Jennifer Aniston’s NYC street style: leather pants, wedge boots & a great sweater

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Jennifer Aniston has been in NYC for several days now. These are photos of Aniston out last night – she went out to dinner at Blue Hill, again with Jason Bateman and his wife. She was also spotted out with them on Tuesday night, dining at Omar’s. In these pics, Aniston has been described by some outlets as looking like she’s having a rough night. I don’t think so? She probably had a few drinks, but she’s not fall-down drunk. And it was windy, which is why her hair is all over the place.

Should we discuss the leather pants? I don’t mind the leather pants. I didn’t know she had it in her, honestly. Justin Theroux might have converted her – Justin has worn leather pants before, although he does seem to prefer skinny jeans and JORTS. I actually like Jennifer’s whole outfit here, that sweater is the bomb. My only minor complaint is that I don’t like the “matte” look of her boots side-by-side with the shiny leather pants. That’s one of my big issues with wearing leather or vinyl pants (I had and loved vinyl pants in college): what is the best footwear? I think boots are fine, but you do have to make sure that the black of the boots and the black of your leather pants “go” together.

As for Justin Theroux… where is he? Some say he’s in Rome working on Zoolander 2. Some say he’s in Texas filming The Leftovers Season 2. Season 2 doesn’t air until September so… I don’t know what to tell you. I do think Justin and Jennifer are having issues, but she’s still wearing her ring in these photos.

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Photos courtesy of Fame/Flynet and Pacific Coast News.

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75 Responses to “Jennifer Aniston’s NYC street style: leather pants, wedge boots & a great sweater”

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  1. aims says:

    Say what you want about Jennifer, but her street style is killer.

    • Loopy says:

      I think her red carpet style is good too, she has always stuck with her own elegant but minimalistic style, some might saw its boring but I like the understated looks.

      • aims says:

        I agree loop. I always believe less is more.

      • sofia says:

        I’m actually annoyed when people bash on someone who looks really good, because unless an actress wants to please others or has a contract with a fashion label, she could use whatever she feels confident in and that’s great. She was never a fashion sort of “it” person, she doesn’t have to if it isn’t her thing.

    • FLORC says:

      Her street style is hit and miss. Great here, but this is not the norm. Same as her red carpet. Hit and miss. Sometimes she rocks it and sometimes it’s a disaster.

    • arabella says:

      Really? It’s fine here, but I find it too dated for the most part. Like she never upgraded her wardrobe from the 90s.

    • Boopybette says:

      Haahahahahaha. Ish is tow up from the flo up. Eew. Lol Nice try.

  2. mia girl says:

    Hey, doesn’t that bodyguard work for Sparkles too? Huh, who knew there was one degree of seperation between these two!

  3. Loopy says:

    She sure doesn’t like to wear colour, especially for her sunny personality.

    • tila says:

      I’m quite a happy go lucky person and my usual choice of colour to wear is black. I tell myself it makes me look like I’ve made an effort. Lol.

      • sofia says:

        Same here. I like to play with hair colours while keeping my black outfits. And it’s easier to get dressed because everything goes well with everything.

      • lucy2 says:

        I wear black a lot too – especially when traveling. Easy to pack, easy to match, and hides the inevitable speck of dirt or spill a little better.

      • sofia says:

        I feel you Lucy:D And if there’s an accident or if you forget something while travelling it’s really easy to find the clothing item in black. It makes my life easier in a way. I just play with textures and designs. And in a very snobbish way it makes feel that I know something others don’t hahaha

      • Cankles says:

        Add me to the “mostly wears black” brigade, for all the reasons listed here. I usually add a pop of colour with my shoes or a scarf.

    • Lahdidahbaby says:

      Yup, me too. I might add in color with my earrings, bracelets, or shoes, but black is versatile & can take you from day to night with no stress.

  4. GoOnGirl says:

    Her face has been “tweaked” again.

    • Kiddo says:

      I think it looks ‘tweaked’ by dah wine…hic!

      • Loopy says:

        I really don’t get these drinking rumours,if she was really that much of a lush would there not be clear evidence. Not saying you have to fall out of a club drunk but this is the only site I ever hear she likes her booze.

      • Kiddo says:

        I don’t know anything about rumors, but girlfriend looks buzzed in those photos.

      • Brittney B says:

        Really, Loopy?

