The Butcher and the Box: Gary Simmons' 1996 Crimes

On August 13, 1996, in Moss Point, Mississippi, a debt collection visit turned into one of the state's most brutal crimes. What began as a transaction over money owed would culminate in murder, sexual assault, torture, and dismemberment—a case that would eventually lead to Mississippi's 21st execution in the modern era.

Gary Carl Simmons Jr. was a butcher by trade, working at a local grocery store. That August day, 21-year-old Jeffrey Wolfe and his girlfriend Charlene Brooks visited Simmons' property over a disputed debt—accounts suggest between $1,000 and $20,000 related to drugs. When Wolfe arrived with only $1,000, Simmons was furious. The disagreement escalated into violence.

Timothy Milano, Simmons' accomplice, fatally shot Wolfe with a .22-caliber rifle during their argument. But Wolfe's death was only the beginning of a nightmare that would last approximately two days.

Simmons turned his rage toward Brooks. He hog-tied her, locked her inside a foot locker—essentially a large trunk—and held her captive. During her confinement, he raped her repeatedly, threatening her with chilling clarity: her life depended on how well she performed sexually. The psychological and physical torment was designed to break her will to resist or escape.

Meanwhile, Simmons used his professional expertise in the most grotesque way imaginable. In his bathtub, he dismembered Wolfe's body using work knives—tools of his butcher's trade now instruments of desecration. After gutting the corpse, Simmons and Milano scattered the remains in the alligator-infested bayou behind the property, likely believing the swamp would destroy all evidence.

But Brooks' ordeal gave way to determination. She managed to escape the foot locker and fled to a neighbor's house, where she immediately called police. Her escape and testimony became crucial to the investigation and prosecution.

The case went to trial in August 1997 in Jackson County, Mississippi. On August 29, 1997, a jury found Simmons guilty of capital murder in connection with robbery, kidnapping, and rape. He received a death sentence by lethal injection, along with two concurrent life sentences. Milano faced his own legal consequences for his role in the shooting.

Simmons' conviction was upheld by the Mississippi Supreme Court in 1999, exhausting a major avenue of appeal. For over a decade, he remained on death row while his case moved through the judicial system.

On June 20, 2012, at 6:16 p.m., Simmons was executed by lethal injection at Mississippi State Penitentiary in Parchman. It marked the 21st execution in Mississippi since capital punishment resumed in 1976, and the 6th execution in the state that year alone.

Before his arrest, Simmons had recorded a videotape addressed to his ex-wife Lori and their two daughters, underscoring that he understood the gravity of his actions and their consequences for his family. On his final day, he ordered an extraordinary last meal—Pizza Hut pizzas (Super Supreme Deep Dish and three-cheese varieties), Doritos, jalapenos, strawberry shakes, cherry Cokes, McDonald's fries, and strawberry ice cream, totaling approximately 28,974 calories.

The case remains a stark reminder of how quickly violence can escalate and the devastating toll it takes on victims. Charlene Brooks survived her ordeal and the trauma of reliving it in court. Her escape and courage in testifying against her attacker ensured that Simmons and Milano faced justice for their crimes.

**Sources:** https://murderpedia.org/male.S/s1/simmons-gary-carl.htm http://www.clarkprosecutor.org/html/death/US/simmons1299.htm https://www.kriminyt.dk/tv-serie/evil-lives-here-the-butcher-and-the-box-gary-simmons