Lenny Kravitz's Knee-High Wedge Boots: Love 'Em or Hate 'Em?

09/24/2010 at 01:00 PM ET

Splash News Online

Taking the leap from skinny jeans to full-on leather pants is a bold move for any man, but Lenny Kravitz took it one step further on Thursday, tucking his leather pants into knee-high wedge boots! Proving that fashion truly has no gender, the rocker was snapped leaving his N.Y.C. hotel confidently donning the wedge leather boots with a drapey cowl-neck pullover and a cross-body man purse! And while it has become acceptable for any man to wear designer denim or even obsess over his hair products, it seems that Lenny may just be standing alone in this bold sartorial effort — for now. Tell us: Is he on the heels of the next wave of men’s fashion or has he gone too far with his high-heeled boots? Vote below! Justine Harman

FILED UNDER: Bags , Fashion , Guy Style , Shoes
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Showing 83 comments

andy on

its like he stepped out and forgot to take the bottom half of his gimp costume off…

Lizzie on

Ahahahaha girly boots XD

Sooo Rich on

Why didn’t they post my comment. I said sooooo gaaaaaaaaaaaaaaay…and other stuff, but can’t remember now. Jerks.

hotwildflower on

I’m a HUGE fan, adore his music but this is not attractive at all. He’s a stunning man and this is simply not working for him. He needs to leave this costume to KISS.

Staci on

Guys in high-heeled boots is nothing new. Bill Kaulitz of Tokio Hotel had been wearing them for awhile. They both look HOT wearing them. :)

Solitaire on

Why are people ragging on him, he’s a man confident in his sexuality and expressing it! It’s different, so what! Good for him! Bravo for taking a risk and rocking it!

Kim on

Dude, that’s just wrong……

Trainwrecks on

Well it does match his dress and purse …
so what’s the problem?

Elle on

Why Lenny…why???

kmcv on

Tranny chic! I like it.

Carrie on

Over the years, Lenny has always appeared to me as someone who is secure and confident in/with himself. That’s why I think he’s so hot. Would I like this look on someone else? No, most likely not. But Lenny rocks it…in only the way he can.

Tracy on

This guy can rock anything!! He’s got the confidence and coolness to pull anything off – even wedges!

Deltamama on


Jacqueline on

Bill Kaulitz from Tokio Hotel wore these boots before at the 2009 MTV EMA performance.

Linda on

OMG!!! I thought this was a WOMAN….Never expected this from Lenny…Ha-ha-ha

tlm on

Well, with a nice string of pearls he might carry it off……………………….

Lori on

He’s so HOT he can pull anything off !

Mary Ann on

Lenny could wear a brown paper sack and still look fab! Rock it, Len!

Andrea on

Waaaaaaaaaaaaaaaaaaaaaaaay too femme. Jeez :-/

Josette on

I love Lenny, but I don’t like anything about this “outfit”. He never dressed conventional anyway but this is just plain old bizarre.



meg on

Its one thing to be rockish with leather pants and high heels…. but a male purse and a drapped sweater spells cross dressing. what’s his inspiration, feminine clothing?

Tina on

It wouldn’t be so bad if the boots themselves weren’t so god awful…

Jen on

Umm – fashion aside, it’s like in the mid-90s on the East coast this week. Bet that leather sure gets kinda sticky in the 100% humidity that we’ve been having….

Jac on

Is he coming out?

Anne on

He appears to be channeling his inner Olsen twin …
This atrocious attire wouldn’t look good on ANYone … male, female, or ‘other’.


Team Lenny! The man can do no wrong!!

Jenn on

Old Navy has a very similar top in the maternity section.

Jess on

WOW! This looks soooo wrong in so many ways! He has most DEF gone too far with this! Some people get too caught up in this “risk taking” trend… It’s not cute.

Seriously? on

If you scroll your page so you can’t see his head it looks like a woman.

Jon on

That’s wierd! Also, I wish Marg Halgenberger the best after she leaves CSI at The End of The Season, sorry to hear she’s leaving, though, and I wish her the best of luck in her new relationship!

zivark on

Back in the 70’s men wore heels, leave the trend as history.

Kim on

Lenny is one of the sexiest men I know. You go boy! I love the look! Hot! Hot! Hot!

'k on

Well, I don’t love it. But he’s a great looking guy and if anyone can carry this look it would be him!

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JJJ on

He looks like he is pigeon-toed and can’t walk in them. OWN the boots and look like the rockstar that you are!!

Merci on

Lenny, Lenny, Lenny. You were my boy. Now I’m not so sure. Hmmmmm!!!!

k on

He is so confident with his sexuality…. hope the straight one!!

Diana West on

he finally came out or what?
since when he’s a drag??
yikes… a total disaster….

carolyne on

These boots were made for walkin and that’s what they should do, Lenny let them walk away from you

Willian Rocha on

He is a Face!!!

cec on

omg, seriously?

Tinkerbell on

Well, he has “LITTLE MAN SYNDROME” or should I say ‘LITTLE WOMAN’???

Ashlee on

He’s kidding, right????

Lune on

He looks fine to me.

