Let Us Catch Up With The Lovely Women Of Two And A Half Men

Published on 08/17/2020

Most of the female characters have beautified our TV’s when Two and a Half Men was been broadcasted.  We got to meet many beautiful faces during the 12 years that the show lasted for. But we have lost track of them, so where are they now?

Missi Pyle As Miss Pasternak Then

Miss Pasternak (Jake’s school teacher) and Charlie started seeing each other which was great news for Jake. She started giving him higher grades and pardoning him for his bad behavior inside the classroom. Things were great between them at first… that is until Miss Pasternak confessed in front of everybody that she made her leaving out of being a dancer since she was banned from teaching.

Missi Pyle As Miss Pasternak Then

Missi Pyle As Miss Pasternak Then

Missi Pyle As Miss Pasternak Now

It does not come as a surprise that this woman has a big history of acting. You may have seen her in other TV shows like Friends, My Name Is Earl, Fraiser, 2 Broke Girls, and more. Yes, we all think she is a great actress but did you know that she loves music and is a member of a band called Smith & Pyle! Hear! Hear! boys despite the fact of having been married twice, she is not planning on doing it thrice!

Missi Pyle As Miss Pasternak Now

Missi Pyle As Miss Pasternak Now

Marin Hinkle As Judith Harper-Melnick Then

We know her as the critical and very demanding ex-girlfriend of Alan and the mother of Jake. After co-parenting went wrong, they started to fight about living and child support. But it is no secret that Judith spent most of the money on plastic surgery and over-priced items. All went wrong when she fell in love with her son’s doctor… but like many, he cheated on her so their happy love story ended up in divorce.

Marin Hinkle As Judith Harper Melnick Then

Marin Hinkle As Judith Harper Melnick Then

Marin Hinkle As Judith Harper-Melnick Now

Yes is true that we will always know her as Judith Harper-Melnick. But did you know that she got a role on the show Madam Secretary? You may have seen “Judith” in Homeland and Speechless or the Before/During/After movies. Judith’s love story may have not worked out with Alan and the doctor, but the actress is now happily married to Randall Sommer with whom she has a child.

Marin Hinkle As Judith Harper Melnick Now

Marin Hinkle As Judith Harper Melnick Now

Emmanuelle Vaugier As Mia Then

We all know Charlie as the womanizer that won’t stop until he gets his price. He met Mia at a cafe and after learning that she was a dancing teacher, he forced Jake to take dancing lessons so he could get closer to Mia.  He forced Jake to get close to Mia (a dance teacher he had laid his eyes on). Their relationship works great at first and they almost get married in Las Vegas. Bur right before getting married, Mia asks Charlie to kick Alan out of his house. When he refuses, Mia decided to put an end to their love story.

Emmanuelle Vaugier As Mia Then

Emmanuelle Vaugier As Mia Then

Emmanuelle Vaugier As Mia Now

Taking the role of Mia opened her many doors in Hollywood. She has starred on shows like Lost Girl, Rogue. Mistresses and One Tree Hill. She has also taken up roles in movies like Washed Away and Destruction Los Angeles. These past months she has worked in a thriller filmed in Italy. She was also one of the actresses to appear in the “Hot 100 list” by Maxim.

Emmanuelle Vaugier As Mia Now

Emmanuelle Vaugier As Mia Now

Holland Taylor As Evelyn Harper Then

Being the mather of the two main characters on the show, this female presence did not go unnoticed. We all remember Evelyn as the not so easy mother that says everything she thinks whether it is good or bad not giving their sons any chance to comment on anything about it. We the fans gave her the tag of goal-digger. Aside from being the so critical mother with a particular preference for older guys, there is no doubt that we all loved this woman and that without her the show would not have been the same.

 

Holland Taylor As Evelyn Harper Then

Holland Taylor As Evelyn Harper Then

Holland Taylor As Evelyn Harper Now

Did you know Holland’s career in Hollywood goes back till the ’80s? She has a long history of acting and has been nominated four times for her role as Evelyn Harper in Two and a Half Men. Although her essence was irreplaceable, and we miss Evelyn Harper a lot, she is also known for her great role in Legally Blonde. Aside from her past acting performances, today you can see her in her role as Ida in Mt Mercedes.

