Friday, August 7, 2026

Jesse Pomeroy: The Boy With The White Eye That Stuck Out

 

Jesse Pomeroy, age 12

The “boy with the white eye that stuck out” dominated the headlines around Boston in 1872. He beat and mutilated six young children between February and September, disappearing into thin air after each attack.

His first victim, Tracy Hayden, age 10, told Marshal Drury that “a boy with a white eye that stuck out” enticed him to follow him up Powder Horn Hill on February 21, 1872. When they got to the top, he locked him in an outhouse.

“Strip at once, or I’ll kill you,” he screamed.

Once the boy’s clothes were off, the attacker took off his belt, lifted his victim to the rafters, and made him cross his wrists while pinning him there. And then, while the boy dangled in midair, he beat him across the back with a fence post.

“If you cry, make any noise, or kick,” the boy cautioned him, “I’ll kill you.”

The attacker untied the boy and let him fall to the ground when he finished. “Stop inside here all night,” he said. “If you move out, I’ll kill you.”

John Balch (10) stood gazing at all the goodies in a store window when the boy with the white eye approached him. “Wouldn’t you like something good?” he said. “If you come with me, I will take you to a man who will give you twenty-five cents to go on an errand for him.”

They walked toward Powder Horn Hill, talking about everything Balch could buy with the money. When they got to the outhouse on the side of the hill, the boy pushed Balch inside and stripped him, saying if he made any noise, he’d kill him.

The attacker laid a rope on the floor next to his victim, saying, “That is to flog you with.” He took off his belt and told Balch, “This is to fasten you up with.” Then he tied him to the same beam he fastened the Hayden boy to and whipped him at least twenty times. The welts were as big as a man’s finger, and the dripping blood mingled with the dust on the floor.

The police did what they could to catch the attacker. Marshal Drury walked the victims to all the schools and had the children lined up, but nothing. They found no trace of the boy with the white eye.

The boy with the white eye met seven-year-old George Pratt near City Point on August 17, 1872. He told the boy that he knew a man who would pay him ten cents to carry a bundle to the Horse Guards.

“The mouse looked right at the cheese,” reported the New York Sun, “and walked right into the trap.”

After they had traveled about half a mile, George asked where the man was.

“Inside that boat,” said the boy, pointing to a nearby scowl. “He’s waiting in the cabin and has the bundle and the ten cents already.”

He shoved Pratt into the cabin and down on the floor.

“Do you see that knife?” The attacker waved the blade in George’s face. “If you cry, wiggle about, or make any noise, I’ll jab this into you until you’re dead. Now strip!”

The attacker kicked and slapped George’s naked body. Then, he pulled a large pin from his pocket and stuck George in the face, arms, back, and breast. He cut a gash in the boy’s back and watched the blood drip to the floor.

When he had his fill, the boy with the white eye left George tied up and bleeding. As he walked out the door, he warned him not to leave or say anything, or he would kill him.

On September 5, the boy with the white eye met Harry Austin and asked if he wanted to make some quick money. He knew a man who would pay them a quarter for carrying a package a short distance.

He led Austin about a mile out of Boston along the Boston, Hartford, and Erie Railroad tracks. He stopped at a secluded spot near the water where no one could see them, then pulled a knife.

“Strip, or I’ll kill you and pitch you into the river.”

He tied the naked boy’s hands to a telegraph pole, threatening to stab him to death if he didn’t keep quiet.

Next, “he slashed the child on each side of the neck, just under the ear. Then he cut a gash under each nipple,” and “cut a gash in the back between the shoulders, almost severing the spine.” And then, he slashed him somewhere that “cannot be told,” most likely in the groin.

Like the other boys, the attacker left Harry naked and bleeding, still tied to the pole.

Two days later, on September 7, the boy with the white eye chalked up another seven-year-old victim, Joseph Kennedy. He offered Kennedy ten cents to help carry a bundle. They walked along the Old Colony Railroad tracks until they reached an abandoned boathouse, where he began to punch and kick the boy.

When someone walked along the track, the attacker dragged his victim out into the swamp. He made him lie face down in the mud, tied his arms and legs together, and then rolled him over.

The boy with the white eye opened a knife. He “laid open each cheek, from the eye to the jawbone, and gashed the back of the neck.” He would have inflicted more damage, but a bigger boy came along, and he beat it out of there.

The boy with the white eye forced five-year-old Robert Gould to walk to an obscure part of the Boston, Hartford, and Erie Railroad. Once there, he stripped him down and tied him to a telegraph pole, where he cut a half-inch deep gash in his head and continued to stab him all over.

The New York Times told its readers the boy with the white eye “seemed to delight in torturing his victims.” The Boston Globe, at a loss for words and unsure what to say, suggested he was a “very bad boy.”

After the attack on Robert Gould, police renewed their search for the boy with the white eye, arresting over 100 boys during their investigation. The City of Chelsea offered a $1,000 reward for his capture but found no takers.

