NYC Halloween: Annie Hall

Shirt || Vest || Pants || Heels || Tie || Hat || Tote Bag || Sunglasses || Earring || Watch

I’m just having so much fun with my weekly NYC Halloween costumes. It almost makes me want to recreate icons more often. This week, I’m taking a page from 1970s Diane Keaton and her Oscar winning role in Annie Hall. When you look up NYC characters, she is one of the first people listed. I obviously already knew of Diane Keaton and her tomboy inspired style, but had never watched the movie. Taking the time to watch the movie was such a treat and should be on everyone’s list. To make your own Annie Hall costume, get ready to raid your man’s closet and your own.

Must Have: Oversized Button-Down

An oversized button-down is just part of the menswear uniform. They are comfy and don’t have to break the bank. You may already have this in your closet, but a quick run to the men’s department would do the trick.

Must Have: Menswear Vest

You could probably guess, this was an item that I had to borrow from David. Surprisingly, I love the look and have a mind to wear more often. If you need to grab your own, you can find a classic vest at almost any store that sells menswear.

Must Have: Crisp Khaki Pants

Classic khaki pants are a great staple in general and still add to the tomboy vibe. I’ve had these pants from J. Crew for years. It’s a great feeling to have Halloween costume pieces that are already part of your weekly rotation.

Must Have: Navy Necktie

This is another must have for a proper Annie Hall inspired look. Just ask Diane Keaton, “This tie was a present from Grammy Hall.” When picking out your tie make sure it’s a simple dark color, specifically navy or black.

Strongly Encouraged: Floppy Black Hat

I love how much character this black hat adds to the whole outfit. Although not entirely required, this is quintessential to an Annie Hall look. She’s actually been known to wear an oversized hat on many occasions. It’s just part of her daily uniform.

Strongly Encouraged: Oversized Tote Bag

Annie Hall is a girl on the go. She likes to stay active and will take advantage of a day trip at a moment’s notice. Carrying an oversized tote bag is perfect to keep all of her things.

Optional: Statement Sunglasses

This is completely optional, but I simply adore Annie Hall’s sunglasses through the movie. They are 70’s inspired and make quite a statement. Although it wasn’t a company back then, my Krewe sunglasses are a dead ringer for something you would find in the movie.

Optional: Vintage Tennis Racket

One of the first times we meet Annie Hall, she’s playing a leisurely game of tennis with Woody Allen. Although her tennis outfit is fashionable on its own, carrying a vintage tennis racket would be the perfect accessory to cap off an inspired outfit.

As far as NYC inspired Halloween costumes, this may be one of the easiest. Raid your boyfriend or husband’s closet for key pieces and you are all set. Whether you decide to go as Annie Hall or Diane Keaton, this will be a tomboy-chic outfit that you may want to wear everyday.

Love from NYC,
Katie

Thanks for stopping by! As always, if you are more interested in travel than style, be sure to visit my exclusive travel page, here.

Embracing Manhattan Style

Dress || Heels || Clutch || Earrings || Watch || Bracelet

It should come as no surprise that I’ve notice a shift in my daily style since moving to New York City. It only makes sense since so many consider this city to be the fashion capital of the world. And let’s be honest, St. Pete isn’t known for its style. Each neighborhood in New York has its own identity and I just so happen to call the Upper East Side home. Nearly every designer you can think of has a boutique on Madison Avenue.

Living here, I couldn’t help, but pick up some style habits along the way. From the moms dropping the kids off at their elite private schools to the older women who are living their best lives, so many are dressed impeccable. One of my neighbors in particular comes to mind. Every time I see her, she is wearing a classic black dress, Chanel Flats, and is carrying one of several Hermes Kelly bags. This woman is my fashion hero!

Like so many in Manhattan, black is her ultimate color choice. Although I knew that before moving here, I didn’t think that was going to be my story. My Florida wardrobe was filled with all sorts of bright colors and lots of Lilly Pulitzer. I still have and cherish these pieces, but I find myself going to them more infrequently. Slowly, my closet has become more neutral and is predominantly black or navy.

Why this change, you may ask? Honestly, it’s just easier. New Yorkers already have so many options throughout an entire day. Should I take an Uber or subway? What’s the easiest line to take? Which of the thousand of restaurants should I try tonight? I’ve called it a ‘spoil of riches’ and it can be exhausting. Wearing black also helps with the inevitable grime that comes from being around million of other people.

Despite all of this, a lesson I’ve learned recently is how much character classic black pieces can have. Of course, you’ll find the simplest items with nothing much to them, but there’s so much more! Black is available in every fabric and texture imaginable. It can have all kinds of accents like feathers, embroidery, or buttons. This simple dress from H&M is easily brought to life with a small horse bit detail. Having a little bit of Gucci and Audrey Hepburn inspiration, I knew I had to have it. It’s feminine, well-cut and under $50. If you are a lover of classic style, I can’t recommend this dress enough!

The New York experience is all about making the city your own. That includes the style that goes with it. In my year living here, I’ve learned so much about my own style and have found enough inspiration to last a lifetime. Let the journey continue!

Love from NYC,
Katie

If you are more interested in travel than style, be sure to visit my exclusive travel page, here.