01of 15
KIM: REGGIE BUSH
Kevin Winter/Getty
02of 15
KHLOÉ: RASHAD MCCANTS
Chris Connor/WENN
According to theCharlotte Observer,McCants said his relationship with Khloé “gave people an opportunity to doubt his commitment to the NBA.”
“Without that situation in play, I’m a $60-$70 million player,” he said. “Easily.”
03of 15KIM: MILES AUSTINCharley Gallay/GettyKim’s 2010 relationship with the Dallas Cowboys wide receiver — on the heels of a reported date with soccer star Cristiano Ronaldo — lasted just three months.“There’s no huge reason except their distance apart,” a source close to the coupletold PEOPLE, explaining that the decision was mutual. “With his season and Kim’s filming [Keeping Up with the Kardashians] it just slowly split them apart.“The source added: “They tried to keep it as low profile as possible when they were together. They were acting as if they were single or just having fun, but they never were — it was the real deal.”
03of 15
KIM: MILES AUSTIN
Charley Gallay/Getty
Kim’s 2010 relationship with the Dallas Cowboys wide receiver — on the heels of a reported date with soccer star Cristiano Ronaldo — lasted just three months.
“There’s no huge reason except their distance apart,” a source close to the coupletold PEOPLE, explaining that the decision was mutual. “With his season and Kim’s filming [Keeping Up with the Kardashians] it just slowly split them apart.”
The source added: “They tried to keep it as low profile as possible when they were together. They were acting as if they were single or just having fun, but they never were — it was the real deal.”
04of 15KIM: ALECKO ESKANDARIANTaylor Hill/FilmMagic; Victor Decolongon/GettyKim’s momKris Jennerplayed matchmaker in 2010, setting her daughter up with the Armenian soccer player (at the time, he was on the L.A. Galaxy) following her split from Austin.According to theNew York Daily News, their date “didn’t go as Jenner hoped,” but after an episode ofKeeping Up with the Kardashianscentered on the storyline aired, Eskandarian tweeted about the experience.“Thank you @KimKardashian for being a fun date and a down to earth person,” he wrote. “I had a great time and have nothing but good things to say about u.”
04of 15
KIM: ALECKO ESKANDARIAN
Taylor Hill/FilmMagic; Victor Decolongon/Getty
Kim’s momKris Jennerplayed matchmaker in 2010, setting her daughter up with the Armenian soccer player (at the time, he was on the L.A. Galaxy) following her split from Austin.
According to theNew York Daily News, their date “didn’t go as Jenner hoped,” but after an episode ofKeeping Up with the Kardashianscentered on the storyline aired, Eskandarian tweeted about the experience.
“Thank you @KimKardashian for being a fun date and a down to earth person,” he wrote. “I had a great time and have nothing but good things to say about u.”
05of 15KIM: KRIS HUMPHRIESDenise Truscello/WireImageThe Minnesota native was on the New Jersey Nets (now the Brooklyn Nets) when he and Kim wed in 2011 after about nine months of dating. She famously filed for divorce from the basketball player 72 days after their lavish wedding.
05of 15
KIM: KRIS HUMPHRIES
Denise Truscello/WireImage
The Minnesota native was on the New Jersey Nets (now the Brooklyn Nets) when he and Kim wed in 2011 after about nine months of dating. She famously filed for divorce from the basketball player 72 days after their lavish wedding.
06of 15
KHLOÉ: LAMAR ODOM
Jason LaVeris/FilmMagic
In October of 2015, Odom was found unconscious in a Nevada brothel, and Khloé, still legally his wife, rushed to his side andcalled off divorce proceedings. Though they spent time together throughout his recovery,she re-filed for divorce in May 2016.
07of 15
KHLOÉ: MATT KEMP
Mark J. Terrill/AP/REX/Shutterstock
After hanging out in December 2013, Khloé and Kemp, then a Los Angeles Dodgers outfielder, maintained they were just friends, and no one ever confirmed relationship rumors.
However, another Kardashian insider added: “It could be heading [romantic] in the future.”
08of 15KENDALL: CHANDLER PARSONSLeon Bennett/GettyThe pair had sparks flying on a 2014dinner date and subsequent get-togethers, but weren’t seen much together after that. Fast-forward to 2017, when a chance run-in at a Bentley dealership turned into Kendall sitting courtside at the Memphis Grizzlies player’s game andjoining him for dinner and a night at the clubs.However, any inkling of a romance ended there.
08of 15
KENDALL: CHANDLER PARSONS
Leon Bennett/Getty
The pair had sparks flying on a 2014dinner date and subsequent get-togethers, but weren’t seen much together after that. Fast-forward to 2017, when a chance run-in at a Bentley dealership turned into Kendall sitting courtside at the Memphis Grizzlies player’s game andjoining him for dinner and a night at the clubs.However, any inkling of a romance ended there.
