Even though the title is Two and a Half Men, the show has been graced by many lovely women over the years. The show was on the air for twelve seasons, after all. Read on to see how the ladies who brought our favorite female characters to life are now doing!
Missi Pyle As Miss Pasternak Then
When Charlie and Miss Pasternak started going out, it had a good result. For one thing, Jake started to get good grades! However, things took a turn for the worse when the teacher revealed that she got banned from her old profession. This made her start dancing to pay the bills!
Missi Pyle As Miss Pasternak Then
Missi Pyle As Miss Pasternak Now
Missi Pyle has enjoyed a great acting career. She has been on a number of TV shows such as My Name is Earl, Two Broke Girls, Mad About You, Friends, and Mom. Aside from acting, she is also passionate about music. In fact, she is part of a country-rock duo called Smith & Pyle! She has been married and divorced twice over the years.
Missi Pyle As Miss Pasternak Now
Marin Hinkle As Judith Harper-Melnick Then
Marin Hinkle was on the show on a regular basis since she was cast to play Judy, Alan’s ex-wife. They had a weird relationship and tried their best to co-parent Jake. However, they often got into arguments about alimony and child support. Alan often called her out for spending the money on luxury goods and cosmetic surgery. Things get more complicated when Judith fell in love with Jake’s doctor, but this marriage led to a divorce after she found out that he was cheating on her.
Marin Hinkle As Judith Harper-Melnick Then
Marin Hinkle As Judith Harper-Melnick Now
After Two and a Half Men wrapped up, Marin Hinkle was able to land other acting projects. For one thing, she joined the cast of Madam Secretary. On top of that, she also appeared in Speechless and Homeland. When it comes to the big screen, the actress has also worked on several movies. One of her recent film projects was Before/During/After. Even though she played a psycho ex on the show, she is now happily married to Randall Sommer.
Marin Hinkle As Judith Harper-Melnick Now
Emmanuelle Vaugier As Mia Then
The moment Charlie has his eyes on a woman, he is not going to stop until he conquers his mission. This is pretty much what happened after meeting a dance teacher called Mia. He made Jake dance in order to get closer to her. As a matter of fact, he even agreed to her conditions to give up smoking, drinking, and meat so that they can go out with each other. Even though Charlie obliged her request, he did it behind her back. This was the reason she left him in the end.
Emmanuelle Vaugier As Mia Then
Emmanuelle Vaugier As Mia Now
When Vaugier was done with her stint on the show, her career took off. She got to appear in TV shows like Rogue, Mistresses, Lost Girl, and One Tree Hill. Not only that, but she also snagged a spot on the “Hot 100 List” by Maxim. On top of this, she worked on movies such as Washed Away and Destruction Los Angeles. She recently worked on a thriller called Masks Don’t Lie, which was set and shot in Venice.
Emmanuelle Vaugier As Mia Now
Holland Taylor As Evelyn Harper Then
There was a woman who is a constant part of both Alan and Charlie’s life. We are talking about their mother, who was portrayed by Holland Taylor. They had a complicated relationship with her, but she was the only female character who could give the guys a piece of her mind. Even though she has a reputation for dating older men and gold-digging, the viewers loved her. Unfortunately, Charlie and Alan are not quite as fond of her as the fans were.
Holland Taylor As Evelyn Harper Now
The incredible Holland Taylor is a very recognizable face in the entertainment industry. She has been famous ever since the ‘80s. She even received four Best Supporting Actress nominations for her performance in Two and a Half Men! If you have ever seen Legally Blonde (2001), there is no way that you would have forgotten here. She is not part of a show called Mr. Mercedes.
Melanie Lynskey As Rose Then
How are we supposed to forget about Rose, who ends up with an obsession after spending the night with Charlie? She refuses to take no for an answer and even stalks him! It was a good thing that things eventually turned around. In the end, Charlie agrees to marry her before they run off to Paris. Sadly, this was simply too good to be true. He dies before the pair can get married.
