Tuesday, March 25th, 2008

Friends With Benefits

Posted by Bossip Staff

Oprah & Gayle

Gayle King just came up big time from the death of a dog:

“Gayle King , Oprah Winfrey’s best friend, has moved into a penthouse purchased in the name of Oprah’s recently departed pooch, Sophie. According to deed-transfer records released yesterday, a company called Sophie’s Penthouse LLC bought a $7.1 million full-floor sky palace atop the 36-floor building at 207 E. 57th St…… It has three bedrooms, 3 1/2 baths, a large living room/dining area, and a 768-square-foot wraparound terrace.”

Damn, it pays to have friends in high places, right Gayle? “Friends with Benefits”, indeed. Look we all know what time it is folks. It’s high time these two stop playing the role (or is it?). Discuss….

Source

Comments(94) on “Friends With Benefits”

  1. NIKKI UNDERWOOD

    1??? FAW


  2. w……………..t……………f………….. bossip

  3. NIKKI UNDERWOOD

    Is Gail sick?

  4. justme

    2nd

  5. Noodles

    wow. Wish I had rich friends.

    But for real, for real, Oprah said that Gayle would loan her ANYTHING before she became rich so she’s a true friend. (Oprah said that Gayle loaned her underwear a loooooong time ago). I actually think that Gayle had a little bit of money first.

  6. justme

    i mean 4th


  7. And what’s w/ all this extra ***** on my page??

    Why do I have to keep moving my screen bossip?

    It’s to early for all the extracurricular.

  8. NIKKI UNDERWOOD

    How do you really spell her name? Cause I call The Game…Gayme…are they doing the same?

  9. JZ

    JUST BECAUSE a billionaire suchas OPRAH BUYS HER FRIEND A NICE PLACE TO LIVE DOES NOT MAKE HER A LESBIAN. I BETCHA WHITE CELEBRITIES DO NOT HAVE TO DEAL WITH THIS NONSENSE.

  10. SB

    @JZ

    have u not heard of ellen degeneres (white lesbian, bit of an uproar when she came out, ring any bells?)

    but this situation is a little suspect…


  11. thats what I call a real freind

  12. num1dominicano

    Gayle looks like *****nio Hall…

  13. Bones is back........***** Marquis

    Real talk yall. I don’t know how to read this one. Oprah got cake on top of cake on top of Puffy’s watch *****. Point is that if O wanted to give Gayle this place, a Rolls, and 20 mil in cash, it’s not a big deal. On the other hand, I don’t know if I’d buy my dog Jeremy a million dollar condo if I had it. I’d buy my ***** a car or some ***** but a crib, a multi million dollar crib at that. I don’t know.

  14. Kompton's Kutie

    Gay or not when u got “Oprah Money” u can buy ur friends whatever the hell u want.

  15. mjoylaw

    They are not gay..and obviously for someone in Oprah’s position to have a REAL FRIEND for all these years is PRICELESS!!! She can buy her anything she wants to, they are not lesbians. They are just true homies from waaaay back in the day. We should be celebrating Oprah’s loyalty and obviously she knows how to maintain her relationships and keep good ppl in her camp; we should learn something from her and stop tearing her down, damn!


  16. ======== blackpreneur.net ======

  17. andie

    Why can’t a successful black woman have another black female friend?

    Why are black women always looking for ways to position themselves against each other?

    They are good friends and obviously some women wouldn’t recognize what real female friends look like.

  18. cha chi

    Just friends nothing more or less, when you are in such status as Oprah you have to keep real friends close. So why not show her love?

  19. yanib

    Bossip just stop.

  20. I'm Just Me

    I don’t know or care if she is gay i wish one of my friends would hook a sister up like that. Awesome!!


  21. @andie

    Why can’t a successful black woman have another black female friend?

    Why are black women always looking for ways to position themselves against each other?

    They are good friends and obviously some women wouldn’t recognize what real female friends look like.

    PREACH!!!!

    Why can’t it be that this is her best friend, nothing more?

  22. outtapocket

    why is it EVERY time two women are very close friends, men want to call them gay?

