Top 10 Hottest Girls with "Bad" Teeth By Greg  [112 more lists]

Jessica Paré, also known as one of the stars of the new season of Mad Men (and a love interest for the main character Don Draper -- trying not to spoil anything here), took charge of the season and stole the hearts of absolutely everyone in the audience. Not only was she the everywoman, attainable, self-conscious and adorable receptionist, but she ended up becoming quite a major character in the last season.

Horrible teeth example picture.

Intentionally closed-mouth smile picture (still cute, though.)

Obviously, there's still more that needs to be seen from this gorgeous woman, as her career is just (really) starting out, but one thing that she is well aware of, and that the audience probably noticed, is her incredible overbite, as well as the poor state of some of her "Halloween Mask" teeth. Of course in the 60s dental care wasn't the best thing in America, so it plays really well on the show, but her teeth aren't in great shape, as they are uneven and stick out when she opens her mouth.

But... who cares? Look at her:

Leopard print bikini, showing off her... hair...

Busty, in a flowery shirt, cleavage exposed showing off her freckles.

These are probably headshots, but who wouldn't hire her after seeing these?

Showing off her caboose.

If you feel you've got it in you (and who doesn't at this point), go on and seduce someone, anyone, in true Mad Men style. Here's a video tutorial from The Mad Men School of Seduction.

OH RIGHT, you might also know her as the naked topless girl from Hot Tub Time Machine who rides Darryl from The Office.

Honorable mention to the beautiful Rachel Bilson, for almost coming in 10th.

Anna Paquin, as seen in her True Blood sex scenes from the last few seasons (click here to see stills/video of all of them (you're welcome)), is one of the most well-proportioned and beautiful women on earth. An Oscar winner and a child actress who actually didn't go off the deep end, there's a lot to say about her talent, achievements and character as a human being and as an actress... but that Grand Canyon she has in between her two front teeth is insanely distracting.

Not to say that both you and I wouldn't hit that like we were sexually insecure males who didn't know how to channel our rage correctly, but the fact remains that she has an absolutely horrible set of front teeth that she, in interviews, she has even been quoted as saying "I will never fix my teeth."

Horrible tooth example picture

So there, you have an example of how her teeth look like two individual pieces of white corn glued, miraculously, to her mouth. But here are pictures of her being one of the hottest girls you will ever see despite that because you know if she walked up to you at a party and you had at least one beer in you (or even none) you would 100% go for it because honestly, we've all done worse:

To start off, here's a quote of hers via Chickipedia: "I'm sorry, maybe there are a lot of women who keep their bras on while they have sex . . . I don't happen to be one of them."

A black and white picture of her showing off her great (but modest) cleavage in a bursting white bustier. Amazing.

Anna Paquin lying down on a couch, waiting for you to get the freakin hint already.

A gorgeous shot of her looking really sad. Why is this hot? Because you have problems.

Same white bustier, different angle, lifting up her skirt, suggesting something to a ridiculously lucky (and sadly completely professional) photographer)

Aaaand here's a picture of the luckiest towel on a beach while she changes her bottom half of her bikini, covering herself with said towel.

Anna Paquin, your teeth aren't so great, but that's why you're on this list. Because you're insanely attractive talented and wonderful anyway.

Here's a Jewel quote that shows she's pretty down to earth from a time when being eco friendly probably wasn't as "cool" and celebrities were more honest: "People think I'm some kind of hippie. I don't even recycle."

Jewel, whose last name is Kilcher for those of you who haven't had posters of her on your wall, is one of the most talented singer/songwriters of our time and gave us some of the most memorable late 90s hits like "What If God Was One of Us?", "Dreams", "Who Will Save Your Soul" and other songs on that Lillith Fair compilation you got for free but probably threw out.

Horrible teeth (but still cute) picture.

Intentionally closed-mouthed smile.

Either way, she has been featured on a lot of magazine covers, viral videos, TV appearances and everywhere else, showing off her pearly white fangs in a way that only she can. The greatest part about Jewel is that not only is she a regularly pretty undeniably hot chick, but she owns her flaws like a car bought with lottery money.

A WHOLE GALLERY of Jewel looking hot in a purple bikini.

Jewel in a white corset on a white couch, almost touching her mouth.

Jewel in black fishnets, bra showing and straddling a chair.

Jewel in pink undies.

Here's a picture of Jewel looking cripplingly hot in a black dress.

Avril Lavigne has notoriously bad teeth, even though she's one of the most beautiful little people on the planet. Not only that, but she's also one of the most popular. Did you know that for YEARS, that's right YEARS, she had one of the top 5 most viewed videos on YouTube? It was for that song ""Boyfriend."" Even though that is an abomination of nature and she started out trying to be punk when she really was the antithesis of it, she's still one of the most eligible women in Hollywood. She's an international star and hundreds of thousands of (probably foreign) dudes have her plastered all over their walls.

Her bad teeth have either been photoshopped in most magazine shoots or she's corrected the problem, but here is a picture of her notoriously vampiric fangs (which was before vampires were even cool.)

And here's an older one that shows them off better against a guitar she wasn't even strumming the chords of.

Pink in her hair, looking awesome, but with a closed mouth (of course.)

All of this is pretty incriminating, but on the other hand there are these pictures, which make anything she's ever had wrong with her teeth perfectly okay (and also, c'mon, beggars really can't be choosers.)

Here's a topless picture of her in her Maxim spread.

Her showing off some cleavage when she was a little younger.

Now, Hilary Duff doesn't have the worst teeth in the world, which is why she's last on this list, but she's definitely one of the girls on this list that kind of brought it upon herself. A teen queen of the Disney Channel during her teen years, she starred in a show called Lizzie McGuire until she broke out of that mold and started starring in more adult roles, like her role in the "hit" movie Agent Cody Banks starring the kid from Malcolm in the Middle.

Here are a few pictures of her looking... with teeth the size of Easter Island stone heads, or small, individual, toddlers:

Hilary Duff hot with veneers 1.

Hilary Duff hot with veneers 2.

OM NOM NOM NOM

And now for the traditional closed-mouth smile.

And now for showing you that even though she had those teeth, we would all bend over backwards to buy her a slice of pizza (or a car):

Busty in her Maxim spread.

Showing off her sexy shoulders.

This is her ignoring what you have to say about the new Halo, but making it worth it by showing off her black lace bra.

Looking amazing from behind.