Melanie Lynskey As Rose Now
This brunette bombshell has worked on films such as Coyote Ugly, Heavenly Creatures, and Sweet Home Alabama. However, it was not until later on that she bagged leading roles in projects such as Hello I Must Be Going, Happy Christma, I Don’t Feel At Home In This World Anymore, and The Intervention. From 2007 to 2014, the actress was married to Jimmi Simpson. She is currently engaged to actor Jason Ritter.
Jennifer Taylor As Chelsea Melini Then
Anyone who has watched the show probably remembers Chelsea Melini. After all, she is the first female character to whom Charlie professed his love. Even though it is the first time he put his feelings on his sleeves, she ends up getting tired of him. Sadly, she leaves him for the lawyer working for Alan.
Jennifer Taylor As Chelsea Melini Then
Jennifer Taylor As Chelsea Melini Now
When the writers first wrote the character, she was not supposed to steal the heart of Charlie. However, she makes more frequent appearances after doing so. After leaving the show, Jennifer Taylor kept acting. She has appeared in shows like Mom, Shameless, and NCIS in the past. She is married to a songwriter by the name of Paul Taylor. They have two kids together.
Jennifer Taylor As Chelsea Melini Now
Allison Janney As Beverly Then
After meeting Beverly on a dating site, Alan lies to her and claims that he owns the house. He does this in the hopes of impressing her. He does not come clean until she talks to him about her former marriages, which makes him feel guilty. After admitting the truth, she does not seem to mind. They stay together until Charlie walks in on them and sees Beverly tying Alan up!
Allison Janney As Beverly Now
This actress made a name for herself in Hollywood even before she joined the cast of the show. From 1999 to 2006, she starred in The West Wing before finally transitioning to feature films. She has since appeared in Hairspray, Juno, and The Girl on the Train. These days, she is busy playing the mother of Anna Faris on a CBS sitcom called Mom.
Jeri Ryan As Sherri Then
Charlie thinks that he finally found his match when Sherri is introduced. She does not fall for the usual tricks that he pulls on women. In the beginning, Charlie finds it hard to find her attitude attractive. However, he eventually tires of how she is always a step ahead of him. They eventually break it off, although she tries her luck with his brother first! Needless to say, her plan does not work.
Jeri Ryan As Sherri Now
The lovely Jeri Ryan got her big break by playing the Seven of Nine in Star Trek: Voyager. Aside from this, she was also in Body of Proof, Law & Order: Special Victims Unit and Major Crimes. She was once married to politician Jack Ryan, but they later split up thanks to conflicting schedules. The actress is now married to Christophe Eme, the father of her two kids.
Kimberly Williams-Paisley As Gretchen Martin Then
Alan starts dating Gretchen Martin, Larry’s sister, but also refuses to tell her the truth. He tells her that the apartment is his, that he does not really live with his brother. The lies pile up until it is too much for him to keep track of. After she learns about his deception, she dumps him and says that she used to be married to a pathological liar. There is no way she is going to deal with that again!
Kimberly Williams-Paisley As Gretchen Martin Then
Kimberly Williams-Paisley As Gretchen Martin Now
The radiant Kimberly Williams-Paisley has been acting ever since she was little. Among her notable works would be Father of the Bride. On top of that, she also spent eight years on According to Jim. Recently, she worked on movies called The Christmas Train and Darrow and Darrow. In 2003, the actress tied the knot with a country musician by the name of Braid Paisley.
Kimberly Williams-Paisley As Gretchen Martin Now
Ming-Na Wen As Linda Harris Then
Alan plans a double date, which is how Charlie meets Linda. He is immediately attracted to her, but she can see right through him and turns him down. She rejects him over and over. However, the situation changes when Charlie gets a DUI. To his surprise, she is the judge of his case! After this, she decides to give him a shot. Despite this, their little romance does not go on for a long time.
Ming-Na Wen As Linda Harris Then
Ming-Na Wen As Linda Harris Now
Even though Ming-Na Wen was no Hollywood newcomer, she was not used to appearing in front of the camera. She was the voice of Mulan in the eponymous Disney movies. Aside from that, she also lent her voice in films like Sofia the First and Ralph Breaks the Internet: Wreck-it Ralph 2. When it comes to TV, she was also in SGU Stargate Universe and Eureka.
