Okay, so, I’ve always been a huge fan of Diane Keaton. I mean, who isn’t? Her style is just so…her. It’s classic, it’s chic, and it’s always got that little something extra that makes you go, “Wow.” So, I decided, you know what? I’m gonna try to rock the Diane Keaton look for a week. See if I can pull it off.

First thing I did, I hit up my closet. I’m talking digging deep, people. I pulled out all my blazers, my trousers, my button-down shirts. Anything that even remotely screamed “Diane.” Luckily, I’m a bit of a clothes horse, so I had some decent options to start with. Then, I went through the photos that I saved about Diane Keaton’s fashion evolution. I noticed she wears a lot of neutral colors, so I set aside everything black, white, gray, and beige.
Day one, I went with a simple black turtleneck, some wide-leg beige trousers, and a black blazer. I even found a cool vintage belt to cinch my waist. Threw on some loafers, and boom! I felt like I was channeling Diane already. I walked around all day feeling super confident, like I could star in a Woody Allen movie or something.
Next day, I got a little bolder. I found this amazing pinstripe suit I’d forgotten about. It’s a little oversized, but that’s the vibe, right? Paired it with a crisp white shirt and some chunky heels. I felt like a total boss. Even got a few compliments, which was a nice little ego boost.
Mid-week, I tried something a little different. Diane’s known for her hats, so I bravely put one on my head. It was a wide-brimmed felt hat, kind of intimidating, but I went for it. I wore it with a simple white shirt, a long black skirt, and some boots. And you know what? I actually loved it! It added such a cool, mysterious touch to the outfit.
- Experimenting with accessories was a big part of the process. I played around with scarves, brooches, and even tried a tie one day! It was fun to see how a small detail could totally change the look.
- Finding the right balance was key. I didn’t want to look like I was wearing a costume, you know? So I tried to mix in some of my own personal style, too. Like, I’d wear a Diane-inspired outfit but add a pop of color with a bag or some jewelry.
By the end of the week, I have to say, I was feeling pretty good about my Diane Keaton experiment. I realized that her style is not just about the clothes, it’s about the attitude. It’s about being confident, comfortable, and a little bit quirky.

What I Learned
It was a fun little project, and it definitely pushed me out of my fashion comfort zone. I learned that I actually like wearing hats! And that a good blazer can make you feel like you can conquer the world. Most importantly, I learned that it’s okay to take inspiration from others but still stay true to yourself. You don’t have to copy someone exactly to appreciate their style. Just take the pieces you like and make them your own. And I feel like that is the key point of Diane Keaton’s fashion evolution. So, yeah, I’d say my Diane Keaton week was a success. Now, if you’ll excuse me, I’m gonna go watch “Annie Hall” for the hundredth time.