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() Scott Disick and his new girlfriend, Rebecca Donaldson, were first spotted on a date on April 5, The year-old model and the year-old Keeping Up With the Kardashians alum made their red carpet debut at Hulu's The Kardashians premiere a couple of days later on April 7, Aug 24, · Scott Disick and his new girlfriend, Rebecca Donaldson, were first spotted on a date on April 5, The year-old model and the year-old Keeping Up With the . 5 Apr Scott Disick is rumored to be dating 'Too Hot To Handle' alum Holly Scarfone, who Instagram users think looks like Kylie Jenner. rainer-daus.de › Entertainment › Celebrity News. The outlet reported on August 24, , that the two have been seeing . Aug 24, Kimberly Stewart is reportedly dating Scott Disick according to Us Weekly. Scott Disick and his new girlfriend, Rebecca Donaldson, were first spotted on a date on April 5, The year-old model and the year-old Keeping Up With the Kardashians alum made their red. Scott Disick and his new girlfriend, Rebecca Donaldson, were first spotted on a date on April 5, The year-old model and the year-old Keeping Up With the Kardashians alum made their red. Aug 25, · OGUT/Star Max While Disick’s last two known girlfriends, Sofia Richie and Amelia Gray Hamlin, were significantly younger than him, it’s not like this is the first time he’s . The twosome. After being linked to a series of models, Disick began a long-term relationship with Sofia Richie, who is 15 years younger than him. LOS ANGELES, CALIFORNIA - APRIL (L-R) Scott Disick and Rebecca. 9 Apr They “did not mingle” with Kourtney Kardashian and Travis Barker, though.