Articles by Matthew Longcore

Every Preppy Needs A Needlepoint Belt

By Matthew Longcore Needlepoint is a longstanding preppy pastime and very much a part of the traditional Ivy League look. The handmade character of needlepoint has provided a means of self-expression for generations of preppies. For gentlemen, the needlepoint belt is often one of the most beloved items in their wardrobes. It is sentimental and …


Ivy Style Interview With Heritage Brand Davey’s

Ivy Style editor and publisher Matthew Longcore had the opportunity to interview Davey’s CEO and owner Patrick French. Here is the transcript from the interview. Matthew Longcore: Welcome and thank you for taking time to talk with us today. Let’s begin with heritage and continuity. Back in July, the Ivy Style article on the revival …


Tradition Endures at The Andover Shop

By Matthew Longcore Trunk shows are a charming vestige of the past that have thankfully continued into the digital age, at least for a select group of clothiers. They originated in the United States during the late 19th century when  manufacturers began to showcase their latest clothing collections directly to customers through a traveling suitcase …


A Pair of Khakis That Lasted A Lifetime

By Bill Thomas Bill Thomas is the entrepreneur who founded PennBilt in 2022.  It all started with a pair of original WWII khakis that Bill found at an army surplus store down the road from his college. Today, PennBilt is a continuation of a life’s work, blending the best of old and new. I didn’t get …


Andover Shop Made-To-Measure Trunk Show

Please join The Andover Shop in New York City on October 26th and 27th for their Made-to-Measure Trunk Show. The event will also showcase select off-the-rack items from the new Fall 2026 collection. RSVP using this link to schedule your visit. The event will take place at The Lombardy Hotel, located at 111 East 56th Street, …


Brooks Brothers Hosts A Nostalgic Evening

By Matthew Longcore Most of us who appreciate Ivy Style have that sentimental brand that first introduced them to the timeless elegance of navy blazers, oxford cloth button down shirts, repp ties, and the like. For me, that brand is Brooks Brothers. My earliest experience at Brooks Brothers was when I was a young boy …


Ivy Style in the AI Age

In September 2026, Forbes published an article titled Ivy Style Is Back. So Is The Fantasy Of College Life. The article is written by Dr. Elizabeth Doe Stone, CEO at Top Tier Admissions, a premier college admissions consulting firm. Liz graduated Magna Cum Laude from Dartmouth College. She earned an M.A. and a Ph.D. in Art …


Ivy Style In Forbes

An article in Forbes suggests that the resurgence of Ivy style signals a cultural romanticization of the classic college experience. The article by Liz Doe Stone includes excerpts from her interview with Matthew Longcore. According to the article: Loafers and rugby shirts, cable-knit sweaters, and collegiate stripes are back. This fall, the resurgence of Ivy …


Brooks Brothers Westport Event

Brooks Brothers invites you to join Ivy Style editor and publisher Matthew Longcore for conversation, refreshments, and a special friends and family shopping event. Tuesday, October 13, 2026 5PM-7PM Brooks Brothers 136 Main Street Westport, Connecticut RSVP by October 9 matthew.longcore@yale.edu


Ivy Style at The Harriman Cup

By Matthew Longcore The 42nd annual edition of the Harriman Cup Polo Match took place on Saturday, September 19th at Bethpage Polo at the Park in Old Bethpage, Long Island. J. Press was the main sponsor of the event. Established in 1985 and named for polo player and former New York Governor W. Averell Harriman, …


J. Press New York Store: A Clubby Atmosphere

IBy Matthew Longcore Clubby: an adjective that describes a cozy, friendly, and sociable atmosphere characteristic of a private club. Clubby is the best word I can think of to describe the new J. Press flagship store on the southwest corner of 44th and Madison Avenue in New York City. I truly love this place, and …


Brooks Brothers at Rockefeller Center

By Matthew Longcore Recently my wife and I had the opportunity attend two special events with our friends from Brooks Brothers. The first event, the Fit For Fame Dinner, took place on August 28th at the International Tennis Hall of Fame Induction Celebration in Newport, Rhode Island. The second event, the presentation of the Brooks …


Happy 130th Birthday To F. Scott Fitzgerald

By Matthew Longcore Francis Scott Key Fitzgerald was born on September 24, 1896 in Saint Paul, Minnesota to Edward Fitzgerald and Mollie McQuillan Fitzgerald. Fitzgerald attended Princeton University and was a member of the Cottage Club, a prestigious eating club. Fitzgerald’s first novel, This Side of Paradise, is set at the Princeton campus. The novel, …


I Tried to Make the Apple Watch Ivy; It Isn’t

By Jim Moore Ivy Style contributor James Moore is the English Department Chair and Director of Squash Programs at Blair Academy in Blairstown, New Jersey. Jim is a graduate of Cornell University where he was a member of the squash team, the glee club, and the Delta Chi fraternity. Adapting Technology to Ivy Style: An …


J. Press Fall/Winter ’26 Collection

By Matthew Longcore J. Press launched the Fall/Winter ’26 collection on Wednesday, September 9th with the third runway show since present and creative director Jack Carlson took the helm at the 124-year-old menswear house. The new collection focuses on American tailoring and British mills. It includes a Barbour collaboration and the brand’s first women’s capsule …


J. Press To Offer Womenswear

Yesterday was my birthday, which I celebrated with friends by winning a sailboat race at Cedar Point Yacht Club, followed by a nice post-race gathering on what turned out to be a balmy late-summer evening. Earlier in the day, I had hoped to attend an event in New York hosted by J. Press, but a …


Back to campus with GANT x Yale

By Patricia Caletrio Patricia is a contributing writer for Ivy Style. You can read more of her articles on Substack. After a hot summer, it’s time to go back to campus, and what better way to do so than with GANT’s new collection in collaboration with Yale University. Because if there is one thing I …


Brooks Brothers Custom-Made Blazers for Federer and Carillo

By Matthew Longcore This past weekend, the International Tennis Hall of Fame Induction Celebration took place in Newport, Rhode Island. My wife and I had the honor and privilege of attending the Fit for Fame dinner on Friday, August 28th as guests of Brooks Brothers. Roger Federer, arguably the GOAT of men’s tennis and a …


Fit For A Gentleman: Brooks Brothers and Roger Federer

By Matthew Longcore Each summer, the incoming inductees at the International Tennis Hall of Fame in Newport, Rhode Island are welcomed into the esteemed club with the presentation of their official custom-made Brooks Brothers blazers. This year’s blazer presentation will take place during the Fit for Fame event on Friday, August 28. The event will …