Ming-Na Wen As Linda Harris Now
Gail O’Grady As Mandi Then
It goes without saying that Charlie loves the ladies and finds it hard to turn down any that he comes across. This is the reason he pursues Mandi, who has been searching for her daughter Kandi. Considering that Kandi and Mandi look less like mom and daughter and more like sisters, we can see it. It goes without saying that Alan is not happy to hear that his brother is cozying up to his mother-in-law.
Gail O’Grady As Mandi Then
Gail O’Grady As Mandi Now
Aside from appearing on Two and a Half Men, this actress has also been in American Dreams, Ms. Fields, and Revenge. It turns out that she is not all that different from her character on the show! After all, the actress has gotten married six times in the past. Her last one was with John Stamatakis and ended in 2008. Despite everything, she has not given up on romance. We are keeping our fingers crossed that she finally finds the man of her dreams!
Gail O’Grady As Mandi Now
Paula Marshall As Paula Then
Alan is not the luckiest person on the planet when it comes to dating. This is the reason he assumes he struck gold after meeting Paula in a nightclub. However, she later reveals to him that she was once a married man called Paul. Later on, she admits that she wants an open relationship and urges Alan to go out with her wife as well! As you can imagine, this does not go very well for any of the parties involved.
Paula Marshall As Paula Then
Paula Marshall As Paula Now
The show was not the first time that Paula Marshall appeared on the small screen. Among other things, she was also in Murder in the First, The Mentalist, House, and Switched at Birth. On top of that, she appeared in a film called We Love You, Sally Carmichael. She is now married to Danny Nucci, who played Fabrizio in Titanic.
Paula Marshall As Paula Now
Tammy Lauren As Shannon Then
Alan meets Shannon during the second wedding of Judith and Herb. However, he later finds out that she and Herb were once engaged! Shannon and Alan were both hung up on their exes and use each other to make them jealous at the ceremony. Shannon takes it a step further by screaming out Alan’s name during the wedding. The plan does not work out and neither of them wins back their ex.
Tammy Lauren As Shannon Then
Tammy Lauren As Shannon Now
Aside from her Two and a Half Men cameo, Lauren had a long-term gig by playing Maggie Sullivan in The Young and the Restless. The actress has not enjoyed a career as successful as some of the other ladies on the list. Her most recent work was actually an episode of Criminal Minds from 2014! She has been married to an Israeli actor called Guri Weinberg ever since 1997.
Tammy Lauren As Shannon Now
Justine Eyre As Gabrielle Then
It sure feels like there is never a lack of drama in Charlie’s house. When he starts going out with Gabrielle, Alan learns that Charlie once stole his high school girlfriend. This is the reason he tries to steal Gabrielle! However, he ends up backpedaling and finds the situation uncomfortable even though it is going well. After going back home, he discovers his brother with his high school sweetheart one more.
Justine Eyre As Gabrielle Now
Sadly, Justine Eyre has not been very active in Hollywood after her stint on the show, but she was in Mad Men, The Secret Life of the American Teenager, and CSI: Miami. Her last credit was from 2016. At any rate, she is married to a screenwriter called John Allen Nelson.
Maggie Lawson As Ms. McMartin Then
Even though Charlie is killed off, Alan, Jake, and Walden keep up their flirtatious ways. When Walden and Alan are trying to adopt, they end up liking the social worker. When they are assigned Louis, Ms. McMartin realizes that they lied about their application. However, she ends up forgiving them and even dates Alan. In the end, however, she changes her mind and moves on to Walden.
Maggie Lawson As Ms. McMartin Then
Maggie Lawson As Ms. McMartin Now
Even before she appeared on the show, Maggie Lawson already had a great career. Over the years, she appeared in The Great Outdoors, Angel From Hell, and Psych. On top of that, she played Juliet O’Hara in the 2017 movie adaptation of Psych. The actress is now in a happy marriage for Ben Koldyke of Mr. Robinson fame.
