Kylie Jenner fans have been left heartbroken as she is seen crying and saying she feels dumb in a resurfaced Keeping Up With The Kardashians clip.
In the clip, the now mother-of-two details her frustration with her inability to keep up in school.
The clip begins with Kylie, now 24, and sister Kendall, now 26, having ice cream with their parents.
Between bites, Kylie states that she doesn't know "one thing," when referring to her science class.
She goes on to add: "How frustrating is that [if] you miss one class you miss a whole chapter?"
Kendall relates and responds: "We don't just miss to miss, we miss because we're working"
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Mom Kris, 66, understands: "You miss because you have a job."
The Kylie Cosmetics founder continues: "I want to work, I want to do it but it's so hard to keep up."
She then continues, while holding back tears, "I sit there in class and I don't know anything... and it makes me feel so dumb".
"Everyone's on a different level than me," Kylie adds while wiping away a tear.
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Caitlyn Jenner, 72, then known as Bruce, asks: "What can we do to help you get that science grade up?"
Caitlyn came out as a trans woman in April of 2015.
Kylie responds by asking for a tutor so that she can be at her "own level."
She admits: "I want to do good in school... really bad".
The video concludes with Caitlyn stating that having the conversation is "amazing" and that "this is the most talking we've done in months."
"Get those cell phones out of your hands and look what happens? They just communicate," she adds.
'REALLY FAILED HER'
The video, posted to , was quickly commented on by Kylie fans.
One wrote: "I think it's really interesting Kylie complained about feeling dumb. I don't think it's a coincidence she was less open about her life after people joked about her being inarticulate in Life of Kylie."
Another added: "Wow, Kylie parents really failed her. It’s actually sad. I wonder who she would have been without the fame, or even if Kris prioritized school for them and made them work at 17/18.
"I hope she gives [her daughter] Stormi and her baby boy what she didn’t have. Maybe they will be the cousins who actually take a different path."
COSMETIC CAPTAIN
The makeup mogul has made huge strides since the time of this video.
Now the proud founder and owner of Kylie Cosmetics, the Hulu star recently featured her daughter Stormi, four, in an ad campaign for the children's self-care line Kylie Baby.
In an Instagram post captioned "HAIR WASH DAY, Stormi, with the help of mom, washes her hair.
The camera first frames a set of Kylie Baby bubble bath, shampoo, and conditioner.
It then focuses on the star of the video as the 4-year-old washes, rinses, and conditions her hair.
It's then time to wash as little Stormi scrubs shampoo into her long, curly hair.
The video concludes with Kylie brushing her daughter's hair and showing the end product of the wash.
The final shot is of Stormi, all clean and happily drying off in her towel.
Kylie fans rushed to the comment section to praise the star of the advert.
One fan wrote: "Watching Stormi wash her hair is too precious."
Another exclaimed: "Oh my God, Stormi, I love you," followed by a line of heart eye emojis.
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A third added: "Stormi is the cutest!!!"
While one follower asked: "How can someone be so beautiful?"
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