Who doesn’t love a celebrity-dating timeline?
Today, we are breaking down the juicy, dating rumors and iconic events that took place with
one of THE biggest and hottest celebs: Kylie Jenner.
Let’s take a trip down memory lane and reminisce on Kylie’s past relationships : starting
from her millionaire day relationships all the way to her... billionaire day relationships!
This is Happily Clevver After.
Before Kylie mastered the selfie and had larger than life lips, she dated Ramsey IV AKA Ramsey
Lewis from 2008 - 2011.
Ramsey is a singer and lives in Los Angeles, California.
According to Cosmo, Kylie was 12 years old at the time.
Look, we all had those middle school/junior high loves.
If you weren’t posting how much you loved your significant other on AOL Instant Messenger,
then who even were you?!
Okay fine, AOL IM was before Kylie and Ramsey time… but professing your love was still
a THING for Ramsey.
Ramsey said quote “I love her” on social media back in the day.
Young love am I right?!
Kylie and Ramsey parted ways, but it wasn’t long before Kylie would venture onto someone
who we’ve definitely heard of before….
Cody Simpson.
As if the dating webs in Hollywood weren’t tangled enough…
Kylie dated Cody Simpson in 2011.
Cody went on to date Gigi Hadid who is also linked to Kylie.
And of course we know Cody is currently dating Miley Cyrus, who also flings in the same circle.
We aren’t too sure of the extent of Kylie’s relationship with Cody… but according to
Cody himself he wasn’t into the whole “K” name thing.
Check this out.
Reaction: I mean if you can go from a Jenner to a Hadid then you’re doing something right!
Okay, who remembers the famous Red Table talk when Jordyn Woods confessed to kissing Kylie’s
sister’s baby Daddy, Tristan Thompson?
Well a few years prior to that iconic interview... in 2013 Kylie dated Jaden Smith.
According to Cosmo, Kylie quote “low key” dated Jaden Smith in 2013.
Now, Jordyn was family friends with the Smith family, and that is how Kylie and Jordyn became
friends.
Reaction
Kylie and Jaden did break up, but they remained friends and are still friends to this day.
Did you guys think Kylie and Jaden made a cute couple?Let us know!
Reaction to Kylie dating Jaden
We all know that rumors DO tend to go hand-in-hand with the Kardashian clan, so it’s no surprise
that Kylie dated Lil Twist the rapper supposedly while she was dating Jaden.
According to Extra TV, Kylie was seen with Lil Twist just one day before she was out
with Jaden.
According to TMZ, Kylie and Lil Twist, who are both friends Justin Bieber… just a little
fun fact, were seen getting frozen yogurt.
Okay, okay it’s just frozen yogurt but at least we can act like she was playing the
field.
She was 15 years old at the time, and Lil Twist very well could have just been a friend,
but we are all guilty of the game playing hard to get, and when you’re a Kardashian/Jenner
gal, you win at EVERY game!
But with that said, they DID get flirty with each other on Twitter.
Lil Twist tweeted saying quote “I love you”.
Kylie tweeted back with the alien emoji, pig emoji and purple heart emoji...
Which totally supports my argument.
Kylie knew how to play the game!
Only bosses communicate in emojis.
It’s like dissecting a language.
What are ya’lls go-to flirting emojis?
Anyways, Kylie and Lil Twist stayed friendly with each other,
and it wasn’t too long before she had her eyes on another rapper.
Can you guess who?!
RACK RACK CITY!
Buckle up guys, because you already know Kylie and Tyga’s relationship is going to be QUITE
the ride.
Back it up to 2011, when Kylie’s sister Kendall had her Sweet 16 birthday party.
Tyga was performing, so this very well could have been when Kylie first met Tyga.
Reaction to video
According to Cosmo, they started hanging on a more serious note in 2014.
Tyga initially denied this, and he tweeted saying quote “don’t believe the rumors,
been friends with the family forever.
We’re all just friends”.
Before the two confirmed that they were canoodling, there was lots of speculation and talk, because
a)Kylie was a minor
and b) because Tyga had a baby with Blac Chyna
who was friends with Kylie’s older sister, Kim, at the time.
Did ya’ll get all that?!
Even Kylie’s brother-in-law Kanye had something to say about it telling The Breakfast Club
quote “He should be ashamed of himself.
