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: Rihanna.
Let’s take a trip down memory lane and reminisce on Rihanna’s past relationships : starting
from her ‘Pon De Replay’ days to her ‘Fenty’ days.
This is Happily Clevver After.
Whatsup guys, welcome to Happily Clevver After.
I’m your host, Sussan Mourad and we’re rounding up all the relationship tea with
the one and only Rihanna.
We all know Rihanna is undoubtedly one of, if not, THE hottest celebs of all time, am
I right?
But when it comes to her love life..
Which relationships shined bright like a diamond and which ones just needed to take a bow…
Sorry for the puns guys, but I just had to get it out of my system…
But moving on, I am going to give you a crash course on Rihanna’s relationship timeline
and you don’t want to miss a thing (so pay attention)!
Let’s take it waaay back to 2007.
Okay, so they weren’t in a full-blown relationship but Shia LaBeouf took Rihanna out on a date
in 2007.
If you haven’t heard of Shia… just google him.
He’s everywhere...
And not gonna lie, he’s pretty hot in that bad boy kinda way...
Anyways, Shia told Playboy quote “I was filming a sword fight when I got the message.
I said ‘Can this be my life’?”
Yup, that’s right.
Ri-Ri asked HIM out.
Just one of the many reasons why she’s a BOSS.
Shia also told Playboy quote “It never got beyond one date.
The spark wasn’t there.
We weren’t passionate about each other in that way, so we remain friends”
Okay…..Chris Brown….
Where to start and what to say?!
Rihanna and Chris started hanging out in 2005.
But they didn’t come out as a couple until 2008,
which is around the same time Chris joined Rihanna under her umbrella, ella, ella eh
eh eh...
No but for real, Chris did a remix of Rihanna’s multi-award winning hit ‘Umbrella’, altering
the lyrics to “Baby girl you can be my Cinderella ella ella eh eh eh.”
Pretty catchy… not gonna lie.
Although the two at first appeared to be a perfect match, the relationship took a massive
turn for the worse.
On February 8 , 2009, Rihanna and Chris left Clive Davis’s annual pre-grammy party and
things escalated quickly.
According to police reports, the two got into a heated argument.
Chris ended up pleading guilty to physically assaulting Rihanna.
Chris was sentenced to 180 days of community service and 5 years of probation.
You guys, the world was shook.
…..I mean, everyone was in shock over this news…
And our girl Rihanna, honestly it broke our hearts to see her the way we did, when pictures
emerged...
Seriously it was A LOT.
The media frenzy surrounding Rihanna and Chris eventually fizzled, but picked right back
up in 2012 when the two gave it another go....
They kissed and hugged by the stage at the 2012 MTV Video Music Awards and our Clevver
team even reported on it back in the day.
Check this out.
Talk about a throwback!
Rihanna sat down with Oprah in 2012 and shed light on the situation with her and Chris.
At
the end of the day the two were clearly not meant to be, but apparently still remain friends
to this day.
In January 2018, a source told US Weekly that Rihanna and Chris are quote “good friends
and talk all the time”.
Let’s move on to, in my opinion, THE dynamic duo… a true gift to music...Drake
SCENE 4: Drake 2009-Who Really Knows?!
Ohhh Drake.
Sweet Drizzy.
We all know the bangers Rihanna and Drake have put out over the years…
“What’s My Name”, “Work”, “Take Care”…
UH!
...So many bangers.
Rumors have pretty much circulated the universe surrounding these two.
And some of the people in this office are probably responsible for spearheading most
of them...JK JK.
Ok now try and follow along with me here, because this relationship started in 2005
and very well may STILL be a thing today..
But I mean, who really knows?
Rihanna and Drake went on their first date in 2009.
According to Daily Mail, the pair went bowling at Lucky Strike in New York City.
A source said quote “She was drinking whiskey and apple juice and making out with him all
night,”.
They left together around midnight… hmmm.
