Charlie and Alan Double Date
Watch Two and a Half Men Season 5 Episode 3
"Dum Diddy Dum Diddy Doo"
Original Air Date:

Alan convinces Charlie to date more respectable women and sets him up with a judge. Charlie and Alan go on a double date but find out the waitress is an ex of Charlie's.

Charlie and Alan Have a Problem
Watch Two and a Half Men Season 5 Episode 2
"Media Room Slash Dungeon"
Original Air Date:

Charlie acts strange after spending the evening with Evelyn; a woman Alan sleeps with begins acting strange herself.

First Day of School
Watch Two and a Half Men Season 5 Episode 1
"Large Birds, Spiders and Mom"
Original Air Date:

Jake gets ready to start junior high school as Alan and Charlie take him shopping. The two brothers manage to get themselves in trouble.

Watch Two and a Half Men Season 4 Episode 24
"Prostitutes and Gelato"
Original Air Date:

Evelyn gets a new boyfriend, Teddy, who bonds with Charlie and Alan over a trip to Vegas. The boys confront their feelings about their mother's dating.

Watch Two and a Half Men Season 4 Episode 23
"Anteaters. They're Just Crazy-lookin"
Original Air Date:

Charlie is shocked when the young handyman working on his house beats him out for Chloe. Alan has no sympathy for him.

Watch Two and a Half Men Season 4 Episode 22
"Mr. McGlue's Feedbag"
Original Air Date:

Alan asks Charlie to help Jake with his book report so that he can go to the DMV. Charlie ends up taking Jake to the race track while Alan gets conned at the DMV.

Watch Two and a Half Men Season 4 Episode 21
"Tucked, Taped and Gorgeous"
Original Air Date:

Alan and Charlie re-examined their sexuality after Alan becomes friends with Greg, a homosexual. Jake has a crush on Greg's daughter.

Watch Two and a Half Men Season 4 Episode 20
"Aunt Myra Doesn't Pee a Lot"
Original Air Date:

Alan looks forward to Judith's wedding while Charlie and Myra continue their relationship.

Watch Two and a Half Men Season 4 Episode 19
"Smooth as a Ken Doll"
Original Air Date:

Alan is thrilled to give Judith his last alimony check; Charlie takes Herb's sister, Myra, out for a date and they bond over their hatred of Judith

Watch Two and a Half Men Season 4 Episode 18
"It Never Rains in Hooterville"
Original Air Date:

Alan tries to bond with Jake when he realizes his acting career is over; Kandi pursues an acting career

Two and a Half Men Quotes

Charlie: Oh, try MalibuPuddingGirls.com.
Alan: Pudding Girls?
Charlie: Trust me.
Alan: Oh ... ew.

Charlie: You're like an Alzheimer's patient in a whorehouse.
Alan: What do you mean?
Charlie: You're constantly surprised that you're getting screwed, and you don't want to pay for it