Kylie Jenner confesses insecurity about 'small lips' while dating led to lip kit empire: 'I felt unkissable'

The Kylie Cosmetics founder says she was critiqued about her lips during one of her first kisses

Kylie Jenner says it was one small critique of her lips during her early dating life that spawned the start of her lip kit empire.

The Kylie Cosmetics founder discussed the "insecurity" she had about her lips when she was young on part one of the "Keeping Up with the Kardashians" reunion that aired on Thursday night.

The 23-year-old confirmed to host Andy Cohen that her lack of confidence in dating, particularly when kissing boys for the first time, spurred her "obsession" with makeup.

"I think my love for makeup started with my insecurity with my lips. I had really small lips and I didn't ever think about it until I had one of my first kisses and a guy said to me, ‘Oh my god, you’re such a good kisser but you have such small lips' or something like that," Jenner revealed, which came as a surprise to her mom, Kris Jenner, and her older sisters Kendall Jenner, Kourtney, Kim and Khloe Kardashian.

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"From then on I felt unkissable," Jenner admitted. "I had an insecurity because this guy said something to me one time. I got an obsession with makeup because I would overline my lips and it would just make me feel confident."

TV personality Kylie Jenner arrives at the world premiere of "Justin Bieber's Believe" at Regal Cinemas L.A. Live on December 18, 2013 in Los Angeles, California.  (Gregg DeGuire/WireImage)

Jenner did not detail her decision to get lip fillers during the reunion but has previously admitted to getting "temporary" lip injections to plump her pout. 

She's now known as the youngest self-made billionaire, a title she received from Forbes two years in a row. Jenner was just 22 when Kylie Cosmetics was valued at $1.2 billion. The "Keeping Up with the Kardashians" star sold 51% of Kylie Cosmetics to beauty company Coty Inc. for $600 million.

Asked how she feels about the title, Jenner humbly said it's not something she pays much mind to.

"I don't wake up in the morning and look at myself in the mirror, like, ‘Good morning, self-made billionaire.’ But I mean, yeah, it's amazing," she said.

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Jenner, who is mom to daughter Stormi, 3, also addressed a fan's question about why Travis Scott rarely appeared on the family's E! reality series. 

"I don't know. I guess he just sometimes he didn't want to be filmed. I never pressured him to be on the show," she said.

Travis Scott and Kylie Jenner stepped out in New York City together on Monday night with their daughter, Stormi, 3. (Craig Barritt/Getty Images)

On Monday, Jenner and the rapper fueled speculation that they've rekindled their former relationship as the duo and their daughter attended the annual Parsons Benefit hosted by The New School in New York, where Scott was honored with an award.

A source told People that Stormi's parents were "holding hands and seemed fully back on."

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Scott even showed Jenner some love when he got to the podium to accept his Parsons Table Award, saying, "Wifey, I love you so much," according to the insider.

But marriage isn't exactly on Jenner's mind at the moment, she revealed to Cohen during Thursday's reunion.

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