And for those of you thinking this whole bowling thing was just a rumor…These lyrics alone
from his song “Fireworks” will clear that up…
“Who could of predicted Lucky Strike would have you stuck with me/ Damn, I kept my wits
about me luckily/ What happened between us that night?
It always seems to trouble me.
In 2010, Rihanna opened up to ‘Hot 97 Radio’ saying quote “I definitely was attracted
to Drake, but I think it is what it is, like it was what it was.
We didn’t want to take it any further.
It was at a really fragile time in my life, so I just didn’t want to get too serious
with anything or anyone at that time.”
This definitely makes sense… the Chris Brown incident was still fresh and Rihanna just
wasn’t ready for huge commitment..
Understandably so.
Don’t worry guys..
Drake also spilled his thoughts on Rihanna and he was a bit more butt hurt.
Also in 2010, Drake told The New York Times he was a quote “pawn”.
Aww Drake.
We’re here for you.
I gotchu.
Drake also said quote “She was doing exactly what I’ve done to so many women throughout
my life… which is show them quality time, then disappear.
I was like, wow, this feels terrible.”
So, it seems Drake was about it and Rihanna just wasn’t there… yet.
Guys, the Rihanna and Drake love fest could be its own show.
But let me break down some of the iconic dates for ya...buckle up!
In February 2011, Rihanna and Drake graced the Grammy stage and it was HOT.
In June 2012, According to TMZ a fight broke out between Drake AND Chris Brown at a New
York City night club.
Okay, I don’t condone fighting but I low key wish I could have witnessed this.
I mean Drake vs. Chris… come on!
On a serious note, a bottle was thrown and Chris even shared a photo of the aftermath.
Drake later denied that he was involved in the fight.
At the 2012 VMA’s Rihanna literally did a (no) clap back for Drake when he won for
Best Hip Hop Video.
You guys just watch this….
In April 2013, Drake sat down with the ‘Keep It Thoro’ podcast and let us know exactly
how he felt about C Breezy saying quote “Don't ask me sh*t about that man when I come up
there and leave that man alone.
Stop preying on his insecurities, man," His insecurities are the fact that I make better
music than him, that I'm more popping than him and that at one point in life, the woman
that he loves fell into my lap.
I did what a real n***a would do and treated her with respect."
Mic drop!
In February 2014, Drake apparently was still into Ri Ri - obvs we don’t blame him - and
told Rolling Stone quote “She’s the ultimate fantasy.
I mean, I think about it.
Like ‘man that would be good.”
In March 2014 paparazzi captured the two on, what seemed to be, a date night in London.
The two were holding hands.
But in November 2014, Rihanna told Vanity Fair that her last official relationship was
with Chris.
During the 2016 British Awards, the two heated things up on stage yet again, to their song
Work
Later that year in 2016, Drake surprised Rihanna with a ….. Billboard congratulating her
for her VMA success.
And AT the 2016 VMA’s Drake poured his heart out as he presented Rihanna with the Michael
Jackson Vanguard Award.
And then… the awkward kiss/hug…
I don’t even know what that was…
You guys remember this?
I mean guys, I don’t even know what that was…
I think Drake was going in, but Ri was like, “nah, I’m on stage, im good right now
boo”... but can I just add how cool she still was with that whole awkwardness.
I mean, I would have loved to see Drake’s face….
I digress.
But moving on to May 2018, Rihanna revealed that she and Drake were no longer friends,
telling Vogue quote “We don’t have a friendship now, but we’re not enemies either.
It is what it is.”
Okay we get it.
Drake is madly in love with Ri Ri, as we all are!
The two hung a couple of times in 2019 and more recently in 2020, which we will revisit
a little later on …. But I think it’s time to step out of Drake world and travel
BACK to 2010.
So guys, during the time Rihanna was first “seeing” Drake she dated Matt Kemp, professional
baseballer for nearly a year in 2010.
I don’t really have any hot gossip to reveal to you but Matt kinda has a Drake vibe with
the whole beard action going on...don’t you think?.
