If you don’t know who Rihanna is, it’s safe to say that you’ve been living under a rock for the last
15 years. Her first single ‘Pon De Replay’ hit the music charts in 2005 and we’ve been hooked
on her ever since. Can you blame us? She’s sold 250 million records worldwide, won a whopping
9 grammys, and believe it or not the list keeps going. Despite the growing success of her career,
it seems as though her love life hasn’t done as well over the last few years. Although a little
birdie just told us that one of Rihanna’s oldest friends may have been brave enough
to take their relationship to the next level and we want to share everything with you! Maybe this
time Rihanna has found love in a place that isn’t so hopeless. See what we did there? (wink wink)
Since Rihanna might be getting a new bae, we figured we’d have a look at some of her
previous romantic flings and why they didn’t seem to work out. Maybe ASAP Rocky can learn
from the mistakes of others and get an idea of what it really takes to win Riri’s heart.
She’s become a powerful business mogul in the fashion and beauty world after the launch
of her own brand Fenty. Her influence truly has no bounds, which would make Rihanna all
powerful in everything that she does. Feeling a little intimidated? Don’t worry, so are we.
BUT, before we get into all the nitty-gritty of Riri’s romantic past and present,
please make sure to subscribe to Rumour Juice so that you can stay up to date
with all the latest celebrity news! Christmas is just around the corner,
and you don’t want to be the only one out of the news loop at the family reunion.
Rihanna’s romantic life has been anything but uneventful. She’s been involved with
some of the creme-dela-creme of Hollywood and we can’t help but feel a little envious. However,
not all of these relationships have treated Rihanna like the queen that she is. She’s always
been clear on the type of man that she wanted to date. The star told Ellen in an interview in 2011,
“I like them to be sure of themselves, and know that you’re the man and I’m the lady.
The only way for us to make this work is if we play our roles.”
It shouldn’t come as news to you that she dated Chris Brown between 2007
and 2013. She was just 19 when the pair confirmed their relationship
and her career in the music industry had just begun to take off.
In February of 2009, news of Chris Brown’s physical assault on Rihanna after the night
of the Grammy awards practically broke the internet. Photographs of Rihanna’s bruised
and battered face spread like wildfire and people demanded an explanation.
Chris was sent to five years of probation, six months of community service and one year
of compulsory domestic violence counselling. Some people have said that he got off a little
easy. What do you think? However, the pair got back together briefly in 2012.
In an interview with Vanity Fair, Rihanna confessed that she thought she could change him.
When interviewed about the assault in 2015, Rihanna said “ … if you put up with it,
maybe you are agreeing that you [deserve] this, and that's when I finally had to say,
'Uh-oh, I was stupid thinking I was built for this.' Sometimes you just have to walk away.”
Her fans were relieved that she came to the realization on her own and walked away.
It’s an example for other women out there who might be going through something similar. Rihanna
shows us that although it may be difficult, it’s better to walk away and we couldn’t agree more!
Moving onto the less complex parts of Rihanna’s dating history … in a 2009 interview with Playboy,
actor Shia LaBeouf known for his roles in Honey Boy and The Transformers, said that he went
on a date with Riri after receiving a message from her while filming a sword-fighting scene.
He said ‘Can this be my life?’, we totally get you Shia, we’d love to receive casual messages
from Rihanna too. He went on to say that they just went on one date and nothing happened after that.
“The spark wasn’t there. We weren’t passionate about each other in that way,
so we remain friends.” Maybe Riri didn’t share the same passion for sword fighting.
Alright, is everyone ready for the next guy who dated Rihanna? In 2015,
she spent Valentine’s Day with no other than acting legend Leonardo DiCaprio. Who’s writhing
with jealousy right now? We are! Although it seems that neither of them were looking for a serious
relationship at the time, so nothing much came of the romantic evening. However, in 2016 they were
reunited at a nightclub in Paris and then again later at Coachella. We’re not sure about you,
but we’re busy imagining how beautiful their babies would be. (SIGH) We guess it was just
never meant to be. Maybe the settings should be more romantic than the Coachella desert festival.
