Note: This column originally ran on January 22, 2013, and is being reposted today in honor of Sinatra’s hundredth birthday anniversary.
The life that late I led in the heyday was “Mad Men” in real time. Until the 1950s, retailers respected the privacy of their celebrity clientele. I played by the rules, and the paparazzi never discovered my bromance with Ol’ Blue Eyes.
Frank Sinatra walked into J. Press on a quiet weekday in 1969. I proffered my usual greeting, “Hi, Dick Press, how may we help you?”
“Lemme see the 38 regulars,” he said.
I took him to the back of the store and he tried on half a dozen suits. He carefully took in every angle from the unforgiving three-way mirror. Then, with a well timed stage pause, Sinatra broke into a grin, slapped me on the shoulder, and said, “I’ll take ’em all.”
Sinatra’s retinue included saloon keeper Jilly Rizzo, songwriter Jimmy Van Heusen, Joe Fish (one of the Fishetti Brothers from Chicago who fronted the Fontainebleau Hotel in Miami Beach), his investment advisor from Allen & Company, and his dentist, an oral surgeon from NYU who had the locker next to mine at the City Athletic Club. Sinatra selected a complete outfit for each of them.
Suited up and standing outside the fitting room in their Cambridge grey herringbone worsteds, they looked like they were going to chapel at Groton.
A few days later, Felix Samelson, the J. Press fitter, was chalking and pinning everybody. After half an hour, Sinatra called out, “Let’s get the hell out of here and go to the Biltmore.” The Biltmore Hotel, with its famous clock and glorious dark wood bar, was the favored gathering place for Ivy Leaguers. Three o’clock on a Tuesday afternoon the bar was a morgue, and it never knew what hit it. Soon Sinatra had the Jack Daniels flowing in a tsunami.
“Richie,” he said to me, “maybe you and your gal meet me at the Colony Club Friday for dinner then we’ll go see Frank Jr. at The Rainbow Room. Hey, maybe you can get a table for the J. Press gang.” That’s right, I had to fill the room for Frank Jr.
Sinatra made many more trips to the store. He knew everybody on a first-name basis and graciously signed autographs. Much more Jack Daniels flowed at the Biltmore, Toots Shor, and even his place at the Waldorf Towers.
Then I got a phone call. “Mr. Press, this is Mr. Sinatra’s assistant. Frank wants you to know how much he enjoyed your friendship, the clothes and all the kindness you have showed him, but he feels it’s time to move on.”
Ah, well. It was a very good year. — RICHARD PRESS