Sexy FAIL

Who can forget this night at the Oscars with Angelina Jolie?

Doin da Spanx

This guy lived with his face in Blue Steel

OP, at 1:59 in your video, he looks like Tom Hideston. And he moves like he has a neurological disorder.

R4, I will go on record as thinking he has a beautiful face and body in that video but I have no fucking idea what he thought he was doing.

"Let's choreograph this so it looks like I just took a leak on the third rail!"

But then Lindsay Buckingham and Good Decisions are not often in the same room together.

Sean Connery's bondage-gear/adult diaper combo in Zardoz.

^ Worst picture of Sean Connery ever

R6 Are you sure that's not an intentionally poorly photoshopped meme?

Goop, Dominatrix.

That vagina-scented candle is going straight up your rear door, sailor!

SJP.

R8, Google Connery and Zardoz. It's the actual costume he wore for the first half of the film.

Speaking of Tom Hiddleston...

The most uncool, unsexy picture in the history of the world

^ Hey, my wonky eye is very sexy

R10, holy shit.

And I say this as someone who think SJP can and could look quite attractive.

NSFW Robert De Niro and Gerard Depardieu twofer!

Unsexiest double hand-job in the history of borderline gay porno!

Yuk drink my old bath water

Zoe Kravitz leaves you wanting more in this black lace get-up.

And by "more" I mean "more clothing." "Please."

^ If I were straight I think I'd find that VERY sexy

The handsome and charming Sigourney Weaver attempting to relive her sexy Helmut Newton days.

Love her to death, but....wrong.

R19 I was also thinking that she looks good and that is the first photo here so far that isn't really a fail. I mean, compared with the Connery photo...

Really, R19 and R21? I think she's very pretty, but she looks about as comfortable in that thing as she would in a waffle iron.

And if you do not know how to stand in spike heels then do not wear them.

^ I'll be the first to admit that I do not know how to stand in spike heels

Here's a hint, R23 - if you look as if you are about to slide off the fucking things, you are doing it wrong.

Lindsay was so fucking hot

Stevie Nicks kicked a girl in the cunt bone, you know.

Ha! Bitch at R18 ees total amateur!

I know it was done in jest, but this always freaks me out.

Nomi's got heat!

R28 Actually that's very sexy. He's so hot in that movie.

R4, speaking of whom...

He actually looks quite trim here. The film as a whole, however, is repulsive.

@r27, That girl knows her way around a razor

This thread is not complete without marc Jacobs and his big ol' Pilgrim shoes.

Billy Squier's Rock Me Tonight

More snatch-flashing. This time from serial offender, Chrissy Teigen.

@r29, What are they doing?

Having sex like a Cuisinart.

More from hideous gash-flasher, Teigen

DL fave Rose McGowan shows us how she keeps her asshole clean.

Madame X is the winner of this competition. Madame X would like to thank you for competing.

Vanky back in her modeling day (singular).

Vanky's Daddy is even sexier than she is!

HBO should have made a FM biopic 10 years ago and cast Matthew Rhys as Lindsey

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Pretty much any picture of Madonna from the last 15 years

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So cute

Michael Jackson

Lol r2!

I love this comment: “It looks like they're putting an old dog in the back of a car.”

Dumpy Babs who turns into a glamorous Babs that is supposedly so stunning she leaves her husband and college boys speechless with her sexy transformation.

HAHAHAHAHAH R2, R49.

This bitch has a stage show?

The only explanation for the Lindsay Buckingham video is that this was his only chance to convey to the world that his spirit animal is a spider monkey.

*who is supposedly

That music video is so bad. Luckily music videos where losing their luster by the 90s. Some of the early music videos were so terrible they are laughable. Maybe this was his poorly executed homage to Kate Bush’s classic?

The Lindsey Buckingham video is proof that music videos are ridiculous / offensive at their worst, and moronic at best. I just want the music. Here's my favorite LB video, the one from "D W Suite" (listen to "Bang the Drum," which comes after). They're my favorites of his songs, together comprising a tribute to recently deceased Beach Boys drummer, Dennis Wilson.

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I didn’t even know they made music videos into the 90s. I remember watching this mess—and Lionel Richie’s Dancing on The Ceiling—realizing it was a dying promotional vehicle.

Amanda Lear made this outfit work.

Monica Bellucci, darling, you are no Amanda Lear.

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Here's a tip, Tom Holland. If you are borrowing Robert Downey Jr's purple-tinted specs for your big night out, select your wardrobe BEFORE you put them on.

Since you asked: No, I don't think you're sexy.

Trump and Nixon-lover Roger Stone poses alongside sexy friend!

Vairst Letty's whole modeling career

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Hi!!!!

