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Joy

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

Romance doesn't always come easily, does it?

jimmy fallon, jimmy fallon twitter,
YouTube/Twitter

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 … and now, 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 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

facebook dating

Talk about a fashion faux pas.

Giphy

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

black people meet

There are worse first date movies tbh.

Giphy

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

bumble

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

Giphy

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

tindr conversation starters

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

date you

Only Gomez could have gotten away with it.

Giphy This article originally appeared on 9.22.22

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Sponsored

Meet the 18-year-old advocating for teen mental health, one inspiring podcast at a time

All images provided by Prudential Emerging Visionaries

Collins after being selected by Prudential Emerging Visionaries

True

A changemaker is anyone who takes creative action to solve an ongoing problem—be it in one’s own community or throughout the world.

And when it comes to creating positive change, enthusiasm and a fresh perspective can hold just as much power as years of experience. That’s why, every year, Prudential Emerging Visionaries celebrates young people for their innovative solutions to financial and societal challenges in their communities.

This national program awards 25 young leaders (ages 14-18) up to $15,000 to devote to their passion projects. Additionally, winners receive a trip to Prudential’s headquarters in Newark, New Jersey, where they receive coaching, skills development, and networking opportunities with mentors to help take their innovative solutions to the next level.

For 18-year-old Sydnie Collins, one of the 2023 winners, this meant being able to take her podcast, “Perfect Timing,” to the next level.

Since 2020, the Maryland-based teen has provided a safe platform that promotes youth positivity by giving young people the space to celebrate their achievements and combat mental health stigmas. The idea came during the height of Covid-19, when Collins recalled social media “becoming a dark space flooded with news,” which greatly affected her own anxiety and depression.

Knowing that she couldn’t be the only one feeling this way, “Perfect Timing” seemed like a valuable way to give back to her community. Over the course of 109 episodes, Collins has interviewed a wide range of guests—from other young influencers to celebrities, from innovators to nonprofit leaders—all to remind Gen Z that “their dreams are tangible.”

That mission statement has since evolved beyond creating inspiring content and has expanded to hosting events and speaking publicly at summits and workshops. One of Collins’ favorite moments so far has been raising $7,000 to take 200 underserved girls to see “The Little Mermaid” on its opening weekend, to “let them know they are enough” and that there’s an “older sister” in their corner.

Of course, as with most new projects, funding for “Perfect Timing” has come entirely out of Collins’ pocket. Thankfully, the funding she earned from being selected as a Prudential Emerging Visionary is going toward upgraded recording equipment, the support of expert producers, and skill-building classes to help her become a better host and public speaker. She’ll even be able to lease an office space that allows for a live audience.

Plus, after meeting with the 24 other Prudential Emerging Visionaries and her Prudential employee coach, who is helping her develop specific action steps to connect with her target audience, Collins has more confidence in a “grander path” for her work.

“I learned that my network could extend to multiple spaces beyond my realm of podcasting and journalism when industry leaders are willing to share their expertise, time, and financial support,” she told Upworthy. “It only takes one person to change, and two people to expand that change.”

Prudential Emerging Visionaries is currently seeking applicants for 2024. Winners may receive up to $15,000 in awards and an all-expenses-paid trip to Prudential’s headquarters with a parent or guardian, as well as ongoing coaching and skills development to grow their projects.

If you or someone you know between the ages of 14 -18 not only displays a bold vision for the future but is taking action to bring that vision to life, click here to learn more. Applications are due by Nov. 2, 2023.
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