Jennifer Aniston wears Westwood, Chanel at TIFF: lovely, flattering or fug?

Jennifer Aniston was in Toronto yesterday (the last day of TIFF) to promote Life of Crime, that Elmore Leonard adaptation. Apparently, the film is getting decent reviews out of TIFF. Justin Theroux came with her to TIFF, but he didn’t walk the red carpet with her because it’s a big secret that they’re together, I guess, and the world would implode if they walked the TIFF red carpet hand-in-hand. For the big premiere last night, Jennifer wore this pale grey-blue Vivienne Westwood dress which I sort of love. I love most Westwood dresses, and this one makes Jennifer look especially booby and curvy. The color is great on her too – I would love to see her in pale blues more often. I think the nude Westwood heels are kind of meh choice with the dress, but it’s fine.

Here are some photos of Jennifer earlier Saturday at the Life of Crime photocall. She wore a little Chanel dress. The dress is cute and simple and I’m sure she has about fifty different versions of this dress. But is it just me or does Jennifer looks sort of unwell in these pics? It could totally be bad lighting or bad makeup. But she looks like she’s sick or maybe overly-Botoxed or something. Something’s off.

Photos courtesy of Fame/Flynet.

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139 Responses to “Jennifer Aniston wears Westwood, Chanel at TIFF: lovely, flattering or fug?”

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  1. Virgilia Coriolanus says:

    I don’t like the color on that first dress–she should’ve gone with a deeper color, maybe a dark green, deep purple?

    And I was on the dailymail last night/early this morning and saw this–they had the bitchiest title ever. Something like “Jennifer Aniston wows at TIFF as she finally gets a good review!”

    I can’t even say I was ashamed to giggle.

    • Katherine says:

      The dress looks ill fitting and tacky on her. Don’t know if it’s the dress or how she carries it. That asymmetrical hemline just doesn ‘t work. It doesn’t flatter her legs at all. Those are not shoes you wear with that material. How long has this woman been dressing herself?

      She also has no waist in this dress and in some photos she is so squeezed into the top the back fat is climbing over the top. The color does nothing for her.

      When she does something extra like this with her more than usual eye make-up it is usually done to distract from facial work she’s had done.

      As usual, she tries too hard like some RHOBH.

  2. Liz says:

    She looks gorgeous! Absolutely beautiful… The nude heels are okay, but a strappy shoe might have been better. But seriously, that color is perfection on her!!!

  3. Lama says:

    Love the Westwood dress! It’s a va-va-voom dress. Wouldn’t mind having that in my closet. The other looks like her usual red carpet look.

  4. RN says:

    That Westwood is absolutely gorgeous and flatters Jen beautifully. And I agree with you, Kaiser – she does not look well in the second set of pictures. Her makeup is particularly heavy, as if she is trying to mask not feeling well.

  5. LAK says:

    She receives a pass from me for changing the dress from her usual.

    The shoes don’t go with the dress, but that’s what you get when a person is completely reliant on a stylist. Every time she changes her look, she wears the designer from head to toe irrespective of whether the entire look works.

    So today we have Vivienne Westwood from head to toe. Dress is good, shoes not so much.

    And the hair….. we simply have to accept.

  6. Turtle Dove says:


    Forehead wrinkles = no botox (refer to picture 5)

    the periwinkle dress looks great and, you’re right, the shoes are *yawn*

    The black dress and shoes are her standard look. I like Jen, but the gal loves the 90s look.

  7. lisa2 says:

    Why does she looks so ironed in the face. Don’t like that hemline on the dress. And the shoes are too heavy.

    Just wondering where the info about the movie is. I would think since is screened earlier there would be reviews and fan reactions.

  8. IceQueen says:

    Have I seen a similar dress on her like that gray one?

    Her skin in the first few pictures is amazing. Very refreshed. She looks good.

  9. Christin says:

    I saw some thumbnail pictures earlier today on another site, and her eye color just pops (even in small sized pics) thanks to the dress color.

