47 thoughts on “Hilary Duff”

  1. first?

    the duffster is in dire need of my dick…

    #1 | Comment by Coolstream — September 29, 2008 @ 12:33 pm

  2. That t-shirt should never be warn with a bra…

    #2 | Comment by smash — September 29, 2008 @ 12:49 pm

  3. Who the fuck told her to wear a bra with that shirt? Did she forget the entire back of the shirt is gone? It would be a good handle though as I fucked her in the ass…

    #3 | Comment by TheMan — September 29, 2008 @ 1:06 pm

  4. I’d like to stuff the Duff.

    However, I still prefer Mandy Moore when it comes to this circle of actresses/singers who’s song I will NEVER listen to!

    #4 | Comment by MacDaddy — September 29, 2008 @ 1:47 pm

  5. Old pics..

    #5 | Comment by anonymous — September 29, 2008 @ 1:50 pm

  6. I don’t see how that is slutty attire, but definitely enjoy the pics. Thanks!

    #6 | Comment by Big_al — September 29, 2008 @ 2:30 pm

  7. ^^^
    when the entire back of your bra is showing, that’s kinda slutty.

    PROTIP: for the ladies, if you wouldn’t wear it to meet your bf’s parents for the first time, it’s prolly slutty.

    #7 | Comment by AngelBaby — September 29, 2008 @ 2:37 pm

  8. FTW!!!!!

    #8 | Comment by ocho-cinco — September 29, 2008 @ 2:51 pm

  9. The pics may be old, but it doesn’t make them any less hot. This is what all those stupid young Disney starlets should aspire to look like.

    #9 | Comment by Nobody — September 29, 2008 @ 3:00 pm

  10. Dayum she’s purty.

    #10 | Comment by Felipe — September 29, 2008 @ 3:05 pm

  11. Nothing better than a nice ass in jeans.

    #11 | Comment by mace — September 29, 2008 @ 3:37 pm

  12. mmmm……nice

    #12 | Comment by duffmuff — September 29, 2008 @ 5:13 pm

  13. Haylie’s hotter

    #13 | Comment by roscoe — September 29, 2008 @ 5:18 pm

  14. So hot and so cute 🙂

    #14 | Comment by Tony — September 29, 2008 @ 6:21 pm

  15. So it would be less slutty of her not to wear a bra at all?

    #15 | Comment by Hus — September 29, 2008 @ 6:26 pm

  16. GROSS!!! if you think she is hot then you must be into banging animals…
    she is a total horse face!

    #16 | Comment by smallcricket — September 29, 2008 @ 6:50 pm

  17. I agree, she´s the next hallstand but the last
    girl had at least a pretty face.
    She´s the right girl for John boy, a real farmers
    daughter with a brainchild-forehead and an
    underjaw like a piranha.
    Bet she would find you tasty too , Angelbaby.
    But only to bite you

    #17 | Comment by walker4409 — September 29, 2008 @ 7:02 pm

  18. Obviously #16 is banging supermodels, cuz we know how many supermdoel-bangers hang out on this site.

    #18 | Comment by mister — September 29, 2008 @ 7:03 pm

  19. #13 must be fucking crazy.

    No way is Haylie hotter than Hilary.

    #19 | Comment by Nobody — September 29, 2008 @ 7:55 pm

  20. #18

    replace “supermodels” with “teenagers” and you’d be more accurate… and under the investigation of the FBI

    :3

    i am PRO wearing a bra with this shirt

    first of all, being able to see the back of a bra or a bra strap is not slutty! (prudes) and since she is wearing a bra, apparently often, her breasts will be perky for a longer time!

    #20 | Comment by Coolstream — September 29, 2008 @ 8:00 pm

  21. The duffster. Drinking coffee. Doing shopping. The duffmister. The Dufferino, the duffbabe.

    #21 | Comment by pirho — September 29, 2008 @ 9:47 pm

  22. I love Duff Posts!!!

    This post is a day late. Her 21st birthday was yesterday.

    #22 | Comment by pwrdrive — September 29, 2008 @ 11:27 pm

  23. Candids are always the best way to view Duff. You get to see her in all of her hotness without having to sit through a horrible movie or music video.

    #23 | Comment by Evil Monkey — September 30, 2008 @ 1:30 am

  24. What an ass!!!

    #24 | Comment by Brick — September 30, 2008 @ 1:41 am

  25. You can’t spell “not classy” without “assy.”

    Love the jeans.

    #25 | Comment by Helldog — September 30, 2008 @ 2:18 am

  26. I’d growl her out. She wouldn’t even need to pay me.

    #26 | Comment by Lock — September 30, 2008 @ 2:41 am

  27. shia labeouf = 7 blockbuster hit movies in a year. hilary duff + last 3 film (all her films really) flopped.

    #27 | Comment by Xan — September 30, 2008 @ 3:04 am

  28. “The Hottie Formerly Known as The Block sure is looking tasty these days.”

    hmm…look who’s changed their tune…Or was it just Justin who held out??

