Rude Boys: The Many Boos, Rumored Side Pieces and Boyfriends of Rihanna

July 27, 2012 ‐ By Esi Mensah


With former boos Chris Brown and Drake exchanging more than words during a bloody brawl at a New York city nightclub recently, past gossip pinning the Bajan singer with Ashton Kutcher, and reports that Rihanna and Chris Brown were seen kissing as they met up during their vacations in Saint-Tropez this week, Rihanna’s love life has been all over the news lately.

With all the public relationships Ri-Ri has had, it would be surprising if there wasn’t any drama or gossip. After all, Rihanna definitely seems to have a thing for famous and fine men. Normal guys just don’t seem to cut it for her!

At age 24, the singer has already had her fair share of high profile flings, rumored boo-ships and relationships. Here are the famous cuties (that we know about) that have been with, dated, or been rumored to have found love in a hopeless place with the superstar over the years.

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  • neenee

    josh hartnett is sexxy…oooh id have some of that white boy any day

  • poker face

    Clearly, this writer has a problem with Riri – this article drips of contempt and dislike and is also supersexist and narrowminded – just awful! Thumbs dwn to the writer. Bt thumbs up to Riri! She is strikingly beautiful bt I think the most attractive thing about her is her fun, down-to-earth, cool and witty personality. She’s a rare gem

  • Is It 5:00 Yet?

    These are just rumors though………………………

  • noirevixen

    How many times do we need to hear this? This smear campaign against her is getting more and more transparent and yet she still has millions of fans. Nice try, though.

  • Beckers

    MN you guys do know that just because someone goes to your bday party it does not mean you two are dating cause now apparently I’m dating my best friend

  • Lola

    When are you going to write an article like this about
    Rihanna’s male counterparts who are not “just seen” with different women, but are actually sleeping with said women?

    Esi/Akosua Mensah you are a disgrace not just to Ghanaian women but the world over. Get a life!

  • Alissa

    In that picture with Matt Kemp, she’s definitely in a “please don’t touch me” pose. A picture tells a thousand words haha. Poor guy!

  • Baddvixentype

    I’m sorry but this is saying since 2009-2012, 3 YEARS, she’s been connected to 10 different dudes? Are you saying this a positive thing?? Seems like you’re glorifying this in a way and i dont see how knowing that someone possibly slept with 10 different men in 3 years when they’re only 23 years old is something to be proud of.

    • MzDiamondz

      I don’t think it is glorifying that she slept with all of these men. I have a lot of male friends that tried to date me, have sex with me, etc. Even though I may have been seen with them in public does not mean that I had sex with them. We don’t know if Rihanna had sex with all of these men, gossip folks sometimes exaggerate just to get a story sometimes.

      • Lola

        Exactly! It is said that great minds discuss ideas while little minds discuss other people/gossip. The “author” of this article is clearly of the latter kind.

  • sammi_lu

    Taylor Swift can give Rihanna a run for her money..she makes her rounds too. They are young and famous I guess its to be expected.

    • MzDiamondz

      Exactly! But everyone thinks her non singing butt is a perfect angel and a victim to heartbreak *dropsmic

  • Kay

    There’s got to be something about her box that got dudes goin crazy,.. She got that insane asylum box

    • TRUTH IS

      How about she has a box that dudes wanna just hit and miss…..

  • prettydew

    Reaally now bawsip, again with Rihanna’s punanny?????? madame noire, truly disgusted with this article [if you can call it that]. Disgusting, why can’t I visit this site and not be bombarded with the antics of Rihanna’s vagina, WHY?????? I bet this TOO will be going to the moderators, because you can’t handle the truth.

  • Miss C

    Meek Mills?? Yuck!! Rihanna, I would slap you myself for that one. LOL!! he is hideous!!

  • Miss C

    Who cares who she has dated etc, Rihanna is no better than the next chick she acts like she could care less but some of her young fans are watching so she should watch it. Stop defending this woman and show your defense for a young lady who actuallly deserves it.

  • Kayo

    I don’t understand why any of this means anything to anyone. And there is just something about Meek Mill that makes me feel irritated.

  • realadulttalk

    She’s in her 20′s and dating…I don’t get why that’s a story. Heck if someone followed me around when I was in my 20′s and dating–I’m pretty sure Heidi Fleiss would have been calling me to come work for her.

  • bri

    The only men that rihanna went out with are chris brown, drake (fling), and matt kemp. I don’t get the whole “if you’re associated with somebody you’re having some kind sexual relationship.” So are we saying that girls cant have guy friends?

    • bluekissess

      Took the words outta my mouth. People get on my nerves. If she wants to “spread” her love around that’s her business

    • Love_Sexy


    • adrienne michelle

      if this were a male celebrity, there would be no article or if there was it wouldn’t be a big deal. it’s just a classic case of a double standard

  • SMH

    Rumors… So this should be post.. And for all you ppl calling this young lady out her name shame on you.. Are you her hole? How cn you assume she’s slept with all these men. Not cool

    • SMH


  • sabrina

    i have no words for this girl.
    “it’s not aboat me, it’s not aboat a boat, it’s aboat chris!” 5 points for anyone who knows where that’s from! lol

    • momo

      Lmao Damirra Brunson!

  • Hello_Kitty81

    What a Hollyweird doorknob, everybody gets a turn!

  • KJ23

    Is it just me, or does Meek Mills look EXACTLY like Michael Knight from Project Runway?

    • Jemel


  • lalatarea

    the girl is an admitted industry heaux but i still like her, maybe its her confidence to do whatever she wants without regard for others opinions. (though that can be a double edged sword at times)

    • Shay

      Admitted? Proof??


    “Oh Thats your ho? Thats our ho too LoL” rofl


    Hollywood bicycle…every star gets to ride!!


    SLUNT *hearing the stans come out in droves*