Holland Taylor As Evelyn Harper Now

Holland Taylor As Evelyn Harper Now

Melanie Lynskey As Rose Then

That there is no such thing as getting the guy you are stalking likes you back? well, Rose agrees to disagree. Her obsession with Charlie started right after their one-night stand and who would have thought that in the end these two were gonna get married…? Unfortunately, we all broke in tears when these two could not get their happy ending because of Charlie’s death right before their wedding day.

 

Melanie Lynskey As Rose Then

Melanie Lynskey As Rose Then

Melanie Lynskey As Rose Now

She looks familiar? well of course she does! beautiful Melanie has had roles in  Heavenly Creatures, Coyote Ulgy, and Sweet Home Alabama. Today you can see her in Happy Christmas, The Intervention, and so on. Concerning her romantic life, one could say this woman has had good luck as she and Jason Ritter are about to walk down the aisle since she divorced former husband Jimmi Simpson.

Melanie Lynskey As Rose Now

Melanie Lynskey As Rose Now

Jennifer Taylor As Chelsea Melini Then

Being the first woman that stole the heart of our Charlie, we can say that we all fell in love with Chelsea and rooted for their relationship to work. Their relationship is the main topic of half-season 6 and the whole season 7. Eventually, Charlie starts to suspect that Chelsea is cheating on him, and he got that right. She broke Charlie’s heart because when Alan got in trouble with the law, she started feeling attracted to his attorney and eventually started dating him.

Jennifer Taylor As Chelsea Melini Then

Jennifer Taylor As Chelsea Melini Then

Jennifer Taylor As Chelsea Melini Now

Don’t are we all for a love onscreen to come offscreen? Well, who would have thought that this was going to happen to Charlie and Jennifer? Charlie fell in love with the actress the same way his character did. This is the reason why we saw her so much on the show and she became such an important character. Unfortunately, Charlie can also relate to his character in that none of them end up having long-lasting relationships. Jennifer is today married to Paul Taylor and has two kids. After leaving the show she starred in TV shows such as Mom and Shameless.

Jennifer Taylor As Chelsea Melini Now

Jennifer Taylor As Chelsea Melini Now

Allison Janney As Beverly Then

Beverly and Alan started dating after they met on an online website. But the relationship started wrong because Alan lied to Beverly when he told her he owned the house. However, he decides to tell her the truth after she opened up and told him about her failed marriages. Despite all efforts to make up for the lies, he told her, their relationship was very short and came to an end when Charlie found Beverly tying up his brother Alan.

Allison Janney As Beverly Then

Allison Janney As Beverly Then

Allison Janney As Beverly Now

Being such a famous actress in Hollywood, Allison has appeared in many movies before she took on the role of Beverly. You have seen her in The West Wing, Hairspray, The Girl on the Train, and Juno. Nowadays you can enjoy her acting skills in the sitcom “Mom”. Because of her performances, Allison has received an Academy Award and seven Primetime Emmy Awards. She married Richard Jennik but they ended up divorcing.

Allison Janney As Beverly Now

Allison Janney As Beverly Now

Jeri Ryan As Sherri Then

It may have been one of the first times that Charlie gets “Charlied” when his charm did not work on Sherri. As we have heard many times before, the opposite sides attract. Here however it was the same side and it was Charlie the one that tired and ended up breaking up with Sherri. Ironic isn’t it? Despite things not working out with Charlie, she decided to give Alan a try but things did not end well either.

Jeri Ryan As Sherri Then

Jeri Ryan As Sherri Then

Jeri Ryan As Sherri Now

You may know her for her role as Borg drone Seven of Nine in Star Trek: Voyager, for which she was nominated four times for a Saturn Award and won in 2001. Also, she has appeared in numerous movies and TV shows: Body of Proof, Law & Order: Special Victims Unit, and Major Crimes. Former husband Jack Ryan was a republican politician. Nowadays she has two kids with husband Christophe Eme.

