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Two and Half Men Funniest Episodes (The Charlie Sheen Years)

Updated on May 25, 2011

I have been watching two and a Half men since the beginning and although Charlie Sheen has left the show, it is time to celebrate his funniest moments and episodes on the show. Before Two and a Half Men, Charlie Sheen starred in over 25 movies and was a big star on Spin City to follow Michael J Fox. Regardless of Spin City, Two and a Half Men was his best show and his biggest typecast.

These are some of the funniest episodes during the Charlie Sheen years:

Charlie Sheen as Charlie Waffles in Two and A Half Men

Charlie Harper (Sheen's children singing star character) became Charlie Waffles and made a fortune (we never know how much money he really made) entertaining children with his songs that really made children laugh with songs like "Who Barfed in the Fishbowl", "Bye Bye Boobies", and "Grandma May Smell Funny". Even though the lyrics sound stupid, you have to admit that children understood these things and instead of being funny to them, it was just funny.

Charlie Waffles wore a green bowtie with a canary colored shirt and sang the piano. After a lawsuit threat by his manager to perform at a children's concert for Charlie Waffles fans, Charlie told him manager that he would do the concert even though he had stagefright, so he showed up at the concert drunk which is fine since Charlie Harper WAS a drunk.

Charlie Harper went from having no more money to making $60,000 in one day from his gig and being a songwriter myself, it inspired me. He also watched Ravi videos for inspiration.

Next Funniest Episode: Aunt Myra Doesn't Pee A Lot

Myra was Charlie's Ex-Wife's Finacee's Sister. Is that a mouthful? She was Herb's sister who was going to marry Judith, Alan's ex wife.

Charlie slept with Myra and unfortunately set off a chain of events that made Alan very upset since Judith did not get along with her. Charlie went out of his way to have sex with Myra and Myra asked Charlie to be her date at the wedding, upsetting Judith even further and making Alan even more upset.

It turns out that Myra was the person who wanted sex more with Charlie and she went aroundf the Harper house pretending it never happened. This also set off a realization to Jake (Charlie's Nephew) that his father goes to the bathroom often in the middle of the night giving this episode the title "Aunt Myra Doesn't Pee A Lot".

Watch This!

Last Funniest Episode: Three Hookers and a Philly Cheesesteak

This was the first episode where we see a real story line brewing between Charlie and Rose. For years, Rose stalked Charlie after a one night stand and she would haunt him throughout the series chasing Charlie, breaking into his house, and gluing parts of this body together.

After 7 years of trying to avoid Rose, Rose came up with a plan to win over Charlie's heart by pretending she was married. Her fake husband was a mannequin and she called him "Manny Quinn". Charlie instantly feel in love with Rose and he started to stalk her.

That is when Charlie Sheen left the show and we never saw how that story played out, but I hope something continues with Ashton Kutcher.

What is YOUR favorite Two and a Half Men episode?


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    • hotwebideas profile image

      Bruce Chamoff 3 years ago from New York

      Yes, Eminem , those are funny episodes as well!

    • profile image

      Eminem 3 years ago

      I merely slept with a commie

      Santas village of the damned

      Are the funniest but there is a lot more

    • hotwebideas profile image

      Bruce Chamoff 6 years ago from New York

      Yeah and Chuck Lorre knows it. Have you noticed that they are trying to make Ashton's character more like Charlie's to capture the spark?