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Jimmy Fallon asked people to share their worst first dates, and some were just laughably bad

Romance doesn't always come easily, does it?

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As the saying goes, "You have to kiss a few frogs..."

Dating has certainly evolved over the years—we’ve gone from courtship being purely a financial arrangement (not that this trend has ever truly died) to knights jousting for a lady’s favor, to casual hookups, to now, when romance is primarily found through an app more than anything else.

Technology used for meeting that special someone has become so advanced that you can base your search entirely upon specific interests. Like, oddly specific interests. Think a fellow cat person would be the purrfect match? There’s an app for that. Wish to “love long and prosper” with a fellow Trekkie? There’s an app for that too.

No matter the changes, one thing remains the same—dating is awkward. It’s got all the unspoken formalities of a job interview, disguised as innocent fun. The balance between playing it too cool and too eager is hard to find even for the smoothest among us, and usually results in total embarrassment. Even if we aren’t the ones committing those embarrassing acts ourselves, we are often the reluctant witness to them.

Terrible dates might not always be fun in the moment, but they can be just as important as the good ones. They can teach us a lot about ourselves and what qualities we want in a partner. And at the very least, they can teach us to embrace social clumsiness with a sense of humor.

Jimmy Fallon recently asked his Tonight Show audience on X (formerly Twitter) to share a “funny or embarrassing first date story” for his ever popular #Hashtags segment. The best part—some of these awful first dates ended in marriage. There’s hope for us all.

Below, find 15 stories that are truly the best of the worst. How do some of your first dates compare?

1. "After a nice dinner, she invited me to her house. On the way up, inside the elevator, I decided to push the button to stop between floors and give her a kiss... She had a phobia of closed spaces and she smacked my face as a reflex, two punches after we were kissing and laughing.” – @PanqueAlgarvio

2. “His jeans were so tight he couldn’t sit down. Stood at a bar stool the whole time.” – @onlyintheozarks

3. “Waiting 4 my date when an older couple asked me for a ride. my date came up and said sure! We drove them home & they asked us to come in. Date said “sure”. I pulled him back & asked why he wanted to hang w/strangers. He said ‘sh@t! YOU DON'T KNOW THEM!?’ We bolted!” – @natashaham75

Gif of Seinfeld

Talk about a fashion faux pas.

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4. “Before the date, we had been chatting about books we liked and I talked about a great book I just read. We went on the date. I loaned her the book. She ghosted me.” – @thenextbarstool

5. “The worst first date I ever had was when my date locked his keys in the car and I had a curfew so he had to break his car window out to get me home on time. Didn’t think I’d ever see him again but we wound up married.” – @csleblan

6. “First date movie ‘Basic Instinct’ not realizing how suggestive it was. We just thought it was a mystery thriller! We left the movie discussing how each character could have actually murdered someone. We're married now.” – @Southrnbell_Amy

Gif of woman in white dress smoking a cigarette

There are worse first date movies tbh.

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7. “First date with my ex husband was a double date with his parents. The preview for ‘Speed Racer’ came on, and she leaned over me to say to her son, ‘You know what your dad's nickname in the bedroom is?’" – @theostoria

8. “A friend asked me on a double date as a blind date with his date's friend. I went to the bathroom and came back just in time to hear my date say to her friend, ‘why do I get the ugly one?’ I said good night to all three and headed home, leaving her w/the bill.” – @StevenTrustum

9. “He loved cheese. I was subjected to a 2 hour conversation/lecture about cheese, and why cottage cheese is not cheese!” – @Optimist_Eeyore

Gif of man with words, "I eat all of the cheese"

I'd like to see this two-hour cheese lecture.

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10. “He took me to an Asian fish market. We walked around looking at live & dead fish for a while. I don’t like seeing dead animals & I don’t eat seafood. Then we sat on a curb & he pulled out a ziplock bag of pineapple for us to share. I don’t like pineapple.” – @markayhali

11. “My cousin set up a first date for me with a family friend. During a break from dinner, Mr. Man follows me into the ladies’ room, comes up close and says in a low voice, ‘I shave my butt.’ Can’t remember what I said in response but the evening ended abruptly.” – @carli_zarzana

12. “I once took out my high school crush to a sports bar and ordered the spiciest wings there in an attempt to impress her. Not only was she not impressed. The next morning I woke up with heartburn.” –@Dmonster38

Gif of Millie Bobby brown on Hot Ones

Talk about a hot date.

