Sean “Puffy” Combs and Jennifer Lopez were the epitome of the power couple back in the day. Puff and J-Lo were the most influential couple of their era. The paparazzi couldn’t get enough of them. Pictures of them were everywhere, long before social media became a thing.

Months after they began dating, J-Lo’s body language started showing signs of an impending breakup. Lopez was already plotting her escape from him when they were arrested in the aftermath of a shooting outside the Times Square Club in New York on Dec. 27, 1999.

By the time Combs was acquitted on all weapons-related charges, J-Lo was gone. The decade’s hottest romance burned itself out in less than a year.

Photos by WENN.com



  • MercifulLove

    I remember….

  • http://sandrarose.com SandraRose

    It was plain to see she was using him. He thought he was in love.

  • A D N

    He was so “in love” with her. I think I read he hired Luther Vandross to serenade her in order to win her back. But I could be wrong. I think he would take her back after one phone call, which she would do if she needed a career boost again.

  • Lisa daniels

    Yep, they dont call her J.ho for nothing

  • 2jours

    Hater

  • Lisa daniels

    Not a hater, in her in living color days, they said she was sleeping with anyone who would give her a career boast that has been the word for decades so miss be with the hater bs.

  • Anunnaki

    Sandra what about the bridge collapse on 85

  • Sexy CJ
  • VanillaCaramel2shotsExpresso

    Awful!!!!??

  • nick c

    She needed him for her music career and his dick game was probably too weak for someone like J Lo.

  • morenYAHdelsur

    Are we being punished? ?

  • nick c

    Hell she bagged Ben Affleck she had to be doing something right.

  • Cougar_Lover

    Throwback foreal ?

  • Tea??

    Then she went on to the guy she really loved and didn’t use for a come up… Ben Affleck ?

  • Scromes1212

    I will never forget the news reporting that car chase and the club shooting. Cochran showing up at the press conference with Puff. That whole situation was crazy. Now he running around acting like he “woke” lol Puff came a long way.

  • Malcom Flex

    She used him and dumped his azz her mama told her not to marry a dark skin male no blacks.

  • E-VannaRootsAllEvil

    Dress was perfect even now!! It was the tits nothing else

  • GuestSTAR

    And her mama loved her some Affleck

  • Malcom Flex

    Yup and like her mama told her not to marry a black you KNOW his Boston mama told him don’t marry a Puerto Rican chick. Funny how that works out. Her kids are pure Latino and Ben’s kids are pure white and Puffy’s out of wedlocks are pure black.

  • Malcom Flex

    Yup those latina mamas want those white male genes. Didn’t work out his mama said no race mixing in the Affleck family.

  • We Can Do This

    Man, she was a baddie. Diddy was one happy dude. After the break up he rapped songs about her.

    I bet he contemplated giving up his wealth for that moment in time once again.

  • We Can Do This

    Spot on.

  • missmiami305

    Everybody tried to recreate that dress for Prom.

  • missmiami305

    Yep! Ben is who she real wanted to marry. Then he dumped her and married another Jen soon after???. They always procreate with their own kind. They understand the power of bloodlines. Wish some black understood that.

  • missmiami305

    Why u say that

  • missmiami305

    She was hot at the time.

  • VanillaCaramel2shotsExpresso

    She was too high maintence for Ben and was trying to change him. His friends intervened on that with a quickness !!!

  • zeta4life

    GM…drags in….ya’ll this don’t even feel right in this blog with these few comments…oh well…OT:…hated them together…

    HAVE A GREAT DAY ROSES…I PLAN ON DOING THE SAME

    HEY DUB, CB, MILLY, BSWEET, WUT, out there!!!….drags out

  • zeta4life

    and a media whore….gm

  • zeta4life

    ain’t that when they started that “merging of the names…

    Bennifer…FOH

  • MzKeriBabee

    For some reason, I don’t think J-Lo has been well suited with anyone that she has been in a relationship… I can’t think of one man that I felt she was paired right with…

  • zeta4life

    PRAYERS FOR THOSE IN ATL (FULTON CO) OF THE BRIDGE COLLAPSE….JESUS!!!!