09of 15
KHLOÉ: RICK FOX
Jim Spellman/WireImage; Amanda Edwards/WireImage
10of 15KENDALL: LEWIS HAMILTONSplash NewsKendall and the Formula One racer happily hit the streets of New York City in 2015, and she even went to Monaco to watch him race that May in the Formula One Grand Prix. He deflected dating rumors toE!,though, saying, “Me and Kendall have been friends for a while, so we’re just friends.“But he did add, “She’s doing incredible, she’s very focused, very level-headed, and she’s just — for such a young woman, she’s very grown up.”
10of 15
KENDALL: LEWIS HAMILTON
Splash News
Kendall and the Formula One racer happily hit the streets of New York City in 2015, and she even went to Monaco to watch him race that May in the Formula One Grand Prix. He deflected dating rumors toE!,though, saying, “Me and Kendall have been friends for a while, so we’re just friends.“But he did add, “She’s doing incredible, she’s very focused, very level-headed, and she’s just — for such a young woman, she’s very grown up.”
11of 15
KHLOÉ: JAMES HARDEN
In July 2015, Khloé and the Houston Rockets star were seen spending more time together, relaxing poolside in Las Vegas and hitting the gym in L.A.
12of 15
KENDALL: JORDAN CLARKSON
Stefanie Keenan/Getty; Jerod Harris/Getty
13of 15
KHLOÉ: TRISTAN THOMPSON
Jerritt Clark/Getty Images
“Tristan has been consistently cheating on Khloé,” an insider alleged to PEOPLE at the time. “He’s a serial cheater. And there will be more women to come out of the woodwork.” So far Khloé has stayed in Cleveland with her man, relishing new motherhood, but is “still figuring out” her relationship with Thompson,a source told PEOPLE.
14of 15KENDALL: BLAKE GRIFFINBACKGRIDKendall and the Los Angeles Clippers star began hanging out in the summer of 2017, shortly after he split from the mother of his two children, Brynn Cameron, a former college basketball player.Though they didn’t talk about their relationship, she was often spotted courtside at his games. A source told PEOPLE, “Kendall is very happy with Blake. They started out more like friends, and then it was very casual. But it seems more serious lately. When they are not together, they keep in touch over the phone. Her family has accepted Blake. They are spending time getting to know him.“By February 2018,the two had"cooled off,” in part because Griffin was traded to the Detroit Pistons.
14of 15
KENDALL: BLAKE GRIFFIN
BACKGRID
Kendall and the Los Angeles Clippers star began hanging out in the summer of 2017, shortly after he split from the mother of his two children, Brynn Cameron, a former college basketball player.
Though they didn’t talk about their relationship, she was often spotted courtside at his games. A source told PEOPLE, “Kendall is very happy with Blake. They started out more like friends, and then it was very casual. But it seems more serious lately. When they are not together, they keep in touch over the phone. Her family has accepted Blake. They are spending time getting to know him.”
By February 2018,the two had"cooled off,” in part because Griffin was traded to the Detroit Pistons.
15of 15KENDALL: BEN SIMMONSGetty (2)In June 2018, Kendall moved on from Griffin with Philadelphia 76ers standoutSimmons, an Australia native. But their burgeoning relationship wasn’t without controversy: The athlete had most recently dated singer Tinashe, and the crooner’s brother took to Twitterto claim Simmons cheatedon his sister with the Jenner sis. Neither Kendall nor Simmons confirmed the relationship, though they werespotted at Hollywood hotspotsincludingNice Guy, the Beverly Hills Hotel and the Waldorf Astoria Beverly Hills.One week after the sightings,Kendall was seenpossibly kissing Gigi andBella Hadid’s brother Anwar in New York City,but one week after that, was spotted back with Simmons in L.A.
15of 15
KENDALL: BEN SIMMONS
Getty (2)
In June 2018, Kendall moved on from Griffin with Philadelphia 76ers standoutSimmons, an Australia native. But their burgeoning relationship wasn’t without controversy: The athlete had most recently dated singer Tinashe, and the crooner’s brother took to Twitterto claim Simmons cheatedon his sister with the Jenner sis. Neither Kendall nor Simmons confirmed the relationship, though they werespotted at Hollywood hotspotsincludingNice Guy, the Beverly Hills Hotel and the Waldorf Astoria Beverly Hills.
One week after the sightings,Kendall was seenpossibly kissing Gigi andBella Hadid’s brother Anwar in New York City,but one week after that, was spotted back with Simmons in L.A.
source: people.com
