Media Mogul Oprah Winfrey and successful playwright, actor and film director Tyler Perry were spotted on Holiday in Portofino, Italy on Sunday. Oprah’s best friend Gayle was also spotted with the duo.
I heard from a very reliable source that Tyler flies out all his closest friends to random vacation spots just because he is just that nice. Now that’s wassup.
( Photos: INFDAILY.COM )


















Who is that man in the blue shirt?
probably oprah’s bodyguard. i dunno
I know Tyler and Oprah aren’t together, but they make a cute couple…
Black power is international! Loves it! Btw, they’d make a cute couple, lol!
Wonder they are discussing…. Oddly, they would make a nice couple…
At first when I saw the pic I thought…’My goodness, Oprah done gone and cheated on Stedman with Madea’. Thanks for the clarification.
I need friends like Tyler for real!!!
I guess the guy in the blue shirt is a bodyguard or something.
Dang Tyler! Can I get a flight out to Italy..lol. Nice pics.
Very nice.. Oprah looks good in the bohemian skirt. All white! Love it.
Tyler perry seems like a nice guy.
WHat SUnday was this? Not yesterday.I believe T. Perry was in New Orleans! Essence Weekend!!
must be nice! i would love to chill with oprah and tyler perry!
OPRAH LOOKS GOOD, ITS NICE TO SEE HER IN CANDID PICS EVERY NOW AND AGAIN, YOU HARDLY EVER SEE HER JUST OUT AND ABOUT, DAMN I NEED FRIENDS LIKE THAT TOO, BLACK STAR POWER.
That is a lot of talent right there
I am looking forward to Tyler next movie
AT FIRST GLANCE I THOUGHT THEY WERE HOLDING HANDS!!
LOL LOL..
I WAS LIKE… “WWWHHHHHAAAATTTT???????”
LOL..
but ironically.. they do seem like they would be a nice couple…..
but that’s really cool…. tho..
mad props…
that bodyguard is fine
J Boogie, Tyler was in New Orleans this weekend, but he jetted off shortly after his event.
Two beautiful, powerful blk ppl.
They should bottle that. I bet it smells real good.
Oprah, I love you, The Almighty knows I do, but baaaaby do something with those bunions. Please!
The body guard is a knockout
1 Ooooh weeeeee!
Thats what I am saying, he is fine for a body guard. Two single women and possibly a how you doin’ man just walking around Italy w/ that fine bodyguard? I think he belongs to someone
nice, o and tyler together
Yeah Tyler Treats His Friends, He Said That On Lady O Show. And I Think About How Tyler Spilled A Drink On Janet Dress And Brought Her A New One, Lol Hes Nice Or He Got A Tight Game… Janet And Lady O. I Say Ina Wks Time He Will Ruin Halle Shoes And Take B On Vacation.
LAAAAAAAAAAAAAAAAAAAAAWD HAMMERCY DAT GUY IN THE BLUE IS TOO FINE. I WONDER IF HE ITALIAN CUZ DOSE DUDES IS ALL KINDS OF SEXY!!!!!!!!!! HE COULD GET IT. NOOOOOOOOOOOOW ALL DEY NEED 2 DO IS HIT A BEACH N HAV HIS AS TAKE DAT SHIRT OFF
OPRAHS FEET GOD!
OPRAH NEEDS TO JUST STOP…SPENDING ALL THAT MONEY ON A TRAINER, CHEF, ETC…JUST EAT AND BE HAPPY!
STOP WITH ALL THE WEIGHT LOSS MESS…JUST BE FAT AND HAPPY!
Tyler & Oprah actually would make a good looking couple…
And Tyler if you are looking for friends to take on vacations I can give you my number bruh…I’m just saying!! LOL
Wonder what do the stinkin filthy rich chat about??? Hmmmm….
Plz…Tyler, How ya doin’ Perry, knows that is his dude in the blue. O is a notorious Beard, I know considering how hard she is on her show about DL men, but TP is a chick and not just when playing Medea. It’s a shame that in the year 2008, he can’t just be rich, powerful and gay. Actually, its a shame about O too..but anyway.
Oh! How to Tell a Friend she needs to get with her feeeet..Dang Oprah.. I know Tyler be lookin at them feets crackin up on the inside..
# 25..Lizzy
Please stop with the hate….why can’t they be friends hanging out without ‘sexuality’ being trhown in the mix??