Jeri Ryan As Sherri Now

Jeri Ryan As Sherri Now

Kimberly Williams-Paisley As Gretchen Martin Then

What was the matter with Alan lying to all of her girlfriends? After lying so much to Gretchen the pile became very hard to remember so it did not come as a surprise when Alan slipped on his web of lies. Naturally, when she found out he is a compulsive liar (a similar trait that some of her ex’s share) she breaks up with him. This is the reason why she was a recurring character in season 11.

Kimberly Williams Paisley As Gretchen Martin Then

Kimberly Williams-Paisley As Gretchen Martin Then

Kimberly Williams-Paisley As Gretchen Martin Now

This actress has been in the TV world since a very young age. When she was studying at Northwestern University, she left her studied to film  Father of the Bride the role for which she is the best know. The movie had a sequel: Father of the Bride II as well as the TV show “According to Jim”. You have probably also seen her on “The Christmas”, “Train”. “Darrow and Darrow”.  Husband Braid Paisley and her have been married since 2003.

Kimberly Williams Paisley As Gretchen Martin Now

Kimberly Williams-Paisley As Gretchen Martin Now


Ming-Na Wen As Linda Harris Then

Linda came into our lives when she met Charlie during a double date with Alan. Of course, Charlie was charmed by her but she showed somehow and immunity to his tricks and so she rejected him. But given that she was the judge during the preceding over his DUI charge, she decided to give it a try. But what did not surprise us is that they didn’t last.

Ming Na Wen As Linda Harris Then

Ming-Na Wen As Linda Harris Then

Ming-Na Wen As Linda Harris Now

For all of us Disney fans, Ming-Na Wen is a star. Did you know that she worked as a voice actor giving her voice in Mulan, Sofia the First and Ralph Breaks the Internet: Wreck-It Ralph 2? She has also starred in several movies such as SGU Stargate Universe and Eureka. She got married in 1995 to Eric Michael Zee. Together they have two kids.

Ming Na Wen As Linda Harris Now

Ming-Na Wen As Linda Harris Now

Gail O’Grady As Mandi Then

Being the womanizer that he is rejecting a woman goes against Charlie’s nature, which is why he hit on Mandi. He met her when she went to pick up her daughter Kandi at his place and was immediately attracted. They straight away hit it off slept together the day after.  She does not look like a mother but more like a sister, which pushes Alan even more to not like seeing them together.

Gail O’Grady As Mandi Then

Gail O’Grady As Mandi Then

Gail O’Grady As Mandi Now

One could say that Gail and her role Mandi have very similar personalities. Did you know that Gail has been married six times?! Currently, she is married to Chris Beyers. Not only she is known for her role in 2 and a half men but also her participation as Dona in the ABC police drama NYPD Blue, and also in American Dreams, Revenge, and Revenge.  She has just one child.

Gail O’Grady As Mandi Now

Gail O’Grady As Mandi Now

Paula Marshall As Paula Then

We could say Alan was the most unlucky person in love matters. Once he gets to meet Paula, he is sure that he found his other half. But something no one would have seen happened occurred. A little bit after they started dating, their relationship was bound to end when Paula confessed to him that she used to be called Paul and was married to a woman called Rachel.  All of them enter in a triangle that does not end well.

Paula Marshall As Paula Then

Paula Marshall As Paula Then

Paula Marshall As Paula Now

Paula has an acting career before the sit-com. You may have seen her on The Mentalist, Law, and Order, House, Switched at Birth, We Love You, Sally Carmichael, and Murder in the First. She has been in numerous TV shows and movies. She has been married twice: First to former husband Tom Ardavany and then in 2003 she married fellow actor Danny Nucci with who she has a child!  they are happily married.

Paula Marshall As Paula Now

Paula Marshall As Paula Now

Tammy Lauren As Shannon Then

Shannon, the ex of Herb, meet Alan at his ex’s and Judith’s second wedding. Alan and Shannon still have feelings for their exes so Shannon came up with the idea of making them jealous by faking to do something. Alan at first was against it but Shannon managed to convince him and they ended up having a fake passionate moment that got out of hand when Shannon started screaming Alans names in front of everyone.

