Continue to Hollywoodlife () SKIP AD
Hollywood Life Logo Image

Hollywood Life

Today's Top Stories

  • Usher & Jenn Goioechea
    See Pics

    Usher & GF Jenn Goicoechea Make Rare Outing With Baby Sovereign, 5 Months

  • Isabella Cruise
    See pic

    Tom Cruise & Nicole Kidman’s Daughter Bella, 28, Stuns In Rare New Selfie

  • 6 Of The Best Lip Oils
    SHOP

    Kylie Jenner’s Lip Oil Is Sold Out But You Can Shop These 6 Products That Are Just As Good

Hollywood Life
  • Home
  • News
  • Entertainment
  • Celebrity Bios
  • Beauty
  • Fashion
  • Shopping
  • Celebrity News
  • World News
  • Exclusives
  • Politics
  • Celebrity Babies
  • Opinions
ALL NEWS
  • larsa

    Larsa Pippen, 46, Hits The Beach In A Sexy Black Bikini With Her Daughter Sophia, 13 — See Pics

  • Nick Jonas Has Become Blake Shelton’s New ‘Roasting’ Partner On ‘The Voice’ After Adam Levine’s Exit

  • Orlando Bloom Says He’s Sings ‘Daddy’ To Daughter Daisy, 6 Mos., Hoping It Will Be Her 1st Word

  • Award Shows
  • At The Movies
  • TV
  • Music
  • Sports
  • Sex & Relationships
  • Holidays
  • Entertainment Features
  • Podcast
  • Oscar Contenders
ALL ENTERTAINMENT
  • Melody Holt

    Melody Holt Reveals Exactly How She Found Out Husband Martell Got Another Woman Pregnant

  • Emmanuel Acho: 5 Things About ‘The Bachelor: After The Final Rose’ Host Stepping In For Chris Harrison

  • ‘Ginny & Georgia’s Brianne Howey On The Epic Season 1 Ending, Georgia’s ‘Future’ & More

  • Taylor Swift
  • Rihanna
  • Selena Gomez
  • Kim Kardashian
  • Kylie Jenner
  • Kendall Jenner
  • Justin Bieber
  • Miley Cyrus
  • Gigi Hadid
  • Khloe Kardashian
  • Jennifer Lopez
  • Angelina Jolie
  • Harry Styles
  • Kourtney Kardashian
ALL CELEBRITY BIOS
  • Melody Holt

    Melody Holt Reveals Exactly How She Found Out Husband Martell Got Another Woman Pregnant

  • Emmanuel Acho: 5 Things About ‘The Bachelor: After The Final Rose’ Host Stepping In For Chris Harrison

  • Larsa Pippen, 46, Hits The Beach In A Sexy Black Bikini With Her Daughter Sophia, 13 — See Pics

  • Fragrance
  • Hair Care
  • Health
  • Makeup
  • Nails
  • Beauty Features
  • Skincare
  • Makeover
  • Diet & Fitness
ALL BEAUTY
  • Rihanna

    Rihanna Is Flawless Showing Off Her ‘5 Minute Face’ Using Fenty’s New Powder Foundation — Watch

  • Kylie Jenner’s Lip Oil Is Sold Out But You Can Shop These 6 Products That Are Just As Good

  • Celeb Dermatologist Dr. Sobel’s 3 Tips For Flawless ‘RHONY’ Skin & Avoiding Dryness In The Winter

  • Red Carpet
  • Weddings
  • Fashion Features
  • Shopping
ALL FASHION
  • Kim Kardashian

    Kim Kardashian, 40, Wears Nothing But Flesh-Toned Tights By Skims In Sexy Campaign Pic

  • You Can Shop The Exact Lingerie Ariana Grande Wore In Her ’34+35 Remix’ Music Video For Under $100

  • 25 Times The KarJenners Slayed In Bright-Colored Outfits: Kim’s Blue Pants & More

  • Share This Article
  • Reddit
  • LinkedIn
  • WhatsApp
  • Email
  • Print
  • Talk
Next Up

Paris Hilton Engaged: Carter Reum Pops The Question On Her 40th Birthday Vacation

  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube
  • Newsletters
  • Search Close

Trending

  • Bonnie Says
  • Celeb Babies
  • TV
  • Celeb Galleries
Search

NewsExpand Menu

  • Celebrity News
  • World News
  • Exclusives
  • Politics
  • Celebrity Babies
  • Opinions
  • Rock The Vote

EntertainmentExpand Menu

  • Entertainment Features
  • TV
  • Award Shows
  • At The Movies
  • Music
  • Sports
  • Sex & Relationships
  • Podcast
  • At Home With...