Officer Bragdon was walking down the street with Joseph Kennedy searching for the attacker when they bumped into a muscular boy who stood about five feet three. As they got closer, they saw he had a protruding white eye.

“That’s him!” cried Kennedy.

The boy gave his name as Jesse H. Pomeroy. He had just moved to Boston from Charlestown with his mother three weeks before.

Jesse appeared before Justice Forsaith on September 20 and pleaded guilty to the attacks. The judge sentenced him to the State Reformatory at Westboro, ruling he should remain there until he turned twenty-one. Jessie didn’t have a suitable answer when asked why he did it. All he could say was, “He didn’t know. He couldn’t help it.”

The State Reform School pardoned Jesse on February 6, 1874, just fifteen months after he was sent there. Laura Clarke was the only teacher with doubts about Jesse’s quick recovery. When she asked the boys to help her catch a snake, Jesse mangled it and jumped on it after it was dead, “showing symptoms of a strange desire to shed blood.”

The school pronounced Jesse Pomeroy cured and able to rejoin society.

The Boston Globe explained that the discharge followed standard operating procedures. Jesse behaved well in school. His mother, Ruth Pomeroy, was eager for him to return home, so the school released him.

Things went wrong less than five weeks later.

Katie Curran left home early on the morning of March 18, 1874. She stopped at Mrs. Pomeroy’s store to buy a new book on her way to school, then disappeared.

At first, detectives believed one parent kidnapped Katie because of religious differences. Her father was a Catholic, and her mom a Protestant, so they suspected Katie’s father put her in a convent.

While the police attempted to solve the mystery of Katie Curran’s disappearance, four-year-old Horace Millen’s body was found in the marshes outside Dorchester. “There were eighteen stabs in the region of the heart, “reported the New York Times. “The hands were cut as if in the little fellow’s attempt to ward off the blows of the murderer. The throat was slit, and one eye was nearly cut from its socket.”

Jesse Pomeroy in later life

Finding the killer was relatively easy.

Detectives recognized the work of Jesse Pomeroy, the boy who tortured seven victims two years back. The reform school released him several weeks ago. Now they had a victim who displayed the hallmarks of his handiwork.

The police arrested Jesse at his mom’s dress shop on April 24, 1874. They found a bloodstained knife and a pair of muddy boots that matched the plaster casts they took at the murder site on Dorchester Bay.

The tracks found at the murder scene proved “Pomeroy jumped off the wharf into the soft clay and then took his little victim down.” Millen’s boots also matched the tracks found at the site.

Detective Woods took Jesse to the undertakers to view Millen’s body at noon.

“Do you know that, little boy?”

“Yes, sir.”

“Did you kill him?”

“I suppose I did,” whispered Jesse.

On the ride back to the police station, Detective Woods asked Jesse what should be done with him. The boy shook his head as if lost in thought. “Put me somewhere so I can’t do such things.” The New York Tribune asked its readers, “Why this sensible conclusion was not reached some time ago.” They suggested Jessie was “no more fit to be at large than a mad dog.”

That still left the question open about what happened to Katie Curran. Was Jesse Pomeroy involved in her disappearance?

Without a body, detectives could only speculate.

Construction worker Charles Maguinness found Katie Curran’s body in the basement of Ruth Pomeroy’s dress shop on Sunday, July 19. His crew had worked in the cellar for nine or ten days when they moved some stones and saw the body. “The head was separated from the trunk,” said Maguinness, “and when I removed some more dirt, the skull rolled out of its place.”

The coroner’s report said the body was in a state of advanced decomposition. “The skull detached from the trunk; the flesh with some exceptions rotted away from the bones, and the whole mixed with a quantity of moist ashes, cinders, etc.”

The clothes were cut apart down the front, and a part of the skirt was cut down the middle. They found stab wounds on the left thigh below the groin, extending upward into the external genitals. There was a five-inch slash across the abdomen and more on the neck and chest.

The New York Herald gave a more graphic description. “The knife was drawn from the vagina upward with the most frightful ferocity. Her person was literally torn asunder.”

Captain Savage asked Jesse several times in the days after Katie’s body was discovered if he had anything to do with her murder. Jessie denied any knowledge of her death. Then Savage took a different approach and told Jesse that the police arrested his mother and brother for the murder.

That loosened Jesse’s tongue.

He admitted to killing the Curran girl but told Captain Savage, “I don’t want to tell you how.”

Savage told him he had to.

Jesse hesitated a little, then talked. Katie came into his mom’s store shortly after 7 a.m. and asked for some papers. He told her they had some downstairs, and she followed him into the basement.

He pointed as if motioning to the spot where they stood and continued: “I followed her, stood face to her, put my left arm around her neck, my hand over her mouth, and, holding my knife in my right hand, I cut her throat.”

He dragged her body behind the water closet and put some stones and ash on the heap. Later, he threw more ashes on her body to cover it.