The following year in 2011, the Daily Mail reported that Rihanna and Ryan Phillipe met
up numerous times that year.
Ryan is an actor, and some of you might know him from ‘Cruel Intentions’ or ‘I Know
What You Did Last Summer’.
And if you’ve never heard of those films… highly suggest you go watch those movies…
like now.
True classics.
Oh, and Ryan WAS married to Reese Witherspoon.
A source told US Weekly quote “they (Rihanna and Ryan) initially hooked up when things
were strained with Matt Kemp.”
At the time, Ryan had been “hanging” with Amanda Seyfried.
Just a little Hollywood Romance Scoop for ya!
Anyways the relationship was very discreet and ended after a few months.
We’re moving along to 2015 and Rihanna was looking for the Jack to her Rose.
Just kidding, but in all seriousness, according to TMZ Rihanna and Leonardo DiCaprio got quote
“super steamy and even swapped spit” at a Playboy Mansion party!
Keep in mind other celebs were around…
Paris Hilton, Hilary Duff, Tom Hardy… the list goes on.
So, any of those celebs out there watching this… can one of you confirm this with us?
K, Thanks!
Two other flings Rihanna stirred up in 2015 were Travis Scott & Karim Benzema the soccer
player.
While the relationship with Travis was brief, Karim seemed to be a bit more serious.
According to The Sun, Rihanna ended things with Karim, because she was still in love
with Chris.
Are you keeping up with me?
We’re almost there!
Remember how we went over Drake’s infamous speech to Rihanna at the 2016 VMA’s?
Well soon after, Rihanna spent New Years 2016 in London and was seen holding hands and walking
into a party with an unidentified man.
Check out this clip.
On April 1, 2017 Rihanna was seen in Tokyo with the same man she was with on New Years.
On June 28, 2017, paparazzi photos of Rihanna and the mystery guy circulated the web.
You guys, everyone was trying to figure out who this guy was!!
Of course we eventually figured out that the mystery guy was Hassan Jameel.
Over the next year the two were seen out and about, but on June 1, 2018 there were speculations
that Rihanna and Hassan had broken things off.
But those rumors were put to bed on July 6, 2018 when the couple was spotted in Mexico.
Rihanna and Hassan appeared to be going strong for quite some time and when Rihanna was interviewed
by Essence magazine people thought she was prego... because of what she revealed.
Rihanna said quote “I’m a black woman.
I came from a black woman, who came from a black woman, and I’m going to give birth
to a black woman….”
On October 9, 2019 Rihanna FINALLY confirmed that she was in a relationship saying quote
“Yeah, I’m dating.
I’m actually in an exclusive relationship for quite some time, and it’s going really
well, so I’m happy.”
She even said she wanted to have kids.
Well dang, after that I thought we were headed to the altar!
But sadly on January 17, 2020 US Weekly reported that Rihanna and Hassan were no longer.
But oddly enough, (sarcasm) Rihanna somehow found her way back to Drake.
Or wait, did Drake actually make his way back to her..?
On January 21, 2020 Cosmo reported that Rihanna was seen hanging with Drizzy.
Personally, I was freaking out!
I didn’t know whether or not I could believe it, but then I saw this clip.
Watch…
Okay, okay, who cares if it’s two seconds long.
It’s there.
It’s them.
It happened!
I want to know what you guys think.
Will Rihanna finally choose Drake?!
AND THAT MY FRIENDS IS HISTORY!
We did it!
So, it’s kind of unclear whether or not Rihanna has found her Happily Clevver After
(I mean obviously Drake probably thinks her ‘ever after’ is with him cough cough).,
but if there’s one thing we do know…
Rihanna will forever be our Bad Gal Ri Ri!
Thanks for tuning in guys.
Who else do you guys want us to cover?
Let us know in the comments section below!
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I’m Sussan Mourad and you’ve just been Happily Clevver Aftered!
Cya!