Inspired by… Annie Hall
Dianne Keaton’s style in Annie Hall is a classic look from the 70’s that is still admired today. Her look is almost completely menswear, yet she manages to make it look fabulous… not to mention sexy!
To channel Annie Hall’s style and make it work for today, it’s all about mixing menswear pieces with fitted and feminine touches. As always, a healthy dose of confidence is also key.
Below are four outfits inspired by Annie Hall to get your fashion inspiration going!
Outfits Inspired by Annie Hall:
Outfit 1:
This look is effortlessly casual and completely menswear-inspired, yet still feminine and chic. Wide-leg khaki trousers with girly pleats are the perfect mix of masculine and feminine, while a fitted tee shows off your curves. Trendy oxfords are so right-now, while still offering a nod to the past. The finishing touch, a pocket watch necklace, is a fun, humorous, menswear reference.
V-neck tee: oldnavy.com, Wide leg pleated twill trouser and Pocket Watch Necklace: urbanoutfitters.com, Edith readers: fredflare.com, Spectators: modcloth.com
Outfit 2:
For a more subtle menswear-inspired outfit, look no further than look number two. A simple turtleneck and jeans gets an Annie Hall twist with the addition of a menswear-style vest and a very 70’s-appropriate hat. This look could easily be worn to class, and you’d be the chicest girl in the room!
Turtleneck sweater: gap.com, Pleated career vest: forever21.com, “Brooklyn” skinny stretch jeans: nordstrom.com, Hat: modcloth.com, Rubal flat: aldoshoes.com
Outfit 3:
If you thought suspenders couldn’t be chic, think again! Pairing a simple blue button-down shirt with suspender trousers automatically ups your style quotient. The addition of a menswear-inspired watch (fitted for a woman), and trendy oxfords is the perfect way to channel the Annie Hall look without looking costumey. Both pieces would work equally well with the rest of your wardrobe.
Striped stretch fitted shirt: gap.com, Suspender trousers: forever21.com, Dad knows best watch: modcloth.com, Varble flat: aldoshoes.com
Outfit 4:
Of course, Annie Hall wasn’t ONLY about menswear. If you have a more girly style, this look would be the perfect way to reference the film without going full-on androgynous. The figure-flattering belted dress would be perfect for a party, especially when paired with edgy peep-toe patent booties. The chain-strap purse is very classic Chanel-esque, minus the high price tag of course.
Brigitte dress, Lita clutch, and Bewitching peep toes: all modcloth.com
Feeling Inspired?
Are you inspired by Annie Hall? Do you think you could rock these looks? What do you think of menswear-inspired fashion? Let us know by leaving your comments!
Posted on on September 28, 2009 / Filed Under: Fashion Tips / Tags: 1970s, Androgyny, Annie Hall, Fashion Inspiration, Inspiration, Menswear, Movies
Like this post?
Before you post a comment, please read the 
Natalie
I really love the outfits you put together. They all look really comfortable and simple. Perfect because I’ve been looking for some ideas for casual outfits. Thanks!
Luinae
I like outfit #4 beacuse my style is quite feminine anyway. Great post, keep ones like these coming!
Tee
Annie Hall is my favorite movie of all time! Thank you :D
Kim - Cal State
Oh my goodness. You really outdid yourself with the outfits. I love love love the first one, especially. Great post, I love Dianne Keaton and Annie Hall too!
Isabelle
I’ve rocked outfit #2 before, super comfy I love it. And I’m feeling #4 because I have all the things so this might come out to shine this week :)
Bizzy
I love the looks, but when I went to see the dress in outfit 4 it was completely sold out! Can you make sure to feature pieces that are buyable please in the future? I’m sad I can’t rock that look!
Candi @ Lipgloss & Lingerie
I adore outfit 4! That dress with the oxfords…MUAH. LOVE IT. I want to buy this NOW. lol
Sarah
This means so much to me. This movie changed my life.
Suzi
ohhhh I love Annie Hall! She’s one of my main inspirations. I love looks that walk a line between androgynous and feminine.
Iris
Annie Hall is an amazing, wonderful movie, and I am so glad you did this particular post, because there should be more on mixing menswear and feminine touches. That said, is a cloche hat really 70’s? I thought it first came into prominence in the 20’s, with the whole flapper craze. I don’t mind though, I love cloches!
val
I truly love all the outfits here!!! And i love pocket watches!
M
The first outfit is just GENIUS. Great post!
Mani
Menswear is incredibly sexy – sometimes I think even sexier than hip-hugging body-clinging outfits. There’s just an aura of power and confidence that comes from wearing that preppy blazer or a button-down tucked into jeans. I try to play up this style because not a lot of girls embrace menswear for women here at my college. It’s different and I have to say I do love it and sport it a lot.
I have never seen the movie, but I already like this Annie Hall’s style :)
Madeleine
I’m inspired by Annie Hall because she has the totally cool-even-though-I’m-not-trying-look that I always want to achieve. I don’t think I could rock these looks though because my school is about Hollister and Hot Topic and other big name mall brands so I think that if I wore these looks I would stick out in a bad way. At first I used to hate menswear inspired fashion when it was first gaining popularity but now I love it!!