

Scheduling a date isn’t always easy. After all, it takes some coordinating to get two people together with differing schedules. Sometimes, something casual makes things a lot easier to schedule.

Um, No Thanks

Yet, this person might have gone a little overboard in how casual they were. Sending an address to hang out at their place was fine but requesting they arrive with coffee seems like a bit much and the tone doesn’t make it seem like they’re interested in hanging out with the other person at all.

No Need to Be Original

Having a go-to line is one thing. When you’re using a dating app, though, you might end up matching with people who know each other.

No Need to Be Original

That means when this person had their usual spiel lined up, it didn’t quite work as well this time. Why? Well, it might have had a better chance if this person and their roommate didn’t receive the same thing at nearly the same time. It just doesn’t make you feel as special.

It Was Only a Few Dates!

Going on a date doesn’t necessarily mean you’re “dating.” A lot of people take a while to get to know each other before making it official. This person may have misread the situation a bit.

It Was Only a Few Dates!

The first message comes off as accusatory, rather than trying to figure out the status of things between them. However, how was this person to know they were meant to have Valentine’s Day plans without mention and so shortly after they met?

I’m Sorry, What?!

When you ask for someone’s number on Tinder or any other dating app, you have to be prepared that they’ll say no too.

I'm Sorry, What?!

After all, it’s their right not to jump off the app and give you personal information right away or at any point. This person’s rule isn’t even that unreasonable – they didn’t know each other yet. The message in return was unpredictable and truly unnecessary. Who says something like this?

A Bit Presumptuous

There are some things that make sense to ask a dating app match you want to get to know better. For example, ask them to breakfast!

A Bit Presumptuous

This person didn’t quite land that idea. It doesn’t have the same effect to ask someone you haven’t met to just buy you breakfast for your own personal gain. We have to wonder if this person ended up matching with anyone who bought them that UberEats.

Asked Too Much

Have you heard the phrase “bit off more than you can chew?” That might be what happened here although this person definitely got a choice.

Asked Too Much

We can’t blame them for skipping past the pickup lines, those are rather abundant on these types of apps. However, it seems like this fact wasn’t as fun as they were hoping. Maybe the recipe is the way to go with this one?

With Conditions

Why do people date around? Maybe they want to meet new people or perhaps they’re playing the field and looking for love. Alternatively, maybe they’re just fishing around for new Instagram followers.

With Conditions

This can’t be a very effective method, though. Listen, if you want to charm people into liking you, making it clear your relationship is actually transactional for social media attention usually isn’t the way to go.

Maybe This Reaction Is a Little Strong

Do you remember when you were younger and learned about internet safety? Those tips can be useful but, sometimes, people use their full names on the internet.

Maybe This Reaction Is a Little Strong

While you may not want to do it personally, this person’s reaction is a little strong, to say the least. It’s probably not big enough of a deal – or at least an issue a stranger has enough say in – to demand they make a new profile like this.

Leave a Comment