After Judith breaks up with Herb (Ryan Stiles), Alan visits Judith and ends up sleeping with her. Judith tries to act nice and patch things up with Alan until a disagreement about kissing brings out the old Judith. Turns out she wanted Alan to kiss more like Herb, who she welcomes back. Later, she drops a bombshell that she’s pregnant. Alan wonders whether the baby is his.
Chelsea makes her debut in the “Pinocchio’s Mouth” episode and remains a fixture for much of the second half of the season. This marks the fourth character Taylor has played on the show, but the first with any longevity. This episode finds her upset that Charlie never stays at her place. Reluctantly, he agrees, but complains about everything from sleeping on the wrong side of the bed to not having his personal pillow. Finally, he brings all of his belongings over for one night and Chelsea, not wanting to deal with him anymore, decides she will always stay at his place. Chelsea appears in 10 episodes, but can Charlie stay committed to one woman? To make matters worse, another ex-girlfriend, Mia, returns in the last episode leaving Charlie torn.
Extras on the DVD include “Two and a Half Men: Growing Up Harper” about the evolution of the Jake character, “The Women of Two and Half Men,” and a gag reel.
In spite of the love-hate relationship some viewers seem to have with the show due to its juvenile sense of humor, Two and a Half Men remains very popular and both Sheen and Cryer were nominated for Primetime Emmy Awards for this season. For those who enjoy the humor of Men, Season Six is another winner.