    And you know all the ‘Oh yeah, I love that ass’ posters are the ones who said DNW 2 years ago

    #28 | Comment by FJ — September 30, 2008 @ 4:49 am

  29. Could somebody tell me where this open-back t-shirt with visible bra look has come from?

    I saw a couple of 14-15 year old girls sporting it in a shopping mall the other day and felt like a perv just glancing their way.

    It’s so dumb, I can’t even begin to put it into words. Sorta sexy, but dumb.

    #29 | Comment by cobalt — September 30, 2008 @ 6:10 am

  30. I’ve never been a big fan of the Duff, but based on these pictures, I’d probably lick her asshole.

    #30 | Comment by R Kelly's 13 Year Old Friend — September 30, 2008 @ 7:14 am

  31. Her smile still looks weird after she “fixed” her teeth… There was nothing wrong with the way she looked before that.

    Still, nice pics.

    #31 | Comment by Marty McFly — September 30, 2008 @ 10:17 am

  32. #27 – i’m a little confused…what does shia labeouf’s box office draw have to do with teh Duffster’s bra and butt?

    are you saying you’d rather see pics of him in tight jeans?

    #32 | Comment by AngelBaby — September 30, 2008 @ 10:59 am

  33. #27 might be duffy explaining why she’s dressing down and lowering her expectations… don’t worry duff, nothing flops when you’re around!

    #33 | Comment by ted — September 30, 2008 @ 11:37 am

  34. Face is meh, but that bod is rocking.

    And Haylie is a horse-face, definitely do-not-want.

    #34 | Comment by Flyboy — September 30, 2008 @ 11:41 am

  35. killer bod what an ass! and those tits…. gotta be fake right?
    you saying she GREW those?
    someone investigate please.

    #35 | Comment by yawn — September 30, 2008 @ 12:10 pm

  36. ^^^
    there has been ongoing speculation that teh Duff might have had the benefit of some boobie augmentation, but i haven’t found any clear-cut proof of this.

    #36 | Comment by AngelBaby — September 30, 2008 @ 12:17 pm

  37. im saying she needs to stop doing her own shopping and drinking coffee all the damn time and read some better scripts.

    #37 | Comment by Xan — September 30, 2008 @ 1:07 pm

  38. still looks like a brick.

    #38 | Comment by cntrlv — September 30, 2008 @ 1:53 pm

  39. pic 7 FTW

    I’d rip her jeans off and start pounding the stupid slut right in the parking lot. Boo-Yah!

    #39 | Comment by the demon seed of Ron Jeremy — September 30, 2008 @ 7:24 pm

  40. #28 – in defense of those who said DNW (not me, I always did want), she didn’t look this good a couple of years ago. Back then she was a little to skinny, had the chompers going and was a little horsey.

    Now she is filled out and looking fine.

    #40 | Comment by Evil Monkey — September 30, 2008 @ 8:31 pm

  41. Giving Hillary Duff a long hard dicking is the sexual holy grail…

    For all of y’all who DNW, s’ok, I’ll take your share too. In fact, keep going with the DNW posts…your loss is, in some way, my gain.

    #41 | Comment by Oldwolf — September 30, 2008 @ 9:16 pm

  42. #18 im just saying you need to have some… no you need a shit load of better standards…

    #20 dude thats just sick you should go find a dark hole to crawl into and just keel over…

    to think AngelBaby put up a post of Jessica Alba and then Keeley Hazell. i thought you has some tast…

    #42 | Comment by smallcricket — October 1, 2008 @ 2:27 am

  43. I’m glad she got through that weird looking phase she was in and looks like Hilary Duff again.

    #43 | Comment by Greggmcg — October 1, 2008 @ 6:52 am

  44. AB yeah i’ve been looking too and cant find anything solid.. the one thing i’ve noticed is the psychology.. when my wife got boobies it was all about the low-cut.. gotta have the low-cut.. must.. show.. boobs… from nothing to boom and let’s let everyone see…

    with duff i see the same sort of trend.. she definitely has the boobies.. sometimes its a case of squishing them together to get the big cleav but for sure those are there.. too many other outfits she’s filling out nicely.. and a nip here or there dispels the padded bra theory..

    she’s definitely looking juicy.. let’s hope she can balance the fine ass and hips and tits without getting the fat arms and cankles =)

    #44 | Comment by yawn — October 1, 2008 @ 4:58 pm

  45. #42 clearly hasn’t been visiting this site very long…

    #45 | Comment by Coolstream — October 2, 2008 @ 6:05 pm

  46. Yum. That’s what a girl’s supposed to be shaped like.

    #46 | Comment by d00d — October 3, 2008 @ 10:02 pm

  47. Um..?

    http://youtube.com/watch?v=nIfaIho-M7w&fmt=18

    Whoa.

    #47 | Comment by BR — November 4, 2008 @ 1:35 pm

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