        I’m not being sarcastic; I don’t visit other gossip sites, so I didn’t realize it wasn’t talked about elsewhere.

        It’s not entirely hearsay or rumors… it’s also down to her vacation preferences, award ceremony behavior, talk show appearances, etc. For example, she seems to spend all her holidays in Cabo, where she sips pool-side margaritas with Chelsea Handler and hangs out with Mr. Tequila himself, George Clooney. I don’t think she’s an alcoholic; she just likes to drink.

      • Emma - the JP Lover says:

        @Loopy …

        I agree with @Brittney B and will add this to what she said: All of those videos where she is clearly drunk to the point of slurring her words while introducing someone, accepting something, and let’s not forget Emily Blunt’s look of patient tolerance while Jennifer slurred her way through their “Hollywood Sessions” episode.

        With all of her ‘caught on camera’ drunk slurring moments, I’m surprised more people aren’t calling her out for this.

      • JenniferJustice says:

        Hmmm….I think she drinks alot but it hasn’t affected her life in the way it has many others. She seems to know her limit and doesn’t get entirely sh!t faced at awards shows and such. There have been rumors for a long time and not just here and not just about liquor. She’s said to like her nose candy as well, but again, she seems to not have the addictive personality where drugs and alcohol take over.

      • Kiddo says:

        There was no judgement in that comment. I don’t care if she got her drink on with friends. I doubt she’s driving.

  5. GoOnGirl says:

    Not to mention the hair extensions.

    • Kitten says:

      Those don’t look like extensions at all to me. The tapered ends and the fact that she can flip her hair around without worrying about the bonds showing make me think that it’s her real hair.
      Unless they’re tape-ins?

      I see girls at the salon I go to getting glue-in extensions all the time and the hair is really heavy and uniform-thickness from top to bottom. It doesn’t thin out at the base the way Jen’s does.

      And now I will shoot myself for putting so much analysis into Aniston’s hair.

      • Kiddo says:

        We could use a highly qualified detective like you, on hair.

        #detectivekittenhairjoinsfashionCSI

  6. tila says:

    She rocks those pants.

  7. anne says:

    Am i the only one that thinks she is beginning to look more and more like Kelly Preston?

    • mimif says:

      I was just watching Kristen Wiig (as the Khaleesi) on Jimmy Kimmel and they looked like they could be twins.

  8. meme says:

    where’s her fiancé? what great sweater?

    • Melanie says:

      He was in Rome for Zoolander, now he’s working in Texas

      • Emma - the JP Lover says:

        He was in Room for one week. If he’s in Texas filming, why isn’t Jennifer there with him? She doesn’t appear to have anything going on at the moment.

      • epiphany says:

        Yes, a much more interesting question is, why doesn’t she have any work lined up? Check IMDB -zero, zilch, for 2015. I think it’s pretty clear she alienated her ‘Cake’ co-stars, as none of them lifted a finger to help her promote it. Is it possible she alienated a much larger circle in her effort to obtain an Oscar nom at all costs, and now no one wants to hire her?

    • Tarsha says:

      Good question. She is NEVER seen with him, unless there is some red carpet do.

  9. Josephine says:

    How is that sweater the bomb? It looks cheap to me, and the cut is so blah compared to those pants. I don’t get this look at all. The pants are nice, but the sweater looks cheap and is unflattering, and the boots look dated.

    Frankly, I see no reason for her to look like a runway model when she’s out and about, but the idea that she has great street style is pure rubbish. She’s average at best.

  10. epiphany says:

    She looks like she’s about to cry in that last photo. And it doesn’t matter if Justin’s in Rome, Texas, or on the moon, they’re over. Official announcement by 9/30/15 -book it.

    • minx says:

      Yep.

    • doofus says:

      I had the same thought, but I think it’s a combination of the wind and bad timing on the pic. I’ve seen pics of people that were just about to sneeze and the face that’s captured is one that looks like the person is horrified at something.

      but I’m sure that people will just assume she’s crying over her fiance or something.

      ETA: I don’t think they’re together either, but I don’t think that has anything to do with the expression on her face.

    • GoOnGirl says:

      I agree epiphany. Think I said the same thing recently. They are done. What I never could figure out, and I didn’t try very hard, is why she never makes an effort to visit him when he is working in NY. Thought NY was one of her favorite cities. See nothing spectacular about the outfit. And I’m still thinking those are extensions. Of the opinion her real hair would not be that long and blonde.

