• Air date: 18 Sep '06 24 episodes
      The fourth season of Two and a Half Men originally aired on CBS from September 18, 2006, to May 14, 2007.
  • List of Episodes (24)
    • 1. Working for Caligula

      18 Sep '06
      Charlie returns to his bachelor lifestyle after Alan moves out of the house. Alan suffers a breakdown after his divorce from Kandi.
    • 2. Who's Vod Kanockers?

      25 Sep '06
    • 3. The Sea is a Harsh Mistress

      02 Oct '06
      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.
    • 4. A Pot Smoking Monkey

      09 Oct '06
      Alan tries to hire his ex-wife's lawyer to help him win custody over the dog he and Kandi shared.
    • 5. A Live Woman of Proven Fertility

      16 Oct '06
      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.
    • 6. Apologies for the Frivolity

      23 Oct '06
      Charlie is dating a woman whose personality and life are like his mother’s.
    • 7. Repeated Blows to His Unformed Head

      06 Nov '06
      Berta's daughter, Naomi is pregnant and Berta drags Charlie with her when she confronts the baby’s father. Alan reveals a secret fetish.
    • 8. Release the Dogs

      13 Nov '06
      Alan suffers from insomnia. He visits his psychiatrist (Jane Lynch), who reveals that the cause of Alan's sleepless nights is his jealousy towards Charlie, and his inability to glide through life.
    • 9. Corey's Been Dead For an Hour

      20 Nov '06
      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.
    • 10. Kissing Abraham Lincoln

      27 Nov '06
      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.
    • 11. Walnuts and Demerol

      11 Dec '06
      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.
    • 12. Castrating Sheep in Montana

      08 Jan '07
      Berta discovers that Alan has been dating her daughter Naomi.
    • 13. Don't Worry, Speed Racer

      22 Jan '07
      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.
    • 14. That's Summer Sausage, Not Salami

      05 Feb '07
      Charlie sets Alan up with their new neighbour. But he gets jealous when the two form a bond.
    • 15. My Damn Stalker

      12 Feb '07
      Rose is moving to London, and Charlie is surprised by his reaction to the news. Alan lies to a woman he met online.
    • 16. Young People Have Phlegm Too

      18 Feb '07
      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".
    • 17. I Merely Slept With a Commie

      26 Feb '07
      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.
    • 18. It Never Rains in Hooterville

      19 Mar '07
      Alan tries to bond with Jake when he realizes that his childhood is almost over. Kandi pursues a career in acting.
    • 19. Smooth as a Ken Doll

      09 Apr '07
      Charlie takes a liking to Myra, the witty sister of Judith's fiancé, Herb.
    • 20. Aunt Myra Doesn't Pee a Lot

      16 Apr '07
      Alan looks forward to Judith's wedding, while Charlie and Myra continue their romance.
    • 21. Tucked, Taped and Gorgeous

      23 Apr '07
      Alan and Charlie re-examine their sexual identities after Alan befriends Greg, a gay man. Meanwhile, Jake has a crush on Greg's daughter.
    • 22. Mr. McGlue's Feedbag

      30 Apr '07
      Jake gets lucky after Charlie takes him to the racetrack. Meanwhile, Alan has a difficult time at the DMV.
    • 23. Anteaters. They're Just Crazy-lookin

      07 May '07
      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.
    • 24. Prostitutes and Gelato

      14 May '07
      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'