POPSUGAR Celebrity

The Cutest Part of Taylor and Lena's Friend Date Wasn't Even Their Outfits

Dec 22 2014 - 11:20am

There's no shaking it off: 2014 was a very big year for Taylor Swift [1]! As if headlining the Victoria's Secret Fashion Show [2] and dominating the world with her album 1989 wasn't enough, Taylor has proven to us that she's truly a fashion icon. From the stunning looks in her "Blank Space" music video [3] to her funny fashion statements [4] and girlie street style, we have yet to spot Taylor out in a bad outfit. But no matter what she wears, there is one chic accessory she never leaves behind: her fashion-savvy best friends.

After celebrating her 25th birthday earlier this month, Taylor met up with the ever-cool Lena Dunham. The duo donned chic winterwear, but even cuter than their outfits was the fact that the duo took to the catwalk sidewalk holding hands! See all the stylish women who've managed to make their way into Taylor's inner circle over the past 25 years, and celebrate the fact that Taylor has captured the hearts of our favorite style setters.

— Additional reporting by Samantha Sutton

Beyoncé, Jay Z, Sam Smith, and Justin Timberlake

At what seems like the birthday party to end all birthday parties, Taylor Swift [5] snapped a pic with some of her A-list guests like Beyoncé, Jay Z, Justin Timberlake [6], Sam Smith, Karlie Kloss, and Haim.

Iggy Azalea

Who dat, who dat? It's none other than Iggy Azalea, hanging out with Taylor at Z100's Jingle Ball.

Behati Prinsloo

While in London for the Victoria's Secret Fashion Show, Taylor spent a night in with Angels Behati and Lily Aldridge.

Candice Swanepoel

Candice and Taylor kept things cozy and casual while hanging out in London.


Call this the ultimate fashion mashup: Taylor squeezed into a car filled with friends. Karlie Kloss and Lily were on hand, as was model Martha Hunt and chic girl band Haim.

Martha Hunt

Backstage during the Victoria's Secret show, Taylor posed with buddy Ed Sheeran and her Angel friends.

Alessandra Ambrosio

Taylor took the stage with veteran Victoria's Secret Angel Alessandra during the 2014 show in London.

Emma Stone

Taylor and Emma are both New Yorkers now that Emma is in town starring in the Broadway show Cabaret.

The Gang

She helped Modern Family star Sarah Hyland celebrate her 24th birthday, partying it up with other notable names like Jaime King, Hailee Steinfeld, and Lorde.

Sarah Hyland

The singer and the actress have been friends for a while, so it was only natural Taylor helped Sarah ring in her 24th birthday. Also in attendance? Hailee Steinfeld, Lorde, Jaime King, Ellie Goulding, Kelly Osbourne, and The Fault in Our Stars actor Ansel Elgort. Talk about a cool crowd!

Kate Upton, Amanda Seyfried, and Brittany Mack

It was the actress, model, and singer's love of basketball that brought them together, but something tells us this is not the last we'll see of this fashionable group. Along with Taylor's childhood friend Brittany, they make a case for blondes having more fun!

Selena Gomez

This friendship has had its ups and downs, but they seemed to have reconciled as of late. Plus Taylor cried — cried [7] — when Selena performed "The Heart Wants What It Wants" during the AMAs [8]. That's a true friend.

Karlie Kloss

Between cross-country road trips and working out together in NYC, this tall twosome were practically made to be BFFs. And don't they kind of look alike too?

Lena Dunham

These two outspoken, smart young women also share one major fashion accomplishment: they both landed a Vogue cover.

The Crew

From Jessica Szohr [9] to Lena Dunham, Taylor knows how to get the fashion gang together for a good time.


While Taylor's pretty kitty may not seem like the most obvious fashionista, she clearly makes one great accessory.

Cara Delevingne

Cara's low-key kookiness may be the perfect balance to Taylor's girlie style.

Source: Instagram user caradelevingne [10]

Jaime King

Model, actress, and mom Jaime has Southern charm that perfectly matches Taylor's sweet style and disposition.

Lily Aldridge

Taylor may not be a Victoria's Secret model, but she knows how to strut her stuff with confidence when Lily is by her side.


Though Lorde's signature style is moodier than Taylor's, the stylish songstresses have a lot in common.

Gilles Mendel

The man behind label J. Mendel has helped Taylor transform into a red carpet style icon.

Hailee Steinfeld

Hailee is following in Taylor's chic shoes, setting trends at just 17 [11] years old.

Chanel Iman

Taylor and Chanel turned up the sex appeal in body-hugging dresses at the 2013 MTV Video Music Awards.

Derek Blasberg

At this year's Met Gala, Taylor got silly with the fashion party fixture and editor at large at Harper's Bazaar.

Source: Instagram user derekblasberg [12]

The Angels

When Taylor took the stage at the 2013 Victoria's Secret Fashion Show, she proved that she can rock a catwalk with the best of them.

Source: Instagram user taylorswift [13]

Anna Wintour

A sign that Taylor is officially part of the fashion In crowd? Sitting front row next to Anna.

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