Seventy-two days later, Kim filed for divorce.

The first real love story viewers invested in was with NFL running back Reggie Bush (2007-2009). This was the "Golden Era" of early KUWTK. Kim was the doting, lovesick girlfriend. Reggie was the elusive, handsome athlete who hated the cameras. Their chemistry was palpable, and their breakup in Season 2 remains one of the show’s most genuine, heartbreaking moments.

For two decades, Kim’s relationships have not been merely tabloid fodder; they have been the primary narrative arc of Keeping Up with the Kardashians (KUWTK) and its successor, The Kardashians on Hulu. From whirlwind romances to 72-day marriages, from a sex tape scandal to a custody battle with a Hip-Hop icon, and from a fairytale (then nightmare) with a basketball star to a highly publicized divorce from a controversial rapper, Kim’s romantic storylines are the spine of her superstardom.

While photos surfaced of them at the same events, Kim refused to confirm or deny anything on The Kardashians Hulu series. She has stated that she is "not looking for a relationship" and is focusing on her four children and her businesses.