  10. Birdie says:

    The blue dress is stunning, goes well with her eye colour. The shoes though..

  11. KellyinSeattle says:

    I really like the dress; reminds me of something Grecian…nice change to see her in another color and not just a black dress…she needs to mix it up a lot more, IMO. I wish Justin would’ve walked the red carpet with her in a pale blue tux like the one in Dumb and Dumber. (hanging head in shame).

  12. gogoGorilla says:

    I like the dress but the drape seems off and you can see the boning underneath. The shoes are fug. Her hair looks great, though!

  13. Andrea1 says:

    The shoes are hideous..
    The hair looks the same…
    The dress is different from the what she normally wears.. She gets a pass there..

  14. Raven21 says:

    I must be the only one but both dress are just ok I don’t get what so fantastic about ether one of of them. She orange so I don’t get the comment that her skin looks good, she just looks ok nothing more nothing less.

    • LAK says:

      This dress is a staple of Vivienne Westwood. She makes it in different colours and fabrics every season.

      At this point, just about every celebrity in Britain has worn a version of this dress or a version with sleeves/straps.

      That said, it is designed to flatter a curvy figure. Vivienne Design asthetic is a curvy figure. Every celebrity with that type of figure looks amazing in her designs.

      With regards this specific dress, if you google celebrities like Nigella Lawson, Christina Hendricks or Dita Von Teese in this dress, it really flatters their curvy shape.

      Jen is a rectangle shape, so whilst the corset gives her a shape, she’s not the best Ad for the wonders of this dress.

  15. Kiddo says:

    She look good. The beige shoes look too casual with the dress though.

  16. Sy says:

    She shouldn’t put her hands on her hips, she looks horrible like that, no grace at all. It’s too bad because the VW dress is nice.

  17. eliza says:

    I love the dress. Sorry, but I do. The black one is a Zzzzzzzzzzz. Gotta say it, while I never give Aniston or Jolie much thought, and I know here , there is a hate and love for both women, I am over them completely. Yes, I clicked on the thread and commented but in my opinion they are both boring. I am just tired of the hype.

  18. mslewis says:

    I don’t like the Westwood dress but then, I don’t like any Westwood dresses. Too fussy for my taste. I do like the color. The shoes are awful with the dress.

    I love the black Chanel. Very pretty and classic.

    I haven’t heard much about this movie but, for Jen, being in a movie from an Elmore Leonard novel and getting good reviews is far better than being in yet another romcom, even if that romcom make a ton of money.

  19. jen d. says:

    I think she looks nice, but I wish she’d wear a necklace. She has beautiful earrings on, but since she never wears her hair up your can’t really see them. Ugh, I wish she’d do more with her hair.

  20. Crystal says:

    Her makeup looks good here. It makes her eyes really stand out.

    • emmie_a says:

      I can’t get onboard with her makeup — Frosty light blue-ish eyeshadow and frosty light pink lipstick, along with an orange tan and too much bronzer, not to mention frosted/bleached blonde hair — I feel like she’s stuck in the 80′s. It’s just too dated.

  21. sj says:

    She’s aged so fast in the face.

  22. Andrea1 says:

    She looks orange I don’t see anything wowing about her skin..

  23. loie says:

    The nude shoes are so Angelina.

  24. Mitch Buchanan Rocks! says:

    JA was really fun to watch in Horrible Bosses.

  25. Annie says:

    I am wondering until how old will she be wearing her fake suntan?

    Her face looks old but her body is good although I think she wearing a corset in that blue dress.

  26. Eleonor says:

    It seems VW has been doing this bustier-dress thing for how long? 2-3 years?
    So while I like the dress, I am not in lov with it.

  27. MrsBPitt says:

    I don’t like the Westwood dress on Jen…it looks like it does not fit right, but I do love the color. I agree, that she does not look healthy. I have been thinking that for a while now. Hope she is not having medical issues…

  28. Josephine says:

    The gray dress is flattering but for the color. Pale gray looks good on few people, but certainly not on someone with her coloring.