  23. Kingston

    It wouldnt surprise me if Oprah was infact GAY shes been through alot of trauma with men been abused etc

  24. Britney

    Successful black woman can meet another black female friend at blackwhitekiss.com, where i uploaded my pic there, are you there too?


  25. I do not believe this means anything. I totally agree with MJOYLAW. When you are in Oprah’s position, you never know who is real. Gayle was her friend from the beginning and $7 mil is chump change when you’re a billionaire.

    Last…people it is not a BLACK THING and certainly not a BLACK WOMAN thing to tear another person down. White celebrities do deal with all kinds of sick rumors. Humans love to tear at each other (some not all), so stop trying to claim everything negative as a black thing. To me, that means you believe in black inferiority. We are human…no more..no less.

  26. Bones is back........***** Marquis

    @ Outtapocket, cuz it’s a slow news day. LOL. If I were a betting man, I’d say they prolly dykin’ but that’s ONLY MY OPINION. My reasoning is as follows and btw, I posted this months back on another Oprah post. Here goes………. if you(man or woman) had near or over 2 BILLION dollars, and it was all legitimately made, could you see yourself being the feminine part of any relationship. Could you let a man….. yall know. Anyway, just mho as always. And is the Imposter really Strong Black Man. I haven’t seen him post in a few days. I don’t wanna believe it if you’re reading this Strong but whoever it is, had some REALLY SICK AND DISGUSTING things to say yesterday.


  27. Kingston: going through drama with men does not make a person gay. Otherwise I’d be gay too and I’m not. Gay means you enjoy having sex with people of the same sex and I don’t care what kind of drama I have been through, it has never made me want to sleep with another woman.

    PUH_LEASE!!! That’s a cop out people use because they are afraid to accept themselves.

  28. White_Chick

    I wanna be Oprah’s friend!!!!! Sign me up!!!

  29. Just a Thought

    I hope y’all see how Oprah is pimping the shell company to purchase a house. She is probably listing the new house as the headquarters for the company she created. Rich people do all kinds of stuff to protect their paper. It’s just a bonus if they can do a favor for a long-term friend.

    I never thought Oprah was gay. She probably will never play the doormat for a man, which will scare away 99% of men (with their fragile @ss egoes), so she will always have that suspicion hanging over her.

  30. glok9n

    AINT NO *****ING QUESTION, THEM OL COUGARS ARE LICKING EACH OTHERS MILK!!! GAYLE YOUR HEAD IS BIG AS A ***** *****A! AND THAT GRILL!!!

  31. kamikaze

    Marquis said… “cake on top of cake on top of puffy’s watch *****” one of the most insightful declarations I have heard in a LONG time.LMaO!!!

  32. glok9n

    OPRAH GIVE YOUR LICK BUDDY A BIG GIFT….A PLASTIC SURGEON! *****ES!!!

  33. earthadc

    I have loyal friends going back to high school and elementary school. If I could I would gift them with multimillion pads too. Oprah is one of the few black people with money who gives to everybody. Her generosity is legendary. I only wish I had it like that because my friends who are sisters to me would never lack for anything.

  34. Ms Sippi

    I don’t care what *****ody say, these breezies are lovers. I mean, it dont take a rocket scientist to figure that out. Oprah has isues with men. Most women I know who are addamit about not having children are lesbos. Stedman is the paid boyfriend. She talk more about Gayle than Stedman. Oprahs is becoming a little too detached from her African American audience. We supported her before white middle cl***** America recognized her. I use to be one of her biggest fans until about six months ago. The more I watch her show the more I feel that they are geared toward her Caucasian audiance. I reaaly use to love Oprah but, I cannot defend her anymore. She love gay people as if she wish she had the ***** to come out. She look at black men like they aint sh*t. Point and case: Diddy when he was on the show. I know he don’t have an impecable reputation but still, he is our black brother and you can’t blame him because women let him screw over them. Oprah just need to keep it real and stop trying to be who white America want her to be. I use to love Oprah we are both from Mississippi but this brawd is out of sinc with the African American Community and has had a longterm relationship with Gayle.


