Disick was introduced as Kourt’s boyfriend in the very first season of Keeping Up With the Kardashians in 2007, which would ultimately shoot him to stardom.
Through the ups (three beautiful children together) and the downs (Disick’s copious partying), the couple held together for nine years.
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Kourtney cut things off in 2015, citing Disick’s substance abuse and infidelity as the main motivations for calling it quits. They’ve continued to co-parent their three children together.
Designer Bartoli was first linked to Disick while he and Kourt were on a break in 2006, but the two rekindled after (and during) his 2015 breakup with the Kardashian.
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Disick hung out with Thorne after splitting from Bartoli. Their situationship didn’t last, with Thorne claiming Disick partied too much and that they were only “friends.”
Disick’s second Bella, model Banos, was 13 years younger than him when they were linked for a hot second in 2017 (a very busy year for him!).
Harris and Disick were photographed snuggling up on multiple occasions in 2017, but it appears to have been nothing serious.
Scott Disick/Instagram;Jessica Harris/Instagram
Spotted out with another model with a sizable age gap (eight years), Disick was briefly linked to the Australian beauty in 2016 and again in 2020.
Disick’s pattern of dating younger women continued with the model and media personality, who is 15 years younger than him. The two dated from 2017 until mid 2020.
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Hamlin, the 20-year-old daughter of Lisa Rinna, dated Disick for a year before they broke up in mid 2021, with rumors of Disick’s leaked DMs to Kardashian’s ex to blame.