Dudley H. Fay Jr., 86, a former longtime resident of Weston, died Sept. 4, 2010.

Born in Bonne Terre, Mo., he was the son of Dudley H. Fay Sr. and Lavinia (Rozier). He grew up in Kenilworth, Ill., and graduated in 1942 from Loomis Preparatory School in Connecticut. From 1943-45, he was a captain in the 8th U.S. Air Force, 306th Bomb Group. As navigator, he flew missions in the European Theater of Operations, including the Schweinfurt Raid, the largest air battle of its time, before his plane was shot down. He was a prisoner of war near Barth, Germany, until the liberation in 1945. He graduated from Georgetown University in 1948 and married Jean Isabel Preston the same year. He graduated from the Harvard Advanced Management Program in 1966.

After working several years for Kraft Foods, Fay began a career in advertising and became executive vice president of J. Walter Thompson in New York and William Esty Advertising. He spent the last 10 years of his career working for Merrill Lynch in Palm Springs, Calif. In 2001, he moved back to Connecticut to be closer to his family and lived at Spring Meadows in Trumbull. He was an avid bridge player, playing in regional and national tournaments, and attained the rank of life master with the American Contract Bridge League. He also liked reading, writing, traveling, politics and playing golf at Aspetuck Valley Country Club in Weston.

He is survived by his four children, Susan Fay of Fairfield, Julie Fay of Raleigh, N.C., and Montpeyroux France, Dudley H. Fay III and his wife Maureen of Fairfield, and Cynthia Fay and her husband, Jim Jarboe, of Trumbull; four grandchildren, Preston (Jamie) Jarboe, Kevin Jarboe, Zoe Fay-Stindt and Jeffrey Jarboe; a nephew, Jeffrey deBonrepos, and niece, Bernadette deBainville, in Paris, France. He was predeceased by his sister, Countess Cynthia deBonrepos of Cannes, France.

A Mass of Christian Burial, with military honors, will take place at 11 a.m. Friday in St. Stephen's Church, 6948 Main St., Trumbull. The Harding Funeral Home, 210 Post Road East, Westport, is assisting with arrangements. Memorial contributions may be made to the Salvation Army.