That’s how I feel.
For sure he has a beautiful woman [Blac Chyna] and a baby and left that for a 16-year-old
who just turned 17.
Like, nah.”
Once Kylie turned 18, she and Tyga went IG official.
(can we find this photo)
Over the next few years they broke up and got back together… a handful of times.
According to E! News, Kylie’s ex Jaden may OR may not have had something to do with it.
The source said quote “Kylie and Jaden have been hanging out lately and it made Tyga suspicious.
He thought something might be going on.”
Kylie and Tyga officially called it quits in April 2017, and according to King Kylie
herself, she was the one who ended it.
Check out this clip from Life of Kylie.
Reaction to video if any
And even though Kylie was ready to move on; it seemed like Tyga was not.
Ya’ll want in on some tea?!
Soon after the break up, Tyga went on Nicki Minaj’s radio show and pretty much took
credit for Kylie’s Lip Kits.
He said quote "She always had a platform and she was always destined to be what she was
going to be regardless, but, when I stepped in, there was a lot of codes being taught.
It was like, you could do this, you should start this, you should start doing your hair
like this."
He also said quote "I don't need to go online and tell people I did this and I'm the one
helping her coming up with these colors and names on her...lip line.
It was a lot of stuff."
And for those of you that don’t remember the Kylie-Nicki feud, Nicki was basically
mad because Kylie was helping Travis Scott promote his music.
Guys, I know we are jumping a head just a little tad but this drama was just too good!
So Nicki tweeted saying quote “I put my blood sweat & tears in writing a dope album
only for Travis Scott to have Kylie Jenner post a tour pass telling ppl to come see her
& Stormi.
lol.
Im actually laughing.
#Queen broke the record of being number 1 in 86 countries.
Thank Jesus & thank you to my fans.”
We’ll get back to Travis Scott in a minute.
But first, have ya’ll heard of Party Next Door...
He’s a Canadian singer and rapper who was lucky enough to score Kylie in his music video,
‘Come and See Me’.
Him and Kylie share quite the kiss in the video, which lead many of us to believe they
were more than just friends.
But, Kylie quickly shut dating rumors down and told Complex quote "He asked me to be
in the ‘Come and See Me’ video, and that was after Tyga.
Me and Party have a cool relationship.
I think he’s so talented and I love his music.
But I wouldn’t say we dated.
It never really got to that boyfriend-girlfriend stage.
It was just fun.
I was doing what I wanted to do."
We believe you Kylie, but that definitely was a hot little moment.
What did you guys think of Kylie’s music video cameo?
Would you like to see Kylie on the big screen more?
Let us know!
Alright, we have made it towards the end of Kylie’s relationship timeline… well almost
the end.
Kylie’s last serious relationship was with rapper Travis Scott.
And because there were rumors and speculations that came with the birthing of this relationship,
I am going to dive in a little deeper for you guys.
On April 16, 2017 Kylie and Travis sparked dating rumors, after being spotted together
at a Coachella party.
A source told People quote “Scott and Kylie have also been friends for a while and they
all hang out,” says the source.
“When she and Tyga are having drama, she tries to make him jealous by hanging out with
other guys.”
On April 25, 2017 Kylie and Travis sat courtside at a basketball game in Houston.
Travis is from Houston.
. Reaction: Okay, if you’re taking a girl to your hometown and sitting courtside at
an NBA game… you know it aint just a ‘friend’ thing.
A source even told People that the two were quote “super hand-holdy.”
On April 30, 2017 E! News reported that Kylie and Travis spent the weekend together in Boston
where Travis performed.
According to the source the two were making out.
Okay, so is it safe for us to say that the two were pretty much exclusive at this point?
I’m thinking yes!
On May 4, 2017 Kylie basically made things Instagram official and posted this photo from
the Met Gala.
Correct me if I’m wrong but once you make it into a Kardashian-Jenner insta photo…
that pretty much means you’re in with the fam, right?
Kylie and Travis spent the next few weeks traveling together, and on June 12, 2017 Travis
tweeted saying quote “legit happiest day of my life”.
Fans didn’t think too much into it at the time, but if you do the math……
Stormi, their daughter, was born about 9 months later… just sayin!
About one month after that tweet, Kylie snap chatted matching butterfly tattoos that both
her and Travis had on their ankles.
