Two and a Half Men

Two and a Half Men

The Emmy®-winning laughfest continues with another sensational season as television’s leading comedy. With Jake (Angus T. Jones) now entering junior high school, his dad, Alan (Jon Cryer), reliving his high school dating history and Charlie (Charlie Sheen) finally maturing a little himself, will there be room for three men in Charlie’s Malibu beach pad? In addition to all the usual domestic comedy chaos, the fifth season features a lavish wedding between Evelyn (Holland Taylor) and her mysterious fiancé (Robert Wagner), a murder, a crossover “CSI” episode and the series landmark 100th episode featuring the return of Charlie’s longtime stalker/soulmate Rose (Melanie Lynskey). With guest stars that also include ER’s Ming-Na Wen, Jenny McCarthy and more, you won’t want to miss a single episode from this hilarious fun-filled season.
The Emmy®-winning laughfest continues with another sensational season as television’s leading comedy. With Jake (Angus T. Jones) now entering junior high school, his dad, Alan (Jon Cryer), reliving his high school dating history and Charlie (Charlie Sheen) finally maturing a little himself, will there be room for three men in Charlie’s Malibu beach pad? In addition to all the usual domestic comedy chaos, the fifth season features a lavish wedding between Evelyn (Holland Taylor) and her mysterious fiancé (Robert Wagner), a murder, a crossover “CSI” episode and the series landmark 100th episode featuring the return of Charlie’s longtime stalker/soulmate Rose (Melanie Lynskey). With guest stars that also include ER’s Ming-Na Wen, Jenny McCarthy and more, you won’t want to miss a single episode from this hilarious fun-filled season.

Season 5 (19 episodes)

  • 1. Large Birds, Spiders and Mom

    Original air date: 09/24/2007 Runtime: 20:45 min.

    Original air date: 09/24/2007 Runtime: 20:45 min. In the fifth season premiere, Charlie and Alan try to prepare Jake for his first day of junior high school -- but they might end up traumatizing him instead.

  • 2. Media Room Slash Dungeon

    Original air date: 10/01/2007 Runtime: 21:59 min.

    Original air date: 10/01/2007 Runtime: 21:59 min. Charlie reacts oddly after an evening with his mother. And Alan's date, Sharon (JANEANE GAROFALO - "The Larry Sanders Show," "The West Wing"), reacts oddly after having sex with Alan.

  • 3. Dum Diddy Dum Diddy Doo

    Original air date: 10/08/2007 Runtime: 21:39 min.

    Original air date: 10/08/2007 Runtime: 21:39 min. Tired of dating vapid young women, Charlie allows Alan to introduce him to a sophisticated, intelligent municipal court judge, Linda (recurring guest star MING WEN - "ER, " "The Joy Luck Club"). Unfortunately, intimidated Charlie behaves so badly at dinner that Linda refuses to see him again -- until he ends up in her court. Meanwhile, Jake won't stop talking on his cell phone.

  • 4. City of Great Racks

    Original air date: 10/15/2007 Runtime: 21:59 min.

    Original air date: 10/15/2007 Runtime: 21:59 min. In the landmark 100th episode, Charlie gets closer to consummating his relationship with Linda (recurring guest star MING WEN), but he keeps seeing Rose's (former series star MELANIE LYNSKEY) face everywhere he turns. Recurring guest star JANE LYNCH appears as Dr. Freeman.

  • 5. Putting Swim Fins on a Cat

    Original air date: 10/22/2007 Runtime: 22:00 min.

    Original air date: 10/22/2007 Runtime: 22:00 min. Charlie has to find creative ways to entertain the 4-year-old son of his girlfriend, Linda (recurring guest star MING WEN). Meanwhile, Alan becomes a human "guinea pig."

  • 6. Help Daddy Find His Toenail

    Original air date: 10/29/2007 Runtime: 21:10 min.

    Original air date: 10/29/2007 Runtime: 21:10 min. Charlie's girlfriend, Linda (recurring guest star MING WEN), is embarrassed to be seen in public with him. Meanwhile, despite Alan forbidding it, Jake sneaks out to a concert.

  • 7. Our Leather Gear is in the Guest Room

    Original air date: 11/05/2007 Runtime: 20:49 min.

    Original air date: 11/05/2007 Runtime: 20:49 min. Charlie and Alan argue over Alan's place in the house, prompting Alan and Jake to move in with Evelyn. Recurring guest star ROBERT WAGNER appears as Teddy, Evelyn's boyfriend.

