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Not that we needed any reminding, but all the classic fall looks we’re seeing just underscore the perennial appeal of an elegant quilted bag, and Marc Jacobs does a bang-up job with his Quilting the Large Single Leather Bag ($625), a sculptural and roomy take on the chainlink classic. It’s a great investment piece but before any big purchase, we like to weigh our options: Would you rather? This chic, wear-it-forever Marc Jacobs Quilting the Large Single Shoulder Bag ($625) OR These six gray wardrobe staples - including a cashmere sweater and identical quilted bag - for the same price? This Ami Dans La Rue Cashmere Wideneck Sweater ($225) is a versatility player for any fall and winter wardrobe as it can be worn over or under many of your other favorite pieces year after year. Pair it with skinny jeans and this Rachel Zoe Faux Fur Vest with Hook & Eye Closure ($79.80) and you’ll look MAJOR. The vest can also be thrown over just about anything to look great, especially if that “anything” involves over the knee boots and jeggings. Be totally up to the second but a little different too with these Delia's Taylor Low-Rise Skinny Jeans ($49.50) which can be worn interchangeably with black and denim, but have a little extra interest in gray. And for work or a dinner date, give your look a little extra polish with this Old Navy Tweed Miniskirt ($26.50), a perfect blend of black and gray to tie in the rest of your wardrobe. These Sam Edelman Vancouver lace-up booties ($225) add 5 inches of height to any outfit and even more glam than that, and would look perfect with your favorite sweater dress. Of course, don’t even hesitate to go for the Marc B Chelsea Gray Quilted Bag ($33.70) to tie it all together in classic style. Assess more of your potential purchases with other Would You Rather posts, and then shop our guides to Lace-up booties, skinny jeans and Chain Strap bags.
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