BeautyExpand Menu

  • Fragrance
  • Hair Care
  • Health
  • Makeup
  • Nails
  • Skincare
  • Beauty Features
  • Diet & Fitness
  • Shopping

FashionExpand Menu

  • Red Carpet
  • Weddings
  • Fashion Features
  • Shopping

TrendingExpand Menu

  • Bonnie Says
  • TV
  • Celeb Galleries

About UsExpand Menu

  • About Us
  • Writer Bios
  • Scoops, Tips & Corrections
  • Subscribe To Newsletter
  • Contact Us

Celebrity ProfilesExpand Menu

  • Kim Kardashian
  • Kylie Jenner
  • Justin Bieber
  • Selena Gomez
  • Taylor Swift
  • Rihanna
  • Kendall Jenner
  • Miley Cyrus
  • Gigi Hadid
  • Jennifer Lopez
  • Angelina Jolie
Follow Us
  • Facebook
  • Twitter
  • Instagram
  • Pinterest
  • YouTube
  • Newsletters
Alerts & Newsletters
  • Jobs
  • Scoops & Corrections
  • Terms of Use
  • Privacy Policy
  • California Privacy Rights
  • AdChoices
  • Data Policy
  • Do Not Sell My Personal Information
© 2021 Hollywoodlife.com, LLC.
  • News
  • Celebrity News
  • Rihanna
Timeline
February 17, 2021 9:33AM EST

Rihanna’s Romantic History: From Chris Brown To Hassan Jameel To A$AP Rocky & More

rihanna
MEGA
Emily Selleck
Emily Selleck
Weekend Writer
  • Share This Article
  • Reddit
  • LinkedIn
  • WhatsApp
  • Email
  • Print
  • Talk

Rihanna’s love life has been in the headlines for nearly two decades. From her tumultuous relationship with Chris Brown to her rumored romance with A$AP Rocky, look back at who Rihanna dated.

Ever since she burst onto the music scene in the early 2000s, the world has wanted to know more about Rihanna‘s personal life. The Anti singer, 32, has been romantically linked to plenty of high-profile men, and fans are certainly familiar with some of her most notable boyfriends including Drake and Hassan Jameel. But we’re sure there’s a few people you totally forget Rihanna was linked to at one point! Read on to find out more.

Chris Brown

chris
Rihanna and Chris Brown cozy up courtside at a basketball game. Image: SplashNews

Rihanna and Chris Brown were one of the most infamous couples of the late noughties. The pair of hitmakers, who burst onto the scene in the 2000s with chart-toppers like “Pon de Replay” and “Run It,” respectively, were just teenagers when they made it big. They duo had their ups and downs over the course of their tumultuous relationship. The 2009 incident in which Chris physically assaulted Rihanna has come to define not only their relationship, but Chris’ career. On the day of the 2009 Grammys, it was announced that the pair, who were slated to perform together, would not take the stage. Chris had brutally beaten Rihanna the night before, leaving her with a busted lip, black eyes and multiple bruises.

Much to the surprise of fans, RiRi forgave Chris several years later. The pair rekindled their romance in 2012, and she spoke to Oprah Winfrey about the relationship during an episode of Oprah’s SuperSoul Conversations. During the conversation, she said that Chris was her “true love,” and said that she considers him the “love of [her] life.” She added, “We’ve built a trust again, and that’s it. We love each other and we probably always will. That’s not anything that we’re going to try to change. That’s not something you can shut off if you’ve ever been in love.” During the brief period they were back together, the pair were spotted sitting court side at basketball games and getting cozy on vacations together. They split for good in 2013.

Drake

drake
Drake professes his love to Rihanna at the 2016 VMAs. Image: AP Images

Rihanna and Canadian hitmaker Drake were friends and collaborators before they ever dated. The pair met in 2005 while she was shooting a music video in Toronto, but they didn’t go on their first date until 2019. They dropped a number of collabs through the years, including “Work,” “Take Care,” and “What’s My Name” and were believed to have had an on again/off again relationship which persisted until 2016. RiRi told Vogue in 2018 that things had gone sour between the former couple, and they were no longer friends. “We don’t have a friendship now, but we’re not enemies either. It is what it is,” she said at the time.

Matt Kemp

matt
Rihanna and Matt Kemp enjoy a basketball game. Image: AP Images

The “Wild Thoughts” singer dated LA Dodgers star Matt Kemp for the better part of 2010. During their relationship, Rihanna told Elle, “I’m so happy. I feel really comfortable, and it’s so easy. [The relationship] is just my peace. It keeps me sane.” Nevertheless, she split from the baseball player that December and went on to open up about the relationship four months later, in Vogue, saying, “I just let it go. I don’t ever want to have to depend on a relationship. I think it’s a really special thing to find love. It’s beautiful. Nothing can match it, but I want to make sure I find other things in life that I love — besides love.”

Leonardo DiCaprio

leo
Rihanna and Leonardo DiCaprio are rumored to have dated. Image: AP Images

Back in January 2015, rumors began to emerge that RiRi was dating Hollywood A-lister Leonardo DiCaprio. He attended her 27th birthday party, and they spent Valentine’s Day together in 2015. The following year they were spotted together sporadically, at a club in Paris and at Coachella. And in 2017, the Oscar-winner was caught sneaking into the after party for her Fenty x Puma runway show!

