Season 4

Episodes • 2006

Charlie Sheen
Jon Cryer
Angus T. Jones
Conchata Ferrell
Holland Taylor
Marin Hinkle
Working for Caligula

1. Working for Caligula

22 min

Charlie returns to his bachelor lifestyle after Alan moves out of the house. Alan suffers a breakdown after his divorce from Kandi.

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Who Is This Vod Kanockers?

2. Who Is This Vod Kanockers?

22 min

Charlie finally tells Alan that he didn't marry Mia because she wanted Alan and Jake to move out of the house, but Alan finds a hole in his logic. Charlie and Alan deal with a noisy neighbor who constantly sings all the time, who happens to be Steven Tyler.

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The Sea Is a Harsh Mistress

3. The Sea Is a Harsh Mistress

21 min

Charlie tries to surf to impress Dottie, a beautiful woman he just met, but after he nearly drowns he is convinced that he saw his late father.

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A Pot-Smokin' Monkey

4. A Pot-Smokin' Monkey

21 min

Alan tries to hire his ex-wife's lawyer to help him win custody over the dog he and Kandi shared.

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A Live Woman of Proven Fertility

5. A Live Woman of Proven Fertility

21 min

Alan is overjoyed by the prospect of Judith remarrying, as he would no longer have to pay alimony. Alan gets Charlie to help him when it looks like the marriage maybe derailed due to Jake’s dislike of his mother’s fiancé.

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Apologies for the Frivolity

6. Apologies for the Frivolity

20 min

Charlie is dating a woman whose personality and life are like his mother’s.

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Repeated Blows to His Unformed Head

7. Repeated Blows to His Unformed Head

21 min

Berta's daughter, Naomi is pregnant and Berta drags Charlie with her when she confronts the baby’s father. Alan reveals a secret fetish.

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Release the Dogs

8. Release the Dogs

22 min

Alan suffers from insomnia. He visits his psychiatrist, who reveals that the cause of Alan's sleepless nights is his jealousy towards Charlie, and his inability to glide through life.

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Corey's Been Dead for an Hour

9. Corey's Been Dead for an Hour

21 min

Charlie gets tired of Alan's mooching and reaches the breaking point during the brothers' double date. Jake is left home alone for the first time.

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Kissing Abe Lincoln

10. Kissing Abe Lincoln

21 min

Worrying Charlie may get rid of one of them, Berta and Lydia fight over him. Meanwhile, Kandi does everything she can to stop Alan from selling their condo.

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Walnuts and Demerol

11. Walnuts and Demerol

21 min

Charlie's friends and family put a crimp in his plan for a romantic Christmas Eve date. When Evelyn sees who the date is, she goes to great lengths to force a wedge between them.

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Castrating Sheep in Montana

12. Castrating Sheep in Montana

21 min

Berta discovers that Alan has been dating her daughter Naomi.

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Don't Worry, Speed Racer

13. Don't Worry, Speed Racer

21 min

Jake shares that he has heard his mother having sex with her fiancée, Herb; this revelation brings up a repressed memory for Charlie. This leads Charlie to seek help from Rose.

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That's Summer Sausage, Not Salami

14. That's Summer Sausage, Not Salami

22 min

Charlie sets Alan up with their new neighbour. But he gets jealous when the two form a bond.

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My Damn Stalker

15. My Damn Stalker

22 min

Rose is moving to London, and Charlie is surprised by his reaction to the news. Alan lies to a woman he met online.

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Young People Have Phlegm Too

16. Young People Have Phlegm Too

21 min

Charlie's young, hot girlfriend takes him to a new club. She invites Alan to meet one of her friends but the men are shocked to learn that they are considered as being "old".

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I Merely Slept with a Commie

17. I Merely Slept with a Commie

22 min

After Evelyn tells Alan and Charlie how she feels about there being no mourners at her friend’s funeral, the boys share their feelings that this could also be the case at her funeral. Evelyn tries to prove them wrong by introducing them to a couple she help adopt a boy from China. The boys return fire by inviting the young man to a play date with Jake.

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It Never Rains in Hooterville

18. It Never Rains in Hooterville

21 min

Alan tries to bond with Jake when he realizes that his childhood is almost over. Kandi pursues a career in acting.

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Smooth as a Ken Doll

19. Smooth as a Ken Doll

21 min

Charlie takes a liking to Myra, the witty sister of Judith's fiancé, Herb.

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Aunt Myra Doesn't Pee a Lot

20. Aunt Myra Doesn't Pee a Lot

21 min

Alan looks forward to Judith's wedding, while Charlie and Myra continue their romance.

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Tucked, Taped and Gorgeous

21. Tucked, Taped and Gorgeous

22 min

Alan and Charlie re-examine their sexual identities after Alan befriends Greg, a gay man. Meanwhile, Jake has a crush on Greg's daughter.

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Mr. McGlue's Feedbag

22. Mr. McGlue's Feedbag

22 min

Jake gets lucky after Charlie takes him to the racetrack. Meanwhile, Alan has a difficult time at the DMV.

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Anteaters. They're Just Crazy-Lookin'

23. Anteaters. They're Just Crazy-Lookin'

21 min

Charlie is shocked when the handyman working on his house beats him out for Chloe's affections. Alan has no sympathy for Charlie’s distress.

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Prostitutes and Gelato

24. Prostitutes and Gelato

20 min

Evelyn's boyfriend, Teddy, invites Alan and Charlie to go with him to Las Vegas on his private jet. The boys confront their individual 'daddy issues'

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