Taylor Swift’s NYC street style: Free People skorts, loafers & a cute Dôen blouse

Here are some new photos of Taylor Swift out and about in New York on Thursday and Tuesday. She’s been using New York as her “home base” in-between her mostly weekend tour-schedule, and the whole thing reminds me so much of her 2014-15 vibe, where she was constantly getting pap’d in New York, the friend-collecting/Bad Blood era. But updated – she doesn’t have the same clique but Taylor’s New York summers are always interesting. All of these photos are from Taylor entering and exiting the Electric Lady recording studio too – that’s mostly where she’s been pap’d in recent months, because she’s recording an album.

I have to admit, I’m more into Taylor’s street style these days. The Bad Blood era was full of twirly miniskirts, perfect hair and heels. Taylor’s current style is more affordable and wearable – ponytails, shorts, cute tops. On Thursday, she wore a rose-print Free People tank, black shorts, Reformation loafer/slingbacks and Stella McCartney sunglasses. On Tuesday, she wore a Free People skort and a white Dôen blouse. I love that Dôen blouse, it’s super-cute.

In case you’re wondering, Taylor is still officially single. She’s been single since her split with Matt Healy. I guess she’s plotting her next move romantically. Some people think the next guy is Joe Keery, the Stranger Things actor. Keery has been seen at the Electric Lady too, arriving and exiting around the same time as Swift. Healy was also seen with Taylor at the Electric Lady. So…maybe??

Photos courtesy of Backgrid.

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49 Responses to “Taylor Swift’s NYC street style: Free People skorts, loafers & a cute Dôen blouse”

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  1. Emily says:

    Joe Keery has a band, so possible collab? He’s American, so not Taylor’s type lol.

  2. Haus of Cats says:

    Her shoe choices mystify me.

    • Sass says:

      Thank you bc my god, they are ugly!!

    • manda says:

      YES, omg they are terrible! I also don’t really care for the entire black short outfit, but I think the skort outfit is cute

    • Jais says:

      I must be an ugly shoe person cuz I’m into them.

      • Nia says:

        Me too! I love the black ones.

      • AnnaKist says:

        I love them too! Chunky shoes are pretty much all I wear, and 95% of one brand. Mine are funky colours and patterns, but more importantly, they are very. very comfortable..

      • SpankyB says:

        Right?! My first thought was “who makes the black shoes, I want them!”

      • teecee says:

        Nah, you’re just stylish.

      • Renstewart says:

        Me, too. They look comfortable for walking.

      • May says:

        I’m with those loving the black shoes! I have a pair of similar older Dr. Marten platform Mary Jane (t-strap)/ open back clogs that I just love! For this past winter I got a pair of black boots that are just huge, the ones with the wider soles, and more angular line, with the platform and big block heel and the few people that have dared to comment on them have all said how ugly they think they are but I guess I’m just into big ugly black shoes!

      • BeanieBean says:

        I love both pairs! But I was a teenager the last time clunky soled shoes were the thing, so that may be why I’m partial to them. The black shorts though, no. They just illustrate the problem with a lot of black & navy blue items. If you don’t wash them properly, or dry clean them properly, they fade & are no longer a strong color. They just look faded and blah. Blue jeans are OK to wear faded, but nothing else.

    • Ameerah M says:

      Her whole aesthetic mystifies me. I think her street style is kinda terrible.

    • Taytanish says:

      LOL, I want these shoes and would buy ALL them pairs if I could afford them.

    • teecee says:

      They’re very on trend.

    • Tara says:

      I wore almost that exact same outfit in 1997/98 when I was in middle school going into high school. It has not aged well, and is over the top twee for a 30 year old woman.

      • MipMip says:

        This. I hate everything about both of these outfits. They’re straight out of a mid-90s junior high and that is not a good thing.

    • filledelettres says:

      I think that, in general, her choice in shoes is pretty decent, but I’m really not a fan of these. Although I think that part of it is also that I’m not used to seeing her in shoes that not only emphasise, but outright exaggerate, how her legs are a little bit on the shorter side and her torso a little bit on the longer side relative to height. She usually opts for shoes that have the opposite effect, so in this case, she actually looks slightly off to me.

    • filledelettres says:

      I think that, in general, her choice in shoes is pretty decent, but I’m really not a fan of these. Although I think that part of it is also that I’m not used to seeing her in shoes that not only emphasise, but outright exaggerate, how her legs are a little bit on the shorter side and her torso a little bit on the longer side relative to height. She usually opts for shoes that have the opposite effect, so in this case, it actually looks slightly off to me.

