Jimmy Fallon Shares The Funniest #WorstFirstDate Tweets In Hilarious First Date Fails Round-Up

Whether you’re newly single or have been on countless first dates, it’s always entertaining to hear about other people’s misadventures in the dating world. So sit back, relax, and get ready to laugh (or cringe) at these epic first-date fails.

We’re not sure how we would react if we were in Mojo’s shoes. It’s a sweet gesture, but also a little strange. If your date has to ask for permission to do things, maybe it’s time to reevaluate if they’re ready for the dating scene.

Introducing your partner to your family is a big step, and it’s usually best to wait until the relationship has reached a certain level of commitment before making that introduction. But hey, at least Kelly’s date has a strong bond with his family, which is always a positive trait.

We get that being a funeral director is a perfectly normal job, but something about this guy’s behavior just seems off. If he’s comfortable enough to do something like this on the first date, we can’t help but wonder what other quirks he might have.

Here’s a pro tip: when it comes to other people’s relationships, it’s always best to mind your own business. That waiter probably should have kept their nose out of Michelle’s date’s business. Plus, if you’re going to have a confrontation, it’s probably not the best idea to do it while someone is trying to enjoy a romantic evening.

Despite the spill, Patrick was able to turn a potentially awkward situation into a funny story to tell. It just goes to show that even the most embarrassing moments can be turned into a positive with a good attitude.

This is not only rude and disrespectful, but it’s also a major red flag and a surefire way to ruin the date. So, remember to always be respectful and considerate of your partner’s feelings, and you’ll have a much more enjoyable time together.

While it’s not always a good idea to be brutally honest all the time, in this case, it seems to have paid off. And who knows, maybe one day they’ll be able to look back and laugh about it with their kids. Even when things don’t go as planned, it’s all for the best in the end.

But luck was on his side when he won $60. Instead of using it to treat Chelsea to a nice evening, he just dropped her off so he could go spend his winnings. Thank goodness Chelsea was able to avoid a potentially selfish relationship and say goodbye to this guy for good.

Despite all the mishaps, Chris seems like a total sweetheart. But seriously, who is this Tom person?! We hope Chris was able to laugh off the situation and find someone who can remember his name correctly.

While it’s understandable to be concerned about privacy, it might also be a good opportunity to learn more about internet security and how to protect oneself from hacks. On the other hand, placing the phone face down on the table might have seemed a little suspicious. Maybe Klara’s date should have just brought out their phone instead.

It’s important that conversations are balanced and that both parties put in an effort to keep the energy up. Unfortunately, this girl’s date ended up making a remark that came off as him assuming she was not intelligent. Definitely a red flag!

But even with a bleeding toe and ten stitches, they managed to charm their way into a second date. Accidents happen, but sometimes they lead to unexpected silver linings. Just goes to show that a little bit of perseverance can go a long way.

Despite the mix-up, the date ended up being a success and the two are now happily married. It just goes to show that even the most seemingly embarrassing moments can end up being a funny memory to look back on.

Luckily, the car’s owner wasn’t around, so there was no awkward confrontation. Next time, Anna ought to ask her date what their car looks like to avoid any mix-ups. Being a little extra cautious can go a long way in preventing embarrassing situations.

We bet her date was pretty full after all that sushi. But hey, we think food is always a great idea for a date. Plus, now she knows to be more specific when ordering her favorite rolls in the future.

It looks like Will and his date might not have gone out again after this little cinema mishap. Poor Will was introduced to the parent way too soon in their relationship. He might be a little bit hesitant about going to the movies with a potential love interest now. Can’t say we blame him!

No, it wasn’t an animal. It was a pair of his mom’s panties! We can’t decide whether to laugh or be amazed at Marc’s magician-like skills. We wonder what other tricks he has up his sleeve (or sweater).

And if that wasn’t strange enough, the night ended with Claire helping her date’s ex-wife pick out a wedding dress. Talk about an awkward situation! It’s hard to imagine how the first half of the date even went. One thing’s for sure, at least Claire can add this wild Tinder tale to her collection of funny stories to tell her friends.

And if you’re worried about being rejected, just take a cue from Ben’s experience. She bravely scattered garlic powder on her pizza slice, effectively signaling that she wasn’t interested in getting up close and personal later on. Better luck next time, Ben!

To avoid any awkward moments like this, it might be best to put the phone away while on a date. Trust us, it’s not worth the embarrassment. Even if you do make a mistake, it’s best to just wait until after the date to share the mishap with your friends.

