--- title: "Style Your Chuck Taylors like a Total Boss ..." description: "Take Your Pleated Mini Skirt from Cute to Edgy with Red Converses; Don't Be Afraid to Turn up the Notch on Your Casual Slacks; Speaking of Casual, a Simple and Fitted Shirt and Jeans Work Wonders; Distressed Jeans Go Hand in Hand with Converses; Miley's Oversized Plaid Shirt and High Bun Prove That Grungy Can Totally Be Sexy; More ..." url: "https://fashion.allwomenstalk.com/style-your-chuck-taylors-like-a-total-boss/" category: "fashion" last_updated: "2026-05-19" --- # Style Your Chuck Taylors like a Total Boss ... Over the years, Chuck Taylors have simultaneously become the epitome of street style and high fashion. Whether it's because of their edgy and cool nature or their durability, these sneakers have been spotted on the feet of every single style blogger and celeb. If you're not sure what to rock your Chuck Taylors with, this definitive guide has just the thing to help make things easier! ## 1. Take Your Pleated Mini Skirt from Cute to Edgy with Red Converses ![Take Your Pleated Mini Skirt from Cute to Edgy with Red Converses](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/wy/ey/a3g7682t558e558653594034529219_600x903.jpg) Source: [stylecaster.com](https://stylecaster.com/how-to-wear-colored-converse-sneakers/) ## 2. Don't Be Afraid to Turn up the Notch on Your Casual Slacks ![Don't Be Afraid to Turn up the Notch on Your Casual Slacks](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/i6/nv/i0tnwwxz558e5586c1b7c555497378_600x902.jpg) Source: [stylecaster.com](https://stylecaster.com/how-to-wear-colored-converse-sneakers/) ## 3. Speaking of Casual, a Simple and Fitted Shirt and Jeans Work Wonders _ Source: Spring Wardrobe Update Lies Ahead_ ## 4. Distressed Jeans Go Hand in Hand with Converses ![Distressed Jeans Go Hand in Hand with Converses](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/t2/el/fvdqrt4w558e4cc7163df619713305_600x900.jpg) Source: [One Teaspoon Freebird Skinny Jean](http://www.urbanoutfitters.com?ref=allwomenstalk.com) ## 5. Miley's Oversized Plaid Shirt and High Bun Prove That Grungy Can Totally Be Sexy ![Miley's Oversized Plaid Shirt and High Bun Prove That Grungy Can Totally Be Sexy](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/jr/rx/k7fic1rt558e4cc69f637485246380_306x662.jpg) Source: [Check me out! Miley Cyrus](https://www.dailymail.co.uk/tvshowbiz/article-2180073/Miley-Cyrus-looks-like-shes-borrowed-fiance-Liams-clothes--steps-sized-lumberjack-shirt.html) ## 6. Maxis + Sneakers = the Surprisingly Stylish Couple of the Year ![Maxis + Sneakers = the Surprisingly Stylish Couple of the Year](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ul/lp/xf379lc1558e4cc6f2d87222117154_290x912.jpg) Source: [stylecaster.com](https://stylecaster.com/how-to-wear-converse-sneakers/) ## 7. Layers Are Great for Those Cooler Summer Days, and for when We Transition into Fall _ Source: Redirecting_ ## 8. How Sweet and Elegant is This Photoshoot? ![How Sweet and Elegant is This Photoshoot?](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/d7/st/vsb04e32558e4cc756569105947327_440x660.jpg) Source: [Modern Wedding Ideas And Invitations](https://goo.gl/Xht9Xj) ## 9. Crop Top and Boyfriend Jeans Are the Perfect Go-to Outfit ![Crop Top and Boyfriend Jeans Are the Perfect Go-to Outfit](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/er/it/m3inicgz558e4cc8e5bd0538137804_600x969.jpg) Source: [Foolproof Ways to Wear a](https://glamradar.com/foolproof-ways-to-wear-a-crop-top-glam-radar/) ## 10. Sneakers Add Just the Right Amount of Spunk to an Already Super Cute Look _ Source: lookbook.nu: when i said walk_ ## 11. Graphic Tees, Leather, and White Sneakers Will Always Go Together, Period ![Graphic Tees, Leather, and White Sneakers Will Always Go Together, Period](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/p5/zb/tja4r52y558e4cc85074b287886011_361x543.jpg) Source: [stylecaster.com](https://stylecaster.com/stylish-ways-to-style-a-varsity-jacket/) ## 12. Wearing Flat Sneakers Accentuates Your Toned Legs, Especially when Paired with Stockings ![Wearing Flat Sneakers Accentuates Your Toned Legs, Especially when Paired with Stockings](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/dj/hm/fkvanfbq558e4cc8ba235354323938_514x839.jpg) Source: [Broke and Bougie: Sneaker Chic](http://brokeandbougie.blogspot.com/2014/04/sneaker-chic-under-20.html) ## 13. Rock Your Kicks with a Green Military Jacket and Killer Bag ![Rock Your Kicks with a Green Military Jacket and Killer Bag](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ms/i9/zvqvng9l558e4cc9ddd44735388620_600x945.jpg) Source: [Community Post: 23 Clothing Items](https://www.buzzfeed.com/20something/20-items-every-college-girl-should-own-fvh0) ## 14. Rock Your Favorite Crop Top with Quirky Overalls ![Rock Your Favorite Crop Top with Quirky Overalls](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/mp/xv/elfw4fcu558e5586d8f05617912101_600x908.jpg) Source: [Lookastic](https://lookastic.com/women/looks/white-and-black-horizontal-striped-cropped-top-light-blue-denim-overall-shorts-white-low-top-sneakers/1642) ## 15. Fact: Converses Are Definitely Dinner Date Friendly _ Source: BREAKFAST AT LES DEUX MAGOTS_ ## 16. Distressed Shorts and Plaid Shirts Are the Perfect Match ![Distressed Shorts and Plaid Shirts Are the Perfect Match](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/ea/z6/amigbdj8558e4cca691e8741263051_600x707.jpg) Source: [stylishwife.com](https://goo.gl/jpqt6V) ## 17. Bright Aqua Colored Converses = Style Game on Point! ![Bright Aqua Colored Converses = Style Game on Point!](https://resize.allw.mn/1028x0/filters:format(webp)/filters:quality(70)/content/f0/cf/u191daun558e4ccb6bf38876346383_600x887.jpg) Source: [stylecaster.com](https://stylecaster.com/how-to-wear-colored-converse-sneakers/) What are a few ways that you like styling your sneakers? 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