Travis Scott

travis
Rihanna and Travis Scott quietly dated before he got with Kylie Jenner. Image: AP Images

Rihanna dated Kylie Jenner‘s future baby daddy Travis Scott back in 2015. The former couple were first spotted together at New York Fashion Week and it was quickly reported that the pair were “officially” together. Nevertheless, the relationship was short lived, but he did go on to serve as the opening act on her 2016 Anti World Tour — so it seems there’s no bad blood!

Hassan Jameel

hassan
Rihanna and Hassan Jameel kept their three-year relationship private. Image: BACKGRID

Perhaps RiRi’s longest and most stable relationship was with Middle Eastern businessman Hassan Jameel. They dated for three years, but were famously private and hardly ever made public appearances together. She spoke multiple times about how happy and in love the pair were, including in Vogue in late 2019, when she said, “I’m actually in an exclusive relationship for quite some time, and it’s going really well, so I’m happy.” Thus, it came as a surprise to fans that she called it quits with the billionaire in January 2020. Given the secretive nature of their relationship, little is known about why they split.

A$AP Rocky

rihanna
Rihanna and A$AP Rocky walk the red carpet at the 2019 Fashion Awards. Image: AP Images

Rihanna and buddy A$AP Rocky, 31, were romantically linked in early 2020 after being spotted hanging out just days after her split from Hassan. The twosome flamed the romantic spark throughout the year,  especially after being seen getting awfully cozy on a dinner date in November, just days after Thanksgiving. She even brought him home to Barbados for the holidays, where they packed on the PDA, even holding hands during a stroll on Christmas Eve.

A source told HollywoodLife EXCLUSIVELY that Rihanna wants A$AP to be her “final boyfriend” — she’s that happy! “Rihanna has dealt with it all, from good to great to bad relationships. The way things are strolling along is looking very special,” they said. “Ri is really all about A$AP. Things are just amazing right now. She is in very bright spirits.”

Click to Subscribe to Our HollywoodLife Daily Newsletter to get more celeb news.
  • Share This Article
  • Reddit
  • LinkedIn
  • WhatsApp
  • Email
  • Print
  • Talk
Rihanna

More Rihanna News:

  • Rihanna Wears Just Satin Boxers & Strikes Sexy Pose While Dripping In Crystals -- See Pic
  • 13 Stars Who Can Pull Off Wearing Sweats & Heels: Kim Kardashian, Rihanna & More
  • Rihanna Lounges In Lacy Lingerie: Plus, 4 More Times She's Stunned In Savage X Fenty Intimates

Most Read

Tom Cruise & Nicole Kidman’s Daughter Bella, 28, Stuns In Rare New Selfie & Jokes She Has The ‘Same Face’

Isabella Cruise

Katy Perry Pushes Baby Daisy Dove, 6 Mos., In A Stroller On Rare Outing With The Infant In Hawaii

katy perry

Megyn Kelly Faces Backlash After Revealing Why She Pulled Her Kids Out Of Their Schools

megyn

Kylie Jenner Sizzles In Black Bikini Selfies As She Shows Off Long Dark Hair — See Pics

Kylie Jenner

Shiloh Jolie-Pitt, 14, Rocks Ripped Pants & Ponytail At Dance Studio In Pasadena — See Pic

Shiloh Jolie-Pitt

Have news, pics or video on a breaking news story?

Send us your Tip

Have news, pics or video on a breaking news story?

Send us your Tip

More From Our Brands

  • Vanessa Bryant Has Sharp Words for Evan Rachel Wood for Commenting on Rape Allegations Against Her Late Husband
    SheKnows

    Vanessa Bryant Has Sharp Words for Evan Rachel Wood for Commenting on Rape Allegations Against Her Late Husband

  • It’s Official: These Are the Best Butt-Lifting Jeans on the Market
    StyleCaster

    It’s Official: These Are the Best Butt-Lifting Jeans on the Market

  • The Bachelor: Emmanuel Acho to Replace Chris Harrison as Reunion Host
    TVLine

    The Bachelor: Emmanuel Acho to Replace Chris Harrison as Reunion Host

  • J Balvin Drops New Song ‘Ma’ G’ and Teases Next Album
    Rolling Stone

    J Balvin Drops New Song ‘Ma’ G’ and Teases Next Album

  • How Andra Day Transformed Into Billie Holiday With the Help of 1940s Vintage eBay Shoes
    FootwearNews

    How Andra Day Transformed Into Billie Holiday With the Help of 1940s Vintage eBay Shoes

    HollywoodLife

    • About Us
    • Accessibility Statement
    • Advertise With Us
    • Careers
    • Scoops & Corrections
    • Contact Us

    Legal

    • Privacy Policy
    • California Privacy Rights
    • AdChoices
    • Terms of Use
    • Data Policy
    • Do Not Sell My Personal Information

    News

    • Celebrity News
    • World News
    • Exclusives
    • Celebrity Babies

    Connect

    • Facebook
    • Twitter
    • Instagram
    • YouTube
© Copyright 2021 Hollywoodlife.com, LLC.
Powered by WordPress.com VIP
ad