GIF

13. “My date showed up with his bestie and girlfriend, and they talked through dinner about people I don’t know. Walking to the car, he gave me a wedgie because he thought he hadn’t been paying enough attention to me.” – @surrealDazey


14. “I was taking my date home and was pulled over by the police for speeding. When the cop came to my car, she jumped out and told him she had to get home. She walked home and I never heard from her again. I'm not sure who's #WorstFirstDate it was mine or hers!” – @eastriverbear

15. “After an evening of dancing with a first date, leaving the dance hall, I had to take a quick pee break. Rushing out to the parking lot, I see a lady, I grab her and swoop her around, and plant a big wet kiss on the lips. She was another guy's wife. Oops!” – @seadogskamore

Gif of the Addams Family

Only Gomez could have gotten away with it.

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This article originally appeared three years ago.

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Jimmy Fallon gets people to share their most epic prom fails

A lot can happen in a night!

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Make it a night to remember, they said.

Ah, prom. A quintessential teen experience that somehow manages to take every single one of those high octane, conflicting emotions felt during the entire school year and condense them into one solitary evening. All while everyone is dressed in elegant evening wear.

Though prom began as early as the 1800s as a simple cotillion, it has evolved over the years to become more extravagant—what with “promposals” and limousines and celebrity appearances. But, it has also evolved to become more LGBTQ inclusive and challenging of old gender rules.

Prom is (and continues to be) such an integral part of teen culture that it’s the central plot of many well loved rites-of-passage movies like “Pretty in Pink,” “She’s All That,” and “The Perks of Being a Wallflower.” Hopefully, your own prom was more like these movies, and less like “Carrie.”

jimmy fallon prom failsGiphy

But the truth is: for many of us, prom really was somewhere between a romantic comedy and a horror movie. For every romantic slow dance and first kiss there were also plenty of fashion disasters, alcohol experiments gone wrong and relationship drama. Lots and lots of relationship drama. Successes and failures, if you will.

In honor of prom season, Jimmy Fallon asked his “Tonight Show” audience to share some of their most memorable prom fails on Twitter. Here are 20 that were just too hilarious and/or relatable not to share. Hopefully it will help you love your own #PromFail.


Fallon went first.

1.

“My friend ripped his tuxedo and spent the night crying because he thought Men’s Wearhouse was going to sue him.” – @jimmyfallon

2.

“A guy I knew rented a tuxedo and died on his way to prom. It wasn't damaged, so his family decided to bury him while wearing it, but forgot it was just a rental and they didn't buy it, so they ended up with a huge debt and the other partygoers had to help them pay.” – @jon_jonz

3.

“A friend of mine was planning on going with a girl he had liked for many years. He was so nervous, he got Very drunk, then ended up throwing up all over his rented suit AND spending the night in jail for underaged drinking as he was entering, so she had to go alone…" – @Sallyjo25

4.

“Our limo driver was pulled over at the venue and turns out he was driving with an expired license and we had no way to get home so we had to scramble during prom to find another limo." – @allieng07

stretch limo GIFGiphy

5.

“My date’s ex-boyfriend showed up to the prom and won her back. He didn’t even go to our school. I still paid for their room.”– @chrisfreas

6.

"I was walking up to a girl in the cafeteria to ask her to prom and someone threw a big piece of cake and hit me in the head right as I got there. Long story short, she went with someone else and I became known as 'cake boy.'" – @gumgumerson

7.

"I was dumped on prom. That’s it." – @beastmodemom247

break up crying GIFGiphy

8.

"End of the night, stepped outside the perimeter to see my date off. A total distance of about 10 feet. Well within eye shot. Was denied re-entry because 1. I went on the grass (a real excuse they used) and 2. They genuinely thought I was a stranger crashing the party." – @L_Drumer

9.

"We didn't have a prom in 90's UK but did have a disco. I don't imagine U.S. proms had a quality beige buffet of sausage rolls, chicken legs, vol-a-vents & chips; & a DJ who waited till each record ended before lifting it off the player and putting the next one on!" – @Optimist_Eeyore

10.

"One year they played "Cruise" by Florida Georgia Line - the grind pit immediately vacated the floor and the only ones left were like 8 of us that decided to square dance while everyone left to quench their thirst off the dance floor." – @TotallyVannah

dance off GIFGiphy

11.

"The Prom King and Queen were twins. Their slow dance song was "Truly Madly Deeply". They pleaded with the DJ to find another song, and when asked why, they yelled "We're twins!" The DJ quickly picked another song: "Always be my baby." The king walked away, grumbling.” – @overbaughs

12.

