How Well Do You Know Two and A Half Men's Charlie Harper?


Charlie Harper, from Two and a Half Men, is the fun-loving drunk, drug-abusing, womanizer we all love to hate. The character is based on the extreme partying lifestyle of the actor who plays Charlie, whose name is also Charlie; Charlie Sheen.

Even though the show was canceled shortly after Sheen was given the boot for his over the top attitude and self-destructive behavior, he still has a large following and fanbase. While the character was killed off in the series finale, Charlie Harper lives on in reruns through syndication. The rebroadcasts still get incredible ratings. This might have something to do with the plethora of beautiful women who guest star on the show. Of course, that's just a wild guess...

Have fun with our quiz and show us; How Well Do You Know Two & A Half Men's Charlie Harper?

Question 1

In season 1, what sport does Jake play where Alan and Charlie try to pick up some of the mothers of Jake's teammates?

Jake's league leads to Alan and Charlie having encounters with some attractive moms. It really doesn't matter what sport it was as Charlie would stoop to any level to hit on the mothers of any sports Jake was playing. Charlie's top priorities are women, partying, and his own personal amusement. We would not even be as bold as to say that family was his second priority. In fact it probably isn't even in the top 10 if it even made the list at all.

Question 2

Jake draws what tattooed body part of one of Charlie's flings?

Judith gets worried when Jake draws this body part of a female surfer friend of Charlie's who walks around his place half naked. Alan becomes concerned for Judith when she befriends the surfer girl. Judith is Jake's mother and does not approve of the boy being exposed to this type of thing at such a young age. If it was up to Charlie, and thank goodness it is not, Jake would probably be able to drink, drive, and do drugs if he so wanted.

Question 3

Alan tricks Charlie into attending what type of school function for Jake during the first season?

Alan tricks Charlie into joining him and Judith into attending a school function for Jake. Naturally, Charlie would have to be tricked into attending his nephew's function. That's just the type of Uncle he is. Of course, he would probably take his nephew out drinking to pick up women though. When you think about it, he is a GREAT Uncle! Eventually Charlie did give in and help his nephew. That's what family is all about. Sacrifice, NO! Doing things you don't want do so you can hold it against them later in life.

Question 4

Where do Charlie and Alan bump into Judith and her new boyfriend for the first time?

While here, the brothers bump into Judith and her new boyfriend. Seeing that Judith has changed her look, and the fact that Jake doesn't think he's as cool as Judith, this prompts Alan to realize that if he wants to get back into the dating scene, he's going to have to change his look as well. It seems like wherever the Harper guys go to, they are always running into an ex love of either Charlie's or Alan's. Perhaps they should just stay home.

Question 5

Who is Berta's granddaughter she brings to Charlie's that causes Charlie to pursue her?

When Berta is forced to bring her granddaughter to work with her, the boys find themselves a little preoccupied with her. Alan also hits on Berta's granddaughter later on in the series. Low morals run in the Harper family. From their mother's side of course. Is any of this behavior really a surprise to anyone? Even Berta should have known better than to bring her granddaughter around Charlie. Berta lives with Charlie and has seen first-hand the kind of guy he is.

Question 6

Which of these problems did Charlie try to cure Alan of early in the series?

Charlie attempts to cure Alan of his recent issue; Jake sees his therapist. Charlie shouldn't really be trying to cure anyone of anything. He has so many things morally wrong with himself. No one wants an alcoholic, drug abusing, womanizer telling them what to do. Well, Charlie would take advice from an alcoholic, so he could improve his game. The surprising thing here is that Charlie intervened to try and help Alan and missed an opportunity to play a prank on him.

Question 7

Why did Charlie try to romance Jake's teacher to save Jake from suspension?

Charlie tries to save Jake from school suspension by romancing his teacher, but his attempts fail every time. See, Charlie is altruistic after all. He was going to take one for the team. Even he can't claim that with a straight face. Charlie was not really trying to save Jake from anything, he couldn't care less about his nephew's academic endeavors. Charlie just wanted another hook up, booty call, or a one night stand; this time it just so happened to be Jake's teacher.

Question 8

What type of client did Evelyn borrow Charlie's car for, in an attempt to impress him?

