The Worst Things Each Member of The Gang Has Done

Over the past sixteen seasons, It’s Always Sunny in Philadelphia has chronicled the Gang’s descent into moral and legal oblivion. Their antics are legendary—but each member holds an undisputed “worst” moment that defines their sociopathic lengths.

1. Charlie Kelly: Housing the McPoyles’ Tongu

Charlie, the Gang’s lovable illiterate janitor, is also capable of grotesque behavior. His darkest moment likely comes in season nine when he discovers the McPoyles’ severed tongue washed up in a storm drain. Rather than notify authorities, he decides to hide it, using the tongue as creepy scare tactics and hiding evidence of potentially violent crime. This isn’t a prank—it’s obstruction, disposal of human remains, and tacit acceptance of murder. Charlie’s primitive moral compass allows him to weaponize a corpse part without a moment’s hesitation.

2. Mac (Ronald McDonald): Attempted Legislative Assassination

Mac’s outward persona is bigoted and ridiculous—but beneath that swagger lies a disturbingly violent core. In season twelve’s chaos of Protestant vs. Catholic war reenactment, Mac secretly obtains a gun and attempts to shoot the opposing side’s current Irish Nationalist roleplayers. He inadvertently starts an interfaith firefight—flirting with domestic terrorism on live, crowded streets. That narrow miss solidifies Mac’s worst: violence rationalized as ‘patriotism’.

3. Dennis Reynolds: Ghost Role and Possible Murder

Dennis is perhaps the most chilling member of the Gang: narcissistic, manipulative, and a textbook sociopath. His darkest deed emerges in the “Dennis System” backstory: he allegedly lured teen girls into his car “to be polite,” implied sexual relations, and then left them on a road near a quarry—implying he might have pushed at least one in. The story is offhand in one episode, yet its implications are devastating: Dennis may have killed and disposed of girls for his own convenience. That story defines his character’s darkness.

4. Dee Reynolds: Animal Abuse in Service of Fame

Dee’s worst deed is both violent and stupid. In season four, she attempts to launch her acting career via an underground porn shoot—forced to film with animals in unspeakable scenarios for buzz. Later, she fires a shotgun at a baby deer she believes is watching her undress. It kills a defenseless animal to maintain her ego and image. Animal cruelty for vanity places Dee among the morally bankrupt extremes.

5. Frank Reynolds: Bad-Berner Kick and Sex with Minors

Frank, the elder statesman of the Gang, is deeply perverse and criminal. His worst moment is when he kicks the beloved puppy Bad‑Berner to death—an iconic moment of callous cruelty, witnessed by all, and presented without remorse. Frank also confesses to a long history of prostitution, overdose operations, and “posing nude with Mayo [for lewd calendars],” implying sexual misconduct. But the intentional killing of Bad‑Berner is his defining sadism, showing Frank as the Gang’s darkest force.

Worst Collective Actions by the Gang Together

Beyond individual horrors, many of the Gang’s worst moments involve cooperation—mutual insanity that compounds their evil.

• The D.E.N.N.I.S. System: An insidious plan invented by Dennis to manipulate women into relationships using psychological tactics—turning romance into predation. The Gang participates in some form, cementing their complicity.

• Paddy’s Pub Scandal: When the Gang fakes poisoning the whole bar to manipulate customers for cheap prizes, or sabotages a local elementary school for business gain, it showcases their collective moral decay.

• Rape and Sexual Assault Jokes: The Gang repeatedly trivializes date rape, non-consensual filming, and molestation in “joking” scenes—telling viewers what they’d do, then praising themselves. While it’s satire, it illustrates their warped standards.

• Animal cruelty and vandalism: They destroy protected eagle eggs, torch property for gains (or prank wars), and literally wreck their neighborhood’s business district without remorse.

Why These Moments Matter

It’s Always Sunny is a dark comedy—but its brilliance relies on forcing the audience to confront characters who truly have no redeeming moral sense. Each “worst act” isn’t a climax—it’s a normal Tuesday for them. Their ignorance, self‑interest, and emotional immaturity make them frightening. This deliberate absence of morality creates a disturbing but rich comedic tapestry.

• Charlie’s corpse antics compares to real criminal concealment and intimidation.

• Mac’s shooting attempt mirrors real-world hate violence cloaked in macho nonsense.

• Dennis’s grooming elevates him from narcissist to potential predator.

• Dee’s animal cruelty shocks because it’s gratuitous, ego-driven, and misogynistic.

• Frank’s violence demonstrates elder abuse—he’s the chaotic patriarch who kills for laughs.

And together, they normalize deviant behavior with childish rationalizations: “Everybody does it,” “It’s a joke,” or “It’s business.” The show uses their absence of accountability to hold up a mirror—if this were real, they’d be in jail for a generation.