The Stiles family had a long history of ectrodactyly, according to his father dating back to 1840. Stiles was the fourth in a line born to Grady F. Stiles Sr. and wife Edna that began with the birth of William Stiles in 1805. Grady Stiles' father was a sideshow attraction in a traveling carnival when his son was born and added his son to the act at the age of seven. Stiles married twice and had four children, two of whom also had ectrodactyly. Stiles and his two children toured together as The Lobster Family. When not traveling with the carnival the Stiles family lived in Gibsonton, Florida where many other carnival performers lived during the winter season.