Maggie Lawson As Ms. McMartin Now
Conchata Ferrell As Berta Then
Aside from his mother, perhaps the only other constant female character would be Berta. Even though she and Charlie often argue over her cynicism and sharp tongue, she serves as the mother figure in the house. She was popular among fans, which is why producers made her stay on even when Charlie is killed off. Here is a fun fact for you – Berta has been in every single season of the sitcom.
Conchata Ferrell As Berta Now
The talented Conchata Ferrell is always going to be remembered for playing Berta on the show. She was twice nominated for the Outstanding Supporting Actress in a Comedy Series award at the Primetime Emmys. She has also gone on the Broadway stage. The actress recently reunited with her Two and a Half Men costar Ashton Kutcher when they worked on a TV show called The Ranch.
Jenny McCarthy As Courtney Leopold Then
Even though Charlie’s mom is getting married to Courtney’s dad, he goes on and dates the blonde bombshell. Alan, however, knows her true nature and warns his brother about her behavior. Courtney manages to get Charlie to give her $50,000 and a Ferrari, but he still refuses to walk away. In the end, things end between them when Charlie learns that she and her fake dad were actually con artists!
Jenny McCarthy As Courtney Leopold Then
Jenny McCarthy As Courtney Leopold Now
Even before Jenny McCarthy joined the cast of the sitcom, she was already a pretty big star. She was a Playboy bunny and an MTV dating show host. She also had a self-titled show and got married to Hollywood actor Jim Carrey. Sadly, they got a divorce in 2010. She is now married to Donnie Wahlberg and even had a reality show of their own. Acting aside, she is also an activist, author, and screenwriter.
Jenny McCarthy As Courtney Leopold Now
Teri Hatcher As Liz Then
Judith and Alan have a complicated relationship that gets worse when Liz, her sister, drops by. Charlie and Liz got together at the wedding, but Charlie does not recall the incident. Liz is already over him and tries to get with Alan, which obviously hurts her sister. Later on, it is revealed that Alan first wanted Liz before he and Judith start dating. The good news is that nothing happens between them. Whew!
Teri Hatcher As Liz Then
Teri Hatcher As Liz Now
Terri Hatcher has seen great success in the industry. She has been in Tomorrow Never Dies, Lois & Clark: The New Adventures of Superman, and Desperate Housewives. For the last one, she even bagged a Golden Globe and three SAGs. The actress was recently in Supergirl and The Odd Couple. Sadly, her love life has not been as lucky.
Teri Hatcher As Liz Now
Jaime Pressly As Tammy Then
When Jake introduces his girlfriend to his dad, it is clear that the apple does not fall far from the tree. Tammy is the mother of three who runs a tattoo parlor. Even though they have different backgrounds and a huge age gap, the reason they break up is that Jake dated her daughter, Ashley. On top of that, Tammy also gets with Walden. Do we really need to explain that this was all very messy?
Jaime Pressly As Tammy Then
Jaime Pressly As Tammy Now
Jammie Pressly is a big Hollywood actress best known for bringing Joy Turner to life on My Name Is Earl. Over the years, she received an Emmy and a Golden Globe nomination. She has appeared in movies like Joe Dirt, DOA: Dead or Alive, I Love You, Man, and Poison Ivy: The New Seduction. She recently appeared in Mom as well.
Jaime Pressly As Tammy Now
Judy Greer As Bridget Schmidt Then
After Ashton Kutcher took over Charlie Sheen, we learn about Bridget. Walden goes through a tough patch after the divorce and Alan finds him trying to take his life. It turns out that Bridget thought Walden is too immature. However, she tries to get back with him after he starts going out with Zoey.
Judy Greer As Bridget Schmidt Then
Judy Greer As Bridget Schmidt Now
In case you did not know, Judy Greer is incredibly talented. She has worked on 27 Dresses, 13 Going on 30, The Wedding Planner, What Women Want, and Love & Other Drugs. She was also the casting director of the Entourage film. The actress released a book called I Don’t Know What You Know Me From: Confessions of a Co-Star in 2014.