Tammy Lauren As Shannon Then

Tammy Lauren As Shannon Then

Tammy Lauren As Shannon Now

Despite starting her career in the early ’90s and starring in various movies, Tammy Lauren has been a bit in the shadows after her performance in 2 and a half men. She has taken up roles on The Young and the Restless and her newest work has been in Criminal Minds appearing as a guest. She is married to Guri Weinberg, son of the Israeli wrestling coach Moshe Weinberg, who was killed in the Munich Massacre.

Tammy Lauren As Shannon Now

Tammy Lauren As Shannon Now

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Justine Eyre As Gabrielle Then

Charlie just can’t get enough! Alan found out that Charlie stole his childhood crush when he was dating Gabrielle. This is why he tries to get his revenge by stealing Gabrielle from Charlie. The plan was working well at first when it came down to it, Alan started feeling guilty and apologized to Charlie telling him he would give him Gabrielle back. However, Charlie does not accept his apology and Alan comes home to his brother and Alan’s ex-girlfriend in bed.

Justine Eyre As Gabrielle Then

Justine Eyre As Gabrielle Then

Justine Eyre As Gabrielle Now

Justine is not a very well known actress in Hollywood. Aside from her role as Gabrielle, she has also starred in CSI: Miami, The Secret Life of the American Teenager, and Mad Men. The last time she appeared on TV was in 2016.  But did you know that she is a trained, multilingual actress that has narrated well over 400 audiobooks and has received a coveted Audie Award and multiple AudioFile Earphones Awards? She is married to John Allen Nelson.

Justine Eyre As Gabrielle Now

Justine Eyre As Gabrielle Now

Maggie Lawson As Ms. McMartin Then

Charlie dies but his essence is still in the house. Walden and Alan get married because of the desire of Walden to adopt a child. The social worker in charge of interviewing them is Ms. McMartin. Alan and Walden realize they both like the social worker, and they end up getting a child named Louis. Eventually, Ms.McMartin realizes that they lied about the information they provided. However, she still decides to go out with Alan but ends up changing her mind and seeing Walden.

Maggie Lawson As Ms. McMartin Then

Maggie Lawson As Ms. McMartin Then

Maggie Lawson As Ms. McMartin Now

Maggie is a very well known actress even after starring in the sitcom. She is mainly known for her role as Detective Juliet “Jules” O’Hara in the TV show Psych. Probably you have seen her in Angel From Hell, The Great Outdoors, and Psych. In 2015 she got married to fellow actor Ben Koldyke who is now part of the cast of Mr. Robinson. It was a very short marriage since in 2017 the actors ended their marriage.

Maggie Lawson As Ms. McMartin Now

Maggie Lawson As Ms. McMartin Now

Conchata Ferrell As Berta Then

Berta is probably one of the only women to be immune to Charlie’s charm. Even if they fought a lot she was like the mum/feminine figure of the house. Berta takes great joy in making fun of the Harper family for their mistakes as they amuse her. She induces fear into the hearts of others simply by giving frowns. We all fell in love with her during the show and as a matter of fact, she stayed for the whole 9 seasons. Even after Charlie died and Walden replaced him.

Conchata Ferrell As Berta Then

Conchata Ferrell As Berta Then

Conchata Ferrell As Berta Now

We will always know Conchata as Bert and we will miss her sassiness and wisdom. She has been nominated for Emmy’s several times and has worked on Broadway as well. Recently she has appeared in Krampus and The Ranck, where she and Aston Kutcher worked together again! This June, she suffered a heart attack and, she was moved to a long term care facility in July where she was reported to be stable and semi-conscious.

Conchata Ferrell As Berta Now

Conchata Ferrell As Berta Now

Jenny McCarthy As Courtney Leopold Then

Charlie has proven to us he has no limits, especially after he starts dating Courtney, the daughter of the man marrying Charlie’s mother. Alan, however, does not get good vibes from her and advises his brother to stop seeing her. It turns out that Alan was right all along… Courtney resulted in being a conman that goes by the name of Sylvia. A fact that was revealed when she gets Charlie a 50.000$ car.

Jenny McCarthy As Courtney Leopold Then

Jenny McCarthy As Courtney Leopold Then

Jenny McCarthy As Courtney Leopold Now

Jenny made her way to Hollywood by working as a Playboy nude model and hosting a dating show.  She divorced Jim Carey in 2010. Today she is happily married to Donnie Wahlberg and they have performed together in a reality show with this family. Aside from being an actress, Jenny is a writer and activist. She has written books about parenting and has pushed experts to invest time and money into researching environmental causes and alternative medical treatments for autism.