    Her make-up, though, is horrifying. Why make your eyes look smaller with so much ugly eye-liner?? And she’s been doing pancake make-up for awhile, not just lately.

    And the hair? Good God, cut that nasty dry weave. It looks cheap and unhealthy.

  29. Dusty says:

    It looks likely a prom or bridesmaid dress.

  30. cs says:

    I’m sorry but she always looks like a “Real Housewives” of the OC or Beverly Hills.
    The hair, make-up and shoes are all wrong. I like the dress but not on her.
    The best her hair ever looked is when she cut it to a shorter bob. But she’s just like Beyoncé can’t function without the fake blonde hair.

    • Katherine says:

      Completely agree. She wore a shorter bob with glasses for one brief period or appearance – she looked much more natural and interesting. Her hair looked healthier. She’s never been a pretty woman but I think that was her best look in her 40s. She should forget trying so hard to look cute or sexy or whatever it is she’s aiming for – she should try to be interesting and attractive and maybe she’d attract more people interested in her for a wider range of roles.

      This dress is a miss. It looks like something out of those Frederick’s of Hollywood catalogues.

    • Jospehina says:

      Re looking like one of the Real Housewives of BH or OC- I’ve been saying that for years… glad you agree.

      The style of the dress would look elegant on a curvy body. She is short-waisted so the fit looks awkward on her. The dress would look nicer on someone with longer legs. The dress makes her look shorter.

      In the pics above are we to believe she has pale baby blue eyes? Oh really… since when?

  31. Dusty says:

    You have to see the pics on dailymail with Justin’s scuffed up boots. What a hoot.

  32. Anna says:

    Maybe she looks terrible because it has been freezing cold in Toronto for the past few days. The sudden change in temp has gotten to everyone.

  33. Ginger says:

    I like the VW dress. It’s nice to see her actually wear a color once in a while. I don’t like the shoes with that dress however. It’s a red carpet, not a day at the office. However, her hair and make up can use a little help. Her hair looks stringy and I hate the heavy black eye liner. I would love to own that Chanel! But on Jennifer, its yet another LBD. Boring.

  34. WendyNerd says:

    I worship Vivienne Westwood. She is too orange. That is all.

  35. AllyUK says:

    I watched the Tiff press conference for A Life of Crime on youtube. Sounds like a fun movie, maybe a bit Fargo-ish. Jen A came across well – funny, relaxed, articulate. Apart from Tim Robbins who was late and kept checking his watch, the panel all seemed passionate and committted to the movie. I think I’ll watch it when it reaches the UK.

    I don’t like the dress, hate the shoes. It’s just not her style. Black dress is cute.

  36. Isa says:

    She looks really lovely in the grey dress. The other pictures she looks rough.
    I don’t like those heels.

  37. GeeMoney says:

    That first outfit (the gray one) is hideous.

    I’m just glad that she has the sense to lay off of the plastic surgery. Her face looks good.

  38. hadleyb says:

    I think she looks great in these pics, better than she has been lately actually.

    I think she botox’s, at REST wrinkles sometimes don’t disappear when you get Botox and you can control with your Dr how much you inject, how often you get it so you still have movement in your face. Just because one can squint, wrinkle the brow doesn’t mean they don’t get it — it could be wearing off, they don’t get that much injected or they only get certain areas injected.

    Thats the beauty of Botox and why I believe most of hollywood does it.

  39. Prim & Proper says:

    The Westwood frock looks good on her, but I wish women would stop standing like that pose in the first picture – it makes women look as if they were desperate for the loo…..

  40. Anna Scott says:

    I like both dresses. First one goes really nicely with her hair and eye color. The second is just a practical choice. It’s that kind of a dress that would look good on most women

  41. Nikki says:

    In the 4th pic down, I swear to you that is Sarah Jessica Parker! I would have bet my bottom dollar if I didn’t know better!