    POOF

  • kekeb

    Why is this old shit relevant. No one is concerned about puff daddy turkey neck ass in 2017

  • Diva4lyfe

    ok maybe it is my computer y out of all tbt is it them and then I am not getting any updates whats up auntie

  • kekeb

    My sentiments exactly. Super head already said he had a small situation and hinted he may be gay

  • VanillaCaramel2shotsExpresso

    Good Morning….. she still is. She is low key at times but she is not known to be manless for more than a few weeks.

  • VanillaCaramel2shotsExpresso

    When I say low key I mean a low key media hoe…. ?

  • Ms.Caramel

    Good morning Roses

  • morenYAHdelsur

    LOL because the last few posts have been weird. Idk, something is up LOL. I know commenters are essentially boycotting SR ?

  • Rayne

    Didn’t like her then and still don’t. She is overrated ASF with her basic clothing line ??

  • SingleGalCrazyWorld

    Man I miss these days…when music was good. Lowkey Puff started this whole showing off rapper genre we got now..

  • GuestSTAR

    Ben hasn’t looked back since. Awhile back he described that time with her as something along the line of ‘gross’ or ‘disgusting’.

  • stav

    There is nothing pure in this world, Puerto Rican is a nationality not a race! Many from Puerto Rico has black ancestry!

  • Malcom Flex

    Oh brother. You deflectors are so boring the truth hurts, huh? NO JLO’S mama told her no black males. Yes her kids are pure hispanic both parents hispanic. Keep playing dumb.

  • Mr. LeBrick James

    I always felt she’s the one Puff would have married… but not any of those black women who had babies by him. I was never a fan of his then, and will never be.

  • Tink Tink

    Good morning….I have nothing for the post above, but I do want to know if this is the newest post or should I be searching for the newest one?

  • SingleGalCrazyWorld

    I feel the same way even to this day when they take a pic together it looks like he’s staring all deep in her eyes. They would have made a great power couple in the long run business wise.

  • Coffee1st

    Her moms really told her that? Or is it just rumor?
    You think that’s wrong or nah? I don’t forbid interracial relationships with my kids… I just STRONGLY encourage them to choose from among their own. So far, so good.

  • CaliGONECRAZY

    No she actually was in love with him. They shared too many NUCLEAR CLASHES AND HEARTBREAK CLASHES. That is why it ended so badly. The shooting did it.

  • CaliGONECRAZY

    She was born with a NUCLEAR CLASH AND HEARTBREAK CLASH! That is why the majority of her relationships went sour. And she is also a very sexual woman, so that has a lot to do with it too.

  • Scromes1212

    New post. General Flynn didn’t seek immunity.

  • hottlanta

    Did she ever send him a thank you basket because we never knew who she was until she hooked up with him.

  • EYESOFLAURAMARS
  • MistaO

    Aaaa you wild for that, but I feel you though!

  • Hugga Bunch

    Smh, Yep. Supahead ought to know.

  • Hugga Bunch

    I liked these two together, they could’ve been right up there with the Carter’s.

  • Taylordanes

    Thats because JLO used him like she does black culture…..

  • missmiami305

    What!!!! ?

  • Sacha

    Maybe she found out he’s bisexual

  • stav

    Do some research, you already appear to be dumb enough . Hispanics are comprised as a whole of different races! Again as was said there is nothing pure when it comes to people. STOP BEING DUMB!

  • Mrs.Meenie

    Diddy wanted her bad, he probably still regrets not getting her pregnant before she dipped.

  • Ro

    lol @ career boost!

  • http://batman-news.com MzTee

    Out of all of Diddy’s flames, I’ve never seen him look at woman like he looked at JLo. I truly believe he truly was in love with that woman.

  • Guest who

    She learned how to really hustle with Diddy he taught her a lot because before then she said was a just a dancer. After they broke up she started acting, made that lame clothing line, perfume, makeup and all that. She used Diddy and wasn’t looking to go back

  • Tawaii

    JLO was smart enough to recognize a bi sexual woman abuser and left his ass! She never looked back.