Berserk

^ That's just creepy as in mother/son

This one

Tragic

Too much "prop" wine?

Yikes!

When Ethan Hawke is frantically sketching Gwyneth Paltrow in Great Expectations and she pulls out her banana titties.

Speaking of GOOP...

R69 When was NPH in Vampire Lesbians of Sodom?

@r25, "Lindsay was so fucking hot "

Thank you, I've still "got it", don't you think?

Someone do Kim Guilfoyle!!!

Hello, there!

"Someone do Kim Guilfoyle!!! "

Ok...

Taron Egerton making fug faces while "dancing."

Lens Dunham dolled up in sultry maribou, sequins, and stiletto heels.

"Tell me about it, stud!"

^ Wow, I didn't know they made industrial strength stilettos

Watch out, that bitch will cut you!

Hello Ladies!

The Gold, Silver and Bronze in the Sexy FAIL Olympics, ladies and gentlemen, Elton John's video for "I'm Still Standing" aka "I Love Being Fisted by Street Mimes."

Never have so many ostensibly sexy people looked so truly retarded.

Drunk Islamophobic cunt Laura Loomer tries to pick up a Nazi.

Watch his cock invert mid-way.

The Hoff.

The only way this picture could be better is if the dogs were somehow playing poker.

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Milo Donkeyteefs finally finds work as the drummer for Adam Ant.

Most of Lauren Boebert's "modeling" photos

[quote]Lindsay was so fucking hot

Was it his eternal bitchface or cunty Trustafundian vibe that did it for you?

More Lens, this time trying out a Vargas-style cheesecake pose in a sexy cheetah print.

[quote]More Lens, this time trying out a Vargas-style cheesecake pose in a sexy cheetah print.

It's ghastly! Simply ghastly!

Sexy Fail: The Albums

R93...what the fuck is going on with that first album cover? Does the dude not actually have a dick?

^ This^, I looked at that for a full minute trying to figure out what's going on down there and still come up with, "I've never seen junk like that"

Bump

I sort of think Grace Jones actually pulls this off...but it's a very near thing.

Robe Lowe looks tough!

Honey ,Grace can pull anything off ! Thats a truly fabulous diva .

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"Robe Lowe looks tough! "

About as tough as a trustfund frat boy whose parents are out of town

These people DID NOT bring sexy back, nor did Justin Timberlake when he instigated that wardrobe malfunction, the biggest sexy fail ever!

^ This ^

Remember the time Fabio got goosed in public?

Yeah, not as sexy as it sounds.

[quote]Remember the time Fabio got goosed in public?

Love the reaction of the blonde seated next to him.. "Ha ha ha, that's soooooo funny. Need a tissue, babe?"

At r93’s link it looks like the guy is wearing mauve colored underwear. I think Herbie Mann looks pretty sexy with his flute. But Gary—just no. You’re not Travolta.

Jamie Lee Curtis

Peter Sarsgaard naked in Kinsey. I love him, I just wanted a little bit more.

A vote for these two midgets and their booties.

This in tongue-in-cheek and I'm also actually not sure it's a fail, but I decided to link to it, as it is the only time make-up artist and cult cameo Tom Savini is ever going to be voted, at least in the context of a DL thread, "better looking than Sean Connery".

Rob Lowe's "I'm a bad trust fund baby out on the town" look is not a fail. IFHH and ILHFMH all day, any day.

I agree. Rob Lowe looks good in that pic.

However, his “Let’s Rock!” in St. Elmo’s Fire was absolutely a sexy fail.

All of those rightwing yapper's "headshots" for that terrible Israeli "modeling agency" Tommie, Candace the rest. Surely there is a page with all of them

🤮🤮🤮

Whoever directed this piece of trash obviously thought it was sexy and deep. It was neither.

Britney's recent nude pics

Mamie Van Doren, age 91.

Mae West in Sextette

@r117, warn people with a link to the future Madonna. Yikes!

African champagne

For R56

/bump

More secksee Hiddles

R49 I thought I was the only one who read YouTube comments. Imagine that.

/bump

Mostly for her facial expression:

"Later, I'm going to ram that award straight up his ass."

For fuck's sake, Dempsey. At least allow yourself a little chub for full frontal.

I almost think I like this one, but would hate to see anybody not Cher try to wear it.

^^^Case in point...

[quote]More secksee Hiddles

The look on his face in those photos... 😂

I nominate " He was usually sexy but looked special needs and strung out on smack in this video" Jakob Dylan. Not sure who the creators thought this was going to appeal to.

Bump

Bump

R93 deserves a repost. AMAZING collection of fails

Kathleen Turner in Crimes of Passion.