  42. TheVoice says:

    I don’t think I’ve ever seen her eye makeup like this. Dark eyeliner around the entire eye. Nude heels. Has she been taking fashion tips from Duchess Kate?? I like the VW dress but it could’ve been shortened a few inches and trade in the shoes for something strappy and sparkly and she would’ve looked fantastic!

  43. Sal says:

    I love the colour of the dress, but the cut of it looks like it was hastily cut with scizzors then hemmed up in the taxi.

  44. Shelly says:

    She looks fantastic in that first dress! The black dress is nice, too, but the color and fit of the first one just really work on her.

  45. tracking says:

    Nice to see her reaching beyond her usual black with the VW. Looks lovely on her. Back in the day, she used to mix it up much more with her hair–different colors, lengths, wavy, straight, up, down. Wish she’d go back to doing that.

  46. Gwen says:

    The raccoon eye dose work on anyone Duchess Kate, SJP and Jen all love a hot mess with all that black crap around their eyes. To top it off it makes them look so much older, Who keeps telling these people that it looks good.

  47. Sugar says:

    looks like that smartH20 is working…Jennifer’s face looks pretty & refreshing in the Vivian Westwood pictures.

  48. Janet says:

    The gray (blue?) dress doesn’t drape right around her stomach and the hem is messed up. The shoes are all wrong for that material.

    The black dress is OK.

    Her hair is going to start falling out if she doesn’t stop bleaching and blow-drying it.

  49. Jennifer12 says:

    The grey dress is a beautiful color, but doesn’t fit well and the nude shoes are a huge mistake. The black outfit and shoes are much cuter. She’s kind of like Pamela Anderson or Brigette Bardot- she clings to a look she’s outgrown.

  50. Ag says:

    Boring, as usual. And it’s prob drinkin’ bloat.

  51. d says:

    Lord, those nude shoes are AWFUL, I HATE THEM. The blue colour is nice, but imo, that dress is terribly designed re hem worst of all. I just think it’s a really ugly dress and wouldn’t look that great on a lot of women and it doesn’t suit her. And with those shoes? Bad combo. The only thing I like about it is the fabric.
    The black outfit is better and suits her better. I agree re jewelry. One longish necklace might have made an impression, but it’s acceptable on its own imo. She’s got the legs to still make it work.
    The main beef I have with her styling is the hair and makeup. I feel like after a certain point, hair like hers needs an update (I find the layers, the wispy ends, the casual style too irritating somehow, like, snap it up already…it feels too messy and distracting). And personally, I find that dark eyeliner on the bottom lid on a tan face is really an unfortunate look. It’s very aging, esp. past 35. I sort of think the heavy make up isn’t doing her any favours either. But maybe she is ill somewhat…
    Anyway, her styling seems outdated overall. I think she needs to lay off the tanning and extensions/hair straightening and go with a more natural look.

  52. Bex says:

    Kudos to her for trying something different. I love Westwood but I think if your skin is orange you might want to try a different color grey. I would have liked to see her go for it in a print, plaid or just any warmer color.

    I think the shoe is frumpier with the beige/cool grey/orange skin combo. I think she just needs a color wheel.

    I like the simpler second look on her, maybe the lighting was just unkind.

  53. Maggie says:

    She looks gorgeous! Love the dress on her. Great figure!

  54. nicegirl says:

    love the little black chanel dress. I want it

  55. Claudia says:

    This is a grey dress? Looks dusty blue to me. In any case, I love it! Super flattering. The awkward draping and hemline are intentional, all Westwood dresses look like that (just look at Helena Bonham Carter). I want this dress!! The shoes are a disgrace though.

  56. tessy says:

    The blue dress doesn’t quite fit, the wired top is poking into her. The bottom looks like a thread is caught and the fabric bunched. In spite of that it looks nice because it isn’t black. The other dress fits better but she’s back to black. She should have swapped colours on the dresses.