    • Nerdista says:

      Fashion right now mystifies me. They have taken the worst of all the decades and made them all worse. Everything she is wearing here is BAD except the rose shirt. I hate it all with a white hot intensity.

  3. Vanessa says:

    Joe is in a long term relationship I don’t think it’s him I think Taylor team is just floating this rumor. I think she with Matty and keeping their Relationship under cover she just wants the world to think that she has all this men chasing after her .

  4. Nubia says:

    Am i the only one that finds it completely absurd for these fans to be camping outside someones apartment building or work place ? They should not encourage them with the barricades either.

    • Tee says:

      The barricades represent the call to action for fans and photographers to show up… it’s ALL performative to feed her ego.

      • Spillthattea says:

        Literally everything she does is performative.

      • teecee says:

        The barricades are set up by the city and the NYPD. Her people might have requested them, but getting them requires a needs assessment from the city.

    • Sof says:

      I agree, but camping seems to be huge with the younger generation (Gen Z? I always confuse the names), they film the whole experience to share on Tiktok. It’s perceived as a status thing: if you camped outside their hotel/venue and endured the elements (if it rained you get bonus points) you are a better fan. A few weeks ago a girl went viral because she camped outside the venue but could’t get a spot at the barricade during the show, somehow she felt entitled to it!
      Taylor is giving three concerts in Argentina in November, can you believe her fans are already camping? They have their own rules and schedules, it’s very serious.

      • Tee says:

        @SOF, I had No idea about this as status symbol! I’m a younger Gen Xer, and closest comparison I experienced was long lines at the mall for like, NKOTB, Tyson Beckford. Sigh, simpler times 😄

  5. SAS says:

    There is no way Taylors jet is not being used to zip over to Europe or Matt back to the US for secret visits while he is on tour.

    Joe Keery is mega cute and talented though. I’m curious what she’s recording, something new? A re-record?

    • MipMip says:

      That’s assuming MH wasn’t a PR relationship. Which it was, planned to a T. Except for the part where everyone on her PR team ignored his nazi saluting and GG-watching.

    • Bee says:

      I would imagine that her fans track her jet. They are bonkers!

  6. Polly says:

    I’m disappointed you didn’t include the picture of her dressed like Spongebob Squarepants. That really made me laugh when I saw it on twitter.

  7. K says:

    I despise half shoes. I love Joe Keery.

  8. Southern Fried says:

    A++ on her street style including her pony, hoops, and tan summer bag. The shoes are so cute although I couldn’t wear them. Her red lips always so just right with anything.

  9. Ameerah M says:

    The twee style is still in full affect I see…even at the ripe old age of 33.

    • AmyB says:

      lol that you think those shoes are twee

    • Sof says:

      Lol, you remind of Carolina Herrera, she recently said women over 30 shouldn’t wear jeans! There is nothing more old fashioned than telling women to dress according to their age, that concept doesn’t exist.

      • Ameerah M says:

        LOL – hun none of what you said has anything to do with why I feel she dresses twee. Have fun with that assumption. You tried.

  10. AnneL says:

    I really like the outfit with the denim skort and white blouse. The other is cute too, and I like that it looks fairly accessible and affordable. But the classic denim and white with a twist is more flattering on her, IMO. And she accessorized it well. I love the bag and earrings and I even like the chunky shoes!

  11. antipodean says:

    I cannot get with her shoe game I’m afraid. I got whiffs of “Jennifer Garner” from these monstrosities. How do her feet not sweat buckets in these things?

  12. girl_ninja says:

    It took me awhile because for whatever reason I wanted to like her, but I just don’t. I don’t respect certain things she’s allowed and think that she is like Sarah Jessica Parker a spoiled brat.

  13. Spillthattea says:

    She looks like an overgrown toddler with an overbite.

  14. Coffee Champ says:

    For the pro ugly shoe crew (myself included), I found them! Amira Loafer Slingback.

  15. Barrett says:

    I always think of her boob job and I wish i could unsee it but she went from teen in twee princess dresses to full cleavage. It was weird..Her mom is a curvy lady. I always wonder if in time w gaining weight she really would have needed that boob job but I guess the pressure to be perfect is unreal.

  16. yellowy says:

    Do her people often block off the street to pedestrians when she enters a building? I’d be annoyed!