Kendall Jenner and Ben Simmons Are Apparently on a Break

The Kardashian family has been going through some major relationship drama recently (hi, Jordyn Woods and Tristan Thompson), but Kendall Jenner is still fully dating Ben Simmons and they’re still fully cute. Kendall and Ben have been together since Summer 2018, and the time has come to take a thirsty journey through their relationship.

June 12, 2018

Kendall and Ben are spotted shopping together in Beverly Hills, hot off the heels of her makeout session with Anwar Hadid a few days earlier. It’s all very confusing! What is life!

July 3, 2018

Us Weekly reports that Kendall and Ben are “are still hanging out quite a bit.” At this point, they are described as “dating and exclusive, though not official,” whatever that means.

July 4, 2018

Kendall is caught cuddling Ben in the background of Khloé Kardashian’s Instagram Stories. Happens to the best of us.

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July 5, 2018

Kendall and Ben show up at the same party as Ben’s ex Tinashe, who tells TMZ that he was hitting her up the whole time. “He’s texting me,” Tinashe said on camera. “What the hell. What’s he doing?! What an idiot!” Per TMZ, Ben “called Tinashe out” and “she admitted she made it up and created unnecessary tension.”

July 22, 2018

Kendall helps Ben celebrate his birthday and it’s super sweet:

#PressPlay #BenSimmons celebrating his birthday with his new boo #KendallJenner

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August 13, 2018

Kendall and Ben take their relationship up a notch and go on a couples vacation with Khloé Kardashian and Tristan Thompson in Mexico:

September 5, 2018

Ben who? Kendall is reportedly seen making out with Anwar Hadid again at a fashion week party. No photos of the lip-lock are taken, but here’s a pic of Kendall and the Hadids that same night:

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November 1, 2018

Kendall and Ben spark reconciliation rumors after being spotted together at a basketball game. Naturally TMZ gets footage:

November 23, 2018

Kendall shows up at Ben’s basketball game and boos Tristan Thompson, LOL.

Kendall Jenner booing Tristan Thompson at the free throw line. 🤣🤣🤣 (Submitted by @toriklevan)

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Meanwhile Khloé takes the opportunity to confirm that Ben is, in fact, Kendall’s man.

What he did was fucked up and disgusting. What you’re watching is over seven months old. We have gone through countless hours of help. My sister was watching HER man Play against my man… So of course she’s going to heckle the opposing team. Why are you confused?

December 1, 2018

Kendall shows up at another one of Ben’s games, only this time she’s with his mom. Looks like things are getting serious!

Close; Kendall Jenner was front row centre alongside Ben Simmons’ mother Julie as she attended the Washington Wizards and Philadelphia 76ers game in Philadelphia, Pennsylvania

December 31, 2018

Kendall and Ben are spotted at Drake’s New Year’s Eve party, which is extremely sus due to the fact that Drake is currently in a feud with Kanye West:

Meanwhile it looks like it’s #ChecksOverStripes for the #Jenners as #KylieJenner, #KendallJenner, & #TravisScott were at #Drake’s #NYE party last night somewhere in the midst of #Kanye’s #NYE / #Drake twitter beef 😩 — Sidebar, looks like #Kendall & #BenSimmons are “kicking it” again 👀 📸: @gettyimages

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Also ~interesting~, The Shade Room notices that Tinashe is at the party:

Whew chile, it looks like #Tinashe was at #Drake’s party along with #Kendall & #BenSimmons 😩 If y’all remember, #Ben allegedly broke things off with #Tinashe for doing too much “Kardashian sh*t” just to start dating #Kendall right after 😩 [SWIPE] for the memories 📸: @gettyimages

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January 9, 2019

Ben starts the new year off in the thirstiest way possible, by leaving this comment on Kendall’s Instagram:

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*calls uber* #CommentsByCelebs

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*calls uber* #CommentsByCelebs

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Like, LOL, okay!!!!!

January 22, 2019

Kendall and Ben’s mom are once again spotted watching one of his games together. Again, Things! Are! Getting! Serious!

February 11, 2019

Twitter roasts Ben after Kendall is spotted giving LeBron James a ~look~:

Ben Simmons saw Kendall Jenner looking at LeBron like this and decided to start shooting 3s oh my god

Head this way for more reax because they’re fully lol.

February 14, 2019

Kendall and Ben celebrate Valentine’s Day with a date night, which awwwww.

Meanwhile, an Us Weekly source claims that they’re even “more committed” to each other, and “have gotten very serious and are very into each other.”

May 17, 2019

Kendall graces the cover of Vogue Australia and talks about her and Ben’s ~very private~ and seemingly uncertain relationship.

May 22, 2019

Looks like Kendall was right about relationships not being “super-certain.” Five days after the Vogue Australia interview, People reports that Ben and Kendall are “on a break.”

“The relationship ran its course,” a source said. “She’s spending time with her friends and back to being in fun mode.”

Fun-mode Kendall is currently lounging in the sun, so it looks like she’s not too heartbroken.

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cranberry legs

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cranberry legs

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