Jenny McCarthy As Courtney Leopold Now

Jenny McCarthy As Courtney Leopold Now

Teri Hatcher As Liz Then

Liz’s arrival for Jake’s 11 birthday causes many fights between her sister (Judith and Alan). Not having it any other way, Charlie and Liz made out in their wedding which Charlie does not recall. Liz tried some moves on Alan, and Judith was not happy about it. It was a surprise for all of us that Alan liked Liz before being with Judith and he said it in the middle of all the family chaos. Not taking it in a good way, Judith tells them that she would “show Charlie a good time”

Teri Hatcher As Liz Then

Teri Hatcher As Liz Then

Teri Hatcher As Liz Now

Terri has been a very successful actress, singer, writer, and presenter. She has starred in Lois & Clark: The New Adventures of Superman, Desperate Housewives and Tomorrow Never Dies. Now you can see her acting in Supergirl and The Odd Couple. Unfortunately, she has not been that lucky in love matters as she has been divorced twice, but who can blame her? In March 2006, Hatcher brought to light the fact that she had been sexually abused from the age of five by his uncle by marriage Richard Hayes Stone.

Teri Hatcher As Liz Now

Teri Hatcher As Liz Now

Jaime Pressly As Tammy Then

When Jake introduces his girlfriend Tammy to his dad, it shocks us how equal they are. She is a mom of three and owns a tattoo shop “Tammy’s Tatties” Despite their big age difference, this is not the cause of their break up. They only break up after Tammy finds out that Jake used to date his daughter! I know INSANE. To recover from the break-up, Tammy found her safe space with Walde who was the same age.

Jaime Pressly As Tammy Then

Jaime Pressly As Tammy Then

Jaime Pressly As Tammy Now

We know her as Joy in My Name Is Earl the role that allowed her to win a Primetime Emmy Award for Outstanding Supporting Actress. This successful actress has also been in Poison Ivy: The new seduction, I Love You, Man, Joe Dirt, The Oogieloves, and Mom. Pressly has revealed in interviews that she briefly struggled with bulimia as a teenager.In 2011 she was detained for driving under the influence. She has three children two of whom are twins.

Jaime Pressly As Tammy Now

Jaime Pressly As Tammy Now

Judy Greer As Bridget Schmidt Then

Bridget decides to divorce Walden because she thinks he is very immature for him. Walden is devastated by the news and he even tries to take his life. But Alan convinces him that there is more to life and they buy Charlie’s beach house. But as it turns out, when Walden starts dating Zoey and he manages to get over his divorce and his sadness, Bridget starts getting jealous and tries to conquer him back.

Judy Greer As Bridget Schmidt Then

Judy Greer As Bridget Schmidt Then

Judy Greer As Bridget Schmidt Now

She is a very know American actress, comedian, director, and author. We know Judy for her appearances in 13 going 30, What Women Want, Love & Other Drugs, and The Wedding planner. Aside from being an actress, she was a casting director in the past and she even wrote a book called: “I don’t know what you know me from Confessions of a Co-Star”. In 2011 she got married to Dean E. Johnsen 

Judy Greer As Bridget Schmidt Now

Judy Greer As Bridget Schmidt Now

Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Then

After being heartbroken when Bridget left him, Zoey manages to pick up the pieces and they start having something more serious. Unfortunately, the couple breaks up when she rejects his offer of marriage. So much for helping Walden get over Bridget… as it turns out, Zoey had been cheating on him since day one! She was seeing somebody else at the same time that she was dating Walden. The poor guy doesn’t seem to find his other half.

Sophie Winkleman As Zoey Hyde Tottingham Pierce Then

Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Then

Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Now

This royal is still an actress besides her title. She is married to an English Lord so she became entitled to the name Lady Frederick Windsor, but she still uses her name in her professional career. She has recently appeared on: Thrust, CSI: Miami, and Milo Murphy’s Law. The couple has to kids. In 2017 Sophie was in a serious car accident and had to face weeks before full recuperation. 

