According to hitman turned informant Charles Crimaldi, one time Sam made his wife Anita take his gun, put the end of the barrel in her mouth, and demanded that she pull the trigger to kill herself. Anita pulled the trigger and the gun didn't go off. Sam began to laugh and told her that he removed the bullets. He would tell this story over and over again to his mob buddies for amusement.

FBI Agent William F. Roemer wrote that he would go to Sam's house to question him about mob business and on a few occasions, DeStefano would walk down the stairs in his pajamas exposing himself. Often Sam's wife Anita would serve the agents coffee and the agents would comment that the coffee had a unique taste to it. Sam would claim the coffee was special Italian coffee beans that his wife brewed. Months later Roemer found out that Sam had been urinating in the coffee before it was served to the agents. Roemer wrote he could never drink coffee again in his life.

This is really funny: During one court date in Rockford, as usual he served as his own lawyer and confused everyone in the courtroom when he approached the jury and asked, "Have you ever seen an elephant?" Moments later DeStefano suddenly changed his plea to guilty, telling the jury, "something had come to light that I had not known before." The jury found him guilty and fined him $100 for disorderly conduct.