  57. Jag says:

    I don’t like the “stomach flap” on the dress, and would’ve like a tad darker color on her, but it’s very pretty. The shoes should be different, though.

  58. Andrea1 says:

    At the press conference they announced 12 Years A Slave won Toronto International Film Festival’s audience award.
    Congrats to the TYAS team…

    • Virgilia Coriolanus says:

      YES! I swear that damn trailer is reigniting my Chiwetel (only saw him in Love Actually, but man….) and Fassdong lust.

      I hope Chiwetel gets some higher profile roles, although I get from him that it isn’t his focus–he’s probably going to high tail it back to theater for ten years–what I wouldn’t give to go see him ONCE.

      • Andrea1 says:

        Yes I am also rooting for him! Chiwetel is highly underrated I pray he gets the accolade cos he sure deserves it! Brad Pitt financed it and I am happy to see it succeed! Fassy hmmm I can’t get enough of him

      • Virgilia Coriolanus says:

        I say this as a fan (obviously) of Brad, but I am so glad that he decided to do a film like this–with him being white that is. I know that Zahara is technically African, but subjects like slavery, the civil rights, and so on still will affect some areas of her life. And I am so glad that as a parent to a black child, Brad (and Angelina) are making efforts to educate her on her African and American heritage.

        You wouldn’t believe how many parents of mixed race babies, don’t know how to do their hair, don’t know or try to learn anything about their child’s heritage–at least where I live, where a lot of the young white girls LOVE to make babies with the black college students (I say this because really the only reason I see a black person that isn’t related to me around town is because we have an engineering college)—and they are completely ignorant of racism when it comes to skin color.

        Either they’re very ignorant themselves or they’re ignorant to the racism that will occur. One girl–100% finish told my brother (who is dark) that she didn’t think that people still thought like that (racist/ignorant).

        So I’m glad that Brad (at least it seems like to me) is doing his research, attempting to teach his kids about American history–with this film and his work in the Lower Ninth Quarter–which my mom watched a documentary about them last night. It was awful. They had contractors and builders who would either take half the money to rebuild their homes and leave OR they wouldn’t know what the hell they were doing and fuck everything up. So I’m glad he’s doing good there, too.

  59. mfmaefh says:

    I like the dress and the color

  60. Tania says:

    I feel like there is some part of her look that is very outdated. I don’t know if it’s her make up, or her hair. But she always looks as if she’s stuck as a 90s party girl. Given that it’s 2013, it ages her. Looking as orange as an Oompa Loompa doesn’t help either. We all need to change and evolve as we get older but I just feel that with her, it’s always the same, tan, California girl.

  61. Bea says:

    The dress looks silly. It looks like she caught the hem in her knickers.

    The Duchess does nude heels much better too.

  62. ladybug says:

    This chick (and Kate Middleton) get away with wearing so much makeup and then they’re described by the media as “naturally beautiful.” I have fair skin and big eyes, so if I wore this much makeup, it would be very, very noticeable. In fact, it might even look jarring, since I usually don’t wear a lot. But anyway, she does look cute here :)

  63. DEB says:

    The dress is nice, but with that colour of shoe? Ugh. Also, just an observation, but under all that make-up or fake tanner or whatever, you can tell she is a smoker. All those healthy habits, yoga, water drinking, exercise, training, diet – and she smokes. Oh well.

  64. I Choose Me says:

    The shoes are fug but I actually really dig the dress. I’m liking her hair and makeup too and I gotta say her best accessory, one that always looks good on her, is her smile.

  65. Joney Says says:

    Yawn! Whose wedding was she attending in this bridesmaid dress? The color is beautiful but that’s about it. The heavy eyeliner, the frozen botox face, the boring hair, the ill fitting dress & the ugly shoes are all bad.

