11 Most Famous Guest Stars On Two And A Half Men!

Published on April 1, 2014. Updated April 5, 2017

Emmy Award winning sitcom “Two and a Half Men” is one of the most popular comedies on American television. Many big celebrities have guest starred on the show and, in spite of losing Charlie Sheen, “Two and a Half Men” seems to be doing well with Ashton Kutcher playing the lead character. Here are the 11 most famous celebrities who have guest starred on “Two and a Half Men!”

11. Mila Kunis

Mila Kunis will be making a guest appearance on Two and a Half Men” as Vivian, a free-spirited world traveler who hits it off with Walden Schmidt played by Ashton Kutcher. Walden ends up convincing himself that Vivian is the one, even though he was about to propose to someone else.

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10. Jason Alexander

Jason Alexander – who is best known for playing George Costanza on “Seinfeld” – guest starred on the 200th episode of “Two and a Half Men” as John Cryer’s character Alan’s cardiologist. Alexander’s character gives Alan a clean bill of health after his two heart attacks; however, Alan keeps milking his family and Walden’s guilt, as he fakes more heart attacks.

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9. Jenna Elfman

Jenna Elfman starred in three episodes of “Two and a Half Men.” In two of those episodes she played Frankie, a love interest of Charlie Sheen’s character Charlie Harper, and for the season nine premiere, she guest starred as Dharma from her sitcom “Dharma & Greg.” Eflman brings her old co-star Greg  (Thomas Gibson) to check out Harper’s beachfront place.

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8. Miley Cyrus

Miley Cyrus returned to the small screen to guest star on the tenth season of “Two and a Half Men.” She played Missi, the daughter of one of Walden Schmidt’s friends. Cyrus’ ditzy character ends up developing a relationship with Jake (Angus T. Jones) before he returns to the army.

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7. Hilary Duff

Hilary Duff guest starred on the season finale of the tenth season of “Two and a Half Men.” Her character Stacey tries to seduce Ashton Kutcher’s character, but he rejects her because she is vapid. He ends up being more attracted to her worldly and sophisticated grandmother.

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6. Heather Locklear

Heather Locklear – a former co-star of Charlie Sheen’s from the TV show “Spin City – showed up in season one of “Two and a Half Men” as Alan’s beautiful divorce lawyer Laura. Charlie Harper ends up seducing Laura and, after moving on to her assistant, he ends jeopardizing Alan’s divorce settlement.

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5. Brooke Shields

Brooke Shields guest starred in an episode of the fourth season of “Two and a Half Men” as Charlie Harper’s new neighbor Danielle, who happens to be rich and is looking to settle down. Initially Charlie Harper is looking to set up her up with Alan but, when he learns about her slutty past, he wants her for himself.

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4. Teri Hatcher

Teri Hatcher made an appearance during season one of “Two and a Half Men” as Liz, the sexy but dim-witted sister of Alan’s ex wife Judith. When she shows up, Alan fears trouble because Charlie Harper had sex with her in the cloakroom at his wedding.

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3. Jenny McCarthy

Jenny McCarthy has guest starred on “Two and a Half Men” multiple times as Courtney, the on-and-off girlfriend of Charlie Harper. Courtney initially scams Charlie out of money, ends up in jail and then becomes romantically involved with him. She shows up at Charlie’s funeral and comes back again to stir up more trouble.

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2. Denise Richards 

When Denise Richards was married to Charlie Sheen, she guest-starred on “Two and Half Men” as his character’s ex girlfriend. During one episode in season one, she was pregnant with their daughter Sam and, during season two, she came back for an episode with her young daughter.

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1. Megan Fox

Before Megan Fox made it big with the “Transformers” franchise, she guest starred in an episode of “Two and a Half Men” during season one. She played Prudence, the sexy granddaughter of Charlie Harper’s housekeeper. Although she was supposed to be helping with chores around the place, she ended up driving Harper, Alan and Jake wild with lust.

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Cast Of Two And A Half Men: How Much Are They Worth Now?

Two And A Half Men

Cast Of Two And A Half Men: How Much Are They Worth Now?

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