Sophie Winkleman As Zoey Hyde Tottingham Pierce Now

Sophie Winkleman As Zoey Hyde-Tottingham-Pierce Now

Diora Baird As Wanda Then

Beautiful Diora left us amazed with her beauty beside her short performance in the show. She is a model and one of Charlie’s ex-girlfriends. Jake had a poster of her in underwear in his bedroom.  She has a weakness for alcohol and falls unconsciously very often. After falling unconscious, she awakens with little or no recollection of what’s happened to her. Sometimes she sleeps casually with Charlie and she is okay with that.

Diora Baird As Wanda Then

Diora Baird As Wanda Then

Diora Baird As Wanda Now

Similarly to her role as Wanda, Diora was a model for Guess. Once her work in Two and a Half Men was over, she continued on acting. You can see her in Funny or Die, she also appeared in the movie ” The ugly life of a beautiful girl” and “Cocked”. She is currently dating Mav Viola.   Before being an actress, she modeled for Guess and Playboy. You can also see her in the romantic comedy Wedding Crashers

Diora Baird As Wanda Now

Diora Baird As Wanda Now

Krista Allen As Olivia Pearson Then

Things get a little bit awkward when Charlie goes to have diner with his mum, his mum’s boyfriend, and his daughter Olivia. What their parents didn’t know is that Charlie and Olivia dated for a while in the past but ended things in bad terms. The situation started to escalate quickly Olivia threw her drink in Charlie’s face causing the dinner ended prematurely, and later  Evelyn was also left for someone younger than her.

Krista Allen As Olivia Pearson Then

Krista Allen As Olivia Pearson Then

Krista Allen As Olivia Pearson Now

This great actress became known during the ’90s when she starred in Days of Our Lives, Final Destination, Anger Management, and Baywatch. Recently she has been seen in Eleven Eleven and Best Mom</em. She has been married twice, but both marriages ended up in divorce. She has one child.

Krista Allen As Olivia Pearson Now

Krista Allen As Olivia Pearson Now

Kelly Stables As Melissa Then

What is up with the 2 brothers dating the same girls! Melissa, (Alan’s secretary) went out with Charlie. When that did not work out he decided to try things with Alan right after. Alan, however, kept up his tendency to lie to women and forgot to tell Melissa that when Lindsey was his “roommate” they were still dating. Their relationship both personal and professional ended up bad especially after Melissa asked for a salary raise.

Kelly Stables As Melissa Then

Kelly Stables As Melissa Then

Kelly Stables As Melissa Now

She might be known mainly for her role as Melissa in two and a half men but this American actress has also been a voice actress for W.I.T.C.H. She has also starred in Malibu Dan the Family Man, Superstore, Cloudy with a Chance of Meatballs 2, and Horrible Bosses 2. She also had a minor role in No Tomorrow in 2016. She got married in 2005 to Kurt Patino with whom she has a child.

Kelly Stables As Melissa Now

Kelly Stables As Melissa Now

Heather Locklear As Laura Then

Charlie has a bad eye when choosing a woman, and that has been shown time after time. Only this time it affected his brother and not in a good way precisely. He started dating his brother’s divorce lawyer Laura and Charlie made her promise that in the end, he could not keep up. For this reason, Laura decided to break up with him and paid her frustration with Alan by d sabotaging his divorce settlement.

Heather Locklear As Laura Then

Heather Locklear As Laura Then

Heather Locklear As Laura Now

Heather Locklear was a hit in Hollywood during the ’80s and ’90s. We know her better for her parts in Spin City and Melrose Place. The media has been onto her concerning her divorce and health issues. Lately, he has appeared in Fresh Off The Boat and Too close to Home. She tried to commit suicide in 2008 and suffered from anxiety and depression. She has been arrested on several occasions for battery and domestic violence.

Heather Locklear As Laura Now

Heather Locklear As Laura Now

Kimberly Quinn As Donna Then

After going on a double date, Alan and Donna hit it off. They continue dating until he gets bored and ends the relationship. He asks his brother for advice on how to do this. He follows what Charlie says and lets her down gently. Even though this is a relief to him, let’s just say that she did take it all that well.