  35. guys, do you want to chat with them or make friends with them when you see these

    celebrities? months ago someone told me a site WealthyLoves.c o m. believe it

    or not, i saw some celebrities here. i think it is worth trying.

  36. OoooLaLa

    So Rich Black women can’t have friends live in their empty apartments … white people do it all the time. Why do black people have to be gay when it they do it?. Remember, Gayle had a little bit of success way before Oprah made it big. They’re friends … women can’t have friends anymore?


  37. Gosh, Gayle looks like a dog…

    And with all the money she has…could she possibly buy a better WIG! Goodness!

  38. Lauren

    Must be nice….

  39. Dolla Bill

    Big time muff divers…..LOL


  40. Gayle must have some good ***** HEAD GAME, and a 12 inch ***** in order to recieve a 7.1 million dollar crib! And they say them *****es ain’t Diking. BULL*****!!!!!!!!!!!!!!!!!

  41. SIX Shooter (GET MONEY)

    I think they bumping uglies, it’s noone’s bizzz…NO DOUBT, but from the looks of it, carpet munching is going down & has BEEN going down. If it walks like a duck and quacks like a duck, it’s a DUCK. Fur burgers for everyone!

  42. SIX Shooter (GET MONEY)

    @ Bossip

    What’s up with the big azz fusion power razor joint. Ya know it’s making a nicca have to play with the screen waaaay to much. Please get rid of STAT. lol.

  43. I Don't follow I Lead

    I don’t care if Ms. O and Gayle’s relationship is more than what they say, I just need to know one think…does Oprah need anymore friends!

  44. I Don't follow I Lead

    Oops correction, that should be thing

  45. JAD

    I guess Gayle has been by her side through thick and thin. I will be Oprah’s friend!!!!

  46. Blacksmith

    These two are just friends. Just like my mom and her best friend of 30+ years. They both watched their husbands waste away from terminal cancer and they helped each other get through that. That’s what REAL friends do.

    Oprah helped Gail get through her divorce and they have continued to support each other through whatever. Gail also had her own money as well. She’s not a billionaire, but the girl was a peasant either.

  47. Blacksmith

    correction ‘wasn’t a peasant’

  48. Detroiter4Life

    @ Andie

    You are so right!!! Damn….why we can’t have a friend we’d go to the end of the earth for without being called a dike! that’s some Bull*****!! It really *****es me off because if they had no money it would be no issue. Why people always got to hate!? So what she bought her a house it’s her damn money!! Let somebody roll up on you and try and spend or have say in how you spend yo pay check you’d be ready to be brought up on charges!! ;p Let them be friends! I’d help my homegirls out to if I had it like that and I would hope anyone who calls themselves friends would.

  49. Give me a break

    Ain’t that the same dress that she wore in the color purple when she married Harpo. But in all seriousness its nothing wrong with 2 women being close friends. That’s the problem with women now. We always have to have a man around us or we are incomplete or a lesbian. Everybody knows she sweats that Steadman too hard. She probably keep Gayle around so when Steadman doesn’t want to be bothered talking about the new book she just read she has someone to talk to.

  50. Lady Shady

    If Oprah was a lesbian we would all know for sure by now. If i had oprah’s money i would lace my girls out for sure!

  51. ATL_LADY

    I can’t beleive how ridicoulsly dumb folks are. Oprah and Gayle are not gay.


  52. ***** maybe Oprah and and have like that sisterly bond ***** do Oprah have any real life sisters?

  53. Michelle

    Sophie, her dog, died recently.

  54. Michelle

    Duh, well I guess Bossip already said that!

  55. Grace

    First of all some of you all need to learn how to read. It didn’t say she bought Gail anything! It said that Gail moved in. That is just another piece of real estate that Oprah has as an investment. She will flip it in 10yrs for twice the amont. *****ody called Michael Vick gay when he bought a home in Va. and allowed his boys to live there.

    Why can’t black women be friends without being gay? That is the real question.