Reaction
According to TMZ rumors were definitely circling the two were on and off, but those rumors
were shot down when Kylie watched Travis perform with big sis Kendall and Bella Hadid.
In September 2017 THE pregnancy rumors started to surface.
Ya’ll remember this?
How could you not?!
Literally EVERYONE and their mom was talking about it.
TMZ reported that Kylie told close friends and Page Six reported that Kylie and Travis
were expecting a girl.
Even though Kylie wasn’t confirming nor denying, the world was speculating and doing
some deep investigating.
Kylie snapchatted blue and pink phone cases and said quote “which one?
I’m thinking blue”.
So of course people thought this meant she was having a boy.
One person tweeted saying quote “Breaking: Kylie Jenner pretty much confirmed she is
having a baby boy.
Reaction: I don’t know, at the time I still think she was just trying to throw us off.
Kylie continued to tease us and posted photos from her waste up.
And in November 2017, the Internet pretty much broke when photos surfaced of her boarding
a private plane with Kourtney and Kendall.
Can we find these photos
Kylie called out the paparazzi and tweeted saying quote “First of all if you’re going
to photoshop my photos blogs/paps!!
Check for the crooked lines in the background.2nd photo is clearly altered.”
Look, even though we were all dying to know if this was legit, myself included, Kylie
had the right to keep her pregnancy private and her family members had her back.
Her old sister Kim even drank a sardine smoothie in order to not reveal Kylie’s pregnancy.
Check this out
You guys, I could go on for days about this but let’s speed things along shall we?
On February 1, 2018 Kylie and Travis had their baby daughter Stormi.
And we found out when Kylie finally went public with the news on her Instagram as well as
her YouTube channel.
The video has nearly 90M views.
Reaction: Ya’ll I died watching this!
And just a month later In March 2018, Kylie stirred us all up again when she posted a
photo of her wearing a “ JW” ring on her ring finger.
Travis’s real name is Jacques Webster, but JW also could stand for former bestie Jordyn
Woods.
What do ya’ll think?
Kylie and Travis spent a lot of time together traveling the world together, attending red
carpets together and just being in love.
In October 2019, TMZ reported that Kylie and Travis were taking a break.
There were cheating rumors, but in all realness what celeb doesn’t have those rumors associated
with them?
Look, it must be hard being a mom and having your significant other on the road so much.
Kylie made sure that Stormi is her priority and that co-parenting was part of Stormi’s
happiness.
Kylie tweeted saying quote “Travis and I are on great terms and our main focus right
now is Stormi.”
Kylie and Travis are clearly great co-parents.
I mean Stormi’s 2nd birthday…
Stormi World….
Literally out of this world!
And Kylie and Travis were both there to celebrate their little one.
On February 10, 2020 a source told Entertainment Tonight quote “Kylie and Travis truly enjoy
one another and are in love, but it can often be hard navigating their lives at such a young
age.
The couple needed to take a step back to reevaluate many things, but in doing so they are better
now than ever.”
I still stand for Kylie and Travis and hope they will live Happily Clevver After, and
they could be headed that way because TMZ reported that they were officially back together
on March 8th.
Sources close to the couple tell TMZ ... Kylie and Travis are back together romantically
but they're not quite ready to put a title on their relationship, even though they regularly
sleep under the same roof, share a child and don't see other people; however, they later
updated their story saying, “Another source close to the couple tells us the two are simply
coparenting and support each other as friends.
The source says Travis and Kylie are not currently linked romantically.”
I smell some TOM foolery going on with Kylie and Travis, but either way, she’s only 22
years old and she’s a billionaire….
Soooo that’s pretty cool!
Who do you think is a good suitor for Kylie?
Let us know in the comments below!
And in honorable mentions we’ve got a few Other rumored flings that we can’t leave
out!
Justin Bieber, Drake, Austin Mahone, and Miles Richie.
Wow!
We made it through Kylie Jenner’s dating timeline!
So what did we learn here?
There is no question that Kylie can get any guy she wants and we are rooting for her to
find her Happily Clevver After!
Thanks guys for tuning in.
Did we miss anyone on Kylie’s dating timeline?
Who else do you guys want us to cover?
Let us know in the comments section below!
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I’m Drew Dorsey and you’ve just been Happily Clevver Aftered!
Cya!