In a past life, the artist Karyn Lyons was an art director for fashion brands such as Ralph Lauren and J. Crew—both prominent fixtures in the annals of prep. Now she’s recast the aesthetic, only with deeper associations of girlhood and coming of age, in her paintings, the most recent of which are currently on view in her solo show, “The Trespasser and Other Tales,” at Manhattan’s Turn Gallery. There’s a definite nostalgia in the show’s 15 paintings, yet they also happen to align with a current fervor for preppy-leaning fashion. Truly, I want to dress like most of the young, Hepburn-esque figures in Lyons’s portraits. There are subtle stylistic winks, too: red-and-white-striped Adidas tennis shoes, a Lacoste sweater with its trademark crocodile logo. And, wait, is that red, white, and blue ribbon belt Thom Browne? (turngallerynyc.com) —Laura Neilson

Carolyn Bessette Kennedy died nearly 25 years ago, but her status as a fashion luminary has only grown over the intervening decades. Now her style is commemorated in CBK: Carolyn Bessette Kennedy—A Life in Fashion, a new book that celebrates her clothing, accessory, and beauty choices while dissecting how, exactly, she used her look as a primary means of communication. Written by Sunita Kumar Nair, the book includes a foreword by Gabriela Hearst, a preface by Edward Enninful, O.B.E., and intriguing anecdotes from Calvin Klein, Manolo Blahnik, and our own Graydon Carter. ($65, amazon.com) —Ashley Baker

If Sofia Coppola were a sweater, what would she be? A double-breasted cardigan, a pale-pink polo, a striped pseudo-sweatshirt? Well, now we know—all of these pieces exist in Coppola’s new capsule collection for Barrie, the storied Scottish cashmere house (which was acquired by Chanel, a longtime client, in 2012). Coppola teamed up with Barrie creative director Augustin Dol-Maillot on this 17-piece collection of ready-to-wear and accessories, and we are already angling for every single item. The ballet slippers, the Barbie-rific wide-leg pants, the puffer jacket—but we’ll try to restrain ourselves. Maybe. (from $230, barrie.com) —Ashley Baker

The first story in Naked in the Rideshare, a collection of funny short stories by the couple turned writing partners Rebecca Shaw and Ben Kronengold, is an extended meditation on how they might kill each other. Luckily, a later tale, “The Reynolds Accords,” an imagined contract for working with Ryan Reynolds, is the one that proved prophetic. (A story from the book is being developed into a TV show, with Reynolds as executive producer.) The book, which takes the reader from childhood to college to “the real world,” where the pair become the youngest comedy writers ever for The Tonight Show Starring Jimmy Fallon, is charming, silly, and absurd. And, most importantly, actually funny. ($25, harpercollins.com) —Jensen Davis

Wouldn’t it be nice to name-drop Dalí and Botticelli as your influencers? Christopher Tennant’s new Venus Collection lets you do just that. The former fashion editor’s fascination with antiques (Victorian taxidermy, anyone?) became the focus of his career in 2011, when Tennant started selling upcycled illuminated display cases. Now, in addition to exhibiting his work in art shows, he sells handmade lamps through his retail brand, Tennant New York. Prior collections have featured shades made from paper from the 1933 Chicago World’s Fair, and bodies fashioned from vintage camera tripods. Tennant’s latest collection is inspired by Surrealism and the ocean, featuring lamps forged from vintage seashells, which strike the perfect middle ground between utilitarian and playful. (from $1,275; tennantnewyork.com) —Jeanne Malle

For a lot of men, finding a great cobbler is as difficult and critical as finding a great auto mechanic. Repairing bench-made shoes requires knowledge and experience. If you live in London or New York, you are probably fortunate enough to have found your man. (Like Hector, in Greenwich Village.) But if you live elsewhere, you’ve likely worn holes in your soles because you’re still searching for someone to trust. Aram the Cobbler is your guy. From John Lobb to Alden to Edward Green, he knows that the repair of a shoe is like the fixing of your vintage Jaguar’s engine—it’s not about using “good enough” parts; it’s about using the best parts. It’s also about the wisdom he’s gained across decades of work, knowing the intricacies of different shoes. Best of all, he makes the process simple—send in your shoes and he returns them a few weeks later. (aramthecobbler.com) —Michael Hainey