  56. GD

    Why every time people gotta be close people gotta call them gay? That’s so stereotypical of black folks to do such foolishness. Most of us are not use to having real friends stick by our side. We’re use to people lying on us, betraying us, and dodging us so when we see other people who really do have close relationships with people, we have to be carnal minded and think the worst. That’s crap. I have plenty of close friends who are guys and we talk about real personal stuff and if I had billions of dollars like Oprah did, I’d lace them up because they my homies and I got love for them, does that mean I wanna sleep with them? HELL NO!!! Man, get real. BOSSIP, sometimes ya’ll act like some lil high school gossipers!

  57. kiki

    well can I be ur friend Oprah?!

  58. Roni

    I don’t believe they’re gay. If I had a good friend, I would hook them up too. There’s nothing wrong with that. 7 mil isn’t anything to someone with BILLIONS.

    Besides, I don’t even want to IMAGINE Oprah Winfrey in ANY kind of sexual way! Y-U-C-K!

  59. who cares

    Let me tell you, if I had it like “O” all my girls would live as large as Gail if not larger. TRUST that. There’s nothing gay about that at all.

  60. Shavon Denise

    Gail is Oprah’s bottom biath, thru thick and thin. It doesnt mean that they have to be in a secret lebian affair. When dudes are loyal to their friends people dont question their sexual preferences.

  61. michelle

    @who cares:

    Me too. My girls would be riding high. If I got it they got it!! And thy feel the same way about me.

  62. norg

    O is nothing but a middle aged white women now days…she relates more to that audience than any other. She is also gay, not a problem, but just come out with it you fat cow *****.

  63. smoke

    Two ugly stank hoes

  64. Kala

    Oprah is not gay…damn she has more money than 90% of the general population and she probably has more money than all of us combined. So what if she wants to spoil her best friend, lord knows I would.

    Must we find the negative in everything!

  65. BellaY

    If I could look out for my good friend like that I would too. And if I had a friend that could look out for me like that, do you think I wouldn’t accept? Anyone with friends like this should consider themselves blessed.

  66. Now What!

    I don’t think they’re gay but I definitely think both of them are sexually frustrated. I wouldn’t be surprised if neither one of them have had sex in 10 years.

    The tabloids say that Oprah told Stedman that she was falling out of love with him. Then Stedman went one better and told her he NEVER loved her but thought he might feel different if he gave it time.

    He said nothing’s changed.

  67. WordtotheWise

    Why such negativity? If Oprah was gay, I think she’d say so. You know she doesn’t have a problem with gays, and if she was, it’s none of our business. As far as her white audience and her “appeasement” to it, she knows where the money is. If she had to depend on us black folks for support considering the hate some of us direct at her, she’d be poor just like us. Go O!

  68. Moreaces

    If I had the money she did, I would do the exact same thing for my two long time best friends, and I know they would do the same for me,, no big deal here, I think some of you may have never had a True Best Friend before.

  69. lady

    Oprah could taste my panty pudding for 7 million condo.

  70. Snow Bunny

    Can’t girls that are like sisters be friends without being called GAY? I hope the relationship I have with my best friend lasts as long as theirs has.

  71. Grace

    READ AGAIN! OPRAH DIDN’T BUY GAIL ANYTHING! GAIL MOVED INTO A PRICEY PIECE OF NY REAL ESTATE THAT OPRAH PURCHASED. AT THE END OF THE DAY, O STILL OWNS IT.

  72. Tubbs

    Gayle – time to change up your hairstyle!


  73. there goes the neighborhood.

  74. Be serious

    Oprah probably had thatdog insured for 10 million, this probably the insurance money…please everyone knows Oprah is generous giving is her way of life always has been the more she h as the more she gives….please this is nothing new and what about the giving we don’t know about. Quit hating and start giving in your communities, we would all be better.

    That woman has insurance coming out of her gills everything she wons is highly insured.

  75. Be serious again

    By the way we all know that Oprah loves real-esate and its better than giving those s***** hotels al her money and another thing O magazines offices are in New York, why not Gayle Editor-in-large…..be serious.