Judy Greer As Bridget Schmidt Now
Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Then
Zoey is the woman who changes Walden’s desire to get back together with Bridget. This British beauty steals his heart in no time at all. Despite this, everything comes crashing down after she turns down his marriage proposal. Eventually, Walden learns that she was going out with another man while they were together. As revenge, he gets her daughter a birthday gift in the form of a vicious dog.
Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Then
Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Now
The gorgeous Sophie Winkleman might just be one of the fanciest cast members of the show! She is married to Lord Frederick Windsor, who is the Queen’s cousin. Even though she is a member of the British family, she continues to act. She has appeared in a show called Thrust, which came out in 2018. Aside from that, you might have also seen her in CSI: Miami and Milo Murphy’s Law.
Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Now
Diora Baird As Wanda Then
Diora Baird was only on the show for one episode, but her good looks have made her memorable! She earned her start by modeling for Guess and later posing for Playboy. Needless to say, she received more attention after doing this. Perhaps you remember her from Wedding Crashers as well.
Diora Baird As Wanda Then
Diora Baird As Wanda Now
After appearing on the show, Diora Baird has appeared in several funny videos on a website called Funny or Die. She also plays an adult film star in a 2014 movie called The Ugly Life of a Beautiful Girl. Aside from that, she played a recurring character in Cocked. The actress has since shared that she is dating a female comedian called Mav Viola.
Diora Baird As Wanda Now
Krista Allen As Olivia Pearson Then
When Charlie goes to a dinner party hosted by his mom, things take a turn for the first. He learns that his mother’s boyfriend is the father of Olivia, who he once dated. Let us just say that things did not end well between them. It was an uncomfortable dinner. If you think the things could not get any worse, Evelyn gets dumped when her boyfriend leaves her for someone younger!
Krista Allen As Olivia Pearson Now
This actress has been enjoying a successful acting career since the ‘90s. She got her start by appearing in a soap opera called Days of Our Lives. She also appeared in Days of Our Lives, Final Destination, and Anger Management. Recently, she snagged a role in Best Mom and Eleven Eleven.
Kelly Stables As Melissa Then
Have you noticed how many of the female characters did not only date Charlie but Alan as well? This is also the case for Melissa, Alan’s secretary. She starts out dating Charlie and later gets with Alan. Yet again, Alan lies to her about his life. Their relationship is going on while he and Lyndsey live together! Unfortunately, the relationship gets complicated when she asks him for health insurance and a raise.
Kelly Stables As Melissa Then
Kelly Stables As Melissa Now
After appearing on Two and a Half Men, Kelly Stables kept working in the entertainment industry. She was a voice actress for W.I.T.C.H. and Cloudy with a Chance of Meatballs. Aside from this, she also worked on Malibu Dan the Family Man, Superstore, No Tomorrow, and Horrible Bosses 2.
Kelly Stables As Melissa Now
Heather Locklear As Laura Then
Charlie does not have the best taste when picking out the ladies, which explains why he pursues Laura. She serves as Alan’s lawyer while he is going through the divorce. However, things go south when Charlie promises to be there for her whenever she needed him. He ends up breaking this in no time at all. She gets revenge by ruining the divorce settlement of Alan, which makes him look for a new lawyer.
Heather Locklear As Laura Then
Heather Locklear As Laura Now
During the ‘80s and ‘90s, it was hard to find a bigger star than Heather Locklear. She is best known for starring in Spin City and Melrose Place. The actress used to appear on tabloids regularly thanks to her public divorce and health problems. Her recent projects include Too Close To Home, Fresh Off The Boat, and Franklin & Bash.
Heather Locklear As Laura Now
Kimberly Quinn As Donna Then
Donna and Alan get along very well during the double date. They keep dating until he gets bored of her. When he goes to Charlie to ask for advice, he receives instructions to let her down easily. While he can finally let out a sigh of relief, the same can’t be said for her. She does not take the news well at all!
