The 21-year-old makeup mogul and the two basketball players all find themselves at popular hotspot Delilah in West Hollywood, arriving almost at the same time.

AceShowbiz - Phew! Kylie Jenner was this close to having one of her most awkward run-ins this year should she bump into her sisters' ex-boyfriends while partying at the Delilah club in West Hollywood. The makeup mogul, Khloe Kardashian's ex Tristan Thompson as well as Kendall Jenner's ex Ben Simmons all found themselves at the popular hotspot on Wednesday night, June 5.

According to E! News, the three of them arrived almost at the same time, just before midnight, but fortunately missed each other. While Kylie was seen making her way into the club along with several of her girl friends, the Cleveland Cavaliers player was joined by two men. Both groups opted to hang out inside, though Kylie and her friends chose to spend time at a booth.

As for Ben, the Australian hunk was accompanied by a mystery brunette. "It definitely looked like Ben brought the woman as a date and she stayed by his side the entire night lingering around with him," a source revealed to the site, as another source added to TMZ that the pair were lingering inside the club merely for five minutes. Tristan and Kylie allegedly left soon after that as well.

Besides Tristan, another of Khloe's exes, French Montana, was also spotted at the party. The rapper remains good friends with the KarJenner family following his split from the blonde star, though. Thus, it might not be that awkward if Kylie bumped into him at the bash.

Khloe and Tristan split in February of this year after the latter was caught kissing Jordyn Woods, Kylie's former best friend, behind her back. While there doesn't seem to be any possibility of the exes getting back together, Us Weekly recently reported that Kylie and Jordyn's friendship "is on the road to recovery."

Meanwhile, Kendall and Ben allegedly broke up last month, though the reason for the split remains unknown.

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