Crosby's mother invited Mrs. Richard Rogers Peabody (née Mary Phelps Jacob) to chaperone Crosby and some of his friends at a picnic on July 4, 1920, including dinner and a trip to the amusement park at Nantasket Beach. During dinner, Crosby never spoke to the girl on his left, breaking decorum. By some accounts, Crosby fell in love with the buxom Mrs. Peabody in about two hours, confessing his love for her in the Tunnel of Love at the amusement park. Two weeks later, they went to church together in Manchester-by-the-Sea and spent the night together. Their public relationship was a scandal among blue-blood Boston.