Let’s face it — dating is tough. For every love story out there, there are at least a few dates that have gone horribly wrong. After all, you have to kiss a few frogs before you find your prince/princess, right? Well, these dates went so poorly that even the internet is cringing! See the worst first dates of all time, and then try to resist the urge to delete all of your dating apps.
Different Isn’t Always Better
It appears that this poor guy got caught in the middle of his date’s mid-relationship crisis. She seemed to believe that the grass was greener on the other side, but one dinner with this dude convinced her that her ex was the best there is!
While we feel sorry for the OP, we can’t help but be suckers for this love story which he most certainly is not the star of.
He Was Playing the Game
This guy must have some serious, well… balls. While that’s some expert-level playboy-ing, we can’t help but wonder why he didn’t simply schedule the dates for different days?
The only reason we can think of is that he didn’t want to be tied down to one woman even for an afternoon. Now, that’s a level of commitment-phobia that we’ve never seen before. That being said, we’re in awe of the confidence in which this guy made up his own rules for the dating game.
Have All the Desserts
Honestly, this woman should have 10 desserts! One for every pound she “should lose.” Not only do we have no doubt that she’s perfectly beautiful but we’d like to see how this guy looks, considering how he thinks he’s one to talk. Something tells us that his self-esteem isn’t too high, which probably answers that question.
We hope there won’t be a next time but if there is, this girl should order at least two desserts — one for eating and one for throwing in his face.
Thanks for the Life Hack
This woman is living in 2088 while we’re all still stuck in 2022. Her life hack for getting out of a bad date is simply genius and we’ll be using this in the future. After all, time is money, so she can easily “earn” back what she tipped that waiter by ending the night early.
We’d like to add to this woman’s brilliant idea — when going on a first date, make sure to wear something you don’t mind “accidentally” spilling a drink on.
Keeping it in the Family
This one is both equally gross and unfortunate. It kind of makes sense they’d connect, though, doesn’t it? As it turns out, those two had way more in common than they’d ever hoped!
We’re just glad that they figured it out before things went even further than kissing… family reunions are awkward enough as it is. Although, clearly, they could do with a bit more of those since they can’t even recognize their own family!
It’s Too Late for That
We would not be scared if someone’s tooth fell into our mouths while kissing — we’d be absolutely terrified. Is that some sort of sadistic version of pillow talk?!
We guess it was kind of polite of him to warn her, rather than let her get a nasty surprise, but maybe he shouldn’t have gone in for a kiss at all till he got that issue sorted. We give him an A for manners but an F in planning ahead.
Worst Third-Wheel Ever
This is one of those rare instances in which both parties can probably agree that it was the worst first date either of them ever had. At least mom seemed to enjoy herself!
While she’s certainly no matchmaker, this mother does seem to be incredibly wholesome and she obviously looks out for her daughter, so it’s difficult to get too upset. Maybe the dating world just isn’t ready for adorable moms like this one, yet.
Who Is His Ex?
Ah, the troubles of dating in Hollywood. A person can’t really get over a relationship when their ex is famous and always in the media.
That being said, intentionally going to see a movie she is in was completely that guy’s bad. Taking his date to the movie? We really have no words. If he was trying to show off the fact that he dated a beautiful actress, we think it’s safe to say that plan backfired.
Why Is That, Though?
We do sincerely feel bad for this man but we can’t help but wonder why that date with him turned out to be this woman’s last date for a while. What did he do to turn her off from relationships entirely?
Clearly, he’s unaware of whatever faux pas took place, so we assume that he’s a good guy who meant well but maybe his date’s side of the story is somewhere on this list…
Talk About Planning Ahead
Most of us want to know where we stand with the person we’re dating and we appreciate it when that individual wears their heart on their sleeve. However, many people also want someone who’s mysterious and sparks their curiosity.
It can be difficult to balance these two contradictions and sometimes, a person can accidentally tip the scale too far in one direction. Or in this guy’s case, just reject the scale harder than Leonardo DiCaprio rejects women his own age.