Much love to Oprah and Tyler…enjoy the fruits of your labour
DANG! I need to invest in new friends and an entertainment career so I can have bodyguards that look like THAT!
OWWW!
I bet that’s a partial business trip. I betcha! That’s wassup regardless. Tyler is doin his thing and I love it.
Man when i first saw those pictures i was bout to say wth!! tyler and oprah kicking it now lol….guess not huh
oprah gaining some weight huh….
anyway it must be nice tyler….its cool to see a successful man he isnt an music industry mogul….homeboy got dough lol
i mean “who” isnt an music industry mogul
Oprah needs to get her corns fixed for real. I can see them from here. A lady of royalty needs to have dainty feet.
…and because he’s just that RICH, lol!
Oprah is GORGEOUS in white!! And yeah…obviously Tyler’s a gay man..I can’t quite get why Tyra was ever into him…she talks about herself so much, she probably overlooked the fact that he’s a wanton cross dressing giant.
Are you idiots really talking about feet? such anti feminist losers, you are!! I bet you’re so focused on feet because you’ve completely killed your own trying to look good for some man in 6 inch heels! So lame!
Oh wow , that’s so cool and the guy in the blue shirt, my gosh—-FINE!!! Hey Oprah you need to have him on your show for whateva reason….just to pose for all I care.
I agree with everyone else who said they would actually make a cute and powerful couple. It’s nice to see friends treat other friends that way. Maybe they are also discussing a movie that they can produce together. That would be good because great debaters was great.
That dude in the blue shirt looks like he is with Tyler Perry…..
I feel him aint nothing wrong with being generous especially with those that are close to you. TP has been on a straight come up for years can’t be mad at his hustle.
Black people with power and money and use it well. Gotta love it!
I knew Gayle was on the scene not too far behind .
Umm can I be his friend? I’m just saying.
Oprah said damn Gale stfu already!
Fly his friends out.
yeah Right
Tyler Perry hittin that .
Oprah is hit tho.
All the money and make up in the world cant help her.
She will always be Sofia to me.
YUCK!!!!!!!
The guy in the blue is to CUTE!
Dang, Tyler can I be your friend? lol I luve me some Oprah.. I wish I were Gayle, too..
I wish Tyler would fly me to Italy.
The guy with the blue shirt on is cute.
Tyler is just one of the Girls. I just rented Meet the Browns last night and that was the worst crap that Ive ever veiwed. I want my $5.64 back like right now. That movie was so CHOPPED up and skipped from one seen to the next without warning. Tyler rushed this project and it really showed. Rick Fox needs not try and act and Lance Gross isn’t a good actor either. You can really tell by his actions that he doesn’t play basketball even as an activity….he can’t even act at playing basketball or shall I say he has no basketball skills at all…just toooooo stiff and no form. Tyler needs to rinburse me for that crap.
^^^^^^ one scene to the next^^^^^
Wow all that money and Oprah has “UGLY FEET” she knows that she can get them DOGGS fixed. I wouldnt even have no sandals on if I had six (6) toes like she does. I would get that extra nubby cut off with no hesitation.
Now that’s what’s up. They look real good together….maybe Oprah should let steady sted go.
Man at first, I thought they were holding hands…. C’mon TP! LOL. Oprahs best friend was there also, but somehow didnt get in the pic. But…. We got her, LOL. check this pic out of Billionaire Oprah and her best friend
Yeah dude…if you need to stay close to somebody you couldn’t find a better person than Oprah.
Im’a need for Ms. Winfrey to hurry up and fix dem feet!!! That’s a tragedy!
I love folks wit $!
That is nice of Tyler, now can ya fly me out just cuz O doesn’t need a free trip she has a private jet!! lol… that’s great @ Tyler… O looks good!!
Yea, I think they make a cute couple!
I hope he’s not fucking her ol ugly ass!!! IDC if she is a black billionaire…the bitch is ugly and her feet needs to be done up with all that cash…she sporting them bunions like they hot or something!!!!! NO BOO
That bunyon is KILLING me!! Gross!!! She need to get those things chopped off!
man when i was in atl my people took me to tyler’s house where he shot diary of a mad black woman…i trespassed and took pics all in the driveway! lol i thought that was hilarious!
oprah looking good…damn, i wanna go on vacay for no damn reason! tyler need to help a sista out!….oprah can afford a vacay, i cant!! help me boy…lmao!!