Did they end up together or was it a complete disaster? One thing’s for sure, we hope his date is okay. Accidents happen, but we can’t help but wonder what led to this one. We wish Jon had filled in the missing details for us. Regardless, we hope everything turned out alright in the end.

See, Todd accidentally entered the wrong house, but it turned out to be a blessing in disguise. Can you imagine trying to navigate through life without our beloved cell phones? Back in the day, it was so hard to get in touch with people. But thank goodness for technology and the gracious couple who helped Todd out!

Despite having an upset stomach on her first date, she and the guy ended up getting married and spending the rest of their lives together. Now that’s a happily ever after! So don’t let a little stomachache get in the way of finding love. Embrace the unexpected and who knows, you may just end up with your own fairytale ending.

But let’s be real, who hasn’t had an embarrassing moment like that? And if your partner can still love you even when you’re at your grossest, well, they must be a keeper. These two are a match made in heaven, and their story just goes to show that love can be found in the most unexpected of places.

Despite being a little nervous, Jordan’s quirky personality came through when she joked about how she was breathing in response to the compliment. All in all, it sounds like this worst date could have been much worse.

On the bright side, at least this person found out before things got too awkward. We can all agree that finding out your date is a relative is definitely one of the weirdest things that can happen on a date.

Kelsey had a helpful ally in this situation – the waiter. This observant server had probably seen all sorts of dating drama and was happy to give Kelsey the scoop. As it turns out, Kelsey’s date was actually seeing two people at the same time.

While honesty can be important, it’s also important to be mindful of how you say things. Catherine handled the situation like a pro and gave her date a taste of his own medicine by dumping a drink on his lap. Sometimes, a little bit of instant karma can go a long way!

Imagine Linda’s surprise when she later learned that her ticket-giving cop was also her date for the evening! A small world indeed. Here’s hoping that he was able to show a little bit of chivalry and revoke the ticket. After all, everyone deserves a break every now and then.

But hey, sometimes people just get caught up in the excitement of gambling and lose track of their limits. It’s never a good idea to support someone’s destructive behavior, but sometimes you just have to do what you can to get through a tricky situation. Here’s hoping Heather’s date can learn to gamble responsibly and not put himself or others in such difficult positions in the future.

Plus, if you’re not even eating dinner on a date, it can make things feel really awkward. If we were in Collin’s shoes, we’d be extra careful about who we went on dates with in the future, or at least make sure to get to know them a little better beforehand.

Despite the girl’s silence and lack of communication during dinner, Scott never suspected a thing. We can’t help but wonder how he didn’t notice that she looked different from her picture. This mysterious date has us full of questions!

We’ve all had those moments where we wish we had a pack of mints or gum on hand to freshen up. But it’s important to remember that good oral hygiene isn’t just a nice-to-have – it’s a must. Next time, maybe this guy will remember to brush and floss before heading out on a date.

Despite the initial awkwardness, Mike’s wife stuck by his side and showed herself to be a true keeper. It’s important to remember that a little nervousness is natural when it comes to romantic moments, but with a little patience and understanding, anything is possible.

During their first date, her partner treated her poorly and ended up ditching her at the restaurant. How rude! Margaret deserves someone who will treat her with respect and not try to skimp out on the bill. This guy certainly wasn’t worth her time or energy.

But hey, it’s all part of the learning experience. Kyle’s ex may have turned down his affections, but she taught him a valuable lesson about love and relationships that he’ll carry with him for the rest of his life. Even at a young age, it’s important to manage our expectations and not take things too seriously.

We can’t say for sure what happened before this moment, but it seems like things were going okay until this point. It’s always a good idea to be mindful of your actions on a date and make sure you’re not making any weird moves. Just stick to kissing the nose and you should be good to go!

Before puckering up, it’s always a good idea to make sure you’ve fully swallowed your grub. Unless, of course, you’re a bird or something. After this ranchy incident, Bennet called it a night on this date.

But things took a turn for the worse when Thomas stumbled into the bathroom. He ended up mistaking his date for someone else and asked her out again! We can only imagine how awkward that must have been for her. But hey, at least it’s a story to tell for years to come! Just try to remember to pace yourself on those drinks next time, Thomas.

We’re not sure what we would have done in his shoes, but maybe just treating the grandma to some ice cream would have been the best approach. It’s definitely a strange lesson in the importance of double-checking details before heading out on a date.