"Walked in dressed to impress including fake fur. Walked beautiful self to bathroom sat down and realized the feet next stall facing towards toilet. I had been so self absorbed I walked into mens room.” – msyvonnne2u

13.

"My date's friend was trying to impress me by breakdancing. He ended up slipping on his own sweat and broke his wrist in the process. I guess he put the break in breakdancing.” – overbaughs

14.

“My girlfriend and I broke up right before my senior Prom! She ended up not going at all, so when we won queen and king, my friend just yelled out 'that’s one lonely castle”'!– @claydoughrocks

High School Reaction GIF by OppoSuitsGiphy

15. 

“A bunch of the girls in my class all got their super puffy, super expensive dresses from the same place. By the end of the night, they were stuck sitting because their dresses were falling apart. Meanwhile, 18 years later. I still have my maybe $200 dress.” – SaiyanaBrief

16.

"My husband and I are teachers. We were chaperones and he was doing the Russian bottle dance and tore his meniscus. Life’s little reminder he was 40.” – MrsMieschigan

17.

“Our prom was booked at a hotel resort. When prom committee went to decorate and setup the space. There was a huge wedding party already in progress. Wedding party offered more money so resort Mgr took it. Took 3+ yrs in court to get the $21k fee they refused to refund.” – @DingleBob

18.

“I wore the wrong spanx under my dress, does this really need more explaining?” – @itstherealmeboo

19.

“After leaving prom my date and I were involved in a 9 car accident on the freeway. Just bruises luckily, and hey we got to ride in the same ambulance together.” – @Wayren

For the last one, let’s just say a picture’s worth a thousand words:

20.

This article originally appeared on 5.11.22

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Joy

Jimmy Fallon had people share their worst car stories and they are hilariously relatable

Whatever gets us from A to B, right?

That first car is a rite of passage into adulthood. Specifically, the hard-earned lesson of expectations versus reality. Though some of us are blessed with Teslas at 17, most teenagers receive a car that’s been … let’s say previously loved. And that’s probably a good thing, considering nearly half of first-year drivers end up in wrecks. Might as well get the dings on the lemon, right?

Of course, wrecks aside, buying a used car might end up costing more in the long run after needing repairs, breaking down and just a general slew of unexpected surprises. But hey, at least we can all look back and laugh.

My first car, for example, was a hand-me-down Toyota of some sort from my mother. I don’t recall the specific model, but I definitely remember getting into a fender bender within the first week of having it. She had forgotten to get the brakes fixed … isn’t that a fun story?

Jimmy Fallon recently asked his “Tonight Show” audience on Twitter to share their own worst car experiences. Some of them make my brake fiasco look like cakewalk (or cakedrive, in this case). Either way, these responses might make us all feel a little less alone. Or at the very least, give us a chuckle.

Here are 22 responses with the most horsepower:

1. 

"1985 champagne Ford Taurus. Front and back license plates said 'Bernie'. Everyone who rode signed the roof lining. Brittany Spears sticker on the hood. Orange scuff marks lining the side from taking out rows of plastic construction barrels, on purpose." – @StaufferJacob85

jimmy fallon worst cars hashtagsGiphy

Not sure I see the problem here. Clearly that car was work of art.

2. 

"My car in high school had a hole in the gas tank, but it was near the top, so you only had to worry about it if you put in more than $7 worth of gas." – @jimmyfallon

3. 

"Our son’s first car has electric doors. They often malfunction and open / close at random when he’s parked. He has to time it just right as he dives in and out or he gets stuck!" – @Sohnzie

4. 


"The sunroof blew off of #myworstcar the first time I drove it on the highway. I duct taped a piece of plexiglass over the hole & that was the roof for the next 2 years. The electrical system shorted out from water getting in and the alarm would go off randomly and the radio froze." – @hopesstillmedia

5.

"2 months after my Uncle 'got it checked by a mechanic,' the transmission went out. Over the years, the alternator broke down twice, the air conditioner, the serpentine belt, the brakes... I could go on. I think I should get a refund for the $1 gave my uncle." – @rednicknack

6.

"The 1st car I drove in the 80s was a Chevy Chevette in high school. It didn’t have 2nd gear so you had to go from 1st to 3rd. The driver’s seat was broken so we had a short 2x4 wedged between the back of the seat and the floor in the back." – @englishteacher8

7.

"I drove a 98 ford ranger in high school that could only go 45 mph before it started back firing. When you got up to 46, people thought you were performing a drive by shooting. Got stopped by the cops a few times for it." – @amylynnfish

8.

