You girls know the drill by now: it’s Thursday, and we’re back with another Top 15 Fashion Essentials list.

This week, we’re covering the casual, androgynous, and slightly sporty style originated by Diane Keaton in Annie Hall, improved by Jennifer Aniston, and perfected by Katie Holmes and Alexa Chung. Think of the looks found in a J.Crew catalog, or in a Gap advertisement and you’ll get the vibe.

In case you missed them, check out our past list posts on classic and timeless essentials, street-chic fashion, electro urban looks, girly and sophisticated outfits, boho fashion, and rocker-chic ensembles.

Let’s dive right in!

Table of Contents

1. Menswear Watch

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A nice one is an investment, but you’ll be glad you set aside funds to purchase a classic timepiece. Look for a chunky menswear-inspired style in either silver or gold.

• Michael Kors watches are hugely popular right now for twenty-somethings. They run around $250, which is a lot of money, but not a totally impossible amount to save up. I used some of the money I made from an internship to buy mine — a simple silver one with an oyster pearl face. This was several years ago, but I love it just as much now as I did when I first bought it!
• It’s important that your watch fits tightly enough so that it doesn’t rotate around your wrist (or drag when you’re writing or typing), but not so tight that it’s uncomfortable. You can get links taken out at fine jewelry stores, as well as at some Sam’s Club and Costco stores. Save the extra links just in case something gets damaged down the road!  
• Here are a few more watch brands that will make a statement and are worth investing in: Michelle, Fossil, Dolce & Gabbana, and Betsey Johnson.

2. Boyfriend Jeans

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