Jimmy Fallon Asked for People’s Most Awkward Text Convos and Boy Did He Get Them

Late night talk show host and comedian Jimmy Fallon loves interacting with his audience. He often asks people to send in pictures or videos of them doing hilarious things. On one particular show, he asked his audience to send him the most awkward text message exchanges they’ve had. His audience definitely did not disappoint.

Call for Texts

It all started with a partnership with T-Mobile and a tweet from Jimmy Fallon. He sent out a call for people’s most awkward text message exchanges. Anything from break ups to group chats was fair game.

Eulogy

This grandmother has her future on her mind and it doesn’t look very bright. To ensure that she gets a good farewell, she asked her granddaughter to write her eulogy.

Doing the Chores

Parents and technology don’t usually mix. However, due to this dad’s mistake at least we know that the dishes are being done.

Wrong Person

Let this be a lesson to all of you who ask their friends for advice when it comes to relationships. Always check who you are sending a screenshot to before you send it!

Lost Contacts

Always backup your contacts, especially when switching to a new phone. Secondly, we can only wonder how this picture reminds their friend of them.

Voice to Text

We’ve come a long way with technology. However, voice to text software still has a long way to go.

New Number, Who Dis?

This father surely lives with his head in the clouds if he doesn’t have his own child’s phone number. But also, dads deserve more than just a text on Father’s Day!

Wrong Number Prank

This woman texted the wrong number to find out her friend’s favorite cake. The wrong number responded with carrot cake. Unfortunately, Shylie hates carrot cake, which she later found out at the party she brought carrot cake to.

Not a Compliment

It’s always flattering to be complimented, especially when it’s by someone you like. However, you should always wait to hear the full compliment before blushing.

You’ll Get the “E” Later

Kids, do your best to stay young. This little guy is in for a world of trouble after this girl calls his mom yet again.

Advice from Mom

This mom is really rooting for her daughter to find man to date. Not only does she offer sweet advice, but also super sensible advice.

Favorite Actor

Autocorrect has embarrassed many people over the years. This person is not exempted from the embarrassment.

Autocorrect Strikes Again

This was an exchange between a boss and his employee. Autocorrect may have lost him his job if he wasn’t quick enough to correct himself.

Mutually Cheating

This April Fool’s joke backfired completely when this boyfriend learned that his girlfriend has been cheating on him. Some conversations are just better in person.

Foreign Languages

Depending on what type of keyboard you have set on your phone, autocorrect only recognizes that language. So, take a lesson and don’t try to type in Spanish on an English keyboard.

Post Gym

A good athlete always has a post-gym routine, like showering and eating some protein. This girl has another type of routine that may or may not be a little unconventional.

Who Is This?

Well, this person has clearly moved on from whoever they were in a relationship with. How gut wrenching is it to know that someone you miss doesn’t even have your number anymore?

Nice Save

This person was clearly embarrassed about their number not being saved. So, they tried so hard to save themselves.

Which Body Part?

Helping people recover from a surgery is no easy task. This kid definitely wasn’t ready to step up to the plate to help his dad out.

Get Nude

How often do you receive texts telling you that you have to get nude? Hopefully not too often.

Failed Flirting

This girl is trying so hard to flirt with her crush but autocorrect keeps getting in the way. Maybe it’s time to switch off the autocorrect setting.

Potato Recipe

You’re never too old to text your mom for a recipe. However, always check your spelling when you answer about how it turned out.

Get on the Boat!

Rule number one about taking a cruise, don’t miss the boat! Although, how bad could it be to stuck on a tropical island?

Daddy To Be

Imagine being on the receiving end of this text conversation. At first, there’s panic. Then you realize there is absolutely no chance this is true.

Autocorrect Strikes Again

This business woman is all ready to close a sale by showing the product to her uterus. Oh wait, autocorrect is just messing with us once again.

Explosive Texts

The first thought is that the apartment is going to blow up, right? That means you should definitely answer your texts when they ask if you’re okay!

Whoops, Wrong Person

Why would someone send a picture of penguin feet to their friend? Either way, it definitely makes for a good “wrong person” text.

No Words

This person is trying so hard to make conversation with whoever they are texting. Unfortunately, they are doing a pretty bad job at it.

Ultimate Confusion

It seems like this cleaning lady can’t be trusted. Was she there? Was she not? The world may never know.

Leave Me Alone

A random number kept texting this girl thinking she was Sandra. After weeks of telling the person she was not Sandra, this is what she received. Who should be more angry in this situation?

Safety First

This is what happens when you have a 10-year-old and a 71-year-old texting each other. At least he made sure it was his grandmother first.

Candy Thongs

Autocorrect has a habit of making things sexual when they clearly are not supposed to be. All you can do is laugh, though.

Delivery Driver Texts

Sometimes it’s best to just send one-word answers to your delivery driver. This person decided to send the driver a whole story through ominous texts.

I Love Cocknut

Coconut or cocknut? Is there really a difference when we are talking about things we love?

Raunchy Texts

Whoops, Grandma is getting the inappropriate messages instead of her granddaughter. That’s going to be one awkward family dinner.

Tampon Slushie

We aren’t sure how a tampon slushie tastes, but we can’t imagine it would be very good. It’s a good thing she meant Tampico.

Flirting Gone Wrong

This pickup line didn’t go so well. He better get a new one to try out that isn’t so confusing.

Congrats on the Baby

Getting random texts from strange numbers is always an adventure, especially when you decide to answer them. This person was kind enough to congratulate the mysterious number on her baby though.

Mama Bear

This mother tried to be supportive of her son going on a trip to Las Vegas. Moms really do know best.

The Hottest One

Well, this is awkward. Also, that is a lot of Kevins for just one person to know.

Wrong Place, Wrong Time

This person was at his grandfather’s funeral when his friend responded with a pretty grave answer about what he missed in math class that day. Funny? Awkward? Both? You decide.

Overreaction

Family group chats are always entertaining. Although, this family seems to escalate problems quite quickly.

On the Toad

It’s a common courtesy to let people know when you are on the way to their house. However, it’s always a good idea to actually spell it out correctly.

The Screenshot

This is a lame excuse for accidentally sending the guy you’re screenshotting the screenshot that was meant for your friends. How does he even respond to that?

Family Group Chat

These parents didn’t realize they were texting in the family group chat. Well, at least there is still love and attraction in the relationship.

What a Hypocrite

This woman replied to an unsolicited dick pic with another one she received previously. The man then got all offended. That is what we call a hypocrite ladies and gentlemen.