The Game is a bonafide ladies’ man. The rapper broke onto the scene in the early 2000s with a Dr. Dre co-sign, two massive singles featuring 50 Cent, and all the charm to make him an instant favorite with the ladies. Over his two-decade-long career, he’s had his fair share of some of entertainment’s most beautiful women and recently discussed how his relationship with R&B singer Mya ended due to infidelity.
Born Jayceon Terrell Taylor, The Game found success at one of the most lucrative times in music. Fresh off massive debuts from Eminem and 50 Cent, The Game was lined up to be West Coast hip-hop’s next great hope. It was also a time when most successful rappers were being marketed as sex symbols. The Game joined 50, Ja Rule, DMX, and a handful of others who spend most of their time shirtless and wooing the ladies while making hits for the streets. Early in his career, it seemed like he had already found the one in model Valeisha Butterfield. The two were engaged and set to marry in 2007 before calling things off. After this, he tried to settle with Tiffney Cambridge. Their romance and attempt to wed was the subject of the show Marrying The Game. This, too did not last.
From here, Game started to dip into the celebrity dating pool. The “How We Do” rapper got in early on The Kardashian craze and confirmed in an interview with Wendy Williams that he had been intimate with sisters Kim Kardashian and Khloe Kardashian at different times. He’s bragged about it several times on record, saying that he had “technically” been with three Kardashians. The Game dated Kim in 2006 before she blew up. There are still photos of the couple online. He mentioned their intimate life on a record recently before apologizing to friend Kanye West who is now married to Kim. He told Wendy Williams, “Kanye is a really good friend of mine. And they got really, really beautiful kids, and I don’t want to disrespect their family.”
While Khloe has confirmed a connection to The Game, she stresses that they were never romantic and that she knew him since she was young. “I’ve known him since I was 14, and we’re friends,” Khloe confirmed. At one point, she lived with The Game and three other men when she first moved out of her parent’s home. The Game has made reference to Kylie in a song as well, where he claims he used to make her Frosted Flakes for breakfast, but he later reveals that his third Kardashian connection was actually Blac Chyna. At the time of this admission she was still dating Rob Kardashian and was pushing to become a Kardashian. “It gets a little tricky. Chyna ain’t married yet,” he told Williams. “It’s all good, you know what I’m saying? It’s facts.”
The Game has a love for the R&B ladies too, and in 2007 is rumored to have dated fellow Cali native Keyshia Cole. The pair collaborated on a record called “Game’s Pain” and showed off their chemistry in its accompanying video. There is not much other info on their time together. He’s also been connected to Canadian singer Kreesha Turner, reality stars Eric Mena and India Love, actress LisaRaye and Omarion’s baby mother, Apryl Jones.
The Game recently opened up about his relationship with Mya. According to the rapper, he and the singer were doing well and had plans to spend Valentine’s Day together in Miami several years ago. Unfortunately for Mya, The Game spotted his future baby mother and decided to spend time with her instead. “Where I went wrong, and I never told nobody this, Mya is great. Love Mya to this day, but one year, I was supposed to fly out to Miami to spend Valentine’s Day with her. On that day, I pulled up on my baby mama, we didn’t have no kids yet, by the Ladera center in my Bentley, and she was in a Benz, and she looked so good, and we kicked it with each other on Valentine’s Day, so I stood Mya up.”
The Game says that this was a clear deal-breaker for Mya, who ended things immediately. “She dumped the [expletive] out of me, and she didn’t just dump me. She brought her daddy out to my house in L.A. She flew him out there to talk to me, and I had to explain to Mya why I broke her heart and give her closure, and that was it. She ain’t talked to me since.”
