Woman Surprises Guy with Dentist Appointment After Just 3 Weeks of Dating

How far would you go to test a new relationship? TikToker Jackie took pranking to the next level by making a dentist appointment for her date, just three weeks in!

Inspired by “How to Lose a Guy in 10 Days,” her playful jest led to an awkward yet hilarious revelation.

The Prank Call

Woman Surprises New Beau with Dentist Appointment After Just 3 Weeks
Image Credit: Tiktok/@jackie2saints

In a humorous prank call, Jackie decided to surprise her potential boyfriend by telling him she had booked a teeth cleaning appointment for him at her dentist’s office. She put him on speakerphone and excitedly shared that she “forgot” to inform him about the appointment she made since she was getting her teeth cleaned too.

However, her new dating partner didn’t share her enthusiasm. He responded with, “I’mmma —- you up,” and expressed his strong dislike for dentists by saying he “hates the dentist.”

Throughout the call, Jackie had to mute herself multiple times to laugh at the situation with her friend. She informed her unsuspecting boyfriend that the appointment was scheduled for “Tuesday at 1:30” and she had “assumed” he would adjust his plans to fit the appointment.

The man, clearly taken aback, revealed, “I don’t even have medical insurance,” and added that he hasn’t had any for years.

@jackie2saints How to FOR SURE lose a guy in 10days!!!!!! I am a dating master!!!!!! #dentistprank #prankvideo #howtoloseaguyin10days ♬ original sound – Jackie

Bad Teeth

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Illustration. Image Credit: Mitriakova Valeriia/Shutterstock.

This revelation had Jackie and her friend in stitches, with her friend suggesting Jackie should “abort mission.” The man, still trying to make sense of the situation, questioned if Jackie was implying that his teeth were in bad shape, asking,

“are you saying my teeth are falling out?”

Jackie, trying to justify her actions, said she was just being “proactive” and believed he deserved top-notch dental care. As a fun fact, she added that her dentist had once been featured on the early 2000s reality show, The Swan.

Despite her potential boyfriend’s lack of medical insurance, Jackie assured him she would update him on the status of his dental appointment. Before ending the call, he sarcastically inquired if Jackie had arranged any other surprise checkups for him.

She denied having made any other plans and confirmed their plans to meet the following weekend.

The Comment Section

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Image Credit: Xavier Lorenzo/Shutterstock.

Jackie’s prank garnered a wave of comments from TikTok users who found the joke hilarious and suggested that the guy might be a keeper.

One user highlighted his keen interest, pointing out, “And he still ends it with ‘will I see you this weekend?’ hahaha he’s into you.”

Another comment focused on his prompt response to her call: “The way he picked up IMMEDIATELY .”

Others hoped for updates on this budding romance, with one sharing, “He passed the vibe check. Hoping the algorithm brings me back for this relationship update .”

In a follow-up TikTok, Jackie shared a glimpse of their time together, showing them having a day out on the golf course, looking charming in their golfing gear.

However, the sweet times didn’t continue, as Jackie later confirmed they had stopped seeing each other for reasons unrelated to her dental appointment prank.

Responding to a follower’s comment in September 2023, Jackie revealed,

“We’re unfortunately not hanging out anymore. But it was really nice/sweet while it lasted .”

More from Viral Chatter

Woman Abruptly Leaves Date Over 3 Dollar Extra Cheese
Image Credit: TikTok @dafna_diamant.

Modern dating is a complex web of expectations, preferences, and sometimes, the most unexpected deal-breakers.

In a recent incident that has taken the internet by storm, a woman’s decision to walk out on a date over a seemingly trivial matter has sparked a widespread debate on dating etiquette, personal values, and the cost of cheese.

She’s Angry: Girlfriend Being Prioritized Over “Girl Friend”

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Photo Credit: AntonioGuillemF/DepositPhotos.

Friendships formed in childhood often become set in stone. Best friends forever.

But once life starts getting in the way, the building blocks to those friendships may begin to chip away.

For this one Redditor, she expressed hurt when her relationship with her best friend started to change when he got a girlfriend.

The OP (original poster), was looking to know whether she is the a****le in her fight with her best friend.


sources 1 2
Image Credit: Krakenimages.com/DepositPhotos.
  1. rottentomatoes.com/m/how_to_lose_a_guy_in_10_days

This article was produced and syndicated by Viral Chatter.

Martha A. Lavallie
Martha A. Lavallie
Author & Editor | + posts

Martha is a journalist with close to a decade of experience in uncovering and reporting on the most compelling stories of our time. Passionate about staying ahead of the curve, she specializes in shedding light on trending topics and captivating global narratives. Her insightful articles have garnered acclaim, making her a trusted voice in today's dynamic media landscape.