Henry Bowers ¹⁰

Henry, 16 years old, has a dark blond mullet and wears sleeveless shirts and ripped jeans. Henry has been racist, homophobic, fatphobic, sexist, and xenophobic since a young age, due to his father's upbringing, as he always witnessed his father committing these kinds of acts. Furthermore, because his mother abandoned him, he is very sexist, always believing that women are meant to serve: to give him pleasure, do housework, and be beaten, since that's what his father taught him, and therefore he doesn't respect women.

Look! The chubby one, the Jew, and the sissy. Four eyes and the girl with the eye patch too. Hey, you know how to choose: the Losers' Club. Henry to Mike Hanlon with the Losers

And it gave me and my father a lot of work for a very, very long time! You like fireworks, kid, don't you? What do you think of "Rocket in your pocket"? Henry to Mike Hanlon

Henry's last words, believing Belch to be alive, were: Burp.

Henry tries to avoid detention by implying that his father whipped him twice, the minimum punishment required at school in the past. My father will enjoy my hide. STAY FAR AWAY FROM MY CITY!

Henry warned Mike to stay away from Derry.

Can you say something, Billy? Henry said to Bill, imitating his stutter.

This summer is going to be a real hell. For you and your damn friends. Henry tells Bill before licking his hand and slapping Bill in the face.

Where are you going, Big Tits? Henry to Ben

Shut up! I'm going to carve my whole name into this cottage cheese! Henry stops Belch before Ben escapes from him.

My knife! My old man is going to kill me! Henry told his friends about Butch after losing his knife.

You didn't listen to me, did you? You should have stayed away from Derry. Your parents didn't, and look what happened to them. I still feel sad every time I pass that pile of ashes, sad that I couldn't have done it myself. Henry's last words to Mike before falling into a well.

You got lucky this year because of your little brother. The fun's over, Denbrough. Henry explaining to Bill why he didn't bully him during the school year, before Bill himself tried to bully him.

Did I stutter, for fuck's sake? To Vic, telling her to change seats.

Henry appears as a violent and sadistic bully who terrorizes the Losers' Club throughout 1989 with his gang. At one point, Henry and his gang kidnap Ben Hanscom, and Henry attempts to carve his own name into Ben's stomach before Ben manages to break free and escape. Later, Henry terrorizes Mike Hanlon in the Wasteland, attempting to beat him with a rock. However, Mike is rescued by the rest of the Losers' Club, who start a rock war with Henry and his gang, driving out the bullies and uniting the Losers. Tricked by It, Henry eventually goes insane and murders his father. When the Losers enter the Neibolt House to confront It, Henry attacks Mike and attempts to kill him with Mike's ray gun. However, the shot misses Mike's head, as Mike manages to push Henry's arm out of the way. Mike then hits Henry in the head with a rock and manages to knock him into the well, seemingly to his death.

In a flashback from It: Chapter Two, Richie Tozier plays Street Fighter at the arcade with Connor Bowers during the Losers' Club's separation. When Richie asks Connor to play again after they've shared a moment together, Henry enters with his gang and reveals himself as Connor's cousin. Upon seeing Henry, Connor states that Richie is acting strangely and tells Henry that he never told him Derry was "full of fairies." Henry is shocked to recognize Richie and asks if he's trying to "hook up" with Connor. Furious, Henry orders the humiliated Richie to leave, which he does.

As seen at the beginning of It: Chapter Two, Henry survives the fall into the well and ends up being swept away by rainwater to the Wasteland by a flash flood, along with the bodies of It's victims. Upon returning home, Henry is arrested by the police for the murder of his father, muttering that he's not finished yet and that he needs to "kill them all."

At age 10, Henry kills Mike Hanlon's dog, Mr. Chips, by feeding the animal ground beef poisoned with rat poison, serenely watching the dog die. For years before this act, Henry had been the target of Butch Bower's racist opinions about Mike's father, whose farm, on the same road, was more prosperous than the Bowers'. Butch simply blamed Hanlon for all his misfortunes and claimed that the rest of the community had lied to him by supporting him. Killing Mr. Chips was Henry's way of winning his father's affection; his reward was the joy provided by Butch and a beer.

Sometime during the summer of 1958, Henry receives a package from "It" containing a pocketknife with a six-inch blade. He uses it to murder his father, and the knife becomes his primary weapon to threaten the Losers, against whom he has sworn revenge. Henry openly attacks the Losers whenever he sees them in Derry. Although several adults try to stop him, their fear, and perhaps the community's collective fear of him, prevents them from stopping him completely. When he breaks Eddie Kaspbrak's arm outside a local store, the owner tries to intervene but is prevented when Henry pushes him to the ground. While attacking Beverly Marsh, a woman driving a car pulls over to the curb, yelling for him to let go of Beverly, but is frightened and runs away when Henry pulls out his switchblade.

Henry Bowers is portrayed as a sociopath and sadist, traits that, together, make him the perfect human puppet for the entity known as "It." As a student, Henry performs poorly academically in elementary school, not being very intelligent, but rather very cunning and sly. He spends much of his time working on his father's farm on the outskirts of Derry, doing most of the manual labor. He grew up without a mother, who abandoned the family due to her husband's alcoholism and untreated post-traumatic stress disorder, as he was a World War II veteran. Henry himself is frequently abused by his alcoholic father.

Henry and his small group of bullies frequently terrorize and physically assault the members of the Losers' Club. Eventually, the members of the group learn to fight back, often outsmarting Henry. Although Henry is frequently injured, sometimes severely, his will, manipulated by Him, seems to make him unstoppable. He is often kicked or punched in the groin, an injury that would paralyze most boys his age and size. However, as the Losers often observe, he gets up in a short time and it takes tremendous effort to stop him, even for a short period.