Evelyn borrows Charlie's car to help her impress a potential client she's trying to convince to buy a house through her. Now we know for certain where Charlie gets his shallow morals and values from. Evelyn is a poor role model for her sons, her grandson, or anyone for that matter. She makes no bones about owning who she either. So does Charlie. That is one good quality he got form his mother. He takes responsibility for the horrible person he is.

Question 9

Where did Charlie reconnect with his old girlfriend, Lisa?

When Charlie leaves the house to avoid a date that he can't stand, he ends up at a location where he reconnects with his old girlfriend Lisa, now a divorcee with a child. We had to be specific with this question and mention that the old girlfriend's name was Lisa. Since Charlie has had so many girlfriends, flings, affairs, and one-night stands; it could get quite confusing keeping track of all of his lovers, many of whom were at his funeral.

Question 10

What type of jingle did Charlie enlist Jake's assistance for, because Jake was a fan?

Charlie tries to get Jake's approval on a theme song that he is hired to write for something that Jake is a fan of. Charlie very rarely turns to Jake for his opinion, as he just doesn't care. Even more rare, is Charlie giving Jake advice. Naturally, Charlie didn't try to reward Jake for his assistance or offer his nephew any sort of incentive. Unless you count allowing him and his freeloading father, Alan (Charlie's brother), getting to live in his Malibu Beach house for free.

Question 11

Why did Charlie discover he was getting turned down at a bar, which prompted him to apologize to all the women he stood up?

After getting unusually turned down at a bar, Charlie learns that media exists which is dedicated to exposing his lifestyle. Charlie sets out to find who is behind this, making amends to all those he stood up, but it's harder than it looks when all the women take the apology better than expected. Knowing Charlie, and the quantity of women he has undoubtedly wronged, this would be quite time consuming to say the least; having to track them all down. Amazing he didn't get shot.

Question 12

What does Charlie suggest as a means to cheer Alan up when Alan learns he needs a medical procedure?

Alan starts to worry about a medical procedure that he is facing, and to get his mind off of it, Charlie suggests they take their minds of it by doing something fun. Was Charlie really looking out for Alan or did he just need an excuse to do what he wanted to do anyway? Charlie was more concerned with his own personal amusement here instead of Alan's which is why he made this suggestion. It is what Charlie wanted. It's always about Charlie.

Question 13

Which reason caused Charlie to care for Jake while Judith was on vacation?

When Judith decides to take a vacation, Alan has to take care of Jake during the week and finds it more taxing than he imagined. However, something happens in Alan's life that cannot be ignored, so, Charlie has to take care of Jake, except Charlie doesn't fare much better. We should all be surprised and give props to Charlie in the first place for stepping up to the plate and agreeing to look after his nephew, Jake in the first place. Even if he did suck at it.

Question 14

When Charlie was invited to a party of a gay advertising executive, what did Charlie ask of Alan?

Charlie is invited to a party hosted by a gay ad-executive named Eric, so Charlie asks Alan to step in and assist Charlie in one of his dishonest schemes, but Charlie meets Eric's gorgeous ex-wife. What did anyone expect? When Charlie realizes that this gay man has a gorgeous ex wife, everything changes. It becomes an entirely new ball game and Charlie wants to play. Thus, he now has changed his mind and no longer wants to go through with the original plans for Alan.

Question 15

Where were Charlie and Alan when they bumped into Charlie's ex, Sherri?

After Charlie takes Alan to an eye doctor, they end up somewhere and they bump into Charlie's ex-girlfriend, Sherri. While there Alan shows an interest in Sherri and decides to ask her out. The problem is that Alan can't get over Sherri's relationship with Charlie. Again, we have another example of Charlie bumping into a former lover while out in public. This seems to be a common occurrence. Perhaps it happens so often because Charlie has so many former lovers.

Question 16

Whose funeral did Charlie attend because there would be a lonely new widow he could hit on?

Evelyn reads in the obituaries that someone linked to their family, has died. They all attend the funeral, including Jake who is excited at the opportunity of seeing a "dead guy." Charlie is excited by the opportunity of a newly single widow, and Alan is just happy to pay his respects to Harry. Only Charlie Harper would stoop as low as to attend a funeral with the notion in mind that there would be a grieving widow on hand. During her darkest hour, Charlie wants to be there for her, in more ways than one.

Question 17

When Charlie first woke up with Rose after a night of fun, what was being celebrated the night before?