Kimberly Quinn As Donna Then

Kimberly Quinn As Donna Then

Kimberly Quinn As Donna Now

The biggest roles that she has taken on would be in Twisted and Terriers. Kimberly Quinn also guest-starred in Nash Bridges, Suddenly Susan, House M.D., and more. She is married to a producer who goes by the name Theodore Melfi.

Kimberly Quinn As Donna Now

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 exceptions. Sadly, he gets scared and breaks up with her when things get serious. She later marries a different guy but promises him that she will let him know if they divorce. They eventually get back together, but it does not work out.

Denise Richards As Lisa Then

Denise Richards As Lisa Then

Denise Richards As Lisa Now

Did you know that Denise Richards was married to Charlie Sheen when she played Lisa? This is why they had such great chemistry. They have two daughters together and eventually called it quits in a messy divorce. They tried to be civil for the girls, but things were hard due to his addiction. Even though they went through lawsuits and accusations, things have gotten better between them since then.

Denise Richards As Lisa Now

Denise Richards As Lisa Now

Kristin Dattilo As Cindy Then

Charlie can charm a lot of women, but Cindy is another one that he can’t fool. Jake develops a crush on her, however! A lot of people did not expect her and Judith to become good friends with each other. They bond over the fact that they did not get along with their dads! Alan even thought that they were dating.

Kristin Dattilo As Cindy Then

Kristin Dattilo As Cindy Then

Kristin Dattilo As Cindy Now

This actress got her start by appearing in The Chris Isaak Show. She later made appearances in Dexter, Grounded for Life, Beverly Hills, CSI, and more. Aside from this, she also starred in the music video of a 1989 Aerosmith song called “Janie’s Got a Gun.” In 2005, she exchanged vows with a screenwriter called Jason Keller. They now have two kids.

Kristin Dattilo As Cindy Now

Kristin Dattilo As Cindy Now

Courtney Thorne-Smith As Lyndsey McElroy Then

The seventh season of the show would not have been the same without Lyndsey. Throughout the season, they get together and break up. It was like a cycle! They meet when Jake befriends her son. Sadly, they later called it off for good because of her alcoholism. Things get more complicated when she moves on to Walden.

Courtney Thorne Smith As Lyndsey McElroy Then

Courtney Thorne-Smith As Lyndsey McElroy Then

Courtney Thorne-Smith As Lyndsey McElroy Now

Lyndsey McElroy was brought to life by Courtney Thorne- Smith. In the past, she starred in Ally McBeal but has decided to take it easy and focus on her husband and child. She has since come back to the small screen by working on Fresh Off The Boat and Robot Chicken.

Courtney Thorne Smith As Lyndsey McElroy Now

Courtney Thorne-Smith As Lyndsey McElroy Now

April Bowlby As Kandi Then

A lot of people could not believe it when Alan and Kandi get married and move in together. Sadly, it came to an end when she snags a part in a show called Stiffs. Alan ends up leaving her.

April Bowlby As Kandi Then

April Bowlby As Kandi Then

April Bowlby As Kandi Now

Even when the show was over, April Bowlby kept making waves in the world of acting. She decided to go blonde as well. Perhaps you remember her from How I Met Your Mother, Drop Dead Diva, and The Big Bang Theory. When it comes to the big screen, she starred in Love Me or Else with Jon Prescott and Cindy Busby.

April Bowlby As Kandi Now

April Bowlby As Kandi Now

Brooke Shields As Danielle Stewart Then

Charlie introduces Danielle and Alan because he wants his brother to look for a house of his own. When Charlie finds out about her past, he believes that they are perfect together. However, he later decides that he wants her for himself. The brothers fight over her but eventually agree and kick her out.

Brooke Shields As Danielle Stewart Then

Brooke Shields As Danielle Stewart Then

Brooke Shields As Danielle Stewart Now

This actress got her start as a child star and model. Now in her fifties, Brooke Shields is still a gorgeous woman! She appeared in The Middle, Hannah Montana, Law & Order: Criminal Intent, and Law & Order: Special Victims Unit in the past. She is now the mother of two and the wife of Chris Henchy.

Brooke Shields As Danielle Stewart Now

Brooke Shields As Danielle Stewart Now