7 Iconic Nip-Slips We Will Never Forget

Posted by , on October 27, 2009 at 5:28 pm

Just in case Amy Winehouse is embarrassed for her little “wardrobe malfunction” at the Q Awards last night, here are the most memorable nip-slips of all time. (Total pervs here at StyleCaster.) From the jaw-dropping incident at the Super Bowl, to…oh, every day of Sienna Miller’s life. With faulty low-cut outfits, strenuous choreography, and just plain exhibition, it seems like everyone flashes a little boobage once in and while. It happens, ladies. We tip our hats (and our tops) to reacting gracefully, and not giving a sh**.

Lindsay Lohan (above)

Lohan’s nipples started to appear so often in public, she just gave up and posed topless for New York Magazine, emulating famed Marilyn Monroe shots. I guess if you gotta, do it for art, right? We would say that chest mishaps happen from time to time when you’re well-endowed, but then what’s Kate Moss‘ excuse?

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Janet Jackson

Seems a little silly now, the fuss that was made, considering all the nip-slips since, huh? The girl had to issue a public apology, swear up and down it wasn’t intentional, and field the judging eyes of every soccer mom in existence, when she really could have just said, “I’ll do what I want! I’m Janet Jackson!” She did, however, teach us about nipple accessories; who knew?

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Sienna Miller

Known for sunning herself topless while on vacation, or going full frontal for the upcoming film Hippie Hippie Shake, this photo is relatively tame. Sometimes, you should just wear a bra. Why don’t you people ever wear bras?

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Eva Mendes

This top was sort of asking for it, no? Was there no double-stick tape around? Although, we guess it’s fine after being plastered on larger than life billboards for Calvin Klein completely nude, a little slip is fine. Boring, even. This also aired on a French television show, so we’re sure the French didn’t care.

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Lily Allen

Our fave cheeky songstress Lily Allen tends to be lacking when it comes to the undergarments quite often, (maybe it’s a Brit thing?) and enjoys bathing topless while the paparazzi are around. What does Uncle Karl think of that risque behavior, we wonder? he probably doesn’t care, since she’s not obese and all.

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Kate Moss

We see Moss’ boobs more than we probably see our own, making this not such a “slip,” but an “intentional lifestyle choice.” In fact, the first issue of LOVE magazine had a shoot that could have been called Kate Moss’ Left Breast, and we think Kate’s under the impression that modeling means exposing cleave.

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Tara Reid

In perhaps the most accidental/unartistic nip-slip of all time, there was hardly a day in 2002 where we did not see Tara Reid’s drunken hot mess nips. There she was, vodka in one hand, and the other trying to frantically keep up her Contempo Casuals tank top. There was even that time when her entire boob was exposed on the red carpet and she had no idea. When you have gigantic fake boobs, don’t they fall into your eyesight like, all the time? Just sayin.’ Get it together, Tara.


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