preppy stylePlayful prep you say? Well, that sounds ideal for this color and pattern loving guy who is known to have a penchant for preppy style. Of course, there’s the college campus ‘hardcore’ prep look (who would have thought one day ‘hardcore’ and ‘preppy’ would be in the same sentance but bear with me!) and then there’s the softer take on preppy style. While both looks are great, I tend to air on the latter side of the scale, choosing to call on classic preppy style elements, such as the stripe and a heavily layered look, when pulling my outfits together. After the jump, I’m sharing the full details on this playful prep outfit I styled in collaboration with Old Navy using pieces from their current fall collections. Check it outtttt!

preppy styleIt might sound odd but I started this outfit from the outside and worked in. I saw this denim jacket on the racks in store and knew that it would be the perfect layering piece for the breezy fall days ahead.preppy styleOnce I had the denim jacket set I started to think about how to give the look a playful prep vibe. I knew I wanted to bring some color to the overall look, as well as a hit of graphic pattern. Once I saw the mariner-stripe long sleeve tee I knew it would tick both boxes. Plus, it doesn’t get much more preppy style than a stripe, right?! I love the bold lick of red that this tee gives the outfit.preppy styleA shawl-collar cardigan was the ideal extra layer to bring warmth and texture to the outfit. Plus, wearing it is like a never-ending hug which is a huge bonus! With my layers set I completed the clothes with a pair of tapered navy pants and sand colored desert boots. I knew the final piece I needed was another splash of preppy color. Thankfully, the color-blocked canvas duffel bag was just the accessory I needed to round out the preppy style of this outfit. It’s gonna be so perfect for the gym!preppy styleDo you like preppy style? How do you incorporate elements of this fashion style into your outfits?preppy style// Posted in partnership with Old Navy; all views my own.


Will Taylor

Will lives in NYC and is an interior design author and content creator. He's been blogging about his love of design, style and travel since 2009. His #MakeYouSmileStyle approach to decorating and dressing has inspired over one million Instagram uploads to the hashtag from followers across the world.


  1. Old Navy looks like its upped it’s game from my high school days LOL

  2. Feeling these back to school and layered vibes Will. Always enjoy your outfit posts. 🙂 Enjoy the weekend!

  3. Cody Czmyr Reply

    Loving the look! I’m going to have to snag a few new items!

  4. Will. I saw this at Old Navy on Friday, and I thought of you… not only because of the colors, but because of the stripes 🙂

    Hope you are doing great, and T is doing equally as great.

    • @Kevin – Love that the stripes made you think of my style! So fun! We’re doing great, thanks for asking. Hope you had a lovely weekend! 🙂

  5. Nice outfit, I really like it! Looks like I’ll have to come to your blog often. Thanks for the interesting combinations and texts you write. Greetings from Croatia! 😉

  6. Very interesting post! You gave your old denim jacket a very good and attractive look with mariner-stripe long sleeve tee. Love your new look very much. Keep sharing this types of post further. Thanks!

  7. Pingback: Men Honeymoon Outfits-20 Men’s Outfits to Pack for Honeymoon - Styles of Men

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Hey, I'm Will

Welcome to Bright.Bazaar, my make-you-smile style corner of the internet. I’ve been sharing my love of beautiful design, feel-good homes, everyday style, inspiring travel and, pretty much everything in between, since 2009. As well as working as a content creator, I write interior design books and edit a bi-weekly e-newsletter called Smile Mail. I live in New York City with my heartmate and can often be found listening to Madonna’s Confessions album and dreaming up my next home renovation project.