Of course, we can’t forget about the legendary rapper, singer and songwriter Drake.
Everyone remembers the cringeworthy moment the rapper leaned in to kiss Rihanna at the 2016 MTV
Music Awards, and she turned her face away from him. This resulted in an awkward kiss on the neck.
This left the audience heartsore for Drake,
considering the heartfelt speech he’d made about Rihanna before handing over her award.
In his speech, Drake called Rihanna one of his ‘best friends’ and confessed he had been in love
with her since he was 22 years old. This would make any of us totally swoon, however when asked
how she felt about his speech, Rihanna had this to say, “Waiting through that speech was probably the
most uncomfortable part. I don't like too many compliments. I don't like to be put on blast.”
Owch! Poor Drake. She added, "We don't have a friendship now, but we're not enemies either. It
is what it is." We can’t help but feel a little disappointed, but we think there’s a lesson
to learn here. If you want to get Rihanna’s attention, PDA is not the way to go folkes.
The singer’s most recent long term relationship was with Hassan Jameel,
businessman and billionaire, yes that’s right, billionaire.
The pair were together from 2017 until the beginning of 2020. Sources said that
he was a serious guy which made him completely opposite to Rihanna’s fun and wild personality.
According to a source, their lives were too different and they simply weren’t suited for
one another which made it difficult to make time to spend together. Many celebrities have stated
that balancing both work and personal life is a lot trickier than they think.
In one of the rarer and more personal conversations with Interview Magazine,
the singer said "It’s only the last couple years that I started to realize
that you need to make time for yourself, because your mental health depends on it."
Although it was never confirmed why the couple split, we can gather that it was
perhaps personal differences. So having the same set of goals and expectations is
clearly a must if you want things to work out with our girl Riri.
Alright, alright. We know you’re just dying to know all about Rihanna and ASAP.
Okay, are you ready?
The singer was spotted with none other than rapper ASAP Rocky for dinner at the Beatrice Inn,
in New York City. Now, we know that there have been whispers amongst the crowd since the
beginning of this year and now it’s finally more than just a whisper. They were also spotted on a
romantic winter stroll on the city streets, wrapped up in warm, snuggly jackets and the
conventional COVID mask. But we can tell you one thing, there’s no masking this romance!
In July this year, she launched her Fenty Skin campaign,
and ASAP was one of the prominent features. The pair were interviewed together for
Vogue and GQ magazine and not only were they practically oozing with chemistry,
they were also comfortable with one another which is a testament to their long friendship.
The two also walked the Fashion Awards in London last year, both looking flawlessly dressed.
There is one teeny-tiny thing we think should be flagged here,
and it’s that ASAP spent most of July 2019 behind bars in Sweden
after being found guilty of assault. Rocky claimed to be acting in self-defense against
two men who had been following him and two of his friends. After two weeks in prison,
former American president Donult Trump got involved, making an effort to have Rocky released.
The court ruled that there wasn’t enough evidence to prove self-defense, and the rapper was given
a suspended sentence. This means that as long as ASAP Rocky and the two other men found guilty are
not involved in any more criminal activity during a two-year probation period, they will avoid going
to prison. He shared in an instagram post saying that he was "disappointed" with the verdict but
continued to thank his fans for their support. Let’s hope this is his last rumble with the law!
It looks like ASAPhas a lot to learn when it comes to dating Rihanna. She’s made it pretty
clear that she doesn’t take any nonsense, so he better be on his best behaviour.
Hopefully their long friendship is a great foundation for something a little
on the more romantic side. All we want is a happy ending, is that too much to ask?
What do you think about Rihanna’s relationship with ASAP Rocky?
Do you think they’re a match made in heaven … or maybe there was someone else you imagined
she’d be with? We want to know what you think! After all, we do all of this for you.
Leave your comments down below, we always love reading what you have to say.
Until next time!