Kendall Jenner and Ben Simmons enjoyed a night out when they hit Drake's star-studded party in West Hollywood on Wednesday.

The Vogue supermodel and the NBA star were seen exiting the hot spot Delilah as he led the way through the parking lot.

And if the couple looked tense it may have been because his ex Tinashe - who has a habit of showing up where Ken and Ben do - was also at the party.

Kendall wore a black tank top with her hair down and big earrings on; she appeared to keep her head down upon exit.

Ben was casual as well with a multicolored plaid shirt over a black top with a necklace with worn-in jeans and white sneakers.

Tinashe seemed much more at ease as she smiled when leaving the venue; she had on a track jacket over a black outfit with black boots and a brown Gucci purse.

This is the third time Tinashe has suddenly showed up where the two have been hanging out this summer.

Simmons is reportedly hiring extra security because he feels Tinashe is 'obsessed.'

TMZ report last week that sources close to Ben insist it's suspicious that Tinashe has partied at the same clubs as Kendall and the basketball player.

First it was at Delilah in June then Poppy in early July. Now they have all met up again at Delilah.

Simmons must be even more concerned.

The insider told the site in early July: 'Ben is convinced Tinashe cannot accept the fact he ended their relationship and has moved on with Kendall. He believes she's showing up to keep tabs on him so she can see if there's a chink in the armor between him and Kendall.'

Labeling his ex 'obsessive' the report adds that Ben doesn't want to take any chances when it comes to his and Kendall's safety, so is considering his security options.

A representative for Tinashe has been contacted by MailOnline for comment.

In early July, Tinashe claimed that her ex texted her while he was inside a West Hollywood club with Kendall. But according toTMZ's sources close to Ben, her claim was a 'flat out lie.'

The TMZ insider said the NBA player called her out after he heard about her claims, and she admitted to 'making up' the story to create 'unnecessary tension.'

Tinashe, 25, and Ben, 21, only dated from March until May; he moved on to Kendall, 22, soon after.

Ben and Kendall were spotted spending time together toward the end of May, with dates in New York City and Los Angeles.

The drama started in West Hollywood when Kendall and Ben happened to be at the same nightclub as his ex Tinashe.

Kendall and Ben left together and then Tinashe left with her pals.

When asked by a photographer on her way out if she saw Kendall and her ex, Tinashe said she did, adding that he sent her text messages while inside, The Blast reported.

Tinashe, after confirming that she saw Ben and Kendall inside together, then said: 'He's texting me what the hell?'

Adding: 'What's he doing? What an idiot!' she said while showing her phone. The photographer then said 'You know he's doing it for fame,' to which she can be heard saying 'Yup.'

There have been conflicting reports on whether or not Ben began dating Kendall while he was still with Tinashe, according to Page Six.