Season 5 of Two and a Half Men began airing on September 24, 2007 and ended on May 19, 2008 with 19 episodes.
In the United Kingdom, the fourth season originally aired on BBC Two on Sunday evenings from November 1, 2008 until March 8, 2009. This is the last season to aired before finally leaving the BBC.
It was released on DVD on May 12, 2009.
Cast
Main
- Charlie Sheen as Charlie Harper (19 episodes)
- Jon Cryer as Alan Harper (19 episodes)
- Angus T. Jones as Jake Harper (19 episodes)
- Marin Hinkle as Judith Harper-Melnick (4 episodes)
- Conchata Ferrell as Berta (17 episodes)
- and Holland Taylor as Evelyn Harper (9 episodes)
Recurring
- Melanie Lynskey as Rose (5 episodes)
- Ming-Na Wen as Linda Harris (4 episodes)
- Robert Wagner as Teddy Leopold (4 episodes)
- Jane Lynch as Dr. Linda Freeman (3 episodes)
- Kimberly Quinn as Donna (2 episodes)
Guest-Star
- Jenny McCarthy as Courtney Leopold (3 episodes)
- Ryan Stiles as Herb Melnick
Episodes
| Image | Title | Air Date | # | Summary | Title quotation from |
|---|---|---|---|---|---|
|
Large Birds, Spiders and Mom | September 24, 2007 | 5.01 | Jake is getting ready to start a new school as he advances to junior high, but his dad and uncle's scary stories might end his academic career a bit early. | Alan |
|
Media Room Slash Dungeon | October 1, 2007 | 5.02 | Charlie acts strangely after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning. | Evelyn |
|
Dum Diddy Dum Diddy Doo | October 8, 2007 | 5.03 | Having grown tired of young vacuous women, Charlie lets Alan arrange a date for him with a woman (Ming-Na Wen) his own age. | Charlie |
|
City of Great Racks | October 15, 2007 | 5.04 | Charlie is getting serious with Linda. But lately he seems to be seeing his ex-stalker, Rose. Has she returned from England, or is it his imagination? | Jake |
|
Putting Swim Fins on a Cat | October 22, 2007 | 5.05 | Charlie has to come up with ways to keep his girlfriend's four-year-old son amused. Meanwhile, Alan becomes a test subject. | Alan |
|
Help Daddy Find His Toenail | October 29, 2007 | 5.06 | A medication mix-up causes Charlie to humiliate Linda at an important dinner, and Jake disobeys his dad's orders and sneaks out to attend a rock concert. | Alan |
|
The Leather Gear Is in the Guest Room | November 5, 2007 | 5.07 | After Alan and Charlie have a fight about Alan's role in the house, Alan packs Jake up and moves in with his mother. | Evelyn |
|
Is There a Mrs. Waffles? | November 12, 2007 | 5.08 | Charlie writes children's songs and finds success as Charlie Waffles. The kids and their parents love him, even signing CDs of his jingles. | One of Charlie's single-mom fans |
|
Shoes, Hats, Pickle Jar Lids | November 19, 2007 | 5.09 | Charlie ignores his future step-father's advice and gets involved with his daughter, and he learns the hard way that he should have heeded the warning. | Courtney |
|
Kinda Like Necrophilia | November 26, 2007 | 5.10 | Alan finds out that Charlie stole his girlfriend in high school, so he sets out to even the score. | Charlie |
|
Meander to Your Dander | March 17, 2008 | 5.11 | Alan's latest relationship has grown stale, so he turns to Charlie for advice about how to break up with her. | Alan |
|
A Little Clammy and None Too Fresh | March 24, 2008 | 5.12 | Rose returns from England and plays nurse for an ill Charlie. Alan feels Jake pulling away from him. | Charlie |
|
The Soil is Moist | March 31, 2008 | 5.13 | Alan dates a friend of Judith's, and the woman gossips about Judith's sex life. | Herb |
|
Winky-Dink Time | April 14, 2008 | 5.14 | Charlie sets up Alan with a prostitute, and accompanies Jake on a double date. | Alan |
|
Rough Night in Hump Junction | April 21, 2008 | 5.15 | Alan feels Charlie is unable to control his womanizing ways. | Berta |
|
Look at Me, Mommy, I'm Pretty | April 28, 2008 | 5.16 | Charlie figures out how to get more acquainted with his future step-sister, Courtney. | Evelyn |
|
Fish in a Drawer | May 5, 2008 | 5.17 | Parody of "CSI" in which Teddy's death body is found in Charlie's bed, and detectives try to figure out who is the killer. | Evelyn |
|
If My Hole Could Talk | May 12, 2008 | 5.18 | Charlie's attracted to an older self-help author. Meanwhile, Alan tries his son to read a book but Jake loses continuously. | Charlie |
|
Waiting for the Right Snapper | May 19, 2008 | 5.19 | When Charlie meets the fiancée of Angie's grown-up son, he realizes it's not for the first time. Alan tries to get Jake to study for his algebra final. | Charlie |
