Kylie Jenner | Who Dated Who? | Tyga, Justin Bieber, Cody Simpson

No matter who Kylie Jenner dates, it's always the talk of the town and there's little she can do without being heavily watched. Most recently it looks like Kylie and her baby daddy Travis Scott are quarantining together in Palm Springs. She posted some vids on her Instagram story and Travis' voice can be heard in the background. We can't know for sure if the couple's actually back together or they're just on lockdown as a family to focus on their daughter Stormi. Either way, it doesn't look like Kylie's had any other love interests for the last while or since becoming a mom. But that wasn't always the case. Although Kylie is only 22 years young at the moment, she's had plenty of love interests over the years considering she got her first boyfriend when she was 12. Some of you might remember the time she dated Cody Simpson and who could forget her on and off saga with Tyga who apparently started seeing her when she was still underage. In this video I've got everyone from her childhood sweethearts to her flings and her What's going on guys? It's Kara back at it with a series we've titled Who Dated Who. These videos might get a little intertwined because there are some people who've hooked up with everyone, just like Kylie and Blac Chyna. I mean Chyna has a baby with Kylie's brother Rob, but both the ladies dated Tyga. Super strange. As we do with our other series I need you to let me know who to do next in the comments down below. How about Harry Styles or speaking of Blac Chyna, how about her? You let me know you know where and I'll see you guys after the intro. Kylie Jenner's first man we know of is her middle school boyfriend, Ramsay the 4th. As far as I know he was just a normal dude who dated her before her glow up. He's only a year older than Kylie and the pair would date from 2008 to 2011, which is actually pretty long for a pair of kids. I actually found this pic of them and Ramsay's wearing a suit, so it looks like they went to some school dances together. Not to mention Ramsay was all about Kylie, even confessing his love on Instagram. Someone named Lauren asked if him and Kylie were dating and he responded, I love her, and that they'd been dating 3 years and counting. How adorable. But the young love didn't work out. These days according to his Instagram, Ramsay is a singer. If you guys heard about Kylie's first kiss story, you would know that's the reason she started getting her infamous lip fillers. Apparently when she was 15 or so she shared a kiss with her crush and it was one of her first. She admitted, It was like one of my first kisses and the guy was like, I didn't think you'd be a good kisser because you have such small lips. When a guy you like says that, I don't know, it just really affected me. I just didn't feel desirable or pretty. However this dude did, he was part of the catalyst to Kylie's huge makeover. I mean first it was the lips and then after puberty she was like a whole different person. I'm not sure if it was her ex Ramsay or perhaps this next guy. I think you all know this one, Kylie's next man was one with a little more fame, Cody Simpson. The two would meet at the premiere of Breaking Dawn Part 1 in November 2011 and were even caught flirting a little. I didn't want to come to this premiere and lie but I have never been spotted in my life. You haven't? Yeah, of course. I think Kylie should date Cody Simpson because they'd be so cute together. Shhh. Nice to meet you. I think that Kendall totally called that one. Two weeks later they were an item. There were plenty of pics of Kylie and Cody taken going on PG dates and holding hands as well as even one of them kissing. But they wouldn't end up dating too long and now Cody's moved on to an older woman, well kind of, Miley Cyrus. In recent news, Cody admitted he was never in love with any of his ex celebrity girlfriends either. Not Kylie, not Gigi Hadid, and admitted about his new album. I'm reading about the shit relationships I've had with the industry, the people in it, women and friends. All that stuff. Well I'm sure Kylie wasn't in love either. Kylie's next boyfriend wouldn't be until 2013, but they started out as best friends. Although Kylie denied the relationship at the time, many sources claim Jaden Smith was in fact her first love. It wasn't long until the two were photographed on a date to the movies holding hands. Kylie had also told Seventeen Magazine when asked about a prom date. I would want to go with one of my best guy friends like Jaden Smith. I know I'd have fun with him, he makes me laugh and he is a great dancer. Like come on Kylie, just admit it, everyone knew already. In 2014, Kylie even appeared in one of Jaden's music videos. Despite the boyfriend girlfriend thing not working out for Kylie and Jaden, the two remain close friends. They even shared a dance at Justin and Hayley Dieper's wedding. Speaking of Justin Bieber, another rumoured fling Kylie had was actually with the Biebs himself. The two have always been close friends, and once Kylie said about him. He gets me and every time I see him he always sits me down and is like, are you ok? You're amazing, you can get through this, just stay true to yourself. He helps me a lot. This was around 2014-2015, and the Jenner sisters were still friends with Selena Gomez at the time, who was on and off with Justin a lot. After the dating rumours between Kylie and Justin surfaced, and that they were spotted at Coachella together, Selena unfollowed the sisters on IG. So maybe there's some truth to the gossip. What do you guys think? Kylie also dated one of Justin's buddies, Lil Twist. The two were spotted all around LA on more than one occasion, going on dates, grabbing ice cream and seeing movies. Although this was back in 2013, a few years later when Kylie was single again, he expressed interest. A fan asked when Lil Twist was gonna get Kylie back and since they're both single, and he replied. Yeah, I got some cleaning up to do over there. Whatever that means. Not to mention, he