Charlie wakes up with Rose the morning after a birthday party. Her irate father comes to ask Charlie about what the future holds for him and Rose, but the unexpected happens when Evelyn shows up. We all knew this was inevitable. Charlie cannot resist an attractive woman, especially when she is into him so much and willing to give it up without a fight. If Charlie doesn't have to work hard to get her into bed, it makes it that much better for him; even if she is psychotic like Rose.

Question 18

What class did Charlie trick Jake into once taking so Charlie could hit on his instructor?

Charlie tricks Jake into taking a specific class so he can get close to the gorgeous instructor. This is not the first time Charlie has used Jake as bait to catch a woman. Charlie is at it again. You might recall earlier, we mentioned that Charlie used Jake's being on the soccer team as a chance to meet some soccer moms. Thus, it should not shock you to learn that he forced Jake to take this type of class most boys would not take, just so Charlie could get close to the teacher of the class.

Question 19

When Charlie is nominated for an advertising award, why does he refuse to go to the ceremony?

Charlie is nominated for an advertising award, but he decides not to attend. The rest of his family tries to trick him into going because it means they get to attend a gallant ceremony with free food and booze. Charlie does not like losing at anything. Truthfully, no one really likes losing, especially when that defeat is delivered by your worst enemy or arch rival. What's more is that it makes it worse when it is your competition from a work related field, as was the case here with Charlie.

Question 20

The mother of which of Alan's girlfriends was Charlie sleeping with?

Alan tries to win an ex back. Meanwhile, Charlie starts to sleep with none other than her mom. It is Charlie we are talking about, so is this really surprising to anyone? As if that is not enough, Alan's ex-wife, Judith is actually set up with the girl's father, Andy. So Charlie is sleeping with the mother, and Judith is being set up with the girl's father. Alan just can't win in this one. Then again, when does Alan win?

Question 21

In season 3, what did Charlie and Alan help prepare Jake for his first experience of?

A girl from Jake's school sets the pace when she wants Jake for this activity. Charlie and Alan help him get ready for it by giving him advice. Alan and Charlie get nostalgic and remember their first one of these. Every answer here could be the correct one, knowing Charlie, and they can all be connected to one another. Charlie would surely expect a first kiss to happen on a first date, if it hadn't already occurred before the date. He might also expect an intimate relationship on a first date. It could be anything.

Question 22

Who does Charlie claim to have seen when he nearly drowns trying to impress a surfer girl named Dottie?

Charlie tries to surf to impress Dottie, a beautiful woman he just met, but after he nearly drowns he is convinced that he saw someone out there in the ocean with him. Charlie was lying and just used it as an excuse because he was a poor surfer. Charlie was saved from drowning by a much younger and more skilled surfer. Not wanting to look weaker than the hulking tanned Adonis, who Charlie was clearly weaker than, he makes up the story that he saw someone, trying to hide the fact that he had no clue what he was doing.

Question 23

Where did Berta drag Charlie when her daughter, Naomi, was pregnant?

Berta's daughter, Naomi is pregnant, and Berta drags Charlie with her to handle certain specific business having to do with the pregnancy. We know what you are thinking … Charlie is NOT the father. Although, knowing Charlie, it is a natural thought though. Wherever it is that Berta takes Charlie out of the given answers, you can be sure that Charlie did not want to go. There was nothing in it for him; the girl was already pregnant, Charlie was too late.

Question 24

Why is Charlie shocked when a young girlfriend takes him out to a club?

Charlie's young, hot girlfriend takes him to a new club. She invites Alan to meet one of her friends, but the men are shocked to discover something at the club. Both Charlie and Alan were shocked when they learned this upon going to the club. Based on the choices, this is another one that is not so obvious because Charlie could have dated her mother, he could be her father, and he might be considered an old man. The most unbelievable answer is that she likes Alan more. We should have put ALL OF THE ABOVE there.

Question 25

Where does Charlie take Jake instead of helping Jake with his book report as he promised Alan?

Alan asks Charlie to help Jake with his book report so he can take the time to go to the DMV. Charlie agrees and then decides helping Jake with his book report is not as fun as what Charlie has in store for some quality Uncle and Nephew bonding. It may not seem like Charlie is doing the right thing for Jake, but really, did you ever want to do your homework and book reports when you were Jake's age? We didn't think so!

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