Two and a Half Men: Season 5

2007 · 19 episodes · ★ 7.4

What Season 5 of Two and a Half Men

Season 5 begins with Jake about to start high school, while Alan and Charlie fill his head with advice that doesn't always help. Charlie keeps up his life of conquests but gets tangled up with Rose, Linda and other women who force him to rethink what he's looking for in a partner. Alan tries to find someone who clicks with him and ends up crossing paths with a woman who is also involved with his brother. Between weddings, blind dates and Charlie's new job singing children's songs, life in the Malibu house keeps testing the two brothers. Evelyn gets married again, and Berta, as always, comes out on top of her messes.

19episodes

Sep 24, 2007premiered

May 19, 2008latest episode

6.7 hrtotal runtime

Season 5 Episodes

5x01 Large Birds, Spiders and Mom
Sep 24, 2007 · 20 min · ★ 7.6
Jake is getting ready to start a new school as he graduates to Junior High. Alan and Charlie take him school shopping and find themselves in trouble.
Directed by: Ted Wass · Writers: Lee Aronsohn, Chuck Lorre · Starring: Brian Turk, Kris Iyer, Monica Young
5x02 Media Room Slash Dungeon
Oct 1, 2007 · 22 min · ★ 6.3
Charlie acts strange after spending an evening with his mother, and a woman Alan slept with behaves oddly the next morning.
Directed by: Ted Wass · Writers: Jim Patterson, Susan Beavers, Don Foster · Starring: Janeane Garofalo, Holly Meowy, Jennifer O'Dell, Bryan Ryman
5x03 Dum Diddy Dum Diddy Doo
Oct 8, 2007 · 21 min · ★ 7.2
Alan convinces Charlie that he needs to date more respectable women and sets him up with a judge. The two double date and their waitress happens to be one of Charlie's ex-girlfriends. Charlie's date backfires the following morning, when he ends up in court in front of the judge.
Directing: Ted Wass · Writing: Lee Aronsohn, Chuck Lorre · Starring: Paige Peterson, Ming-Na Wen, Kimberly Quinn, Kurt Scholler
5x04 City of Great Racks
Oct 15, 2007 · 22 min · ★ 7.2
Charlie and Linda get closer to consummating their relationship, but Charlie has trouble focusing when he begins to see Rose's face everywhere he turns.
Directing: James Widdoes · Writing: Jim Patterson, Eddie Gorodetsky, Susan Beavers · Starring: Melanie Lynskey, Ming-Na Wen, Anna Graves, Jane Lynch
5x05 Putting Swim Fins on a Cat
Oct 22, 2007 · 22 min · ★ 7.5
Charlie has to come up with ways to keep his girlfriend's 4-year-old amused; Alan becomes a test subject.
Directing: James Widdoes · Writing: Eddie Gorodetsky, Don Foster · Starring: Marin Hinkle, Ming-Na Wen, Ernie Grunwald, Matt McKenzie
5x06 Help Daddy Find His Toenail
Oct 29, 2007 · 21 min · ★ 7.3
Charlie's girlfriend is embrassed to go out in public with him. Meanwhile, Jake sneaks out to attend a concert.
Directing: James Widdoes · Writing: Jim Patterson, Susan Beavers · Starring: Marin Hinkle, Ming-Na Wen, Richard V. Licata, Jeanine Giovanni
5x07 The Leather Gear Is in the Guest Room
Nov 5, 2007 · 20 min · ★ 7.3
After Alan and Charlie have a fight about Alan's role in the house. Alan packs Jake up and moves in with his mother.
Directing: Ted Wass · Writing: Chuck Lorre, Lee Aronsohn · Starring: Robert Wagner, Jennifer Bini Taylor
5x08 Is There a Mrs. Waffles?
Nov 12, 2007 · 20 min · ★ 7.9
