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CHARLIE'S ANGELS

Charlie Harper (Charlie Sheen) plays the field on 'Two and a Half Men' � and then some. Here's a handy guide to some of his most memorable flames and flameouts from the series' first 100 episodes. Click here to read more on 'Two and a Half Men.'

ACTRESS	CHARACTER	EPISODE	DATE	COMMENT
Melanie Lynskey	Rose	(43 episodes)	(recurring character)	After spending years pining for Charlie, crazy neighbor Rose gets her wish when Charlie sleeps with her on her birthday. But everything has consequences, as Charlie learns when he must deal with the ultimate angry father: Martin Sheen himself, playing Rose�s dad.
Liz Vassey	Kate	�The Last Thing You Want Is to Wind Up With a Hump�	Oct. 20, 2003	When Jake joins a soccer team, Charlie�s introduced to the wonderful world of MILFs.
Krista Allen	Olivia	�Did You Check With the Captain of the Flying Monkeys?�	Oct. 27, 2003	Dating hits too close to home when Charlie and his mom find themselves dating a father and his daughter.
Kristin Dattilo	Cindy	�If They Do Go Either Way, They�re Usually Fake�	Nov. 3, 2003	Jake gets an art lesson ... when he draws Dattilo�s buttocks.
Myndy Crist	Wendy	�Phase One, Complete�	Nov. 17, 2003	Charlie dumps a woman he believes is using him just to be friends with Jake ... and then upsets Jake.
Denise Richards	Lisa	(two episodes)	Nov. 24, 2003;Nov. 22, 2004	In a case of art not just imitating but predicting life, Denise Richards plays Charlie�s on-again/off-again girlfriend Lisa.
Megan Fox	Prudence	�Camel Filters + Pheromones�	Jan. 5, 2004	There�s no line Charlie won�t cross when he meets his housekeeper�s sexy granddaughter ... until he learns she�s 16.
Jenna Elfman	Frankie	�One Round to the Hot Crazy Chick�	Feb. 9, 2004	Elfman�s as hot as she is crazy, which doesn�t bother Charlie ... until she actually falls for Alan instead of him.
Chris O�Donnell	Bill/Jill	�An Old Flame With a New Wick�	March 1, 2004	Yes, it�s true ... even Charlie�s not immune to the charms of Chris O�Donnell (who plays a sex-changed ex).
Heather Locklear	Laura Lane	�No Sniffing, No Wowing�	May 3, 2004	Locklear plays a divorce lawyer on Sheen�s show. Then she gets a real-life divorce and ex-husband Richie Sambora hooks up with Sheen�s ex-wife (and �Two and a Half Men� guest star) Denise Richards. Who says sitcoms aren�t real?
Jenna Gering	Naomi	�Can You Feel My Finger?�	May 24, 2004	Charlie almost gets �Pregnancy Scared Straight� with a vasectomy.
Missi Pyle	Delores Pasternak	�A Bag Full of Jawea�	Oct. 4, 2004	When Jake gets in trouble for making a lewd gesture at school, Charlie has his own lewd thoughts about Jake�s teacher.
Jeri Ryan	Sherri	(two episodes)	Oct. 18, 2004;March 21, 2005	Charlie gets a taste of his own medicine when Sherri takes the upper hand in their relationship � then later, she becomes more interested in Alan.
Ana Alexander, Julie Dickens, Jodi Lyn O�Keefe, Jennifer Taylor	Tina, Montage Beautiful Woman, Gail, Montage Doctor	�Last Chance to See Those Tattoos�	Dec. 13, 2004	Charlie learns the Internet can be a dangerous place, especially when all your exes get together to make a website about you.
Paget Brewster	Jamie Eckleberry	�A Lungful of Alan�	Jan. 3, 2005	Charlie and Alan are both smitten when a childhood friend comes to visit, and she�s all grown up in all the right places.
Alicia Coppola	Dr. Michelle Talmadge	�Woo-hoo, a Hernia Exam!�	Feb. 21, 2005	It�s Charlie�s lucky day when he realizes he has a gorgeous new doctor. It�s his unlucky day when he realizes he�s already had a fling with her ... and he doesn�t remember.
Lucy Lawless	Pamela	�It Was �Mame,� Mom�	March 7, 2005	Charlie pretends he�s gay to butter up a fey ad executive ... until he meets Lucy Lawless, the man�s beautiful ex-wife.
Cynthia Preston	Heather	�A Sympathetic Crotch to Cry On�	May 2, 2005	As Charlie learns, there�s no better place to find young, vulnerable women in need of companionship than a funeral ... especially when the woman is the widow.
Karen Trella	Natalie	�Does This Smell Funny to You?�	May 23, 2005	Jake brings a rather unconventional report to class ... when he tells the story of Charlie getting busted with another man�s wife.
Jodi Lyn O�Keefe	Isabella	�Hi, Mr. Horned One�	Oct. 24, 2005	Alan believes Charlie�s new girlfriend (played by O�Keefe, in a different role from her Dec. 2004 appearance) has put a curse on them.
Emmanuelle Vaugier	Mia	(six episodes)	2005-06 season	Jake takes the fall � literally � when Charlie coerces him into a ballet class so he can flirt with the hot dance instructor ... who Charlie ends up genuinely falling for.
Gail O�Grady	Mandi	(two episodes)	April 10 and April 24, 2006	Charlie dated Kandi (Mandi�s daughter). Then Alan dated Kandi. Then Alan lost Kandi. Then Charlie slept with Mandi. Then Charlie�s mom dated Kandi�s dad. Then Kandi married Alan. You figure it out.
Katherine LaNasa	Lydia	(two episodes)	Oct. 23, and Nov. 27, 2006	Charlie gets all Oedipal when he dates a dead ringer for his mother.
Brooke D�Orsay	Robin	�Young People Have Phlegm Too�	Feb. 19, 2007	Charlie robs the cradle when he dates a sexy 24-year-old � and sets Alan up with her sister.
Judy Greer	Myra	(two episodes)	April 9 and April 16, 2007	Charlie could become his own uncle when he begins dating Myra, his mom�s fiance�s sister.
Rachel Cannon	Chloe	�Anteaters. They�re Just Crazy-Lookin� �	May 7, 2007	Even Charlie�s no match for handyman Enrique Iglesias, who steals Charlie�s latest girlfriend.

� Compiled by Chad Gervich