Kimberly Quinn As Donna Then
Kimberly Quinn As Donna Now
The actress is best known for playing Gretchen in Terriers and Tess Masterson in Twisted. On top of that, she has appeared in Nash Bridges, Suddenly Susan, Diagnosis: Murder, CSI: NY, NYPD Blue, and Without A Trace. She is now married to a producer by the name of Theodore Melfi.
Kimberly Quinn As Donna Now
Denise Richards As Lisa Then
Charlie does not call a lot of women his girlfriend, but Lisa is one of the lucky few. She even lives in his house at one point! When they get serious, he panics and breaks up with her. Later on, she gets married to a different guy and promises to call him in case they divorce. What a way to start a marriage! It is not surprising to hear that she gets divorced and goes back to him. Sadly, they end up splitting once more.
Denise Richards As Lisa Now
Actress Denise Richards plays Lisa. The actress was the wife of the actor at the time, so they had real chemistry. They were man and wife from 2002 to 2006 and have two daughters. Things turned very messy after they called it quits, however. Even though they tried to be civil for their daughters, things got difficult while Charlie battled addiction. After lawsuits and accusations, things have finally calmed them.
Kristin Dattilo As Cindy Then
Charlie can charm a lot of women into his bed, but Cindy is not fooled by the act. Jake likes having her around and even develops a crush on her! In a shocking plot twist, Judith and Cindy meet and form a bond over their daddy issues. Alan even gets suspicious and wonders if the ladies were dating.
Kristin Dattilo As Cindy Now
This gorgeous actress started her career by working on The Chris Isaak Show for four years. She also appeared in TV shows like Beverly Hills, 90210, CSI, Grounded for Life, Dexter, Veronica Mars, and Dexter. If you have seen the music video for Aerosmith’s “Janie’s Got a Gun,” you might have seen her there as well. In 2005, she tied the knot with Jason Keller, who is the father of her two kids.
Courtney Thorne-Smith As Lyndsey McElroy Then
As Alan’s love interest, Lyndsey is a big part of the seventh season. They have an on-and-off relationship. We don’t blame you if you have already forgotten how many times they split and made up. The relationship starts when Jake befriends her son. Sadly, she has a drinking problem and later tries to get with Walden.
Courtney Thorne-Smith As Lyndsey McElroy Then
Courtney Thorne-Smith As Lyndsey McElroy Now
Actress Courtney Thorne-Smith brought Lyndsey McElroy to life on the show for five years. Before that, she appeared in Ally McBeal from 1997 to 2002. Her acting career has since slowed down as she focuses on her family. She has made her comeback by working on Fresh Off The Boat and Robot Chicken.
Courtney Thorne-Smith As Lyndsey McElroy Now
April Bowlby As Kandi Then
It was quite a shock when Kandi and Alan get married in Vegas. She ends up moving in with him after this, but things fall apart after she snags a role in Stiffs. This forces her to leave him.
April Bowlby As Kandi Then
April Bowlby As Kandi Now
After her time on the show, April Bowlby kept acting. She decided to forego the red hair and go blonde. She appeared in shows like Drop Dead Diva, How I Met Your Mother, and The Big Bang Theory. Aside from TV, she has also worked on movies like Love Me Or Else.
April Bowlby As Kandi Now
Brooke Shields As Danielle Stewart Then
Charlie schemes to introduce Alan and Danielle in the hopes of getting him out of the house. Charlie knows about her past and thinks that she should settle for Alan. After a conversation, however, he realizes that they make a better couple! The brothers end up fighting about this. In the end, they decide to kick her out and stick by each other.
Brooke Shields As Danielle Stewart Now
The actress started out as a child star, which means that she has been in the industry even before her appearance on the show. She used to model and do commercials before she got her big break. Now in her fifties, she has appeared in projects like Hannah Montana, Law & Order: Criminal Intent, and The Middle. She also had a recurring part in Law and Order: Special Victims Unit. The brunette is married to Chris Henchy and the mother of two.