  66. Camille (TheOriginal) says:

    The colour of the first dress is nice on her. But the shoes ruin the whole look and she is wearing waaay too much makeup. Yikes.

  67. Lady D says:

    I love the blue dress, but the hemline is driving the Virgo in me nuts.

  68. Maritza says:

    She looks so beautiful when she smiles, she should smile more often.

  69. ann says:

    Her skin is too orange. Hope she doesn’t have to stand under a hot light, as her 5 pounds of makeup would be melting down her face faster than Michael Jackson’s nose.

  70. A says:

    Her face looks very masculine here, more than usual. In one of the pics she looks like a man in drag. Like Patrick Swayze in Too Wong Foo thanks for everything Julie Newmar lol

  71. TherapyCranes says:

    I agree with the person that said the dress looks like a bridesmaid dress. I like how it makes her body look more curvy but I hate the color on her. It also does nothing for her legs and those shoes.. my god. The second dress is just so meh. Her face does look very rough in those pics though.

  72. homegrrrrl says:

    I guess I’m gone through the decades when we all rooted for Jennifer Aniston

    she was a funny workout girl with a hot body and girl next door face who scored the hot guy then the whole Angie Fiasco

    so I’m always rooting for this lady to have a good life
    obviously they ruined the hemline of this gown. and her hair looks kind of worse than usual

    hopefully she was having hot sex in the limo because your man is really fine
    maybe he tore her dress and her hair etc etc. eyeliner who knows maybe she had to borrow his on the way over

    • Jospehina says:

      Her hair looks stringy and dry… it looks like crap. Her wispy ends look fried, died and laid to the side. Her look reminds me of a slightly younger version of Heather Locklear.

      But back to the hair–because that is her trademark. This making your hair blonder as she is well in her 40s–especially when she is NOT a natural blonde—only ages her. That, and the heavy foundation she is wearing (checked other websites and it is OH SO obvious that she has tons of makeup on).

      Since she is hell bent on looking so young… Switch to golden brown or honey blond hair with lighter highlights. she needs to wear her hair with waves or soft curls to offset her mannish features. (See neck, chin, jawline. nose and lips)

      She has financially invested and promotes a hair care line. Does she use it? Her hair is definitely NOT at its best in any of these photos.

  73. Bijlee says:

    THREAD JACKING But I hope to GOD you do a breaking bad recap tomorrow!

  74. Aurelia says:

    She looks her age all of a sudden because she is on fertility treatments and forgoing the Tox and Fillers.

  75. Kloops says:

    Love the blue-grey dress, love her makeup, loathe the shoes. They look almost orthopedic. And a cool toned dress with warm beige shoes looks weird. From the waist up she’s gorgeous.

  76. Lucy2 says:

    Like, don’t love, the Westwood on her, but it’s a good color for her. The black Chanel is great.
    I saw pics of her and Justin together for some other photos, so it’s not like he was hiding somewhere.

  77. Robi says:

    I adore Westwood, but JA is not a Westwood type..
    She doesn’t have the personality to wear it.

  78. taxi says:

    The tummy drape isn’t in quite the right place – too high? Too low? She looks swaybacked.

    Anybody know what her tattoo says? Never noticed it before.

  79. serena says:

    The dresses are really nothing special. The pale blue dress is out of her ’90 closet and the shoes are awful. While the other black mini-dress is kind of meh, so boring.

    And yeah, I see something off too but I can’t point my finger on what. Weird.

  80. tealily says:

    I love the dress and hate the heels. I’m so tired of nude heels! Her sun damage is really starting to show. I wish she would stop pancaking on the bronzer. It does not help. I honestly can’t decide if I hate or love the eyeliner.

  81. TOPgirl says:

    Her makeup looks heavy. the dress color makes her look like she’s dying and the nude is fug. HOrrible!

  82. FeFe says:

    I think she looks gorgeous! She’s not too skinny and she looks like she’s in great shape. I have always loved Jennifer Aniston. Always funny and always a class act.