Charlie writes a children's song and finds success as Charlie Waffles. The children love him and the mothers seem to as well. Charlie's new found fame irritates Alan.
Directed by: Ted Wass · Writers: Lee Aronsohn, Chuck Lorre · Starring: Ion Overman, Richard Kind, Gregg Marx, Tina Morasco
5x09 Shoes, Hats, Pickle Jar Lids
Nov 19, 2007 · 20 min · ★ 7.7
Charlie fights his attraction for Teddy's daughter.
Directed by: Jean Sagal · Writers: Eddie Gorodetsky, Don Foster · Starring: Robert Wagner, Jenny McCarthy
5x10 Kinda Like Necrophilia Mid-Season Finale
Nov 26, 2007 · 22 min · ★ 7.6
Alan finds out that Charlie stole his girlfriend and works on a plan to get back at Charlie, even though this happened when they were in high school.
Directed by: Ted Wass · Writers: Lee Aronsohn, Chuck Lorre · Starring: Marin Hinkle, Laura McLauchlin, Justine Eyre
5x11 Meander to Your Dander
Mar 17, 2008 · 22 min · ★ 7.8
When Alan finds himself wanting to break up with a woman, Charlie offers his expertise.
Directed by: James Widdoes · Writers: Jim Patterson, Susan Beavers · Starring: Eve Gordon, Gracie Maddox, Kimberly Quinn, Sandra Robinson
5x12 A Little Clammy and None Too Fresh
Mar 24, 2008 · 22 min · ★ 7.5
Rose returns from England, and plays nurse rather oddly for an ill Charlie.
Directed by: James Widdoes · Writers: Lee Aronsohn, Chuck Lorre · Starring: Melanie Lynskey, Cerina Vincent, Sun Park
5x13 The Soil Is Moist
Mar 31, 2008 · 20 min · ★ 7.4
Alan finds out some surprising information about Judith's sex life when he decides to go on a date with one of her friends.
Directed by: James Widdoes · Writers: Lee Aronsohn, Chuck Lorre · Starring: Marin Hinkle, Christina Moore, Ryan Stiles
5x14 Winky-Dink Time
Apr 14, 2008 · 22 min · ★ 7.4
Charlie double-dates with Jake and fixes Alan up with a hooker.
Directed by: James Widdoes · Writers: Jim Patterson, Eddie Gorodetsky · Starring: Melanie Lynskey, Hayley Erin, Kathryn Gordon, Jamison Haase
5x15 Rough Night in Hump Junction
Apr 21, 2008 · 21 min · ★ 7.8
Alan feels Charlie is unable to control his womanizing ways.
Directing: James Widdoes · Writing: Lee Aronsohn, Chuck Lorre · Starring: Barry Livingston, Mikki Padilla, Anastasia Roark, Andrea Bogart
5x16 Look at Me Mommy, I'm Pretty
Apr 28, 2008 · 22 min · ★ 7.6
Alan makes wedding plans for Evelyn and Teddy, while Charlie figures out how to get more acquainted with his future step-sister.
Directing: Joel Zwick · Writing: Eddie Gorodetsky, Susan Beavers, Don Foster · Starring: Melanie Lynskey, Robert Wagner, Steve Tom, Jenny McCarthy
5x17 Fish in a Drawer
May 5, 2008 · 21 min · ★ 7.1
CSIs investigate a death at Charlie's house.
Directing: Jeff Melman · Writing: Sarah Goldfinger, Evan Dunsky · Starring: Robert Wagner, George Eads, Jamie Rose, Michael Lowry
5x18 If My Hole Could Talk
May 12, 2008 · 21 min · ★ 7.1
Charlie's attracted to an older self-help author. Alan and Jake clash over a project for school.
Directing: Jon Cryer · Writing: Jim Patterson, Eddie Gorodetsky, Mark Roberts · Starring: Susan Blakely, Jack Plotnick, Coby Ryan McLaughlin
5x19 Waiting for the Right Snapper Season Finale
May 19, 2008 · 22 min · ★ 7.4
When Charlie meets Angie's soon to be daughter-in-law, he realizes it's not for the first time.
Directed by: Jeff Melman · Writers: Mark Roberts, Lee Aronsohn, Chuck Lorre · Starring: Susan Blakely, Rib Hillis, Virginia Williams, Coby Ryan McLaughlin