Khloé Kardashian and Tristan Thompson
In 2016, these two first connected when a Halloween party caught them making out. In 2017, Khloé confirmed her pregnancy, leading to a tumultuous period. Before the birth of their daughter, Thompson was accused of cheating, and it was reported that he had been with at least four other women. Things might have gotten rocky, but they were back together by 2018. However, when it was revealed in 2019 that he had cheated with close family friend Jordyn Woods, Khloé gave up. And even though they weren’t officially back together, KUWTK cast members claimed she was still sleeping with her ex. In 2020, they were back together but split again in 2021 after yet another cheating scandal.
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