Fashion Faceoff: Madonna vs. Whitney Houston!

07/15/2009 at 01:46 PM ET

INF, Richard Young/Startraks

One dress, one night, two divas — it was a real-time fashion faceoff last night as Whitney Houston and Madonna both hit the scene in Europe in their snow leopard-print Dolce & Gabbana dresses. Madonna hit the after-party for her Milan concert at the Gold restaurant, owned by longtime pals Domenico Dolce & Stefano Gabbana, along with her “good friend” Jesus Luz in her printed sheath. Meanwhile, in London, Whitney attended a playback party for her new album I Look to You in the same curve-hugging dress. We love seeing both singers looking so hot so much that we can’t decide who wears it better — but we bet you can! Vote in our poll below.

FILED UNDER: Fashion Faceoff , Madonna
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Showing 58 comments

Dominique on

Definitely Madonna.She’s always been a style icon.

roosevelt on

WHITNEY ALL THE WAY. Madonna looks like a damn skelton stuck on heroine. KEEP UP THE GOOD WORK WHIT

Kevin on

I would have to say……MS. Houston

tiffany on

i’m a HUGE madonna fan but i’ve gotta give this one up to whitney- but madonna wins the shoe contest!

Angel on

Madonna…. Looks better in the dress Do you see Whitneys shins hits the black stockings and a choker never…in summer… But why is Madonnas legs orange

jo-madonna graver on

Madonna looks absolutly fantastic in the D&G dress real pretty well fit at 50 no wonder Jesus is chasing her….!

hyacinth on


Sasha on

Oh Madonna definately!!!!!!!!!!!!!!!!

hyacinth on

whitney houston

Demme on

have to say Whitney.. all the way diva..

jenn on

I love when people comment but spell the insult or person’s name wrong (i.e. “a damn skeleton stuck on heroine…”). hahahahahaha Madonna is always the queen! And at least never ACTUALLY a druggie! FYI for all: It’s spelled heroin, and Michael Jackson’s 1st name is spelled MICHAEL, not MICHEAL!!! Spell check folks! Use it!

Wendy! on


Val on

The dress looks good on both, but on this one I would have to say Whitney, but the shoes; Madonna hands down.

igor on

Whitney of course.. she wares it with style, grace and poise….Bravo!!!!

Stefan on

Whitney is the best

dixie normas on

Of course Madonna looks waaay better. The hottest body in Hollywood, regardless of age. But, it isn’t the same dress actually. Same designer, different neckline, and M’s is in mint green, not white like W’s. Love Whitney but she looks 70.

Magaly on

Madonna absolutely wins.

She doesn’t need the stockings and chocker to looks fantastic. The dress makes Whitney’s midsection look bloated, whereas the dress looks flawless on Madonna.

JohnnieB on

Can you say Whitney Houston Wins! Whitney Houston all the way, no turning back, or looking to the other side. Whitney Houston looks hotter, and wore the dress way better!

LatinNippy24 on

Do you really have to ask this question? It’s obvious that Whitney Houston looks better in the dress. She is royalty DIVA!

davidjr on

Well, atleast Madonna is with the Designers themselves..So..Hands down. Madonna all the way..Admit it, she got more press attention..if it wasn’t for her wearing the same dress, Whitney will just be another celebrity..

Kazzy on

Definitely Whitney. She looks way better in it. And with the added black choker and stockings looks great.

junior on

Whitney rocks! the diva is back!!!!

Ronald on

Madonna is the ultimate style icon. But Whitney doesnt look bad.

Ronald on

Madge is the winner.

Ronald on


Ronald on

Madonna – noone does it better

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Kat on

Am I the only one who sees similar but not the same dress?? Looks like two different colors and the necklines don’t match – Madonna’s appears more of a rounded scoop-neck, perhaps overlapped, while Whitney’s is a more tailored squared-off style. They do, however, have matching bald men! j/k

The Fashionables on

ofcourse madonna.she is the ultimate style icon!madonna is looking gorgoeus in that dress.i love her…


D-Sign on

I voted Whitney. The color of the dress suits better with her skincolor!

AJ on

Madonna! Whitney has too much going on with that dress. The necklace and stockings take away from the look.


Krystal on

Whitney all the way! She’s a class act. Madonna not so much.

marc giglietti on

Def Madonna!!!!!!!!! Houston has nothing on her!!!

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[…] Fashion Faceoff: Madonna vs. Whitney Houston! – Style News … […]

tina on

Got to be MADONNA,aside from the fact she is actually with DOLCE AND GABBANA, at a party thrown in her honour. She has and always will be a trend setter.Abit of a fo-par from ROOSEVELT..WHITNEY was the drug addict, not MADONNA.

Jayson on

Please, Theres no contest, Its Madonna All The Way! Have u ever seen another “50” Yr old look this SEXY?????????

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[…] Fashion Faceoff: Madonna vs. Whitney Houston! – Style News … […]

theresa on

The Diva is backkkkk!!!!! Ms. Whitney Houston!!!!! Madonna is just……..



Louise on

Definitely Madonna, it suits her colouring better, and she’s basically better looking anyway. Whitney’s never had much style. Funny how Madonna looks younger than Whitney even though she’s 5 years older – it proves that the drugs don’t work lol!

Nehemiah on

Miss Houston, hands down!…..although Madge does look hot as well…

George on

Go,Whitney! This dress is for YOU…….

Alexey on

Madonna!!! Still sexy at her age!

Carmelo Javier on

Definitely Whitney Houston! I’m not a fan of her, I love Madonna; but let’s be honest, Madonna doesn’t fit as well as WH does on that dress!

Nathalee Velez on

They both look great in the dress, but I think Whitney edge out Madonna.

Edd on

Whitney highlights better the essence of this dress!

blackgal on

Whitney looks like a DIVA.

Dave on

Madonna always does it better :-)

……. and Roosevelt, Madonna, in your opinion, may look that way, but Whitney probably still is that way ;-)

Tyrell on

Definitely, Ms. Houston! She simply radates in this dress. Mr. D. and Mr. G. now have the perfect model for this particular dress.

david on

whitney looks like a very bad man in drag

britt on

Madonna all the way! The skin The hair the dress, she has real woman all over this outfit.
Whitney just doesn’t have the skin or hair for this kind of clothing
and whitney’s legs are way to dark.

guy on

Def. Madonna. They both look great, but Madonna’s body is hotter, fitter. Whitney looks great but has a little belly.

Devron on

I love both divas, but I would have to say Houston we have no problem! Whitney looks classy! The shoes and the necklace makes this dress even hotter for Ms. Houston!

LL on

Madonna looks beter, fresher and Whitney’s trying too hard…

Monique on

I am going to give this one to Whitney. Its her time again. Check out reviews of the single I Look To You

Aaron D. Coston on

Is this even a question? Im mean come on. Whitney Elizabeth Houston of course. Im mean, just look at her. Now, look at Ma.. ma.. what ever her name is…

ViolenceAndSilience on

Whitney Look Preety and amazing. WHITNEY LOOK BETTER

catherine on

Whitney is style, elegance & grace. Madonna is a bone rack w/blindingly white arms, brown legs, & all that black & white w/all the brown & blind. And u would think Madonna with allllllll the money she has would keep her roots colored. She has always had dirty looking hair. No style & bad color jobs. Same person must have cut her daughter’s hair! lmao

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