  • 8. Is There a Mrs. Waffles?

    Original air date: 11/12/2007 Runtime: 20:06 min.

    Original air date: 11/12/2007 Runtime: 20:06 min. Charlie finds success as a children's singing star, making Alan miserable. Guest star RICHARD KIND ("Spin City") appears as Artie, an executive at Charlie's record label.

  • 9. Tight's Good

    Original air date: 11/19/2007 Runtime: 20:51 min.

    Original air date: 11/19/2007 Runtime: 20:51 min. After Evelyn and Teddy (recurring guest star ROBERT WAGNER - "Hart to Hart," "Austin Powers: The Spy Who Shagged Me") become engaged, Charlie struggles to fight his attraction to Teddy's daughter, Courtney (guest star JENNY McCARTHY - "Scary Movie 3," "Dirty Love"), Charlie's soon-to-be stepsister.

  • 10. Kinda Like Necrophilia

    Original air date: 11/26/2007 Runtime: 22:00 min.

    Original air date: 11/26/2007 Runtime: 22:00 min. While trying to help Jake get over a breakup, Alan discovers that it was Charlie who stole his high school girlfriend. Alan seeks revenge on Charlie by following the same advice Charlie dispenses to Jake.

  • 11. Meander to Your Dander

    Original air date: 03/17/2008 Runtime: 22:00 min.

    Original air date: 03/17/2008 Runtime: 22:00 min. Seeing Alan not fully passionate about his relationship, Charlie coaches Alan in the fine art of breaking up with a woman.

  • 12. A Little Clammy and None Too Fresh

    Original air date: 03/24/2008 Runtime: 22:02 min.

    Original air date: 03/24/2008 Runtime: 22:02 min. Rose (recurring guest star MELANIE LYNSKEY), Charlie's lovable stalker, is back from England and takes strange care of a very sick Charlie.

  • 13. The Soil is Moist

    Original air date: 03/31/2008 Runtime: 19:59 min.

    Original air date: 03/31/2008 Runtime: 19:59 min. Alan dates one of his ex-wife's friends who reveals a secret about Judith's sex life. Recurring guest star RYAN STILES appears as Judith's second husband.

  • 14. Winky-Dink Time

    Original air date: 04/14/2008 Runtime: 21:59 min.

    Original air date: 04/14/2008 Runtime: 21:59 min. Charlie goes with Jake on a double date and sets Alan up with a prostitute. Recurring guest star MELANIE LYNSKEY appears as Rose.

  • 15. Rough Night in Hump Junction

    Original air date: 04/21/2008 Runtime: 21:48 min.

    Original air date: 04/21/2008 Runtime: 21:48 min. Alan worries that Charlie's womanizing is out of control. JANE LYNCH returns as Charlie's therapist, and EMMANUELLE VAUGIER returns as Charlie's former fiancée, Mia.

  • 16. Look at Me, Mommy, I'm Pretty

    Original air date: 04/28/2008 Runtime: 21:58 min.

    Original air date: 04/28/2008 Runtime: 21:58 min. Alan plans Evelyn's wedding to Teddy (ROBERT WAGNER), while Charlie pursues his future stepsister and Teddy's devious daughter, Courtney (JENNY McCARTHY).

  • 17. Fish in a Drawer

    Original air date: 05/05/2008 Runtime: 21:42 min.

    Original air date: 05/05/2008 Runtime: 21:42 min. A CSI team investigates a mysterious death at Charlie's house. George Eads ("CSI: Crime Scene Investigation") makes a cameo appearance.

  • 18. If My Hole Could Talk

    Original air date: 05/12/2008 Runtime: 21:49 min.

    Original air date: 05/12/2008 Runtime: 21:49 min. Charlie finds himself attracted to Angie (recurring guest star SUSAN BLAKELY), an older woman who writes self-help books. Meanwhile, Alan and Jake battle over a school assignment.

  • 19. Waiting for the Right Snapper

    Original air date: 05/19/2008 Runtime: 21:59 min.

    Original air date: 05/19/2008 Runtime: 21:59 min. Charlie tries to resist temptation when he meets the grown daughter of the woman he's dating (SUSAN BLAKELY) and realizes they've met before. JANE LYNCH guest stars as Dr. Freeman.