posted a throwback pic of himself hanging with Kylie and Kendall. I guess it was just wishful thinking cause we haven't heard much about Lil Twist since. While Kylie was still a teen, she dated an older man as well. And I know who you're all thinking, Tyga, but this was even before. The pair was only 4 years apart, but since Kylie was so young, it just felt like Miles Richie was much older than her. Yep, Kyle had a summer love with Lionel Richie's son Miles. Photos surfaced of the pair making out in the car, and Kylie also tatted her initials on him. Yikes. How impulsive. There's also another connection. Miles is none other than Sofia Richie's brother, and Sofia is obviously in a long term relationship with Scott Disick, Kylie's older sister Kourtney's ex and baby daddy. I wonder if the two ever crossed paths at family functions. Among all of these dudes, Kylie would have a few more rumored flings. There was pop star Austin Mahone, as well as Shamari Maurice. However, Shamari's apparently just a bestie and even dresses like one of the girls, so I'm not sold on that one. It would seem that Kylie wasn't serious about any of her boyfriends until she met this next ex. Tyga and Kylie would date for 3 long years on and off beginning in 2014, but they actually met when Kylie was youngster, 14 to be exact. Tyga was a friend of the fam and remained close over the years. On her 17th birthday, he celebrated with her and even gave her an underage shot of tequila. A few days after this, the rapper also called off his engagement to baby mama Blac Chyna, which I'm sure you all remember. Clearly, Kylie was still underage and coming out publicly on a relationship would definitely make Tyga a creep. I mean really, he could've even been charged. The two told the world they were just friends for what seemed like ages, despite dressing up together for Halloween, celebrating Thanksgiving together, and more. So Tyga was still given a lot of shade. Not only was Tyga dumping Chyna who was pregnant with his kid, Kylie was also 8 years his junior. I gotta say their love story already started off on a pretty bad foot. Kylie and Tyga announced their relationship when she turned 18, but I don't think they fooled anybody. There were rumors they split up over the years and once actually did in 2016, but they seem to always get back together. You're with Tyga, you're not with Tyga. No, honestly people have it all wrong. What is it? Straighten it out. We're here for that reason. Look, they're not here for 12 days, we're all here for that reason. We want to know what's going on with Tyga. No, we're not broken up. Good. We just, honestly, we became best friends before anything happened, so I think that's awesome. And we're just like, I don't know, hanging out. So you're hanging out? We're hanging out. What does that mean, hanging out? You're still together? Despite the his and hers Ferraris and all the cute moments, Kylie and Tyga called it quits for good in April 2017. It was that same month that Kylie started hanging out with Travis Scott. She began dating the rapper in 2017 and they were inseparable ever since. Within the same year of becoming an item, Kylie was pregnant with Stormi and ready to be a young mom in early 2018. Despite matching tattoos and gushing over one another, the couple has had plenty of ups and downs. What color are my eyes? Green sometimes. Yellow. I love you. Maybe that's like cause it's a big deal. What color are my eyes? There were rumors that Travis cheated on Kylie but nothing was confirmed. The pair did a Playboy exclusive interview and photo shoot together as well and Kylie said, Through all the ups and downs that every relationship has, we evolve together through them and keep growing stronger. Around fall 2019, it was confirmed Kylie and Travis had decided to break up but would continue to co-parent. Fast forward to March 2020 and the pair are allegedly back together. Entertainment Tonight reported, Stormi's parents initially took a break because their schedules were so busy and they couldn't fully focus on what it took to make the relationship work. Adding that now they're happy to have the fam back together. Fans speculated the couple's reunion after hints were dropped on social media. Kylie posted throwbacks from 2017 with Travis captioned, It's a mood, and shared pics and shoes from his recent collab with Nike, as well as a video singing to his new song. Oh but then Kylie's nephew Mason said they weren't back together. No, Kylie and Travis are not back together. Who do we believe? Well like I mentioned at the start, Kylie and Travis are in fact quarantining together and celebrated Easter at her mom Kris Jenner's Palm Springs house with the family. Travis shared some footage of Stormi on his page, and you can hear Travis in the background of Kylie's videos too. Not to mention the couple dressed up as Easter bunnies to surprise their little girl. There's always the chance the pair is reuniting for Stormi's sake but I have a feeling there's more to it than that. Alrighty guys, that about wraps it up for our list of who Kylie Jenner has dated over the years. For someone who's only in her early 20s, she's sure been a busy girl but she's also watched like a hawk by the paparazzi. From her first boyfriend at age 12 to her almost illegal relationship with rapper Tyga and everyone in between, it seems all these things have just led her to Travis Scott. Even if Kylie and Travis don't stay together in the long run, at least it looks like they're great parents to the daughter they share, Stormi. I'm sure the rumors of whether the couple is on or off again will only continue. Guess we'll just have to wait till quarantine is over to see what's up. Of course I want to hear from you guys in those comments down below. Did you know all about these dudes, Kylie dated or no? Were there any I left out? If you like these Who Dated Who videos, let me know whose list you'd like to see next. Make sure you're subscribed and follow me on Instagram if you want to chat more. I'll see you next time with some new videos. Bye!