  • Tawaii

    Now as you know that the majority our black women wear someone else’s hair on top of ours from another country, ie Brazil…so be careful when you talk about appropriating someone
    else’s culture!

  • http://www.missjhaneuniverse.com Monday

    Not the majority, certain women..and a lot of black women in other cultures (ie Brazil) have black dark skin women with the “Brazilian hair” sold at the store.

    JLo did appropriate other culture and still does until it is no longer convenient for her

  • Malcom Flex

    You’re a sad troll. Get off my jock, tramp.

  • stav

    You’re an uneducated imbecile, get your knowledge up!

  • Malcom Flex

    It’s called sleeping your way with black males to the top she started with the Wayans brothers in on living color. Same as Rosie Perez sexed Spike Lee in Do the right thing.

  • Malcom Flex

    You KNOW her mama hipped her to that Mama Lopez never liked Puff. I assume she had a file on him.

  • Malcom Flex

    The majority of black women are raising kids that black males fail to support. I can tell you’re either a broke baby daddy or a ain’t S non black women. WW wear more weave than anybody. Wigs, etc.

  • Malcom Flex

    Her Mother hipped her and she listened.

  • Malcom Flex

    Not so. The Carters are a BLACK COUPLE. Puffy and JHO, swirlers. Not the same period.

  • Malcom Flex

    You’re a trampy troll control freak. F you, JHO and Puffy. Hows that?

  • Taylordanes

    The majority??? Naw doll…. the majority wear OUR OWN HAIR,,.,. do not let the media fool you OR think that black people cannot be born with straight hair or wavy hair….. Wearing weave and wigs as ALL cultures do… and have since the Egyptians wore them is not appropriating culture… Dating black men to gain notoriety and a fan base is different….

  • Taylordanes

    good for her…she was also smart enough to recognize he could increase her star power…

  • Sacha

    There’s a very suspect pic of diddy and french montana spooning. It looks like diddy is a bottom

  • Hugga Bunch

    Big Pun (RIP) is apart of Hip Hop royalty, I’m talking status not race or color.

  • stav

    Considering your lack of education, and your stupidity, I guess that was the best you could do! Run along Dummy!

  • TheRider

    No matter how many kids he makes, how many times he strolls around with Cassie, how many vacations with Kim and the kids, he will never love any other woman like he loved Jennifer. Truth!

  • guest

    I guess she tried black and never went back! Lol

  • B Zandaz

    You know I forgot they were even together

  • what?why

    Wow did she dodge a bullet. ARod and JLo are a great couple – they complement each other.

  • CaramelDream

    think about all the different and different colors of d&ck that has been in this woman . . . . yuck

  • bella28498 .

    what tailor let puff walk out the house with that baggy a z z suit???

  • Soon2BWife

    That was the style back when men actually let their ballz breath. ?

  • bella28498 .

    puhleeze this baggy chit was never the style suits always throughout time are tailored

  • kennedy campbell

    wait wasn’t she acting before they met?

  • Yetunde

    I agree with that and the fact remains, she used him and made a fool out of him.

  • http://www.pureromance.com LA

    Yes

  • Queen of EVERYTHING

    HELLO!

  • Queen of EVERYTHING

    No love, the plethora of White women have always and currently do make weave they call “clip ins” a daily part of their get-ready-routine. I just saw a strawberry-blond clip-in piece just chilling on the floor in the yoga studio this past Saturday. No one was even alarmed. Me and my afro puffs we’re disgusted and horrified.

  • http://batman-news.com MzTee

    JLo loved him too, but her management advised her after the shooting to drop him because he would affect her image/brand since she was a star on the rise.

    I also read Diddy had JLo going while they were together. She and her girls used to roll up to different hotels where Diddy was known to take his flings.

    So if anything, they both made fools out of each other. Diddy’s transgressions were just more public than JLo’s.

  • Soon2BWife

    Oh ok ?. Just because tailored has always been the proper way to wear a suit doesn’t mean there wasn’t several times in fashion history when suits were not tailored like the cat suits some of these men are pushing off as suits today.