"My mom owned a 1992 Chrysler LeBaron, and its car radio all of a sudden stopped working. So whenever my mom wanted to listen to the 'radio', I had to do all the radio sound effects and static noise, sing random songs and commercial jingles, and recite ad voiceovers." – @DulceFloCruz99

9.



"2004 Honda Civic Coup. where to begin? the muffler that would fall off every couple miles, the ac that never worked, break pad that fell into my hand or the fact only one of the vehicle's TWO doors would open?!" – @moshimotions

10.

"I learned to drive a stick car in '86 on a '76 VW Rabbit. There was a hole in the floor near the shift. I always felt like Fred Flintstone and if I had a problem I could just use my feet!" – @AnnMcD87

new car vs used car for teens

Yabba Dabba drive

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11.

"I had a 91 Acura and it had some alternator problem where it would not start if it was hot (I lived in Pasadena at the time) so it was hot a lot. In my 21 year old mind, I decided to not fix the problem, just park the car on a slope wherever I went so I could start it." – @astovesand

12.

"My first car, a maroon Mitsubishi Colt Vista, had a nest of bees living in both the driver and passenger side doors." – @BrnSkr

13.

"My car in college always overheated and broke down in the same place going up a mountain. I often had to drive in front of a sign that said 'Kentucky prison ahead, please do not pick up hitchhikers.'” – @HancockTraci

14.

"My first car when I was 17 had a hole in the pipe that takes the petrol to the tank, I’d put 30 in but average around 15 that made it to the tank if I was lucky. When I drop into the forecourt I would get the “get the f#c@n sand bucket ready” eye roll of the cashier." – @asalllas

15.

"My first car was a 1981 gold Honda civic station wagon called the Jesus-mobile because it had one of those fish stickers on the back and would leak water and make a whine noise." – @KyleKerouac

16.

Need they say more?

17.

"My first car was a Corvair. It had many issues, but the worst was when the motor mounts broke without warning and the engine literally fell out into the street while I was driving." – @styllpoint

18.

"I stapled a tie die tapestry to the roof of the interior and it fell down while my mom was backing out of the driveway and she hit the mailbox." – @JDylanNYC

19.

"I had a Toyota that was 4 different colors. Had replacement parts on it but couldn't afford to get it painted. It had a cracked distributor cap so every time it rained, I had to take it apart to dry it out so the car would start." – @kmacassar

20.


"#Myworstcar was an Acura that my dad bought at the police auction. He made me deep clean it and something suspiciously blood-colored came up from the back carpet." – @KatieKlauss

21.

"In HS I had a 1970 Ford Maverick. Every time I turned left in the summertime, the AC drain drained into the passenger floorboard. Well-placed coffee cans caught most of the water." – @saxmelody

22.

"My Brother and I had to get out and walk to the top of steep hills on family trips because our car was so underpowered." – @Sohnzie


This article originally appeared on 5.19.22

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Jimmy Fallon asked people to share their 'dumb bets' and the responses are absolutely hilarious

These are priceless

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Hashtags with "The Tonight Show starring Jimmy Fallon"

Who hasn’t been led astray by dumb bet? The promise of five bucks to name every state capitol, or a whopping $50 to eat something bizarre or grotesque … why, it’s a classic form of mindless (but mostly harmless) entertainment. And sometimes the entire plot of a movie.

When the chance of winning money is involved, that little voice inside our head that says “hey, since when can you do parkour?” can become nothing more than a whisper. Think Truth or Dare, but with a tiny capitalist twist. Plus, there’s the thrill of defying the odds. Get lucky, prove your friend wrong. What could be better?

Personally, I still tend to play it safe. I’ll make some quick cash testing my obscure sci-fi knowledge, but that’s about it. But clearly, some people take it up a notch. Jimmy Fallon recently asked his “Tonight Show” audience to share some of of their wagers with #MyDumbBet on Twitter. Here are 20 of the silliest, most satisfying responses. Bet you can’t get through them all without shaking your head.

1.

A $45 dollar profit! Not bad.

2.

Sometimes even when you win, you lose.

3.

4.

5.

Wow. That's cold, grandma.

6.

7.

My anxiety shot through the roof after reading this one.

8.

9.

An easy win and a sweet moment!

10.

11.

This guy knew how to use language to his advantage.

12.

Fro-oh no!

13.

Dad's not messing around.

14.

15.

That's the thing about dumb bets ... you never know when you're being set up for failure.

16.

Ugh, I would, like, lose so hard at this too.

17.

18.

Never give up!


This article originally appeared on 3.16.22

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