Charles H. "Charlie" Ainsley

Charles "Charlie" Ainsley passed away peacefully on June 2, 2025, in Milford, Massachusetts, at the age of 77. Born on January 10, 1948, in Dorchester, Massachusetts.
Charlie lived a life rooted in love for his family and the simple pleasures that brought people together. Charlie was a devoted father to Paul Ainsley, Barbara Ainsley, Stacy Ainsley, and Mark Ainsley. He loved being a grandfather to Deshawn and Ja'Niecia Brown. His sister Helen Densmore continues to hold his memory close. He was preceded in death by his brothers, John Ainsley, Danny Owirka, Jimmy Owirka, and his twin sisters, Sandy Owirka and Debbie Riley. The bonds he shared with his siblings were deep and enduring and a testament to the strength of family ties that shaped much of Charlie's life. A man of quiet joys and heartfelt connections, Charlie had a particular fondness for card games. Cribbage was his favorite pastime; he was rarely without his board nearby. Whether surrounded by loved ones or enjoying his music, which he would try to sing along to. Charlie thought he looked like "The Fonz" when he was younger. He would slick back his hair and give a thumbs-up with both hands. It brings peace to imagine him now reunited with his siblings over a card game in heaven. Charlie's greatest treasure was time spent with family. His presence brought warmth and unity wherever he went. Those who knew him will remember the kindness he extended so freely and the sense of belonging he fostered among those around him.
Charlie's Funeral Mass is on June 10, 2025, at 11:00 AM at Saint Joseph Parish, 770 Salem Street. In lieu of flowers, please donate to Alzheimer's Disease Research. May Charlie's memory bring comfort to all who knew him and continue to inspire moments of togetherness and joy.