Nobody could have expected that a comedy with the simple premise of a down-on-his-luck guy and his son having to move in with his older bachelor brother in Malibu could have become the most popular comedy on television, but that's exactly what Two and a Half Men did.
By the time it reached it's seventh season, the hit CBS sitcom was a staple for their Monday night comedy lineup with the show racking up several Emmy nominations and the show's star, Charlie Sheen, earning more than $1 million an episode.
Yay, No Polyps! Episode 13 (8.0)
Charlie hadn't changed much over the course of the series but for the very first time he tried to make a relationship work with his fiance, Chelsea. Granted, his way of making things work was to consistently lie to her, such as when he did so in this episode where he lies about needing to have a colonoscopy to avoid visiting her parents. Chelsea calls his bluff and has him get the procedure while inviting her parents to stay with them for a week instead. When they arrive, Charlie and Alan eventually go out drinking with Chelsea's father... who drunkenly admits that he's gay and still loves a man he fell in love with in the Navy.
This Is Not Gonna End Well, Episode 22 (8.0)
The final episode of the season had Charlie get his license taken away for running a stoplight, which meant that Jake was given the task of driving his uncle everywhere. Meanwhile, it happens to be Chelsea's birthday and Alan gets invited (but Charlie doesn't since they've broken up at this point) and and Charlie debates whether or not to give Chelsea the gift that he got her several months prior when they were still together. Charlie decides to have Jake give Chelsea the gift for him, but when he sees her walking towards his car he tries to drive away to avoid a scene... and accidentally hits a cop-car, resulting in his arrest.
Give Me Your Thumb, Episode 6 (8.1)
When Chelsea admits to having back-pain and Alan suggests that breast -reduction surgery is always an option, Charlie freaks out on his younger brother and forces him to leave the house for a few days. Unfortunately for Charlie, Chelsea gets attached to the idea of the surgery and immediately makes an appointment to have her breasts reduced in size, causing Charlie to literally beg to God to change Chelsea's mind. While they're in the waiting room for the surgery, Charlie points out that people will be more inclined to look at Chelsea's butt instead of her breasts now that they'll be smaller - which immediately makes Chelsea change her mind and not get the surgery.
Untainted by Filth, Episode 7 (8.1)
Charlie claimed to really try and make things work with his fiancé, yet as soon as the couple set a date for their wedding Charlie decided to celebrate by going out drinking with Alan. Nothing inherently wrong with that - except for the fact that an inebriated Charlie then ended up in a three-way with a random girl at the bar and his brother.
The two brothers wake up in bed with the girl, sneak out, and then spend the rest of the episode doing everything they can to forget that the night ever happened... but it's easier said than done.
That's Why They Call it 'Ball Room', Episode 10 (8.1)
One of Charlie's most common traits was that he always liked to flaunt how much money he had - in fact, that was the whole reason he thought Chelsea wanted to marry him in the first place. Yet when Charlie brings up a prenup in order to protect his assets, Chelsea immediately agrees. When Charlie inquires why, Chelsea reveals that she's actually quite wealthy and even owns several apartment buildings. This causes Charlie to freak out and claim that he doesn't know his fiancé at all if she's willing to keep secrets like that from him.
Warning it's Dirty, Episode 11 (8.1)
Audiences knew things weren't going to go well when Charlie started getting involved in Jake's personal life during this holiday episode. It's Christmas time and Jake's girlfriend is out of town, so naturally Charlie tells him it's fine to hook up with the cute girl he met on the beach. Of course, Jake's girlfriend comes home to surprise him with a Christmas gift and catches him with the new girl, effectively making him lose both. His uncle's only response: "it happens".
Gumby with a Pokey, Episode 21 (8.2)
When Chelsea breaks off the engagement to Charlie, he finds it hard to get over her and reaches a point where he can't even sleep. So, he goes to his pharmacist, Russel, to get a prescription for sleeping pills - instead, Russel gives him marijuana.
Charlie then smokes the medical cannabis with Berta and the two get silly-stoned... but it turns trippy when all of Charlie's ex-girlfriends start appearing in visions and telling him why he'll never make things work with a woman.
Ixnay on the Oggie Day, Episode 18 (8.3)
Despite Charlie being distraught from his break-up with Chelsea, that didn't mean he was going to stop his horn-dog ways now that he was single again. He runs into Gail, Chelsea's friend, at a pizza shop and the two immediately start sleeping together. Out of the blue, Charlie gets a call from Chelsea and she reveals that she wants to get back together and he loves that idea - except he also informs her that he slept with Gail and it makes Chelsea completely change her mind about wanting to get back together with him.
818-jklpuzo, Episode 1 (8.4)
Other than Chelsea, the only other somewhat serious girlfriend Charlie ever had was Mia. So, of course when things were finally going well with Chelsea, Mia popped back into the picture and threw a wrench into Charlie and Chelsea's relationship when she informed Charlie she wanted him back. Charlie is torn at first (remembering how much he enjoyed being with Mia) but he ultimately decides that he's in love with Chelsea and he chooses her instead (hindsight would've helped this situation, but live-and-learn).
Gorp. Fnark. Schmegle, Episode 8 (8.8)
Before Charlie could sleep with Chelsea's friend Gail he had to meet her in the first place, which occurred during this episode when Gail was going through her own tough break-up and came to stay with Chelsea and Charlie for a few days to recuperate. Unfortunately, her stay is hindered by a groping Alan who immediately tries to hit on the vulnerable woman and drives her out of the house, which is spurred on by Charlie because he feels if Gail stays any longer he'll try to make a move on her (he eventually did, just 10 episodes later).