  11. robicheaux says:

    “My hair! My hair!!! This damn wind.”

  12. ann says:

    She looks great again. I always have a hair elastic incase it gets windy

  13. Kitten says:

    I completely disagree with you, Kaiser. I have several faux leather things from Max Mara- a brown and a black faux leather skirt (same just different color) and I have the brown and black “scuba” leggings (they look just like leather) and I usually wear them with heels but if I wear them with boots I always do suede or worn grey leather matte motorcycle boots, but NEVER shiny leather. It looks way too costume-y/BDSM if it all matches. It looks much more fashionable and modern if it’s contrasting textures.
    JMO.

    Anyway, I effin LOVE Jen’s outfit here. Looks like something I would wear, although sadly I think I got rid of most of my wedge boots 5 years ago. Don’t tell me they’re coming back? sigh

  14. roxy750 says:

    Her and Jason Bateman would make a killer couple!

  15. Carmen says:

    She will wear that ring until Huvane tells her to take it off. The whole thing is for show.

  16. Judyk says:

    What is with the ugly wedge boot thing…hate them…otherwise like her style,.

  17. Wooley says:

    Does she call the paps all the time? How do they always know where she is?

    • Ally.M says:

      I’m not sure she calls the paps, she rarely gets photographed in LA but in NY it’s a different story, it must be easier to find celebs, that’s why she didn’t to want to live there.

    • Tarsha says:

      She is a pr master manipulator. She once walked in the front door of The Ivy (a Hollywood pap haunt) grinning like a maniacal fiend, with no bra and very iced nipples and with a diamond ring on her wedding ring finger. She was with Vince Vaughn at the time. And straight out the back door. At peak hour lunch time. Vaughn dumped her shortly after that.

  18. Catelina says:

    Her and Justin spend so much time apart from each other that I can’t see them staying together for real much longer, let alone getting married, unless things change drastically. When she and Brad were married they would go months at a time without seeing each other at all and look how that ended up- Jennifer and Justin need to really make the effort to fit face time with each other into their work schedules besides just premieres and industry events.

    • Carmen says:

      Perhaps they are satisfied with this arrangement. He gets all the perks of being kept, and she gets to pretend she has a man in her life.

      • Emma - the JP Lover says:

        @Carmen, who wrote: “Perhaps they are satisfied with this arrangement. He gets all the perks of being kept, and she gets to pretend she has a man in her life.”

        Yes, and I think that was the crux of the Aniston-Pitt marriage–Brad got tired of pretending.

    • Jenny says:

      My husband and I spend weeks, sometimes a month or so apart for work. We’ve been together for 3 years and are fine. Not every couple can be together everyday

      • Tarsha says:

        Yeah but do you live on opposite sides of the country, like Aniston and Theroux do? Aniston lives in LA, Theroux in NYC. They are NEVER seen together unless there is a red carpet event. They don’t live together. They don’t even live on the same side of the country.

  19. Emma - the JP Lover says:

    🙂 I’m glad I no longer have to call her on the ‘Stumpy.’ More people are actually seeing it for themselves.

  20. HoustonGrl says:

    Whenever I think of leather pants I think of Ross!!!

  21. Catelina says:

    Speaking of JA I’m very curious what her first post Cake movie will be- she said in those interviews that she was ready to be taken more seriously and that she wanted to be a go to girl for weightier films. I figured she’d be capitalizing on any momentum she created there quickly but it’s basically been radio silence so far.

    • Beee says:

      Probably because there are many more talented women in Hollywood that get the roles above her. She would be the last pick for the serious dramas. Based on the Sony emails, she does not get paid much & is not on short or long lists for films.

  22. Tracy says:

    It always makes us New Yorkers roll our eyes a bit when folks come to NYC and feel they have to wear ‘downtown black’ everywhere. That said, she looks great.

    • Karen says:

      And it was the warmest day in NYC yesterday in ages. Time to put away the boots and leather.

      • doofus says:

        and today it’s only going to be in the mid 50s. time to take them back out again.

  23. Jayna says:

    Cute outfit on her. Put me in the black brigade also. I wear a lot of black.

  24. Im tellin ya says:

    Jennifer is glasssy eyed in these photos…she’s either crying or drunk..and what a grimace!