When Savage asked why he did it, Jesse said, “I could not help it.” He “wanted to see how she would act.” The Boston Globe noted Jesse’s response was not that unusual. They knew of an eleven-year-old who drowned a schoolmate “just to see the little devil kick in the water.”
Jesse’s trial was quick and on point, lasting only two days. The prosecutor dragged in the six young victims of his attacks in 1872. The defense presented alienists to say Jesse was insane, and the prosecution brought in experts to say he was sane.

The general outcome of the trial proved that Jesse was a loner. He was disruptive in school, “making faces at” and “annoying” the other children. At home, he had headaches and frequently acted out violently.

Lucy Ann Kelly, a former neighbor in Charlestown, told the jury how she caught Jesse torturing a cat in the backyard when he was three. She said he stabbed it in the throat and other places before discarding the body. Similar stories made the rounds when Jesse was in Charlestown Prison. The papers thrilled readers with stories about how he tore the prison cat apart with his bare hands.

West Wing of Charlestown Prison in Oregon where Jesse Pomeroy
spent over 40 years behind bars

Dr. John C. Tyler visited Jesse in his cell five or six times before the trial and talked with him on a variety of subjects. What struck him was “there was no motive for the attacks, at least no ordinary motive.”

Jesse never gave a reason for what he did, simply saying, “I had to.” He felt a “pressure on his head.” It “started about the region of his chest and passed through his brain.” Tyler said it was a “strong symptom of epilepsy.”

While he believed Jesse was insane, Tyler agreed many of his actions were “perfectly consistent with [those of] a sane mind.” He chose secluded locations to attack his victims and did his best to conceal the crimes. He threw away his weapons and misled victims, giving them false names. Those actions “tended to prove mental abilities and capacities of a high order.” Finally, Tyler concluded it might have been a love of cruelty that caused Jesse to attack his victims.

Dr. Clement A. Walker, superintendent of the Boston Lunatic Hospital, believed Jesse was insane when he committed the crimes. His reasons were that the boy had “no reasonable motive,” and he “did not show a particle of pity or remorse.” In his opinion, Jesse “was not responsible when he committed the acts charged against him.”

Dr. George S. Choate ran a private sanitarium in New York. He said Jesse knew he had done wrong but did not seem worried. He “thought that he would not be hung, as they had never hung boys of fourteen in Massachusetts yet.” He figured he would be sent to the state prison or a lunatic asylum at worst. Choate believed Jesse was sane now, and when he committed the crime. Rather than having a weak mind, Jesse Pomeroy had a weak character.

Choate was convinced Jesse’s actions were “not the result of insanity, at least of the ordinary kind.” Jesse was sane on the day he murdered Horace Millen.

Jesse was found guilty of first-degree murder and sentenced to the gallows. However, Governor Gaston refused to sign the order because Jesse was so young. His replacement, Governor Rice, commuted Jesse’s sentence to life in August 1876.

Prison life proved problematic.

Jesse spent his first 41 years in solitary confinement at the Charlestown Prison, locked away in the “Cherry Hill” building. The punishment cells there had no windows. Jesse’s only contact with the outside world was with his guards and mother, who visited once a month.

During his early years in prison, Jesse cooked up many schemes to break out. The most notable attempt was when he diverted the pipeline from the lights and filled his cell with gas. The scheme backfired, and the gas line exploded when he was in his cell. All it earned him was a trip to the prison hospital to treat his burns.

A 1913 account in the St. Louis Post-Dispatch said Jesse “developed an ingenuity in his schemes for escape that is nothing less than diabolical.”

One time, Jesse told the warden he had invented a lead pencil that could be sharpened without a knife, so the warden loaned him some tools to help perfect his invention. Jesse used them to remove mortar from between the rocks of his cell.

Another time, he starved for 23 days, thinking it might be easier to escape from the prison hospital. It was not.

Jesse’s cleverness and ingenuity amazed alienists and criminologists. “Usually, a few years of such confinement breaks down the mental faculties,” said one specialist. “In Pomeroy’s case, the opposite has resulted. His mind has strengthened rather than weakened. He remained a puzzle to medical science.”

Jesse mellowed as he aged and dedicated himself to study, reading hundreds of volumes from the prison library. He mastered six languages: English, French, German, Spanish, Italian, and Arabic. Jesse played the stock market with what little money he had, investing $300 and making a tidy $60 profit. However, he must have lost it in the crash because the warden valued Jesse’s estate at 95 cents when he died.

Jesse read profusely, especially about law. In later years, he wrote Pollyanna verse for the prison magazine under the byline “Grandpa.” In 1920, he performed an author reading during a prison minstrel show.

One of his poems addressed conformity:

If all the people in the land
Were of one mind, in thought, agree
With standard creeds
To square all deeds
Each tagged with one official brand
To keep in step would easy be.

Jesse died suddenly from heart disease in January 1933 at the Bridgewater State Prison Farm for the Insane.

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