  76. Mary

    And if they are gays, who should care. Oprah made herself into one of the wealthiest women in the world. Instead of being happy for her, people look for ways to tear her down. If you don’t like her show , don’t watch it period.It’s obvious that the people who have nothing going on for them are them ones who always critize anything good in someone else..grow up

  77. Incognita

    It irks me that black folks have a tendency to *****ign the gay label to any sista who holds a position of power and prestige. Whenever a sista is ambitious and is successful in the boardrooms of corporate Amerikka, she is accused of being a biatch or a dyke. When a man exhibits these same characteristics, he is praised for having sharp business a*****en and being an effective leader. Give me a fuggin break! Why shouldn’t Oprah share her wealth with her best friend? As some of the other posters mentioned, Gayle has been a true friend to Oprah and has always supported her in her endeavors. Would your best friend be there for you when you needed him/her? I hope so. I can say with absolute certainty that I can count on my good friends to be there for me in times of need and wouldn’t think twice about returning the favor…

  78. thatbrutha

    IF there were a dyke video with these two would you watch?

  79. Really

    hell tada naw!!!

    I’ll be O’s pet.


  80. She is so lovely and large sexy.I saw her many times in millonaire dating site “W e a l t h y L o v i n g .c o m “.What kind of relation she want in this site?Dose she really fall in bad ill?


  81. I’m jealous…Dammit!!! I want an Oprah too. =(

  82. Dumb *****es

    I would do the same for my sister or BFF if I could. Doesn’t mean they are gay.

  83. stank lucas

    Bossip, this doesn’t mean she is gay. It simply implies that oprah is a carpet muncher.


  84. Opera is a *****ing G.

  85. szo

    stop hatin bossip oprah’s garbage is worth more than your site!!!


  86. @ MARY. Shut the hell up you just post your opinion and stop attacking mine. I have alot going for myself, not that it is any of your business. You just do you, You stupid brawd.


  87. The good life…


  88. Mar 25, 2008 – 7:50 am num1dominicano

    Gayle looks like *****nio Hall…

    _________________________________________

    We are rarely on the same page, but I have to co-sign!

    Also, if I had Oprah’s money, I’d do the same for my best friend. Her gifts may seem extravagant, but they’re equivalent to our mani/pedi gift certificate, earrings, outift, etc.

    BFF!

  89. truth101

    wow

  90. Stop the Hattin Make da Paper

    If I had Billions none of my friends would have to worry about a thing. People will hate you, talk like they know something when they never even met you and talk about the real ***** here: How much did your hatin ***** make in the last 20 years? Do you even know what positive energy is? If you did you would be as rich as Oprah. Get a clue shut the %&*! up ..get off this negative s#it and start makin some money. Stop wondering who is screwing who, what their hair, face make-up or whatever you judge about THEM and wonder how YOU can a make at least a fraction of the people you talk about. I love my people- My people, love your energy you give out..I just had to grab a hold of you and calm you down-Something will happen when you make it happen with your best energy not your bad side.Damn, lets give it a rest and make some REAL money.

  91. LIme

    How I evny them. They are the true friends. Their pcthre had appeared at Wealthychat.com there, many people talked about them. They are popular here . By the way, HAPPY EASTER!!!!

  92. famou$

    yeah, they banging. i don’t know who oprah think she fooling its so obvious. steadman is nowhere to be found lol.. she ain’t even gon’ leave him ***** when she dies.. her money but she been wit the man how long.. yup he gay cause any man would of nutted up in that already.. oprah don’t do dyck.. but, real talk i think she got problems that she’s concealing.. she was raped so i think she no longer has trust in men.. she’s a rich ***** though.. oprah do ya thing and keep on eating the box


  93. Gayle and Oprah have been friends for years. Someone mentioned the fact that Gayle has her own money and that’s true. It may not be as long as Oprah’s but then again–with a true friend like Oprah, it doesn’t have to be.

    Oprah has made some sound investments and now her money works for her.

    I have two true/blue friends in my life that if I was rollin’ like Oprah, there would be no question that I would make them rich.

    And trust me–it has nothing to do with being a dyke.

    I’m strick about my d*ck! Lol!!!!!!!


  94. * strictly d*ckly

    Lol!!!!!!!!!!!!!!!!!!!!!!

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