With A Checkered Shirt Dress In case you’re not into prints, this neutral version might just do the trick. It's great to wear at home or when you go out, just switch up your footwear to sneakers for an errand, or stilettos or boots for a dinner out. When it comes to wearing any boxy or oversized top, a good rule of thumb is to keep the bottom half of you looking more tailored. Tailored Bottoms. Ponchos always look great on leggings. Plus Size Ponchos. Long Sweaters To Wear With Leggings. Read on to know how to wear sweaters with leggings, The basic do’s and don’ts, long sweaters to wear with leggings, and other aspects that go into nailing the sweater-with-leggings look. Go on to see how to wear long sweaters with leggings, and then shop the knits we love. Super-soft, perfectly oversized (I sized up to a medium/large based on reviews), and I love the hi-low hemline that’s perfect for pairing leggings. Go for the most laid-back look you can think of by wearing and oversized sweater with leggings or joggers, or dress up the sweater style with your favorite women’s jeans like Curvy, Mom, skinny, slim, and more! I don ‘t see the problem. Order a size or two down. Read full article. Honestly, you may never want to wear your jeans again. This tribal print poncho paired with a long sleeves tee would be perfect for a day in town. Sometimes it covers, sometimes not. It's warm and fluffy, just enough to keep you cozy. I wear leggings with a sweater all the time, and sometimes with t shirts. This sweater is available at Nordstrom, Shopbop, Forward, and MatchesFashion. How to Style Oversized Sweater Outfits 1. Oversized or long sweaters to wear with leggings is a combination that is as good as bread and butter. Reply. Acne Studios Keandra Wool & Alpaca Blend Oversized Sweater Acne Studios $440. The Best V-Neck Sweater (& Overall Winner) This sweater was easily my favorite of the bunch. Pulling it off is easy: Layer a thick sweater over a loose slip skirt for a relaxed look you can wear to the office, or just throw on a pair of leggings for seriously lazy days. Oversized pieces can easily go from looking cool to frumpy, so I’ve put together a few pointers on how to wear them the right way. janet on February 20, 2018 at 7:12 am . 6. 10 plus size long sweaters to wear with your leggings. This Is the Ideal Oversized Sweater to Pair With Your Favorite Leggings. Consider stockings or leggings if you are already knee deep into winter. Fluffy sweaters are super fashionable and comfortable at the same time. Pair your sweater and leggings with a pair of sneakers or boots for the perfect laid-back look. Swap the cashmere sweater for a sweater dress, and those boring winter gumboots for these booties, and see the magic unveil. "The perfect 'oversized' fit": this is the ideal fall sweater to wear over leggings, and it's down to $26. 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