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[…] Lenny Kravitz’s knee-high wedge boots: love ‘em or hate ‘em? – People […]

eve on

oh lord – toooo girly

dramamama on

LOL @ andy’s comment!

Alice on

Bill Kaulitz wore those same exact boots last year.

remy on

help me obi wan youre my only hope – lmao

dude take those off……..

tim on

Love it. Futuristic and right on.

elle on

lenny.. lose the boots and that shirt, please!!

maya on

Love his music – the look, not so much…

bender on

Limited-minded you are. Like robots.What Hollywood say to this is considered to be a reality. Only in a bra is specially designed for women.The rest is a matter of taste.Go Lenny!Let people start thinkingTHINKING!

Jacki on

Why is it acceptable for women to dress very butch but the men cannot dress a little feminine? I like his style. It is very fashionable and certainly better than an unshaved, fat, grubby outfit including ill-fitting sweats. I’m glad he has the nerve to be different.

Shelby on

The boots have nothing to do with sexuality. While you’re pretending to be all open-minded over there, why don’t you drop those assumptions and realize Lenny’s amazing look is about fashion labels not about societal ones.

Sam on

There isn’t actually anything wrong with the outfit. Gonna take a while for people’s minds to re-adjust, if he was wearing the boots with skinny jeans, t-shirt and a more traditional ‘man bag’ it’d be alot easier to for the SHEEP out there to get there heads around.
The shops dictate what items are for which gender and then you’re stuck with it. There must be SOME knee boots with low to mid heels (other than cowboy boots) that men are able to wear/buy??

Lulu on

Aww quit the hatin’! Lenny would look good in a potato sack! The man is sex on legs and looks damn good for his age.

Ludwig on

All men must have the same clothing freedom like women today. Of al woman must stay off from pants ( boyfriends jeans ) blazers, costums, sneakers etc, except they are lesbian. Eeven knie-high boots are in recent historie only menstuff.

Hansi1973 on

Great! It is already time, to fight back for gender equality – also in questions of fashion! Why should a man not be allowed to wear heels? Because they are feminin? Than why so many girls are wearing male shoewear (wihtou heels)? To every girl who is giggling, I suggest, to visit an ordinary shoe store and to visit the men´s section and to ask yourself: would you buy any of those shoes for fashion purposes or just, to avoid, running barenaked?

Jürgen on

Who says that heels are only for women? Everyman is able to wear them! Why not? It’s new, ok, this is always so in fashion, but I think it looks very good.

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Mariet on

hi look like women

Couns on

I really like the outfit.

bookkeeperamanda on

The whole leather pants/wedge boots combo on a guy is nothing new (see Bill Kaulitz and most of the eighties), but Kravitz’s ensemble looks horrible and is far from flattering. Not that he shouldn’t wear it, it just needs to be retailored to better fit him.

Man Hattan on

Guys be for real, that’s not a man purse, nor a man tunic and most certainly not man heels. I saw this photo this morning on tv and guffawed to the point of having to stifle myself. This is more like Norma Kamali circa 1981. A man wearing women’s fashions however famous does not a “man clothes” make. This is called CROSSING DRESSING, there I said it and it needed to be said, don’t you think? And by the way no judgments here, just giggles.

Nila on

Sexy!! He’s a trend setter!

Maik on

Rick Owens’s boots are nothing new on men, not everyone simply follows the fashion trends as closely. The designer himself has been wearing boots like these (and others) for several years. Lenny Kravitz has always been pretty fashion forward so I think it is cool he’s picked up on Owens.

chris on

He has style. This is the future!

Jay D. on

I don’t know why its seems like everyone is tripping all out on Mr.Lenny Kravitz’s boots, or what he has on @ all!!! First off he looks damn good in it!!! A people tripping on a guy wearing hills of any kind is just dumb!!! This is America land of the free and we all can wear what we like!!! When hills came on the scene men were the ones that really wore them. And in the 70’s everybody who’s was anybody yes men wore hills!!! I give Lenny “Big Props” on his style!!!

me on

Does anyone know the designer of his sunglasses?

Samantha1 on

I LOVE it!!! SO fierece! F*ck following the mode and traditional society. I hope it’s a new style, not trend, but style that men catch on to. And Prince has been wearing high-heeled boots for years too. And they all look HOT HOT HOT! Love it! :D

Paul on

Lenny Kravitz always looks cool in my opinion. It’s a little sad that some posters, who live in Western liberal democracies in the 21st century, feel they should tell Lenny what he should wear. ‘Live and let live.’

Ron on

Fashion is about taking a chance. Individuality.
Its pretty clear men don’t have the same inclination as women do in terms of making themselves stand apart.
with the exception of the cut of their suit
or the pattern of their tie.
The suit is a HOT and necessary part of the wardrobe. However, man does not live by t he suit alone.

joseph smith on

you guys are so sad, lenny is in all high fashion garments and i am so sorry you don’t understand, the boots are rick owens by the way google it

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spoilme40055 on

Not a good look at all for a man who calls himself hetrosexual…

spoilme40055 on

Not a good look at all for a man who claims that he is hetrosexual…

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